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YAN Qiang, WU Shumin, NI Lili, XIE Yusuo, GAO Liuzhou, HUANG Wenlong, LIU Yingjie, HU Guoqiang. Synthesis and antitumor activity of C-3 thiazolo ［3, 2-b］［1, 2, 4］triazole-substituted pefloxacin derivatives[J]. Journal of China Pharmaceutical University, 2015, 46(5): 548-551. DOI: 10.11665/j.issn.1000-5048.20150505
Citation: YAN Qiang, WU Shumin, NI Lili, XIE Yusuo, GAO Liuzhou, HUANG Wenlong, LIU Yingjie, HU Guoqiang. Synthesis and antitumor activity of C-3 thiazolo ［3, 2-b］［1, 2, 4］triazole-substituted pefloxacin derivatives[J]. Journal of China Pharmaceutical University, 2015, 46(5): 548-551. DOI: 10.11665/j.issn.1000-5048.20150505
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Synthesis and antitumor activity of C-3 thiazolo ［3, 2-b］［1, 2, 4］triazole-substituted pefloxacin derivatives

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  • To search for fluoroquinolones(FQs)with antitumor activity, the C-3 carboxylic acid group of pefloxacin( 1 )was replaced by fused heterocyclic core, and twelve novel thiazolo［3, 2-b］［1, 2, 4］triazole heterocycles( 6a - 6l )were designed and synthesized. The structures of target compounds were characterized by elemental analysis and spectral data. The results of the in vitro antiproliferative effect on SMMC-7721, L1210 and HL60 cell lines showed that the title compounds exhibited more significant antitumor activity than both of the pefloxacin and the corresponding opening-ring intermediates( 5a - 5l ). Among them, the target compounds which possess a benzene ring bearing a hydroxyl group( 6e )or a fluorine atom( 6j )exhibited more potent antiproliferative effect on SMMC-7721 cells than other compounds. Therefore, the antitumor fluoroquinolones can be designed by replacing the C-3 carboxylic acid group of fluoroquinolones with the thiazolo ［3, 2-b］［1, 2, 4］ triazole moiety.
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