treatments-xml/data/20/28/C3/2028C32FB93E9A0C3B1FA41B150AF859.xml

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<mods:title id="E1D0168A14405B0A4DA1766EB9E2E04B">Phenylethanoid glycosides in tepals of Magnolia salicifolia and their occurrence in flowers of Magnoliaceae</mods:title>
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<heading id="F376C555B93E9A0F3B1FA41B115FFEF1" box="[805,1360,354,374]" fontSize="36" level="2" pageId="1" pageNumber="186" reason="3">
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2.1. Phenolic glycosides detected in tepals of 
<taxonomicName id="6F8109BAB93E9A0F3CECA41B115FFEF1" ID-CoL="3XHHS" authority="(Siebold &amp; Zucc.) Maxim." authorityName="Maxim." baseAuthorityName="Siebold &amp; Zucc." box="[1238,1360,354,374]" class="Magnoliopsida" family="Magnoliaceae" genus="Magnolia" kingdom="Plantae" order="Magnoliales" pageId="1" pageNumber="186" phylum="Tracheophyta" rank="species" species="salicifolia">M. salicifolia</taxonomicName>
</emphasis>
</heading>
</paragraph>
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<paragraph id="A83E7239B93E9A0F3B7EA4E210F9FDF6" blockId="1.[805,1475,411,820]" pageId="1" pageNumber="186">
LC–UV–MS analysis of an 80% 
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OH extract of the tepals of 
<taxonomicName id="6F8109BAB93E9A0F3B1FA4CC1791FE4E" box="[805,926,437,457]" class="Magnoliopsida" family="Magnoliaceae" genus="Magnolia" kingdom="Plantae" order="Magnoliales" pageId="1" pageNumber="186" phylum="Tracheophyta" rank="species" species="salicifolia">
<emphasis id="9AF5AE2BB93E9A0F3B1FA4CC1791FE4E" box="[805,926,437,457]" italics="true" pageId="1" pageNumber="186">M. salicifolia</emphasis>
</taxonomicName>
revealed several abundant UV absorbing components (
<figureCitation id="30BA6EBCB93E9A0F3B17A4AB176AFE62" box="[813,869,466,485]" captionStart="Fig" captionStartId="2.[113,139,1086,1100]" captionTargetBox="[186,758,185,1063]" captionTargetId="graphics-413@2.[238,713,208,1011]" captionTargetPageId="2" captionText="Fig. 2. Maximum absorbance (300–500 nm) chromatograms from LC–UV analyses of 80% CH3OH extracts of Magnolia tepals (top to bottom): M. salicifolia (BI-19354), M. kobus (BI-19363), M. virginiana (BI-19682), M. sieboldii (BI-19731), M. macrophylla (BI-19560), M. delavayi (BI-19737) and M. acuminata (BI-20613). Peaks labelled the phenylethanoid glycosides 1–6 and the 3-O-rutinosides of quercetin (a), kaempferol (b) and isorhamnetin (c). The peak next to 2 in M. virginiana is an isomer of 2 that was not investigated further." figureDoi="http://doi.org/10.5281/zenodo.10486001" httpUri="https://zenodo.org/record/10486001/files/figure.png" pageId="1" pageNumber="186">Fig. 2</figureCitation>
). The UV and serial mass spectra of these suggested they were phenylethanoid glycosides (
<emphasis id="9AF5AE2BB93E9A0F3C44A49710ABFD86" bold="true" box="[1150,1188,494,514]" pageId="1" pageNumber="186">1–6</emphasis>
) and the flavonol glycoside quercetin 3- 
<emphasis id="9AF5AE2BB93E9A0F3B9AA77017A0FD9A" box="[928,943,521,541]" italics="true" pageId="1" pageNumber="186">O</emphasis>
-rutinoside. The latter, together with the 3- 
<emphasis id="9AF5AE2BB93E9A0F3D59A770117DFD9A" box="[1379,1394,521,541]" italics="true" pageId="1" pageNumber="186">O</emphasis>
-rutinosides of kaempferol and isorhamnetin, present as minor components of the extract, were identified by the mass spectrometry methods described by 
<bibRefCitation id="CC100FC8B93E9A0F3C31A72710FEFDF6" author="Kite, G. C. &amp; Veitch, N. C." box="[1035,1265,606,625]" pageId="1" pageNumber="186" pagination="2579 - 2590" refId="ref11158" refString="Kite, G. C., Veitch, N. C., 2011. Identification of common glycosyl groups of flavonoid O - glycosides by serial mass spectrometry of sodiated species. Rapid Commun. Mass Spectrom. 25, 2579 - 2590." type="journal article" year="2011">Kite and Veitch (2011)</bibRefCitation>
.
</paragraph>
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The phenylethanoid glycoside 
<emphasis id="9AF5AE2BB93E9A0F3C40A7031088FD0A" bold="true" box="[1146,1159,634,653]" pageId="1" pageNumber="186">5</emphasis>
was identified as verbascoside by chromatographic and mass spectrometric comparison with a standard. Verbascoside is an acylated glycoside of 3,4-dihydroxyphenylethanol (= hydroxytyrosol; 
<emphasis id="9AF5AE2BB93E9A0F3CADA7B510A5FD67" box="[1175,1194,716,736]" italics="true" pageId="1" pageNumber="186">M</emphasis>
= 154), the acylating acid being caffeic acid (
<emphasis id="9AF5AE2BB93E9A0F3BD0A79117F2FD7B" box="[1002,1021,744,764]" italics="true" pageId="1" pageNumber="186">M</emphasis>
= 180). The presence of these two phenolic moieties in 
<emphasis id="9AF5AE2BB93E9A0F3BA3A67C17B0FC9F" bold="true" box="[921,959,773,793]" pageId="1" pageNumber="186">1–4</emphasis>
was suggested from ion trap MS/MS of their doubly deprotonated molecules [M–2H] 
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2 
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, which gave singly charged fragments at 
<emphasis id="9AF5AE2BB93D9A0C3932A0691514FAA3" box="[264,283,1296,1316]" italics="true" pageId="2" pageNumber="187">m</emphasis>
/ 
<emphasis id="9AF5AE2BB93D9A0C3919A0691522FAA3" box="[291,301,1296,1316]" italics="true" pageId="2" pageNumber="187">z</emphasis>
135.0456 (C 
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H 
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O 
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), 161.0248 (C 
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H 
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O 
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) and 179.0354 (C 
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H 
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O 
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), expected for [(hydroxytyrosol–H 
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O)–H] 
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<superScript id="5FF4DF71B93D9A0C3AC4A0501705FAB1" attach="none" box="[766,778,1321,1334]" fontSize="5" pageId="2" pageNumber="187">—</superScript>
</emphasis>
, [(caffeic acid–H 
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O)–H] 
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<superScript id="5FF4DF71B93D9A0C3959A03C1560FAD5" attach="left" box="[355,367,1349,1362]" fontSize="5" pageId="2" pageNumber="187">—</superScript>
</emphasis>
and [caffeic acid–H] 
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<superScript id="5FF4DF71B93D9A0C3A50A03C1679FAD5" attach="none" box="[618,630,1349,1362]" fontSize="5" pageId="2" pageNumber="187">—</superScript>
</emphasis>
, respectively. Neither 5 nor 6 generated doubly deprotonated molecules but, following ion trap MS/MS, the singly deprotonated molecule of all of 1–6 showed a neutral loss of C9H5O3 (caffeic acid–H 
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O). Collision cell MS2 spectra of deprotonated 
<emphasis id="9AF5AE2BB93D9A0C3A3DA0C01622FA4B" bold="true" box="[519,557,1465,1484]" pageId="2" pageNumber="187">1–6</emphasis>
also gave [(caffeic acid–H 
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O)–H] 
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</emphasis>
as the base ion. The sodiated molecules of 
<emphasis id="9AF5AE2BB93D9A0C3AD3A0AC1700FA6F" bold="true" box="[745,783,1493,1512]" pageId="2" pageNumber="187">1–6</emphasis>
predominately showed a neutral loss of 146 (Rha) following ion trap MS/MS. Compounds 
<emphasis id="9AF5AE2BB93D9A0C3947A3751585F998" bold="true" box="[381,394,1548,1567]" pageId="2" pageNumber="187">3</emphasis>
, 
<emphasis id="9AF5AE2BB93D9A0C39A3A37515A9F998" bold="true" box="[409,422,1548,1567]" pageId="2" pageNumber="187">4</emphasis>
and 
<emphasis id="9AF5AE2BB93D9A0C39E5A37515E3F998" bold="true" box="[479,492,1548,1567]" pageId="2" pageNumber="187">6</emphasis>
had molecular masses that were each 146 Da greater than 
<emphasis id="9AF5AE2BB93D9A0C3987A35115C5F9BC" bold="true" box="[445,458,1576,1595]" pageId="2" pageNumber="187">1</emphasis>
, 
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and 
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, respectively, and the [(M–Rha) + Na] 
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ion of 
<emphasis id="9AF5AE2BB93D9A0C3960A33D1568F9D0" bold="true" box="[346,359,1604,1623]" pageId="2" pageNumber="187">3</emphasis>
, 
<emphasis id="9AF5AE2BB93D9A0C3948A33D1570F9D0" bold="true" box="[370,383,1604,1623]" pageId="2" pageNumber="187">4</emphasis>
and 
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generated by MS/MS fragmented by further rounds of serial mass spectrometry in a similar manner to the sodiated molecules of 
<emphasis id="9AF5AE2BB93D9A0C39AAA3051592F908" bold="true" box="[400,413,1660,1679]" pageId="2" pageNumber="187">1</emphasis>
, 
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and 
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(see Sections 3.6–3.13). This suggested that compounds 
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, 
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and 
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were rhamnosyl derivatives of 
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, 
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and 
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, respectively.
</paragraph>
<caption id="FCFE22B1B93E9A0F3A24A2B617F4F85A" ID-DOI="http://doi.org/10.5281/zenodo.10524169" ID-Zenodo-Dep="10524169" box="[542,1019,1998,2013]" httpUri="https://zenodo.org/record/10524169/files/figure.png" pageId="1" pageNumber="186" startId="1.[542,568,1999,2013]" targetBox="[140,1415,879,1967]" targetPageId="1" targetType="figure">
<paragraph id="A83E7239B93E9A0F3A24A2B617F4F85A" blockId="1.[542,1019,1998,2013]" box="[542,1019,1998,2013]" pageId="1" pageNumber="186">
<emphasis id="9AF5AE2BB93E9A0F3A24A2B6165FF85A" bold="true" box="[542,592,1999,2013]" pageId="1" pageNumber="186">Fig. 1.</emphasis>
Phenylethanoid glycosides from 
<taxonomicName id="6F8109BAB93E9A0F3B58A2B717F8F85A" box="[866,1015,1998,2013]" class="Magnoliopsida" family="Magnoliaceae" genus="Magnolia" kingdom="Plantae" order="Magnoliales" pageId="1" pageNumber="186" phylum="Tracheophyta" rank="species" species="salicifolia">
<emphasis id="9AF5AE2BB93E9A0F3B58A2B717F8F85A" box="[866,1015,1998,2013]" italics="true" pageId="1" pageNumber="186">Magnolia salicifolia</emphasis>
</taxonomicName>
.
