Structure of pescaproside E, a fatty acid glycoside from Ipomoea pescaprae.
Three fatty acid glycosides, designated pescaprosides A, B, and E, have been isolated from Ipomoea pescaprae (family Convolvulaceae). Chemical studies on pescaproside E, the major product, led to its characterisation as a pentaglycoside of 11-hydroxyhexadecanoic acid. Its sugar chain was esterified with 2-methylbutanoic and lauric acids. The structure of the pentaglycoside has been established as O-alpha-L-rhamnopyranosyl-(1----3)-O-[alpha-L-rhamnopyranosyl- (1----4)]-O-alpha-L-rhamnopyranosyl-(1----4)-O-beta-D-fucopyranosyl-(1-- --2)- O-alpha-L-rhamnopyranosyl-(1----11)-oxyhexadecanoic acid.
Srivastava
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R
Medicinal Chemistry Division, Central Drug Research Institute, Lucknow, India.
Sachdev
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Madhusudanan
K P
KP
Kulshreshtha
D K
DK
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D005227:Fatty Acids / Q000737:chemistry* / Q000302:isolation & purification; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D006868:Hydrolysis; D008969:Molecular Sequence Data; D010946:Plants, Medicinal / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship
D005227:Fatty Acids; D006027:Glycosides; C071848:pescaproside E