Synthesis of novel benzoxanthone analogues as non-Camptothecin topoisomerase I inhibitors.

作者: Pengfei Cheng , Lingjian Zhu , Wei Guo , Wenfeng Liu , Jianzhong Yao

DOI: 10.3109/14756366.2011.595712

关键词:

摘要: Structure modification of the side chain lead compound benzoxanthone provided a series analogues and 12 them were first reported. The results showed that most these compounds had moderate cytotoxicity against tumour cells with 50% inhibition concentration in micromolar range. Furthermore, derivatives 5, 6c, 7a 7e, potent topoisomerase I (Topo I) inhibitory effect indicated some potential for development as non-Camptothecin (CPT) inhibitors.

参考文章(16)
Hsu-Shan Huang, Jeng-Fong Chiou, Yaou Fong, Ching-Cheng Hou, Yu-Cheng Lu, Jen-Yi Wang, Jing-Wen Shih, Yen-Ru Pan, Jing-Jer Lin, Activation of human telomerase reverse transcriptase expression by some new symmetrical bis-substituted derivatives of the anthraquinone. Journal of Medicinal Chemistry. ,vol. 46, pp. 3300- 3307 ,(2003) , 10.1021/JM020492L
William D. Kingsbury, Jeffrey C. Boehm, Dalia R. Jakas, Kenneth G. Holden, Sidney M. Hecht, Gregory Gallagher, Mary Jo Caranfa, Francis L. McCabe, Leo F. Faucette, Randall K. Johnson, Robert P. Hertzberg, Synthesis of water-soluble (aminoalkyl)camptothecin analogs: inhibition of topoisomerase I and antitumor activity Journal of Medicinal Chemistry. ,vol. 34, pp. 98- 107 ,(1991) , 10.1021/JM00105A017
M.P.S. Ishar, Gurpinder Singh, Satyajit Singh, K.K. Sreenivasan, Gurmit Singh, Design, synthesis, and evaluation of novel 6-chloro-/fluorochromone derivatives as potential topoisomerase inhibitor anticancer agents. Bioorganic & Medicinal Chemistry Letters. ,vol. 16, pp. 1366- 1370 ,(2006) , 10.1016/J.BMCL.2005.11.044
Chun-Nan Lin, Hsin-Kaw Hsieh, Shiou-Jyh Liou, Horng-Huey Ko, Hsien-Cheng Lin, Mei-Ing Chung, Feng-Nien Ko, Hong-Wen Liu, Che-Ming Teng, Synthesis and antithrombotic effect of xanthone derivatives. Journal of Pharmacy and Pharmacology. ,vol. 48, pp. 887- 890 ,(2011) , 10.1111/J.2042-7158.1996.TB05994.X
Jung Sun Kim, Chiang Yu, Angela Liu, Leroy F. Liu, Edmond J. LaVoie, Terbenzimidazoles: influence of 2"-, 4-, and 5-substituents on cytotoxicity and relative potency as topoisomerase I poisons. Journal of Medicinal Chemistry. ,vol. 40, pp. 2818- 2824 ,(1997) , 10.1021/JM960658G
M. Kanakalingeswara Rao, S. Rajagopal, Furano Compounds. XXII Bulletin of the Chemical Society of Japan. ,vol. 47, pp. 2059- 2060 ,(1974) , 10.1246/BCSJ.47.2059
Robert A. Heald, Thomas S. Dexheimer, Hariprasad Vankayalapati, Adam Siddiqui-Jain, Lajos Z. Szabo, Mary C. Gleason-Guzman, Laurence H. Hurley, Conformationally restricted analogues of psorospermin: design, synthesis, and bioactivity of natural-product-related bisfuranoxanthones. Journal of Medicinal Chemistry. ,vol. 48, pp. 2993- 3004 ,(2005) , 10.1021/JM049299C
Lan Xie, Yasuo Takeuchi, L. Mark Cosentino, Andrew T. McPhail, Kuo-Hsiung Lee, Anti-AIDS agents. 42. Synthesis and anti-HIV activity of disubstituted (3'R,4'R)-3',4'-di-O-(S)-camphanoyl-(+)-cis-khellactone analogues. Journal of Medicinal Chemistry. ,vol. 44, pp. 664- 671 ,(2001) , 10.1021/JM000070G
Seigo SAWADA, Satoru OKAJIMA, Ritsuo AIYAMA, Ken-ichiro NOKATA, Tomio FURUTA, Teruo YOKOKURA, Eiichi SUGINO, Kentaro YAMAGUCHI, Tadashi MIYASAKA, Synthesis and antitumor activity of 20(S)-camptothecin derivatives: carbamate-linked, water-soluble derivatives of 7-ethyl-10-hydroxycamptothecin. Chemical & Pharmaceutical Bulletin. ,vol. 39, pp. 1446- 1454 ,(1991) , 10.1248/CPB.39.1446
Li-Wen Wang, Jaw-Jou Kang, Ing-Jun Chen, Che-Ming Teng, Chun-Nan Lin, Antihypertensive and vasorelaxing activities of synthetic xanthone derivatives Bioorganic & Medicinal Chemistry. ,vol. 10, pp. 567- 572 ,(2002) , 10.1016/S0968-0896(01)00315-7