</paragraph>
</caption>
<caption id="FCFE22B1B93D9A0C3B05A485177CFDBF" ID-Table-UUID="FCFE22B1B93D9A0C3B05A485177CFDBF" httpUri="http://table.plazi.org/id/FCFE22B1B93D9A0C3B05A485177CFDBF" pageId="2" pageNumber="187" startId="2.[831,875,508,522]" targetBox="[853,1478,592,2003]" targetIsTable="true" targetPageId="2">
<paragraph id="A83E7239B93D9A0C3B05A485177CFDBF" blockId="2.[831,1500,508,568]" pageId="2" pageNumber="187">
<emphasis id="9AF5AE2BB93D9A0C3B05A4851774FD8D" bold="true" box="[831,891,508,522]" pageId="2" pageNumber="187">Table 1</emphasis>
<superScript id="5FF4DF71B93D9A0C3B05A7761749FD9E" attach="right" box="[831,838,527,537]" fontSize="4" pageId="2" pageNumber="187">1</superScript>
H and 
<superScript id="5FF4DF71B93D9A0C3B43A7761787FD9E" attach="right" box="[889,904,527,537]" fontSize="4" pageId="2" pageNumber="187">13</superScript>
C NMR spectroscopic data for phenylethanoid glycosides 
<emphasis id="9AF5AE2BB93D9A0C3D73A76A115CFDA6" bold="true" box="[1353,1363,531,545]" pageId="2" pageNumber="187">1</emphasis>
and 
<emphasis id="9AF5AE2BB93D9A0C3D40A76A118BFDA6" bold="true" box="[1402,1412,531,545]" pageId="2" pageNumber="187">2</emphasis>
(MeOH- 
<emphasis id="9AF5AE2BB93D9A0C3DFDA76B11DFFDA6" box="[1479,1488,530,545]" italics="true" pageId="2" pageNumber="187">d</emphasis>
, 
<subScript id="3405707CB93D9A0C3DEBA76011D7FDA4" attach="right" box="[1489,1496,537,547]" fontSize="4" pageId="2" pageNumber="187">4</subScript>
30 °C).
</paragraph>
</caption>
<paragraph id="A83E7239B93D9A0C3BE4A7291057F854" pageId="2" pageNumber="187">
<table id="DA818099B93D65F13B6FA72911C9F854" box="[853,1478,592,2003]" gridcols="6" gridrows="59" pageId="2" pageNumber="187">
<tr id="16B1707BB93D65F13B6FA72911C9FDD9" box="[853,1478,592,606]" gridrow="0" pageId="2" pageNumber="187" rowspan-0="1" rowspan-3="1" rowspan-5="1">
<th id="55601907B93D65F13BE4A7291005FDD9" box="[990,1034,592,606]" gridcol="1" gridrow="0" pageId="2" pageNumber="187">Atom</th>
<th id="55601907B93D65F13C1BA7291096FDD9" box="[1057,1177,592,606]" gridcol="2" gridrow="0" pageId="2" pageNumber="187">1</th>
<th id="55601907B93D65F13CC5A7291178FDD9" box="[1279,1399,592,606]" gridcol="4" gridrow="0" pageId="2" pageNumber="187">2</th>
</tr>
<tr id="16B1707BB93D65F13B6FA71711C9FD07" box="[853,1478,622,640]" gridrow="1" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1">
<td id="55601907B93D65F13C1BA7171096FD07" box="[1057,1177,622,640]" gridcol="2" gridrow="1" pageId="2" pageNumber="187">
<emphasis id="9AF5AE2BB93D9A0C3C1BA7081025FD07" bold="true" box="[1057,1066,625,640]" italics="true" pageId="2" pageNumber="187">δ</emphasis>
1H (
<emphasis id="9AF5AE2BB93D9A0C3C6AA708105AFD07" box="[1104,1109,625,640]" italics="true" pageId="2" pageNumber="187">J</emphasis>
in Hz)
</td>
<td id="55601907B93D65F13C81A71710E7FD07" box="[1211,1256,622,640]" gridcol="3" gridrow="1" pageId="2" pageNumber="187">
<emphasis id="9AF5AE2BB93D9A0C3C81A70810CBFD07" bold="true" box="[1211,1220,625,640]" italics="true" pageId="2" pageNumber="187">δ</emphasis>
13C
</td>
<td id="55601907B93D65F13CC5A7171178FD07" box="[1279,1399,622,640]" gridcol="4" gridrow="1" pageId="2" pageNumber="187">
<emphasis id="9AF5AE2BB93D9A0C3CC5A7081107FD07" bold="true" box="[1279,1288,625,640]" italics="true" pageId="2" pageNumber="187">δ</emphasis>
1H (
<emphasis id="9AF5AE2BB93D9A0C3D14A708113CFD07" box="[1326,1331,625,640]" italics="true" pageId="2" pageNumber="187">J</emphasis>
in Hz)
</td>
<td id="55601907B93D65F13DA3A71711C9FD07" box="[1433,1478,622,640]" gridcol="5" gridrow="1" pageId="2" pageNumber="187">
<emphasis id="9AF5AE2BB93D9A0C3DA3A70811ADFD07" bold="true" box="[1433,1442,625,640]" italics="true" pageId="2" pageNumber="187">δ</emphasis>
13C
</td>
</tr>
<tr id="16B1707BB93D65F13B6FA7EA11C9FD26" box="[853,1478,659,673]" gridrow="2" pageId="2" pageNumber="187" rowspan-2="1" rowspan-4="1">
<th id="55601907B93D65F13B6FA7EA17B2FD26" box="[853,957,659,673]" gridcol="0" gridrow="2" pageId="2" pageNumber="187">Aglycone</th>
<td id="55601907B93D65F13BE4A7EA1005FD26" box="[990,1034,659,673]" gridcol="1" gridrow="2" pageId="2" pageNumber="187">1</td>
<td id="55601907B93D65F13C81A7EA10E7FD26" box="[1211,1256,659,673]" gridcol="3" gridrow="2" pageId="2" pageNumber="187">131.7</td>
<td id="55601907B93D65F13DA3A7EA11C9FD26" box="[1433,1478,659,673]" gridcol="5" gridrow="2" pageId="2" pageNumber="187">131.6</td>
</tr>
<tr id="16B1707BB93D65F13B6FA7D011C9FD3F" box="[853,1478,681,696]" gridrow="3" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A7D01005FD3F" box="[990,1034,681,696]" gridcol="1" gridrow="3" pageId="2" pageNumber="187">2</td>
<td id="55601907B93D65F13C1BA7D01096FD3F" box="[1057,1177,681,696]" gridcol="2" gridrow="3" pageId="2" pageNumber="187">
6.71 
<emphasis id="9AF5AE2BB93D9A0C3C73A7D0105CFD3F" box="[1097,1107,681,696]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(2.1)
</td>
<td id="55601907B93D65F13C81A7D010E7FD3F" box="[1211,1256,681,696]" gridcol="3" gridrow="3" pageId="2" pageNumber="187">117.3</td>
<td id="55601907B93D65F13CC5A7D01178FD3F" box="[1279,1399,681,696]" gridcol="4" gridrow="3" pageId="2" pageNumber="187">
6.71 
<emphasis id="9AF5AE2BB93D9A0C3D1DA7D0113EFD3F" box="[1319,1329,681,696]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(2.1)
</td>
<td id="55601907B93D65F13DA3A7D011C9FD3F" box="[1433,1478,681,696]" gridcol="5" gridrow="3" pageId="2" pageNumber="187">117.3</td>
</tr>
<tr id="16B1707BB93D65F13B6FA7B811C9FD48" box="[853,1478,705,719]" gridrow="4" pageId="2" pageNumber="187" rowspan-0="1" rowspan-2="1" rowspan-4="1">
<td id="55601907B93D65F13BE4A7B81005FD48" box="[990,1034,705,719]" gridcol="1" gridrow="4" pageId="2" pageNumber="187">3</td>
<td id="55601907B93D65F13C81A7B810E7FD48" box="[1211,1256,705,719]" gridcol="3" gridrow="4" pageId="2" pageNumber="187">146.2</td>
<td id="55601907B93D65F13DA3A7B811C9FD48" box="[1433,1478,705,719]" gridcol="5" gridrow="4" pageId="2" pageNumber="187">146.2</td>
</tr>
<tr id="16B1707BB93D65F13B6FA7A111C9FD61" box="[853,1478,728,742]" gridrow="5" pageId="2" pageNumber="187" rowspan-0="1" rowspan-2="1" rowspan-4="1">
<td id="55601907B93D65F13BE4A7A11005FD61" box="[990,1034,728,742]" gridcol="1" gridrow="5" pageId="2" pageNumber="187">4</td>
<td id="55601907B93D65F13C81A7A110E7FD61" box="[1211,1256,728,742]" gridcol="3" gridrow="5" pageId="2" pageNumber="187">144.8</td>
<td id="55601907B93D65F13DA3A7A111C9FD61" box="[1433,1478,728,742]" gridcol="5" gridrow="5" pageId="2" pageNumber="187">144.8</td>
</tr>
<tr id="16B1707BB93D65F13B6FA79711C9FD7A" box="[853,1478,750,765]" gridrow="6" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A7971005FD7A" box="[990,1034,750,765]" gridcol="1" gridrow="6" pageId="2" pageNumber="187">5</td>
<td id="55601907B93D65F13C1BA7971096FD7A" box="[1057,1177,750,765]" gridcol="2" gridrow="6" pageId="2" pageNumber="187">
6.68 
<emphasis id="9AF5AE2BB93D9A0C3C73A797105CFD7A" box="[1097,1107,750,765]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(8.0)
</td>
<td id="55601907B93D65F13C81A79710E7FD7A" box="[1211,1256,750,765]" gridcol="3" gridrow="6" pageId="2" pageNumber="187">116.5</td>
<td id="55601907B93D65F13CC5A7971178FD7A" box="[1279,1399,750,765]" gridcol="4" gridrow="6" pageId="2" pageNumber="187">
6.68 
<emphasis id="9AF5AE2BB93D9A0C3D1DA797113EFD7A" box="[1319,1329,750,765]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(8.0)
</td>
<td id="55601907B93D65F13DA3A79711C9FD7A" box="[1433,1478,750,765]" gridcol="5" gridrow="6" pageId="2" pageNumber="187">116.4</td>
</tr>
<tr id="16B1707BB93D65F13B6FA67C11C9FC93" box="[853,1478,773,788]" gridrow="7" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A67C1005FC93" box="[990,1034,773,788]" gridcol="1" gridrow="7" pageId="2" pageNumber="187">6</td>
<td id="55601907B93D65F13C1BA67C1096FC93" box="[1057,1177,773,788]" gridcol="2" gridrow="7" pageId="2" pageNumber="187">
6.57 
<emphasis id="9AF5AE2BB93D9A0C3C73A67C1053FC93" box="[1097,1116,773,788]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(8.0,
</td>
<td id="55601907B93D65F13C81A67C10E7FC93" box="[1211,1256,773,788]" gridcol="3" gridrow="7" pageId="2" pageNumber="187">121.4</td>
<td id="55601907B93D65F13CC5A67C1178FC93" box="[1279,1399,773,788]" gridcol="4" gridrow="7" pageId="2" pageNumber="187">
6.58 
<emphasis id="9AF5AE2BB93D9A0C3D1DA67C1135FC93" box="[1319,1338,773,788]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(8.0,
</td>
<td id="55601907B93D65F13DA3A67C11C9FC93" box="[1433,1478,773,788]" gridcol="5" gridrow="7" pageId="2" pageNumber="187">121.4</td>
