Document Detail

Studies on the constituents of Aster scaber Thunb. IV. Structures of four new echinocystic acid glycosides isolated from the herb.
MedLine Citation:
PMID:  8508469     Owner:  NLM     Status:  MEDLINE    
Four new echinocystic acid 3,28-O-bisdesmosides, scaberosides Ha, Hb1, Hb2 and Hc1, were isolated as their methyl esters from the ground part of Aster scaber THUNB. (Compositae) along with foetidissimoside A and scaberoside A2, and their structures were determined based on spectral and chemical evidence. These glycosides have a common prosapogenin structure, echinocystic acid 3-O-glucopyranosiduronic acid, and differ in the structures of the 28-O-linked sugar moieties. Scaberoside Ha1 is a 28-[O-alpha-L-rhamnopyranosyl-(1-->2)-[O-alpha-L-rhamnopyranosyl-(1-->3) ] - beta-D-xylopyranosyl] ester, Hb1, a 28-[O-beta-D-xylopyranosyl-(1-->4)-O-alpha-L-rhamnopyranosyl-(1-->2)- [O-alpha-L-rhamnopyranosyl-(1-->3)]-beta-D-xylopyranosyl] ester, Hb2, a 28-[O-beta-D-xylopyranosyl-(1-->3)-O-beta-D-xylopyranosyl-(1-->4)-O-alph a-L- rhamnopyranosyl-(1-->2)-[O-alpha-L-rhamnopyranosyl-(1-->3)]-beta-D- xylopyranosyl] ester, and Hc1, a 28-[O-beta-D-xylopyranosyl-(1-->3)-O-beta-D-xylopyranosyl-(1-->3)-[O-bet a- D-xylopyranosyl-(1-->4)]-O-alpha-L-rhamnopyranosyl-(1-->2)-[O-alpha-L- rhamnopyranosyl-(1-->3)]-beta-D-xylopyranosyl] ester of the prosapogenin.
T Nagao; R Tanaka; Y Iwase; H Okabe
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Chemical & pharmaceutical bulletin     Volume:  41     ISSN:  0009-2363     ISO Abbreviation:  Chem. Pharm. Bull.     Publication Date:  1993 Apr 
Date Detail:
Created Date:  1993-07-15     Completed Date:  1993-07-15     Revised Date:  2001-11-02    
Medline Journal Info:
Nlm Unique ID:  0377775     Medline TA:  Chem Pharm Bull (Tokyo)     Country:  JAPAN    
Other Details:
Languages:  eng     Pagination:  659-65     Citation Subset:  IM    
Faculty of Pharmaceutical Sciences, Fukuoka University, Japan.
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MeSH Terms
Angiosperms / chemistry*
Carbohydrate Sequence
Glycosides / chemistry,  isolation & purification
Magnetic Resonance Spectroscopy
Molecular Sequence Data
Oleanolic Acid / analogs & derivatives*,  chemistry,  isolation & purification
Spectrometry, Mass, Fast Atom Bombardment
Reg. No./Substance:
0/Glycosides; 508-02-1/Oleanolic Acid; 510-30-5/echinocystic acid

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