Three acylated saponins and a related compound from Pithecellobium dulce

Journal of Natural Products
K YoshikawaS K Nigam

Abstract

Four new oleanane-type triterpene glycosides, pithedulosides H-K (1-4), were isolated from the seeds of Pithecellobium dulce. Their structures were established by extensive NMR experiments and chemical methods. Compounds 1-3 comprised acacic acid as the aglycon and either monoterpene carboxylic acid and its xyloside or monoterpene carboxylic acid as the acyl moiety at C-21. The oligosaccharide moieties linked to C-3 and C-28 were determined as alpha-L-arabinopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-(1 -->6)- [beta-D-glucopyranosyl-(1-->2)]-beta-D-glucopyranosyl and alpha-L-arabinofuranosyl-(1-->4)-[beta-D-glucopyranosyl-(1-->3)]-alpha- rhamnopyranosyl-(1-->2)-beta-D-glucopyranosyl ester, respectively. Compound 4 was established as an echinocystic acid 3-O-glycoside having the same sugar sequences as 1-3. Also obtained in this investigation was the known compound 5, which was identified as echinocystic acid 3-O-beta-D-xylopyranosyl- (1-->2)-alpha-L-arabinopyranosyl-(1-->6)-[beta-D-glucopyranosyl-(1 -->2)]- beta-D-glucopyranoside.

References

Jan 1, 1991·Phytochemistry·F OrsiniL Verotta
Apr 1, 1997·Phytochemistry·S K NigamS Arihara

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Citations

Feb 15, 2011·Journal of Natural Products·Huaping ZhangBarbara N Timmermann
Dec 31, 2015·Carbohydrate Research·Maria de Fátima Simão Jucá CruzJosé Paz Parente
Jan 16, 2018·Pharmacognosy Research·Mahesh KumarNarendra Kumar Nyola
Oct 22, 2010·Chemistry & Biodiversity·Biswanath DindaYoshihiro Harigaya
Jun 10, 2017·Phytochemistry·Luis De FreitasMarie-Aleth Lacaille-Dubois
Dec 22, 2007·Journal of Natural Products·Shuang Gang MaYu Xi Liu
Apr 30, 2008·Journal of Natural Products·Giuseppina CioffiNunziatina De Tommasi

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