</tr>
<tr id="16B1707BB93D65F13B6FA66511C9FCAD" box="[853,1478,796,810]" gridrow="8" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13C1BA6651096FCAD" box="[1057,1177,796,810]" gridcol="2" gridrow="8" pageId="2" pageNumber="187">2.0)</td>
<td id="55601907B93D65F13CC5A6651178FCAD" box="[1279,1399,796,810]" gridcol="4" gridrow="8" pageId="2" pageNumber="187">2.1)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA64B11C9FCC5" box="[853,1478,818,834]" gridrow="9" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A64B1005FCC5" box="[990,1034,818,834]" gridcol="1" gridrow="9" pageId="2" pageNumber="187">7</td>
<td id="55601907B93D65F13C1BA64B1096FCC5" box="[1057,1177,818,834]" gridcol="2" gridrow="9" pageId="2" pageNumber="187">
2.79 
<emphasis id="9AF5AE2BB93D9A0C3C73A64B1040FCC6" box="[1097,1103,818,833]" italics="true" pageId="2" pageNumber="187">t</emphasis>
(7.4)
</td>
<td id="55601907B93D65F13C81A64B10E7FCC5" box="[1211,1256,818,834]" gridcol="3" gridrow="9" pageId="2" pageNumber="187">36.7</td>
<td id="55601907B93D65F13CC5A64B1178FCC5" box="[1279,1399,818,834]" gridcol="4" gridrow="9" pageId="2" pageNumber="187">
2.80 
<emphasis id="9AF5AE2BB93D9A0C3D1DA64B1139FCC6" box="[1319,1334,818,833]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13DA3A64B11C9FCC5" box="[1433,1478,818,834]" gridcol="5" gridrow="9" pageId="2" pageNumber="187">36.7</td>
</tr>
<tr id="16B1707BB93D65F13B6FA63011C9FCDF" box="[853,1478,841,856]" gridrow="10" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A6301005FCDF" box="[990,1034,841,856]" gridcol="1" gridrow="10" pageId="2" pageNumber="187">8</td>
<td id="55601907B93D65F13C1BA6301096FCDF" box="[1057,1177,841,856]" gridcol="2" gridrow="10" pageId="2" pageNumber="187">
4.03 
<emphasis id="9AF5AE2BB93D9A0C3C73A6301057FCDF" box="[1097,1112,841,856]" italics="true" pageId="2" pageNumber="187">m</emphasis>
, 3.73 
<emphasis id="9AF5AE2BB93D9A0C3CB0A6301096FCDF" box="[1162,1177,841,856]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13C81A63010E7FCDF" box="[1211,1256,841,856]" gridcol="3" gridrow="10" pageId="2" pageNumber="187">72.5</td>
<td id="55601907B93D65F13CC5A6301178FCDF" box="[1279,1399,841,856]" gridcol="4" gridrow="10" pageId="2" pageNumber="187">
4.04 
<emphasis id="9AF5AE2BB93D9A0C3D1DA6301139FCDF" box="[1319,1334,841,856]" italics="true" pageId="2" pageNumber="187">m</emphasis>
, 3.74 
<emphasis id="9AF5AE2BB93D9A0C3D52A6301178FCDF" box="[1384,1399,841,856]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13DA3A63011C9FCDF" box="[1433,1478,841,856]" gridcol="5" gridrow="10" pageId="2" pageNumber="187">72.5</td>
</tr>
<tr id="16B1707BB93D65F13B6FA61111C9FCFE" box="[853,1478,872,889]" gridrow="11" pageId="2" pageNumber="187">
<th id="55601907B93D65F13B6FA61117B2FCFE" box="[853,957,872,889]" gridcol="0" gridrow="11" pageId="2" pageNumber="187">Glc</th>
<td id="55601907B93D65F13BE4A6111005FCFE" box="[990,1034,872,889]" gridcol="1" gridrow="11" pageId="2" pageNumber="187">
1 
<emphasis id="9AF5AE2BB93D9A0C3BD2A61117E3FCF5" box="[1000,1004,872,882]" italics="true" pageId="2" pageNumber="187">0</emphasis>
</td>
<td id="55601907B93D65F13C1BA6111096FCFE" box="[1057,1177,872,889]" gridcol="2" gridrow="11" pageId="2" pageNumber="187">
4.38 
<emphasis id="9AF5AE2BB93D9A0C3C73A613105CFCFE" box="[1097,1107,874,889]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(7.9)
</td>
<td id="55601907B93D65F13C81A61110E7FCFE" box="[1211,1256,872,889]" gridcol="3" gridrow="11" pageId="2" pageNumber="187">104.3</td>
<td id="55601907B93D65F13CC5A6111178FCFE" box="[1279,1399,872,889]" gridcol="4" gridrow="11" pageId="2" pageNumber="187">
4.39 
<emphasis id="9AF5AE2BB93D9A0C3D1DA613113EFCFE" box="[1319,1329,874,889]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(7.9)
</td>
<td id="55601907B93D65F13DA3A61111C9FCFE" box="[1433,1478,872,889]" gridcol="5" gridrow="11" pageId="2" pageNumber="187">104.3</td>
</tr>
<tr id="16B1707BB93D65F13B6FA60611C9FC17" box="[853,1478,895,912]" gridrow="12" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A6061005FC17" box="[990,1034,895,912]" gridcol="1" gridrow="12" pageId="2" pageNumber="187">
2 
<emphasis id="9AF5AE2BB93D9A0C3BD2A60617E3FC0E" box="[1000,1004,895,905]" italics="true" pageId="2" pageNumber="187">0</emphasis>
</td>
<td id="55601907B93D65F13C1BA6061096FC17" box="[1057,1177,895,912]" gridcol="2" gridrow="12" pageId="2" pageNumber="187">
3.39 
<emphasis id="9AF5AE2BB93D9A0C3C73A6F81053FC17" box="[1097,1116,897,912]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(9.2,
</td>
<td id="55601907B93D65F13C81A60610E7FC17" box="[1211,1256,895,912]" gridcol="3" gridrow="12" pageId="2" pageNumber="187">76.3</td>
<td id="55601907B93D65F13CC5A6061178FC17" box="[1279,1399,895,912]" gridcol="4" gridrow="12" pageId="2" pageNumber="187">
3.39 
<emphasis id="9AF5AE2BB93D9A0C3D1DA6F81135FC17" box="[1319,1338,897,912]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(9.1,
</td>
<td id="55601907B93D65F13DA3A60611C9FC17" box="[1433,1478,895,912]" gridcol="5" gridrow="12" pageId="2" pageNumber="187">76.3</td>
</tr>
<tr id="16B1707BB93D65F13B6FA6E011C9FC20" box="[853,1478,921,935]" gridrow="13" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13C1BA6E01096FC20" box="[1057,1177,921,935]" gridcol="2" gridrow="13" pageId="2" pageNumber="187">7.9)</td>
<td id="55601907B93D65F13CC5A6E01178FC20" box="[1279,1399,921,935]" gridcol="4" gridrow="13" pageId="2" pageNumber="187">7.9)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA6D511C9FC39" box="[853,1478,940,958]" gridrow="14" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A6D51005FC39" box="[990,1034,940,958]" gridcol="1" gridrow="14" pageId="2" pageNumber="187">
3 
<emphasis id="9AF5AE2BB93D9A0C3BD2A6D517E3FC31" box="[1000,1004,940,950]" italics="true" pageId="2" pageNumber="187">0</emphasis>
</td>
<td id="55601907B93D65F13C1BA6D51096FC39" box="[1057,1177,940,958]" gridcol="2" gridrow="14" pageId="2" pageNumber="187">
3.81 
<emphasis id="9AF5AE2BB93D9A0C3C73A6D61040FC39" box="[1097,1103,943,958]" italics="true" pageId="2" pageNumber="187">t</emphasis>
(9.2)
</td>
<td id="55601907B93D65F13C81A6D510E7FC39" box="[1211,1256,940,958]" gridcol="3" gridrow="14" pageId="2" pageNumber="187">81.7</td>
<td id="55601907B93D65F13CC5A6D51178FC39" box="[1279,1399,940,958]" gridcol="4" gridrow="14" pageId="2" pageNumber="187">
3.81 
<emphasis id="9AF5AE2BB93D9A0C3D1DA6D61122FC39" box="[1319,1325,943,958]" italics="true" pageId="2" pageNumber="187">t</emphasis>
(9.3)
</td>
<td id="55601907B93D65F13DA3A6D511C9FC39" box="[1433,1478,940,958]" gridcol="5" gridrow="14" pageId="2" pageNumber="187">81.7</td>
</tr>
<tr id="16B1707BB93D65F13B6FA6BA11C9FC52" box="[853,1478,963,981]" gridrow="15" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A6BA1005FC52" box="[990,1034,963,981]" gridcol="1" gridrow="15" pageId="2" pageNumber="187">
4 
<emphasis id="9AF5AE2BB93D9A0C3BD2A6BA17E3FC4A" box="[1000,1004,963,973]" italics="true" pageId="2" pageNumber="187">0</emphasis>
</td>
<td id="55601907B93D65F13C1BA6BA1096FC52" box="[1057,1177,963,981]" gridcol="2" gridrow="15" pageId="2" pageNumber="187">
4.98 
<emphasis id="9AF5AE2BB93D9A0C3C73A6BF1053FC52" box="[1097,1116,966,981]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(9.9,
</td>
<td id="55601907B93D65F13C81A6BA10E7FC52" box="[1211,1256,963,981]" gridcol="3" gridrow="15" pageId="2" pageNumber="187">70.9</td>
<td id="55601907B93D65F13CC5A6BA1178FC52" box="[1279,1399,963,981]" gridcol="4" gridrow="15" pageId="2" pageNumber="187">
5.00 
<emphasis id="9AF5AE2BB93D9A0C3D1CA6BF1136FC52" box="[1318,1337,966,981]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(10.0,
</td>
<td id="55601907B93D65F13DA3A6BA11C9FC52" box="[1433,1478,963,981]" gridcol="5" gridrow="15" pageId="2" pageNumber="187">70.7</td>
</tr>
<tr id="16B1707BB93D65F13B6FA6A411C9FC6C" box="[853,1478,989,1003]" gridrow="16" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13C1BA6A41096FC6C" box="[1057,1177,989,1003]" gridcol="2" gridrow="16" pageId="2" pageNumber="187">9.3)</td>
<td id="55601907B93D65F13CC5A6A41178FC6C" box="[1279,1399,989,1003]" gridcol="4" gridrow="16" pageId="2" pageNumber="187">9.4)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA68811C9FB85" box="[853,1478,1009,1026]" gridrow="17" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A6881005FB85" box="[990,1034,1009,1026]" gridcol="1" gridrow="17" pageId="2" pageNumber="187">
5 
