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Design, synthesis, and antihepatocellular carcinoma activity of nitric oxide releasing derivatives of oleanolic acid.

Journal of medicinal chemistry (2008-07-05)
Li Chen, Yihua Zhang, Xiangwen Kong, Edward Lan, Zhangjian Huang, Sixun Peng, Daniel L Kaufman, Jide Tian
RÉSUMÉ

Novel furoxan-based nitric oxide (NO) releasing derivatives of oleanolic acid (OA) were synthesized for potential therapy of liver cancers. Six compounds produced high levels of NO in human hepatocellular carcinoma (HCC) cells and exhibited strong cytotoxicity selectively against HCC in vitro. Treatment with 8b or 16b significantly inhibited the growth of HCC tumors in vivo. These data provide a proof-in-principle that furoxan/OA hybrids may be used for therapeutic intervention of human liver cancers.

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Sigma-Aldrich
Ursodeoxycholic acid, ≥99%
Sigma-Aldrich
Oleanolic acid, ≥97%