Journal
JOURNAL OF NATURAL PRODUCTS
Volume 72, Issue 1, Pages 72-81Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np800579x
Keywords
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Funding
- Fonds Quebecois de la Recherche sur la Nature et les Technologies (FQRNT, fonds forestiers 02)
- Programme d'Aide Institutionnella Recherche de l'Universite du Quebec Chicoutimi (PAIR-UQAC)
- Fondation de l'UQAC, Association Francophone pour le Savoir (ACFAS)
- FQRNT for graduate scholarships
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The naturally occurring cytotoxic saponin 28-O-beta-D-glucopyranosylbetulinic acid 3 beta-O-alpha-L-arabinopyranoside (3) was easily synthesized along with seven bidesmosidic saponins starting from the lupane-type triterpenoids betulin (1) and betulinic acid (2). As highlighted by the preliminary cytotoxicity evaluation against A549, DLD-1, MCF7, and PC-3 human cancer cell lines, the bidesmosidic betulin saponin 22a, bearing alpha-L-rhamnopyranoside moieties at both C-3 and C-28 positions, was determined to be a potent cytotoxic agent (IC50 1.8-1.9 mu M).
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