<emphasis id="9AF5AE2BB93D9A0C3BD2A68817E3FC7C" box="[1000,1004,1009,1019]" italics="true" pageId="2" pageNumber="187">0</emphasis>
</td>
<td id="55601907B93D65F13C1BA6881096FB85" box="[1057,1177,1009,1026]" gridcol="2" gridrow="17" pageId="2" pageNumber="187">
3.77 
<emphasis id="9AF5AE2BB93D9A0C3C73A68A1057FB85" box="[1097,1112,1011,1026]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13C81A68810E7FB85" box="[1211,1256,1009,1026]" gridcol="3" gridrow="17" pageId="2" pageNumber="187">74.9</td>
<td id="55601907B93D65F13CC5A6881178FB85" box="[1279,1399,1009,1026]" gridcol="4" gridrow="17" pageId="2" pageNumber="187">
3.77 
<emphasis id="9AF5AE2BB93D9A0C3D1DA68A1139FB85" box="[1319,1334,1011,1026]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13DA3A68811C9FB85" box="[1433,1478,1009,1026]" gridcol="5" gridrow="17" pageId="2" pageNumber="187">74.9</td>
</tr>
<tr id="16B1707BB93D65F13B6FA17111C9FB9E" box="[853,1478,1032,1049]" gridrow="18" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A1711005FB9E" box="[990,1034,1032,1049]" gridcol="1" gridrow="18" pageId="2" pageNumber="187">
6 
<emphasis id="9AF5AE2BB93D9A0C3BD2A17117E3FB95" box="[1000,1004,1032,1042]" italics="true" pageId="2" pageNumber="187">0</emphasis>
</td>
<td id="55601907B93D65F13C1BA1711096FB9E" box="[1057,1177,1032,1049]" gridcol="2" gridrow="18" pageId="2" pageNumber="187">
3.91 
<emphasis id="9AF5AE2BB93D9A0C3C73A1731053FB9E" box="[1097,1116,1034,1049]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(11.5,
</td>
<td id="55601907B93D65F13C81A17110E7FB9E" box="[1211,1256,1032,1049]" gridcol="3" gridrow="18" pageId="2" pageNumber="187">69.5</td>
<td id="55601907B93D65F13CC5A1711178FB9E" box="[1279,1399,1032,1049]" gridcol="4" gridrow="18" pageId="2" pageNumber="187">
3.94 
<emphasis id="9AF5AE2BB93D9A0C3D1DA1731135FB9E" box="[1319,1338,1034,1049]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(11.6,
</td>
<td id="55601907B93D65F13DA3A17111C9FB9E" box="[1433,1478,1032,1049]" gridcol="5" gridrow="18" pageId="2" pageNumber="187">69.5</td>
</tr>
<tr id="16B1707BB93D65F13B6FA15B11C9FBB7" box="[853,1478,1058,1072]" gridrow="19" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13C1BA15B1096FBB7" box="[1057,1177,1058,1072]" gridcol="2" gridrow="19" pageId="2" pageNumber="187">2.5)</td>
<td id="55601907B93D65F13CC5A15B1178FBB7" box="[1279,1399,1058,1072]" gridcol="4" gridrow="19" pageId="2" pageNumber="187">2.4)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA14111C9FBC0" box="[853,1478,1080,1095]" gridrow="20" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13C1BA1411096FBC0" box="[1057,1177,1080,1095]" gridcol="2" gridrow="20" pageId="2" pageNumber="187">
3.64 
<emphasis id="9AF5AE2BB93D9A0C3C73A1411057FBC0" box="[1097,1112,1080,1095]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13CC5A1411178FBC0" box="[1279,1399,1080,1095]" gridcol="4" gridrow="20" pageId="2" pageNumber="187">
3.64 
<emphasis id="9AF5AE2BB93D9A0C3D1DA1411135FBC0" box="[1319,1338,1080,1095]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(11.7,
</td>
</tr>
<tr id="16B1707BB93D65F13B6FA13611C9FBDA" box="[853,1478,1103,1117]" gridrow="21" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-2="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13CC5A1361178FBDA" box="[1279,1399,1103,1117]" gridcol="4" gridrow="21" pageId="2" pageNumber="187">5.4)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA11411C9FBF8" box="[853,1478,1133,1151]" gridrow="22" pageId="2" pageNumber="187">
<th id="55601907B93D65F13B6FA11417B2FBF8" box="[853,957,1133,1151]" gridcol="0" gridrow="22" pageId="2" pageNumber="187">
3 
<emphasis id="9AF5AE2BB93D9A0C3B5AA114176BFBF0" box="[864,868,1133,1143]" italics="true" pageId="2" pageNumber="187">0</emphasis>
<emphasis id="9AF5AE2BB93D9A0C3B5EA1081778FBF8" box="[868,887,1135,1151]" italics="true" pageId="2" pageNumber="187">-O</emphasis>
-Rha
</th>
<td id="55601907B93D65F13BE4A1141005FBF8" box="[990,1034,1133,1151]" gridcol="1" gridrow="22" pageId="2" pageNumber="187">1</td>
<td id="55601907B93D65F13C1BA1141096FBF8" box="[1057,1177,1133,1151]" gridcol="2" gridrow="22" pageId="2" pageNumber="187">
5.18 
<emphasis id="9AF5AE2BB93D9A0C3C73A116105CFBF9" box="[1097,1107,1135,1150]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(1.8)
</td>
<td id="55601907B93D65F13C81A11410E7FBF8" box="[1211,1256,1133,1151]" gridcol="3" gridrow="22" pageId="2" pageNumber="187">103.1</td>
<td id="55601907B93D65F13CC5A1141178FBF8" box="[1279,1399,1133,1151]" gridcol="4" gridrow="22" pageId="2" pageNumber="187">
5.18 
<emphasis id="9AF5AE2BB93D9A0C3D1DA116113EFBF9" box="[1319,1329,1135,1150]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(1.8)
</td>
<td id="55601907B93D65F13DA3A11411C9FBF8" box="[1433,1478,1133,1151]" gridcol="5" gridrow="22" pageId="2" pageNumber="187">103.1</td>
</tr>
<tr id="16B1707BB93D65F13B6FA1FF11C9FB12" box="[853,1478,1158,1173]" gridrow="23" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A1FF1005FB12" box="[990,1034,1158,1173]" gridcol="1" gridrow="23" pageId="2" pageNumber="187">2</td>
<td id="55601907B93D65F13C1BA1FF1096FB12" box="[1057,1177,1158,1173]" gridcol="2" gridrow="23" pageId="2" pageNumber="187">
3.91 
<emphasis id="9AF5AE2BB93D9A0C3C73A1FF1053FB12" box="[1097,1116,1158,1173]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(3.3,
</td>
<td id="55601907B93D65F13C81A1FF10E7FB12" box="[1211,1256,1158,1173]" gridcol="3" gridrow="23" pageId="2" pageNumber="187">72.4</td>
<td id="55601907B93D65F13CC5A1FF1178FB12" box="[1279,1399,1158,1173]" gridcol="4" gridrow="23" pageId="2" pageNumber="187">
3.91 
<emphasis id="9AF5AE2BB93D9A0C3D1DA1FF1135FB12" box="[1319,1338,1158,1173]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(3.3,
</td>
<td id="55601907B93D65F13DA3A1FF11C9FB12" box="[1433,1478,1158,1173]" gridcol="5" gridrow="23" pageId="2" pageNumber="187">72.5</td>
</tr>
<tr id="16B1707BB93D65F13B6FA1E711C9FB2B" box="[853,1478,1182,1196]" gridrow="24" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13C1BA1E71096FB2B" box="[1057,1177,1182,1196]" gridcol="2" gridrow="24" pageId="2" pageNumber="187">1.8)</td>
<td id="55601907B93D65F13CC5A1E71178FB2B" box="[1279,1399,1182,1196]" gridcol="4" gridrow="24" pageId="2" pageNumber="187">1.8)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA1CD11C9FB44" box="[853,1478,1204,1219]" gridrow="25" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A1CD1005FB44" box="[990,1034,1204,1219]" gridcol="1" gridrow="25" pageId="2" pageNumber="187">3</td>
<td id="55601907B93D65F13C1BA1CD1096FB44" box="[1057,1177,1204,1219]" gridcol="2" gridrow="25" pageId="2" pageNumber="187">
3.56 
<emphasis id="9AF5AE2BB93D9A0C3C73A1CD1053FB44" box="[1097,1116,1204,1219]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(9.6,
</td>
<td id="55601907B93D65F13C81A1CD10E7FB44" box="[1211,1256,1204,1219]" gridcol="3" gridrow="25" pageId="2" pageNumber="187">72.2</td>
<td id="55601907B93D65F13CC5A1CD1178FB44" box="[1279,1399,1204,1219]" gridcol="4" gridrow="25" pageId="2" pageNumber="187">
3.57 
<emphasis id="9AF5AE2BB93D9A0C3D1DA1CD1135FB44" box="[1319,1338,1204,1219]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(9.7,
</td>
<td id="55601907B93D65F13DA3A1CD11C9FB44" box="[1433,1478,1204,1219]" gridcol="5" gridrow="25" pageId="2" pageNumber="187">72.2</td>
</tr>
<tr id="16B1707BB93D65F13B6FA1B511C9FB5D" box="[853,1478,1228,1242]" gridrow="26" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13C1BA1B51096FB5D" box="[1057,1177,1228,1242]" gridcol="2" gridrow="26" pageId="2" pageNumber="187">3.3)</td>
<td id="55601907B93D65F13CC5A1B51178FB5D" box="[1279,1399,1228,1242]" gridcol="4" gridrow="26" pageId="2" pageNumber="187">3.3)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA19B11C9FB76" box="[853,1478,1250,1265]" gridrow="27" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A19B1005FB76" box="[990,1034,1250,1265]" gridcol="1" gridrow="27" pageId="2" pageNumber="187">4</td>
<td id="55601907B93D65F13C1BA19B1096FB76" box="[1057,1177,1250,1265]" gridcol="2" gridrow="27" pageId="2" pageNumber="187">
3.28 
<emphasis id="9AF5AE2BB93D9A0C3C73A19B1057FB76" box="[1097,1112,1250,1265]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13C81A19B10E7FB76" box="[1211,1256,1250,1265]" gridcol="3" gridrow="27" pageId="2" pageNumber="187">73.9</td>
<td id="55601907B93D65F13CC5A19B1178FB76" box="[1279,1399,1250,1265]" gridcol="4" gridrow="27" pageId="2" pageNumber="187">
3.28 
<emphasis id="9AF5AE2BB93D9A0C3D1DA19B1139FB76" box="[1319,1334,1250,1265]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13DA3A19B11C9FB76" box="[1433,1478,1250,1265]" gridcol="5" gridrow="27" pageId="2" pageNumber="187">73.9</td>
