Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Resin Glycosides. VII. : Reinvestigation of the Component Organic and Glycosidic Acids of Pharbitin, the Crude Ether-Insoluble Resin Glycoside ("Convolvulin") of Pharbitidis Semen (Seeds of Pharbitis nil)
Masateru ONONaoki NODAToshio KAWASAKIKazumoto MIYAHARA
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1990 Volume 38 Issue 7 Pages 1892-1897

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Abstract

Alkaline hydrolysis of the ether-insoluble resin glycoside ("convolvulin") fraction, pharbitin, of the seeds of Pharbitis nil (Convolvulaceae) provided three organic acids, S-2-methylbutyric acid, (2R, 3R)-nilic acid and tiglic acid, and a new glycosidic acid named pharbitic acid B along with the known compounds pharbitic acids C and D. Pharbitic acid B was characterized as (3S, 11S)-3, 11-dihydroxyhexadecanoic acid 11-O-α-L-rhamnopyranosyl-(1→3)-O-β-D-quinovopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→2)-[O-α-L-rhamnopyranosyl-(1→6)]-β-D-glucopyranoside. The structures of the sugar moieties of pharbitic acids C and D were revised.

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© The Pharmaceutical Society of Japan
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