Three Acylated Glycosidic Acid Methyl Esters and Two Acylated Methyl Glycosides Generated from the Convolvulin Fraction of Seeds of Quamoclit pennata by Treatment with Indium(III) Chloride in Methanol

Treatment of the ether-insoluble resin glycoside (convolvulin) fraction from seeds of Quamoclit pennata (Convolvulaceae) with indium(III) chloride in methanol provided three oligoglycosides of hydroxy fatty acid (glycosidic acid) methyl esters and two methyl glycosides, which were partially acylated...

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Published inChemical and Pharmaceutical Bulletin Vol. 61; no. 9; pp. 952 - 961
Main Authors Kousuke Akiyamaa, Tomoko Minenob, Masafumi Okawac, Junei Kinjoc, Hiroyuki Miyashitad, Hitoshi Yoshimitsud, Toshihiro Noharad, Masateru Onoa
Format Journal Article
LanguageJapanese
Published Pharmaceutical Society of Japan 01.09.2013
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Summary:Treatment of the ether-insoluble resin glycoside (convolvulin) fraction from seeds of Quamoclit pennata (Convolvulaceae) with indium(III) chloride in methanol provided three oligoglycosides of hydroxy fatty acid (glycosidic acid) methyl esters and two methyl glycosides, which were partially acylated by a glycosidic acid, 7S-hydroxydecanoic acid 7-O-β-D-quinovopyranoside (quamoclinic acid B) and/or two organic acids, (E)-2-methylbut-2-enoic (tiglic) acid and/or 3R-hydroxy-2R-methylbutyric (nilic) acid. Their structures were elucidated on the basis of spectroscopic data and chemical conversions.
ISSN:0009-2363
1347-5223