</tr>
<tr id="16B1707BB93D65F13B6FA18011C9FA8F" box="[853,1478,1273,1288]" gridrow="28" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A1801005FA8F" box="[990,1034,1273,1288]" gridcol="1" gridrow="28" pageId="2" pageNumber="187">5</td>
<td id="55601907B93D65F13C1BA1801096FA8F" box="[1057,1177,1273,1288]" gridcol="2" gridrow="28" pageId="2" pageNumber="187">
3.55 
<emphasis id="9AF5AE2BB93D9A0C3C73A1801057FA8F" box="[1097,1112,1273,1288]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13C81A18010E7FA8F" box="[1211,1256,1273,1288]" gridcol="3" gridrow="28" pageId="2" pageNumber="187">70.5</td>
<td id="55601907B93D65F13CC5A1801178FA8F" box="[1279,1399,1273,1288]" gridcol="4" gridrow="28" pageId="2" pageNumber="187">
3.55 
<emphasis id="9AF5AE2BB93D9A0C3D1DA1801135FA8F" box="[1319,1338,1273,1288]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(9.5,
</td>
<td id="55601907B93D65F13DA3A18011C9FA8F" box="[1433,1478,1273,1288]" gridcol="5" gridrow="28" pageId="2" pageNumber="187">70.5</td>
</tr>
<tr id="16B1707BB93D65F13B6FA06911C9FA99" box="[853,1478,1296,1310]" gridrow="29" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-2="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13CC5A0691178FA99" box="[1279,1399,1296,1310]" gridcol="4" gridrow="29" pageId="2" pageNumber="187">6.2)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA05F11C9FAB2" box="[853,1478,1318,1333]" gridrow="30" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A05F1005FAB2" box="[990,1034,1318,1333]" gridcol="1" gridrow="30" pageId="2" pageNumber="187">6</td>
<td id="55601907B93D65F13C1BA05F1096FAB2" box="[1057,1177,1318,1333]" gridcol="2" gridrow="30" pageId="2" pageNumber="187">
1.08 
<emphasis id="9AF5AE2BB93D9A0C3C73A05F105CFAB2" box="[1097,1107,1318,1333]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(6.2)
</td>
<td id="55601907B93D65F13C81A05F10E7FAB2" box="[1211,1256,1318,1333]" gridcol="3" gridrow="30" pageId="2" pageNumber="187">18.5</td>
<td id="55601907B93D65F13CC5A05F1178FAB2" box="[1279,1399,1318,1333]" gridcol="4" gridrow="30" pageId="2" pageNumber="187">
1.08 
<emphasis id="9AF5AE2BB93D9A0C3D1DA05F113EFAB2" box="[1319,1329,1318,1333]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(6.2)
</td>
<td id="55601907B93D65F13DA3A05F11C9FAB2" box="[1433,1478,1318,1333]" gridcol="5" gridrow="30" pageId="2" pageNumber="187">18.5</td>
</tr>
<tr id="16B1707BB93D65F13B6FA03C11C9FAD0" box="[853,1478,1349,1367]" gridrow="31" pageId="2" pageNumber="187">
<th id="55601907B93D65F13B6FA03C17B2FAD0" box="[853,957,1349,1367]" gridcol="0" gridrow="31" pageId="2" pageNumber="187">
4 
<emphasis id="9AF5AE2BB93D9A0C3B5AA03C176BFAC8" box="[864,868,1349,1359]" italics="true" pageId="2" pageNumber="187">0</emphasis>
<emphasis id="9AF5AE2BB93D9A0C3B5EA0311778FAD1" box="[868,887,1350,1366]" italics="true" pageId="2" pageNumber="187">-O</emphasis>
-caffeoyl
</th>
<td id="55601907B93D65F13BE4A03C1005FAD0" box="[990,1034,1349,1367]" gridcol="1" gridrow="31" pageId="2" pageNumber="187">OE</td>
<td id="55601907B93D65F13C1BA03C1096FAD0" box="[1057,1177,1349,1367]" gridcol="2" gridrow="31" pageId="2" pageNumber="187">
6.27 
<emphasis id="9AF5AE2BB93D9A0C3C73A03E105CFAD1" box="[1097,1107,1351,1366]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(15.9)
</td>
<td id="55601907B93D65F13C81A03C10E7FAD0" box="[1211,1256,1349,1367]" gridcol="3" gridrow="31" pageId="2" pageNumber="187">114.8</td>
<td id="55601907B93D65F13CC5A03C1178FAD0" box="[1279,1399,1349,1367]" gridcol="4" gridrow="31" pageId="2" pageNumber="187">
6.27 
<emphasis id="9AF5AE2BB93D9A0C3D1DA03E113EFAD1" box="[1319,1329,1351,1366]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(15.9)
</td>
<td id="55601907B93D65F13DA3A03C11C9FAD0" box="[1433,1478,1349,1367]" gridcol="5" gridrow="31" pageId="2" pageNumber="187">114.9</td>
</tr>
<tr id="16B1707BB93D65F13B6FA02711C9FAEA" box="[853,1478,1374,1389]" gridrow="32" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A0271005FAEA" box="[990,1034,1374,1389]" gridcol="1" gridrow="32" pageId="2" pageNumber="187">β</td>
<td id="55601907B93D65F13C1BA0271096FAEA" box="[1057,1177,1374,1389]" gridcol="2" gridrow="32" pageId="2" pageNumber="187">
7.59 
<emphasis id="9AF5AE2BB93D9A0C3C73A027105CFAEA" box="[1097,1107,1374,1389]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(15.9)
</td>
<td id="55601907B93D65F13C81A02710E7FAEA" box="[1211,1256,1374,1389]" gridcol="3" gridrow="32" pageId="2" pageNumber="187">148.3</td>
<td id="55601907B93D65F13CC5A0271178FAEA" box="[1279,1399,1374,1389]" gridcol="4" gridrow="32" pageId="2" pageNumber="187">
7.60 
<emphasis id="9AF5AE2BB93D9A0C3D1DA027113EFAEA" box="[1319,1329,1374,1389]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(15.9)
</td>
<td id="55601907B93D65F13DA3A02711C9FAEA" box="[1433,1478,1374,1389]" gridcol="5" gridrow="32" pageId="2" pageNumber="187">148.3</td>
</tr>
<tr id="16B1707BB93D65F13B6FA00C11C9FA03" box="[853,1478,1397,1412]" gridrow="33" pageId="2" pageNumber="187" rowspan-0="1" rowspan-2="1" rowspan-4="1">
<td id="55601907B93D65F13BE4A00C1005FA03" box="[990,1034,1397,1412]" gridcol="1" gridrow="33" pageId="2" pageNumber="187">CO</td>
<td id="55601907B93D65F13C81A00C10E7FA03" box="[1211,1256,1397,1412]" gridcol="3" gridrow="33" pageId="2" pageNumber="187">168.6</td>
<td id="55601907B93D65F13DA3A00C11C9FA03" box="[1433,1478,1397,1412]" gridcol="5" gridrow="33" pageId="2" pageNumber="187">168.6</td>
</tr>
<tr id="16B1707BB93D65F13B6FA0F511C9FA1D" box="[853,1478,1420,1434]" gridrow="34" pageId="2" pageNumber="187" rowspan-0="1" rowspan-2="1" rowspan-4="1">
<td id="55601907B93D65F13BE4A0F51005FA1D" box="[990,1034,1420,1434]" gridcol="1" gridrow="34" pageId="2" pageNumber="187">1</td>
<td id="55601907B93D65F13C81A0F510E7FA1D" box="[1211,1256,1420,1434]" gridcol="3" gridrow="34" pageId="2" pageNumber="187">127.8</td>
<td id="55601907B93D65F13DA3A0F511C9FA1D" box="[1433,1478,1420,1434]" gridcol="5" gridrow="34" pageId="2" pageNumber="187">127.8</td>
</tr>
<tr id="16B1707BB93D65F13B6FA0DA11C9FA35" box="[853,1478,1443,1458]" gridrow="35" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A0DA1005FA35" box="[990,1034,1443,1458]" gridcol="1" gridrow="35" pageId="2" pageNumber="187">2</td>
<td id="55601907B93D65F13C1BA0DA1096FA35" box="[1057,1177,1443,1458]" gridcol="2" gridrow="35" pageId="2" pageNumber="187">
7.05 
<emphasis id="9AF5AE2BB93D9A0C3C73A0DA105CFA35" box="[1097,1107,1443,1458]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(2.1)
</td>
<td id="55601907B93D65F13C81A0DA10E7FA35" box="[1211,1256,1443,1458]" gridcol="3" gridrow="35" pageId="2" pageNumber="187">115.4</td>
<td id="55601907B93D65F13CC5A0DA1178FA35" box="[1279,1399,1443,1458]" gridcol="4" gridrow="35" pageId="2" pageNumber="187">
7.05 
<emphasis id="9AF5AE2BB93D9A0C3D1DA0DA113EFA35" box="[1319,1329,1443,1458]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(2.1)
</td>
<td id="55601907B93D65F13DA3A0DA11C9FA35" box="[1433,1478,1443,1458]" gridcol="5" gridrow="35" pageId="2" pageNumber="187">115.4</td>
</tr>
<tr id="16B1707BB93D65F13B6FA0C311C9FA4F" box="[853,1478,1466,1480]" gridrow="36" pageId="2" pageNumber="187" rowspan-0="1" rowspan-2="1" rowspan-4="1">
<td id="55601907B93D65F13BE4A0C31005FA4F" box="[990,1034,1466,1480]" gridcol="1" gridrow="36" pageId="2" pageNumber="187">3</td>
<td id="55601907B93D65F13C81A0C310E7FA4F" box="[1211,1256,1466,1480]" gridcol="3" gridrow="36" pageId="2" pageNumber="187">146.9</td>
<td id="55601907B93D65F13DA3A0C311C9FA4F" box="[1433,1478,1466,1480]" gridcol="5" gridrow="36" pageId="2" pageNumber="187">146.9</td>
</tr>
<tr id="16B1707BB93D65F13B6FA0A811C9FA58" box="[853,1478,1489,1503]" gridrow="37" pageId="2" pageNumber="187" rowspan-0="1" rowspan-2="1" rowspan-4="1">
<td id="55601907B93D65F13BE4A0A81005FA58" box="[990,1034,1489,1503]" gridcol="1" gridrow="37" pageId="2" pageNumber="187">4</td>
<td id="55601907B93D65F13C81A0A810E7FA58" box="[1211,1256,1489,1503]" gridcol="3" gridrow="37" pageId="2" pageNumber="187">149.9</td>
<td id="55601907B93D65F13DA3A0A811C9FA58" box="[1433,1478,1489,1503]" gridcol="5" gridrow="37" pageId="2" pageNumber="187">149.9</td>
</tr>
<tr id="16B1707BB93D65F13B6FA09E11C9FA71" box="[853,1478,1511,1526]" gridrow="38" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A09E1005FA71" box="[990,1034,1511,1526]" gridcol="1" gridrow="38" pageId="2" pageNumber="187">5</td>
