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  • Title: Synthesis and cytotoxicity of bidesmosidic betulin and betulinic acid saponins.
    Author: Gauthier C, Legault J, Lavoie S, Rondeau S, Tremblay S, Pichette A.
    Journal: J Nat Prod; 2009 Jan; 72(1):72-81. PubMed ID: 19115839.
    Abstract:
    The naturally occurring cytotoxic saponin 28-O-beta-d-glucopyranosylbetulinic acid 3beta-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 (IC(50) 1.8-1.9 microM).
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