Synthesis and Antitumor Activity of 2β-Hydroxyursolic Acid

doi:10.3724/SP.J.1095.2013.20561

Chinese Journal of Applied Chemistry

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Synthesis and Antitumor Activity of 2β-Hydroxyursolic Acid

HUANG Lirong^1,2, CHEN Lei², YANG Xiaosheng^1,2*, MA Lin², ZHANG Jianxin², WANG Daoping²

(1.Ministry of Education Key Laboratory of Green Pesticide and Ago-Bioengineering,Center for
Research and Development of Fine Chemicals of Guizhou University,Guiyang 550025,China;
2.The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences,Guiyang 550002,China)

Received:2012-12-03 Revised:2013-01-11 Published:2013-10-10 Online:2013-10-10
Contact: xiao

Abstract

Abstract: Using ursolic acid as the precursor, 2β-hydroxyursolic acid was synthesized by 6-step successive reactions including oxidation, benzylation, acetylation, hydrolysis, reduction, and group deprotection reactions. The overall yield is 60.1%. Its structure was determined by IR, 1H NMR, 13C NMR and MS. The antitumor activity of the target compound was evaluated against the proliferation of human leukemia cell K562 and human lung carcinoma cell A549 by the MTT assay. The results indicate that the target compound has inhibitive activity toward cell growth for the two tumor cells.

Key words: ursolic acid, 2&, beta, -hydroxyursolic acid, synthesis, inhibition activity to tumor cell

CLC Number:

O629

HUANG Lirong1,2, CHEN Lei2, YANG Xiaosheng1,2*, MA Lin2, ZHANG Jianxin2, WANG Daoping2. Synthesis and Antitumor Activity of 2β-Hydroxyursolic Acid[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2013.20561.

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Synthesis and Antitumor Activity of 2β-Hydroxyursolic Acid

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