<td id="55601907B93D65F13C1BA09E1096FA71" box="[1057,1177,1511,1526]" gridcol="2" gridrow="38" pageId="2" pageNumber="187">
6.78 
<emphasis id="9AF5AE2BB93D9A0C3C73A09E105CFA71" box="[1097,1107,1511,1526]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(8.2)
</td>
<td id="55601907B93D65F13C81A09E10E7FA71" box="[1211,1256,1511,1526]" gridcol="3" gridrow="38" pageId="2" pageNumber="187">116.6</td>
<td id="55601907B93D65F13CC5A09E1178FA71" box="[1279,1399,1511,1526]" gridcol="4" gridrow="38" pageId="2" pageNumber="187">
6.78 
<emphasis id="9AF5AE2BB93D9A0C3D1DA09E113EFA71" box="[1319,1329,1511,1526]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(8.2)
</td>
<td id="55601907B93D65F13DA3A09E11C9FA71" box="[1433,1478,1511,1526]" gridcol="5" gridrow="38" pageId="2" pageNumber="187">116.6</td>
</tr>
<tr id="16B1707BB93D65F13B6FA08711C9F98A" box="[853,1478,1534,1549]" gridrow="39" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A0871005F98A" box="[990,1034,1534,1549]" gridcol="1" gridrow="39" pageId="2" pageNumber="187">6</td>
<td id="55601907B93D65F13C1BA0871096F98A" box="[1057,1177,1534,1549]" gridcol="2" gridrow="39" pageId="2" pageNumber="187">
6.96 
<emphasis id="9AF5AE2BB93D9A0C3C73A0871053F98A" box="[1097,1116,1534,1549]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(8.3,
</td>
<td id="55601907B93D65F13C81A08710E7F98A" box="[1211,1256,1534,1549]" gridcol="3" gridrow="39" pageId="2" pageNumber="187">123.3</td>
<td id="55601907B93D65F13CC5A0871178F98A" box="[1279,1399,1534,1549]" gridcol="4" gridrow="39" pageId="2" pageNumber="187">
6.96 
<emphasis id="9AF5AE2BB93D9A0C3D1DA0871135F98A" box="[1319,1338,1534,1549]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(8.2,
</td>
<td id="55601907B93D65F13DA3A08711C9F98A" box="[1433,1478,1534,1549]" gridcol="5" gridrow="39" pageId="2" pageNumber="187">123.3</td>
</tr>
<tr id="16B1707BB93D65F13B6FA36F11C9F9A3" box="[853,1478,1558,1572]" gridrow="40" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13C1BA36F1096F9A3" box="[1057,1177,1558,1572]" gridcol="2" gridrow="40" pageId="2" pageNumber="187">2.1)</td>
<td id="55601907B93D65F13CC5A36F1178F9A3" box="[1279,1399,1558,1572]" gridcol="4" gridrow="40" pageId="2" pageNumber="187">2.1)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA34A11C9F9C2" box="[853,1478,1587,1605]" gridrow="41" pageId="2" pageNumber="187">
<th id="55601907B93D65F13B6FA34A17B2F9C2" box="[853,957,1587,1605]" gridcol="0" gridrow="41" pageId="2" pageNumber="187">
6 
<emphasis id="9AF5AE2BB93D9A0C3B5AA34A176BF9BA" box="[864,868,1587,1597]" italics="true" pageId="2" pageNumber="187">0</emphasis>
<emphasis id="9AF5AE2BB93D9A0C3B5EA34E1778F9C2" box="[868,887,1589,1605]" italics="true" pageId="2" pageNumber="187">-O</emphasis>
-Glc
</th>
<td id="55601907B93D65F13BE4A34A1005F9C2" box="[990,1034,1587,1605]" gridcol="1" gridrow="41" pageId="2" pageNumber="187">1</td>
<td id="55601907B93D65F13C1BA34A1096F9C2" box="[1057,1177,1587,1605]" gridcol="2" gridrow="41" pageId="2" pageNumber="187">
4.33 
<emphasis id="9AF5AE2BB93D9A0C3C73A34C105CF9C3" box="[1097,1107,1589,1604]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(7.7)
</td>
<td id="55601907B93D65F13C81A34A10E7F9C2" box="[1211,1256,1587,1605]" gridcol="3" gridrow="41" pageId="2" pageNumber="187">104.5</td>
<td id="55601907B93D65F13CC5A34A1178F9C2" box="[1279,1399,1587,1605]" gridcol="4" gridrow="41" pageId="2" pageNumber="187">
4.30 
<emphasis id="9AF5AE2BB93D9A0C3D1DA34C113EF9C3" box="[1319,1329,1589,1604]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(7.7)
</td>
<td id="55601907B93D65F13DA3A34A11C9F9C2" box="[1433,1478,1587,1605]" gridcol="5" gridrow="41" pageId="2" pageNumber="187">104.8</td>
</tr>
<tr id="16B1707BB93D65F13B6FA33511C9F9DC" box="[853,1478,1612,1627]" gridrow="42" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A3351005F9DC" box="[990,1034,1612,1627]" gridcol="1" gridrow="42" pageId="2" pageNumber="187">2</td>
<td id="55601907B93D65F13C1BA3351096F9DC" box="[1057,1177,1612,1627]" gridcol="2" gridrow="42" pageId="2" pageNumber="187">
3.25 
<emphasis id="9AF5AE2BB93D9A0C3C73A3351053F9DC" box="[1097,1116,1612,1627]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(9.0,
</td>
<td id="55601907B93D65F13C81A33510E7F9DC" box="[1211,1256,1612,1627]" gridcol="3" gridrow="42" pageId="2" pageNumber="187">75.0</td>
<td id="55601907B93D65F13CC5A3351178F9DC" box="[1279,1399,1612,1627]" gridcol="4" gridrow="42" pageId="2" pageNumber="187">
3.20 
<emphasis id="9AF5AE2BB93D9A0C3D1DA3351135F9DC" box="[1319,1338,1612,1627]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(9.1,
</td>
<td id="55601907B93D65F13DA3A33511C9F9DC" box="[1433,1478,1612,1627]" gridcol="5" gridrow="42" pageId="2" pageNumber="187">75.2</td>
</tr>
<tr id="16B1707BB93D65F13B6FA31D11C9F9F5" box="[853,1478,1636,1650]" gridrow="43" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13C1BA31D1096F9F5" box="[1057,1177,1636,1650]" gridcol="2" gridrow="43" pageId="2" pageNumber="187">7.8)</td>
<td id="55601907B93D65F13CC5A31D1178F9F5" box="[1279,1399,1636,1650]" gridcol="4" gridrow="43" pageId="2" pageNumber="187">7.7)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA30311C9F90E" box="[853,1478,1658,1673]" gridrow="44" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A3031005F90E" box="[990,1034,1658,1673]" gridcol="1" gridrow="44" pageId="2" pageNumber="187">3</td>
<td id="55601907B93D65F13C1BA3031096F90E" box="[1057,1177,1658,1673]" gridcol="2" gridrow="44" pageId="2" pageNumber="187">
3.46 
<emphasis id="9AF5AE2BB93D9A0C3C73A3031057F90E" box="[1097,1112,1658,1673]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13C81A30310E7F90E" box="[1211,1256,1658,1673]" gridcol="3" gridrow="44" pageId="2" pageNumber="187">76.3</td>
<td id="55601907B93D65F13CC5A3031178F90E" box="[1279,1399,1658,1673]" gridcol="4" gridrow="44" pageId="2" pageNumber="187">
3.34 
<emphasis id="9AF5AE2BB93D9A0C3D1DA3031139F90E" box="[1319,1334,1658,1673]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13DA3A30311C9F90E" box="[1433,1478,1658,1673]" gridcol="5" gridrow="44" pageId="2" pageNumber="187">77.9</td>
</tr>
<tr id="16B1707BB93D65F13B6FA3E811C9F927" box="[853,1478,1681,1696]" gridrow="45" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A3E81005F927" box="[990,1034,1681,1696]" gridcol="1" gridrow="45" pageId="2" pageNumber="187">4</td>
<td id="55601907B93D65F13C1BA3E81096F927" box="[1057,1177,1681,1696]" gridcol="2" gridrow="45" pageId="2" pageNumber="187">
3.52 
<emphasis id="9AF5AE2BB93D9A0C3C73A3E81057F927" box="[1097,1112,1681,1696]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13C81A3E810E7F927" box="[1211,1256,1681,1696]" gridcol="3" gridrow="45" pageId="2" pageNumber="187">80.6</td>
<td id="55601907B93D65F13CC5A3E81178F927" box="[1279,1399,1681,1696]" gridcol="4" gridrow="45" pageId="2" pageNumber="187">
3.28 
<emphasis id="9AF5AE2BB93D9A0C3D1DA3E81139F927" box="[1319,1334,1681,1696]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13DA3A3E811C9F927" box="[1433,1478,1681,1696]" gridcol="5" gridrow="45" pageId="2" pageNumber="187">71.6</td>
</tr>
<tr id="16B1707BB93D65F13B6FA3D111C9F930" box="[853,1478,1704,1719]" gridrow="46" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A3D11005F930" box="[990,1034,1704,1719]" gridcol="1" gridrow="46" pageId="2" pageNumber="187">5</td>
<td id="55601907B93D65F13C1BA3D11096F930" box="[1057,1177,1704,1719]" gridcol="2" gridrow="46" pageId="2" pageNumber="187">
3.32 
<emphasis id="9AF5AE2BB93D9A0C3C73A3D11057F930" box="[1097,1112,1704,1719]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13C81A3D110E7F930" box="[1211,1256,1704,1719]" gridcol="3" gridrow="46" pageId="2" pageNumber="187">76.6</td>
<td id="55601907B93D65F13CC5A3D11178F930" box="[1279,1399,1704,1719]" gridcol="4" gridrow="46" pageId="2" pageNumber="187">
3.23 
<emphasis id="9AF5AE2BB93D9A0C3D1DA3D11139F930" box="[1319,1334,1704,1719]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13DA3A3D111C9F930" box="[1433,1478,1704,1719]" gridcol="5" gridrow="46" pageId="2" pageNumber="187">78.0</td>
</tr>
<tr id="16B1707BB93D65F13B6FA3C611C9F949" box="[853,1478,1727,1742]" gridrow="47" pageId="2" pageNumber="187" rowspan-0="1">
<td id="55601907B93D65F13BE4A3C61005F949" box="[990,1034,1727,1742]" gridcol="1" gridrow="47" pageId="2" pageNumber="187">6</td>
<td id="55601907B93D65F13C1BA3C61096F949" box="[1057,1177,1727,1742]" gridcol="2" gridrow="47" pageId="2" pageNumber="187">
3.83 (2H, 
<emphasis id="9AF5AE2BB93D9A0C3C4BA3C6108FF949" box="[1137,1152,1727,1742]" italics="true" pageId="2" pageNumber="187">m</emphasis>
