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  • Title: Synthesis and Cytotoxic Activity of Novel C-23-Modified Asiatic Acid Derivatives.
    Author: Lu YH, Chen MC, Liu F, Xu Z, Tian XT, Xie Y, Huang CG.
    Journal: Molecules; 2020 Aug 14; 25(16):. PubMed ID: 32823913.
    Abstract:
    We selectively oxidized the C-23 hydroxyl group in an asiatic acid (AA) derivative and then, for the first time with AA, modification of the C-23 carboxyl group was conducted to synthesize a series of new AA derivatives. The evaluation of their cytotoxic activities against two human cancer cell lines (SKOV-3 and HCT116) using the MTT assay in vitro revealed a distinctive structure activity relationship (SAR) associated with the intramolecular hydrogen bonding of the amide moiety at C-23. According to the established SAR, the cytotoxic activities of four promising compounds were then evaluated against MCF-7, A549, A2780, HepG2 and HL-60 cancer cell lines. Compound 10 had the best cytotoxic activity among all tested derivatives in the HL-60 cell line, giving IC50 = 0.47 μM, while showing no cytotoxic effect against human normal cells (HUVEC).
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