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. 2005 Jun;40(6):582-9.
doi: 10.1016/j.ejmech.2005.01.001.

The cytotoxic activity of ursolic acid derivatives

Chao-Mei Ma  1 , Shao-Qing Cai, Jing-Rong Cui, Rui-Qing Wang, Peng-Fei Tu, Masao Hattori, Mohsen Daneshtalab
Affiliations

The cytotoxic activity of ursolic acid derivatives

Chao-Mei Ma et al. Eur J Med Chem. 2005 Jun.

Abstract

Ursolic acid and 2alpha-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 3beta-amino derivative was 20 times more potent than the parent ursolic acid. The 28-aminoalkyl dimer compounds showed selective cytotoxicity.

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