)
</td>
<td id="55601907B93D65F13C81A3C610E7F949" box="[1211,1256,1727,1742]" gridcol="3" gridrow="47" pageId="2" pageNumber="187">61.9</td>
<td id="55601907B93D65F13CC5A3C61178F949" box="[1279,1399,1727,1742]" gridcol="4" gridrow="47" pageId="2" pageNumber="187">
3.83 
<emphasis id="9AF5AE2BB93D9A0C3D1DA3C61135F949" box="[1319,1338,1727,1742]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(12.0,
</td>
<td id="55601907B93D65F13DA3A3C611C9F949" box="[1433,1478,1727,1742]" gridcol="5" gridrow="47" pageId="2" pageNumber="187">62.8</td>
</tr>
<tr id="16B1707BB93D65F13B6FA3AF11C9F963" box="[853,1478,1750,1764]" gridrow="48" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-2="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13CC5A3AF1178F963" box="[1279,1399,1750,1764]" gridcol="4" gridrow="48" pageId="2" pageNumber="187">2.3)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA39511C9F97C" box="[853,1478,1772,1787]" gridrow="49" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-2="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13CC5A3951178F97C" box="[1279,1399,1772,1787]" gridcol="4" gridrow="49" pageId="2" pageNumber="187">
3.64 
<emphasis id="9AF5AE2BB93D9A0C3D1DA3951135F97C" box="[1319,1338,1772,1787]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(11.9,
</td>
</tr>
<tr id="16B1707BB93D65F13B6FA27D11C9F895" box="[853,1478,1796,1810]" gridrow="50" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-2="1" rowspan-3="1" rowspan-5="1">
<td id="55601907B93D65F13CC5A27D1178F895" box="[1279,1399,1796,1810]" gridcol="4" gridrow="50" pageId="2" pageNumber="187">5.4)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA25811C9F8B4" box="[853,1478,1825,1843]" gridrow="51" pageId="2" pageNumber="187" rowspan-4="1" rowspan-5="1">
<th id="55601907B93D65F13B6FA25817B2F8B4" box="[853,957,1825,1843]" gridcol="0" gridrow="51" pageId="2" pageNumber="187">
4Glc - 
<emphasis id="9AF5AE2BB93D9A0C3B40A25A1789F8B4" box="[890,902,1827,1843]" italics="true" pageId="2" pageNumber="187">O</emphasis>
-6 
<emphasis id="9AF5AE2BB93D9A0C3BADA25B1794F8AB" box="[919,923,1826,1836]" italics="true" pageId="2" pageNumber="187">0</emphasis>
<emphasis id="9AF5AE2BB93D9A0C3BA1A25C17A0F8B4" box="[923,943,1827,1843]" italics="true" pageId="2" pageNumber="187">-O</emphasis>
-
</th>
<td id="55601907B93D65F13BE4A2581005F8B4" box="[990,1034,1825,1843]" gridcol="1" gridrow="51" pageId="2" pageNumber="187">1</td>
<td id="55601907B93D65F13C1BA2581096F8B4" box="[1057,1177,1825,1843]" gridcol="2" gridrow="51" pageId="2" pageNumber="187">
4.36 
<emphasis id="9AF5AE2BB93D9A0C3C73A25D105CF8B4" box="[1097,1107,1828,1843]" italics="true" pageId="2" pageNumber="187">d</emphasis>
(7.9)
</td>
<td id="55601907B93D65F13C81A25810E7F8B4" box="[1211,1256,1825,1843]" gridcol="3" gridrow="51" pageId="2" pageNumber="187">104.7</td>
</tr>
<tr id="16B1707BB93D65F13B6FA24211C9F8CD" box="[853,1478,1851,1866]" gridrow="52" pageId="2" pageNumber="187" rowspan-4="1" rowspan-5="1">
<th id="55601907B93D65F13B6FA24217B2F8CD" box="[853,957,1851,1866]" gridcol="0" gridrow="52" pageId="2" pageNumber="187">Glc</th>
<td id="55601907B93D65F13BE4A2421005F8CD" box="[990,1034,1851,1866]" gridcol="1" gridrow="52" pageId="2" pageNumber="187">2</td>
<td id="55601907B93D65F13C1BA2421096F8CD" box="[1057,1177,1851,1866]" gridcol="2" gridrow="52" pageId="2" pageNumber="187">
3.21 
<emphasis id="9AF5AE2BB93D9A0C3C73A2421053F8CD" box="[1097,1116,1851,1866]" italics="true" pageId="2" pageNumber="187">dd</emphasis>
(8.9,
</td>
<td id="55601907B93D65F13C81A24210E7F8CD" box="[1211,1256,1851,1866]" gridcol="3" gridrow="52" pageId="2" pageNumber="187">75.0</td>
</tr>
<tr id="16B1707BB93D65F13B6FA22A11C9F8E6" box="[853,1478,1875,1889]" gridrow="53" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-3="1" rowspan-4="1" rowspan-5="1">
<td id="55601907B93D65F13C1BA22A1096F8E6" box="[1057,1177,1875,1889]" gridcol="2" gridrow="53" pageId="2" pageNumber="187">7.9)</td>
</tr>
<tr id="16B1707BB93D65F13B6FA21011C9F8FF" box="[853,1478,1897,1912]" gridrow="54" pageId="2" pageNumber="187" rowspan-0="1" rowspan-4="1" rowspan-5="1">
<td id="55601907B93D65F13BE4A2101005F8FF" box="[990,1034,1897,1912]" gridcol="1" gridrow="54" pageId="2" pageNumber="187">3</td>
<td id="55601907B93D65F13C1BA2101096F8FF" box="[1057,1177,1897,1912]" gridcol="2" gridrow="54" pageId="2" pageNumber="187">
3.36 
<emphasis id="9AF5AE2BB93D9A0C3C73A2101057F8FF" box="[1097,1112,1897,1912]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13C81A21010E7F8FF" box="[1211,1256,1897,1912]" gridcol="3" gridrow="54" pageId="2" pageNumber="187">77.9</td>
</tr>
<tr id="16B1707BB93D65F13B6FA20611C9F809" box="[853,1478,1919,1934]" gridrow="55" pageId="2" pageNumber="187" rowspan-0="1" rowspan-4="1" rowspan-5="1">
<td id="55601907B93D65F13BE4A2061005F809" box="[990,1034,1919,1934]" gridcol="1" gridrow="55" pageId="2" pageNumber="187">4</td>
<td id="55601907B93D65F13C1BA2061096F809" box="[1057,1177,1919,1934]" gridcol="2" gridrow="55" pageId="2" pageNumber="187">
3.32 
<emphasis id="9AF5AE2BB93D9A0C3C73A2061057F809" box="[1097,1112,1919,1934]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13C81A20610E7F809" box="[1211,1256,1919,1934]" gridcol="3" gridrow="55" pageId="2" pageNumber="187">71.4</td>
</tr>
<tr id="16B1707BB93D65F13B6FA2EF11C9F822" box="[853,1478,1942,1957]" gridrow="56" pageId="2" pageNumber="187" rowspan-0="1" rowspan-4="1" rowspan-5="1">
<td id="55601907B93D65F13BE4A2EF1005F822" box="[990,1034,1942,1957]" gridcol="1" gridrow="56" pageId="2" pageNumber="187">5</td>
<td id="55601907B93D65F13C1BA2EF1096F822" box="[1057,1177,1942,1957]" gridcol="2" gridrow="56" pageId="2" pageNumber="187">
3.33 
<emphasis id="9AF5AE2BB93D9A0C3C73A2EF1057F822" box="[1097,1112,1942,1957]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13C81A2EF10E7F822" box="[1211,1256,1942,1957]" gridcol="3" gridrow="56" pageId="2" pageNumber="187">78.2</td>
</tr>
<tr id="16B1707BB93D65F13B6FA2D411C9F83B" box="[853,1478,1965,1980]" gridrow="57" pageId="2" pageNumber="187" rowspan-0="1" rowspan-4="1" rowspan-5="1">
<td id="55601907B93D65F13BE4A2D41005F83B" box="[990,1034,1965,1980]" gridcol="1" gridrow="57" pageId="2" pageNumber="187">6</td>
<td id="55601907B93D65F13C1BA2D41096F83B" box="[1057,1177,1965,1980]" gridcol="2" gridrow="57" pageId="2" pageNumber="187">
3.85 
<emphasis id="9AF5AE2BB93D9A0C3C73A2D41057F83B" box="[1097,1112,1965,1980]" italics="true" pageId="2" pageNumber="187">m</emphasis>
</td>
<td id="55601907B93D65F13C81A2D410E7F83B" box="[1211,1256,1965,1980]" gridcol="3" gridrow="57" pageId="2" pageNumber="187">62.5</td>
</tr>
<tr id="16B1707BB93D65F13B6FA2BD11C9F854" box="[853,1478,1988,2003]" gridrow="58" pageId="2" pageNumber="187" rowspan-0="1" rowspan-1="1" rowspan-3="1" rowspan-4="1" rowspan-5="1">
<td id="55601907B93D65F13C1BA2BD1096F854" box="[1057,1177,1988,2003]" gridcol="2" gridrow="58" pageId="2" pageNumber="187">3.66 m</td>
</tr>
</table>
</paragraph>
<caption id="FCFE22B1B93D9A0C384BA14715E8FB52" ID-DOI="http://doi.org/10.5281/zenodo.10486001" ID-Zenodo-Dep="10486001" httpUri="https://zenodo.org/record/10486001/files/figure.png" pageId="2" pageNumber="187" startId="2.[113,139,1086,1100]" targetBox="[186,758,185,1063]" targetPageId="2" targetType="figure">
<paragraph id="A83E7239B93D9A0C384BA14715E8FB52" blockId="2.[113,784,1086,1238]" pageId="2" pageNumber="187">
<emphasis id="9AF5AE2BB93D9A0C384BA14714ABFBCB" bold="true" box="[113,164,1086,1100]" pageId="2" pageNumber="187">Fig. 2.</emphasis>
Maximum absorbance (300–500 nm) chromatograms from LC–UV analyses of 80% CH 
<subScript id="3405707CB93D9A0C38F8A12514C6FBE1" attach="both" box="[194,201,1116,1126]" fontSize="4" pageId="2" pageNumber="187">3</subScript>
OH extracts of 
<taxonomicName id="6F8109BAB93D9A0C3979A12C1584FBE3" baseAuthorityName="Figlar and Nooteboom" baseAuthorityYear="2004" box="[323,395,1109,1124]" class="Magnoliopsida" family="Magnoliaceae" genus="Magnolia" kingdom="Plantae" order="Magnoliales" pageId="2" pageNumber="187" phylum="Tracheophyta" rank="genus">
<emphasis id="9AF5AE2BB93D9A0C3979A12C1584FBE3" box="[323,395,1109,1124]" italics="true" pageId="2" pageNumber="187">Magnolia</emphasis>
</taxonomicName>
tepals (top to bottom): 
<taxonomicName id="6F8109BAB93D9A0C3A74A12C16A0FBE3" box="[590,687,1109,1124]" class="Magnoliopsida" family="Magnoliaceae" genus="Magnolia" kingdom="Plantae" order="Magnoliales" pageId="2" pageNumber="187" phylum="Tracheophyta" rank="species" species="salicifolia">
