42447-82-5Relevant articles and documents
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Kuwada,Matsukawa
, (1934)
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The cytotoxic activity of ursolic acid derivatives
Ma, Chao-Mei,Cai, Shao-Qing,Cui, Jing-Rong,Wang, Rui-Qing,Tu, Peng-Fei,Hattori, Masao,Daneshtalab, Mohsen
, p. 582 - 589 (2007/10/03)
Ursolic acid and 2α-hydroxyursolic acid isolated from apple peels were found to show growth inhibitory activity against four tumor cell lines, HL-60, BGC, Bel-7402 and Hela. Structural modifications were performed on the C-3, C-28 and C-11 positions of ursolic acid and the cytotoxicity of the derivatives was evaluated. The SAR revealed that the triterpenes possessing two hydrogen-bond forming groups (an H-donor and a carbonyl group) at positions 3 and 28 exhibit cytotoxic activity. The configuration at C-3 was found to be important for the activity. Introduction of an amino group increased the cytotoxicity greatly. A 3β-amino derivative was 20 times more potent than the parent ursolic acid. The 28-aminoalkyl dimer compounds showed selective cytotoxicity.