Journal of Capital Medical University ›› 2012, Vol. 33 ›› Issue (4): 494-497.doi: 10.3969/j.issn.1006-7795.2012.04.016

• 基础研究 • Previous Articles     Next Articles

Synthesis and antiangiogenic activity of oleanolic acid and deoxycholic acid derivatives

WANG Peng-long, CHENG Ya-tao, WANG Lin, XU Shi-xun, WANG Yan-hui, LI Qiang, LEI Hai-min   

  1. Department of Chinese Medicinal Chemistry, School of Chinese Pharmacy, Beijing University of Chinese Medicine, Beijing 100102, China
  • Received:2012-05-08 Revised:1900-01-01 Online:2012-08-21 Published:2012-08-21

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Abstract: Objective Two oleanolic acid and deoxycholic acid-acetonyl derivatives were synthesized; and the angiogenetic activities of the two compounds were aslo evaluated. Methods In the acetone/K2CO3 reaction system, TMP-Br took place nucleophilic substitution reaction with oleanolic acid and deoxycholic acid, respectively. And two novel oleanolic acid and deoxycholic acid-acetonyl derivatives were obtained. The two compounds’ angiogenic activity was evaluated on chick chorioallantoic membrane(CAM) model. Results The oleanolic acid and deoxycholic acid-acetonyl derivatives’ structure were confirmed by 1H-NMR, 13C-NMR and IR spectra. Both of the two compounds could suppress normal angiogenesis in CAM. Conclusion In the acetone/K2CO3/TMP-Br reaction system, we got oleanolic acid and deoxycholic acid-acetonyl derivatives, respectively. Moreover deoxycholic acid-acetonyl derivatives showed well anti-angiogenic activity on CAM assay.

Key words: oleanolic acid-acetonyl and deoxycholic acid-acetonyl derivatives, chorioallantoic membrane, anti-angiogenic activity

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