<emphasis id="9AF5AE2BB93D9A0C3A74A12C16A0FBE3" box="[590,687,1109,1124]" italics="true" pageId="2" pageNumber="187">M. salicifolia</emphasis>
</taxonomicName>
(BI-19354), 
<taxonomicName id="6F8109BAB93D9A0C384BA11214B5FBFD" box="[113,186,1131,1146]" class="Magnoliopsida" family="Magnoliaceae" genus="Magnolia" kingdom="Plantae" order="Magnoliales" pageId="2" pageNumber="187" phylum="Tracheophyta" rank="species" species="kobus">
<emphasis id="9AF5AE2BB93D9A0C384BA11214B5FBFD" box="[113,186,1131,1146]" italics="true" pageId="2" pageNumber="187">M. kobus</emphasis>
</taxonomicName>
(BI-19363), 
<taxonomicName id="6F8109BAB93D9A0C391EA1121582FBFD" box="[292,397,1131,1146]" class="Magnoliopsida" family="Magnoliaceae" genus="Magnolia" kingdom="Plantae" order="Magnoliales" pageId="2" pageNumber="187" phylum="Tracheophyta" rank="species" species="virginiana">
<emphasis id="9AF5AE2BB93D9A0C391EA1121582FBFD" box="[292,397,1131,1146]" italics="true" pageId="2" pageNumber="187">M. virginiana</emphasis>
</taxonomicName>
(BI-19682), 
<taxonomicName id="6F8109BAB93D9A0C39CDA112165DFBFD" box="[503,594,1131,1146]" class="Magnoliopsida" family="Magnoliaceae" genus="Magnolia" kingdom="Plantae" order="Magnoliales" pageId="2" pageNumber="187" phylum="Tracheophyta" rank="species" species="sieboldii">
<emphasis id="9AF5AE2BB93D9A0C39CDA112165DFBFD" box="[503,594,1131,1146]" italics="true" pageId="2" pageNumber="187">M. sieboldii</emphasis>
</taxonomicName>
(BI-19731), 
<taxonomicName id="6F8109BAB93D9A0C3A86A11214AFFB16" class="Magnoliopsida" family="Magnoliaceae" genus="Magnolia" kingdom="Plantae" order="Magnoliales" pageId="2" pageNumber="187" phylum="Tracheophyta" rank="species" species="macrophylla">
<emphasis id="9AF5AE2BB93D9A0C3A86A11214AFFB16" italics="true" pageId="2" pageNumber="187">M. macrophylla</emphasis>
</taxonomicName>
(BI-19560), 
<taxonomicName id="6F8109BAB93D9A0C392AA1FB1561FB16" box="[272,366,1154,1169]" class="Magnoliopsida" family="Magnoliaceae" genus="Magnolia" kingdom="Plantae" order="Magnoliales" pageId="2" pageNumber="187" phylum="Tracheophyta" rank="species" species="delavayi">
<emphasis id="9AF5AE2BB93D9A0C392AA1FB1561FB16" box="[272,366,1154,1169]" italics="true" pageId="2" pageNumber="187">M. delavayi</emphasis>
</taxonomicName>
(BI-19737) and 
<taxonomicName id="6F8109BAB93D9A0C3A38A1FB167DFB16" box="[514,626,1154,1169]" class="Magnoliopsida" family="Magnoliaceae" genus="Magnolia" kingdom="Plantae" order="Magnoliales" pageId="2" pageNumber="187" phylum="Tracheophyta" rank="species" species="acuminata">
<emphasis id="9AF5AE2BB93D9A0C3A38A1FB167DFB16" box="[514,626,1154,1169]" italics="true" pageId="2" pageNumber="187">M. acuminata</emphasis>
</taxonomicName>
(BI-20613). Peaks labelled the phenylethanoid glycosides 
<emphasis id="9AF5AE2BB93D9A0C3980A1E315D7FB2F" bold="true" box="[442,472,1178,1192]" pageId="2" pageNumber="187">1–6</emphasis>
and the 3- 
<emphasis id="9AF5AE2BB93D9A0C3A0DA1E1164CFB2F" box="[567,579,1176,1192]" italics="true" pageId="2" pageNumber="187">O</emphasis>
-rutinosides of quercetin (a), kaempferol (b) and isorhamnetin (c). The peak next to 
<emphasis id="9AF5AE2BB93D9A0C3A6FA1C81650FB38" bold="true" box="[597,607,1201,1215]" pageId="2" pageNumber="187">2</emphasis>
in 
<taxonomicName id="6F8109BAB93D9A0C3A41A1C916EDFB38" box="[635,738,1200,1215]" class="Magnoliopsida" family="Magnoliaceae" genus="Magnolia" kingdom="Plantae" order="Magnoliales" pageId="2" pageNumber="187" phylum="Tracheophyta" rank="species" species="virginiana">
<emphasis id="9AF5AE2BB93D9A0C3A41A1C916EDFB38" box="[635,738,1200,1215]" italics="true" pageId="2" pageNumber="187">M. virginiana</emphasis>
</taxonomicName>
is an isomer of 
<emphasis id="9AF5AE2BB93D9A0C38FEA1BE14C1FB52" bold="true" box="[196,206,1223,1237]" pageId="2" pageNumber="187">2</emphasis>
that was not investigated further.
</paragraph>
</caption>
<paragraph id="A83E7239B93D9A0C38ABA3A9150AF859" blockId="2.[113,784,1296,2014]" pageId="2" pageNumber="187">
During the isolation of 
<emphasis id="9AF5AE2BB93D9A0C39A8A3A91590F964" bold="true" box="[402,415,1744,1763]" pageId="2" pageNumber="187">1</emphasis>
and 
<emphasis id="9AF5AE2BB93D9A0C39E7A3A915E5F964" bold="true" box="[477,490,1744,1763]" pageId="2" pageNumber="187">2</emphasis>
, two other phenylethanoid glycosides, 
<emphasis id="9AF5AE2BB93D9A0C38DCA39514F0F978" bold="true" box="[230,255,1772,1791]" pageId="2" pageNumber="187">1a</emphasis>
and 
<emphasis id="9AF5AE2BB93D9A0C390EA3951543F978" bold="true" box="[308,332,1772,1791]" pageId="2" pageNumber="187">2a</emphasis>
respectively, became apparent. Compounds 
<emphasis id="9AF5AE2BB93D9A0C384BA2711484F89C" bold="true" box="[113,139,1800,1819]" pageId="2" pageNumber="187">1a</emphasis>
and 
<emphasis id="9AF5AE2BB93D9A0C3884A27114D9F89C" bold="true" box="[190,214,1800,1819]" pageId="2" pageNumber="187">2a</emphasis>
were present in the initial extract, eluting just before 
<emphasis id="9AF5AE2BB93D9A0C3B38A2711700F89C" bold="true" box="[770,783,1800,1819]" pageId="2" pageNumber="187">1</emphasis>
and 
<emphasis id="9AF5AE2BB93D9A0C389EA25A14B9F8B1" bold="true" box="[164,182,1827,1846]" pageId="2" pageNumber="187">2,</emphasis>
respectively (
<figureCitation id="30BA6EBCB93D9A0C396BA25D1582F8B0" box="[337,397,1828,1847]" captionStart="Fig" captionStartId="2.[113,139,1086,1100]" captionTargetBox="[186,758,185,1063]" captionTargetId="graphics-413@2.[238,713,208,1011]" captionTargetPageId="2" captionText="Fig. 2. Maximum absorbance (300–500 nm) chromatograms from LC–UV analyses of 80% CH3OH extracts of Magnolia tepals (top to bottom): M. salicifolia (BI-19354), M. kobus (BI-19363), M. virginiana (BI-19682), M. sieboldii (BI-19731), M. macrophylla (BI-19560), M. delavayi (BI-19737) and M. acuminata (BI-20613). Peaks labelled the phenylethanoid glycosides 1–6 and the 3-O-rutinosides of quercetin (a), kaempferol (b) and isorhamnetin (c). The peak next to 2 in M. virginiana is an isomer of 2 that was not investigated further." figureDoi="http://doi.org/10.5281/zenodo.10486001" httpUri="https://zenodo.org/record/10486001/files/figure.png" pageId="2" pageNumber="187">Fig. 2</figureCitation>
), and their molecular masses were 14 Da less than 
<emphasis id="9AF5AE2BB93D9A0C3923A2461529F8D5" bold="true" box="[281,294,1855,1874]" pageId="2" pageNumber="187">1</emphasis>
and 
<emphasis id="9AF5AE2BB93D9A0C3964A246157FF8D5" bold="true" box="[350,368,1855,1874]" pageId="2" pageNumber="187">2,</emphasis>
respectively. The sodiated molecules of 
<emphasis id="9AF5AE2BB93D9A0C384BA2221484F8E9" bold="true" box="[113,139,1883,1902]" pageId="2" pageNumber="187">1a</emphasis>
and 
<emphasis id="9AF5AE2BB93D9A0C3887A22214DAF8E9" bold="true" box="[189,213,1883,1902]" pageId="2" pageNumber="187">2a</emphasis>
both lost 132 (pentose residue) to give an ion that fragmented in a similar manner to the [(M–Rha) + Na] 
<superScript id="5FF4DF71B93D9A0C3A54A20D1678F807" attach="left" box="[622,631,1908,1920]" fontSize="5" pageId="2" pageNumber="187">+</superScript>
ion of 
<emphasis id="9AF5AE2BB93D9A0C3A84A20E16C4F80D" bold="true" box="[702,715,1911,1930]" pageId="2" pageNumber="187">1</emphasis>
and 
<emphasis id="9AF5AE2BB93D9A0C3AC7A20E1705F80D" bold="true" box="[765,778,1911,1930]" pageId="2" pageNumber="187">2</emphasis>
, respectively. This suggested 
<emphasis id="9AF5AE2BB93D9A0C39B7A2EA15A9F821" bold="true" box="[397,422,1939,1958]" pageId="2" pageNumber="187">1a</emphasis>
and 
<emphasis id="9AF5AE2BB93D9A0C39EFA2EA15E1F821" bold="true" box="[469,494,1939,1958]" pageId="2" pageNumber="187">2a</emphasis>
were analogues of 
<emphasis id="9AF5AE2BB93D9A0C3A97A2EA16B5F821" bold="true" box="[685,698,1939,1958]" pageId="2" pageNumber="187">1</emphasis>
and 
<quantity id="6F79DFDCB93D9A0C3AD3A2EA1700F821" box="[745,783,1939,1958]" metricMagnitude="-2" metricUnit="m" metricValue="5.08" pageId="2" pageNumber="187" unit="in" value="2.0">
<emphasis id="9AF5AE2BB93D9A0C3AD3A2EA16F9F821" bold="true" box="[745,758,1939,1958]" pageId="2" pageNumber="187">2</emphasis>
in
</quantity>
which the rhamnose at C-3 
<emphasis id="9AF5AE2BB93D9A0C39BCA2D51585F83E" box="[390,394,1964,1977]" italics="true" pageId="2" pageNumber="187">
<superScript id="5FF4DF71B93D9A0C39BCA2D51585F83E" attach="left" box="[390,394,1964,1977]" fontSize="5" pageId="2" pageNumber="187">0</superScript>
</emphasis>
of the core glucose was replaced by a pentose sugar.
</paragraph>
</subSubSection>
</treatment>
</document>