20(S)-20-O-Camptothecin β-Aminopropionate: Novel Synthesis and Antitumor Activity in vitro

Chemical Research in Chinese Universities ›› 2006, Vol. 22 ›› Issue (6): 727-731.doi:

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20(S)-20-O-Camptothecin β-Aminopropionate: Novel Synthesis and Antitumor Activity in vitro

LI Yu-yan¹, YOU Qi-dong¹, WANG Lei¹, CHEN Sheng¹, CHEN Xiao-guang², LI Yan²and LI Hong-yan²

1. Department of Medicinal Chemistry, School of Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China;
2. Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, P.R. China

Received:2005-12-12 Revised:1900-01-01 Online:2006-11-25 Published:2006-11-25
Contact: YOU Qi-dong E-mail:youqd@mailbox.cpu.edu.cn

Abstract

Abstract: To improve the biological anticancer activity of 20(S)-camptothecin, a novel class of 20(S)-20-O-camptothecin β-aminopropionates were designed and synthesized with camptothecins as the starting materials, through acylation with acryloyl chloride followed by Michael′s addition. Twelve esters, 1a—1d, 4a—4d and 5a—5d, were synthesized and evaluated by using MTT assay method. The results demonstrate that all these compounds show a potential cytotoxicity on KB, HT-29, HCT-8, and Bel7402 tumor cell lines. Some compounds, 1d, 4c, 5b, 5c and 5d, show a higher cytotoxicity on KB and HCT-8 compared with camptothecin.

Key words: Camptothecin, β-Aminopropionate, Anticancer, Synthesis

LI Yu-yan , YOU Qi-dong , WANG Lei , CHEN Sheng , CHEN Xiao-guang , LI Yan , LI Hong-yan . 20(S)-20-O-Camptothecin β-Aminopropionate: Novel Synthesis and Antitumor Activity in vitro[J]. Chemical Research in Chinese Universities, 2006, 22(6): 727-731.

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20(S)-20-O-Camptothecin β-Aminopropionate: Novel Synthesis and Antitumor Activity in vitro

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