Synthesis and antitumor activity of C-3 thiazolo 3 2-b 1 2 4 triazole-substituted pefloxacin derivatives
10.11665/j.issn.1000-5048.20150505
- VernacularTitle:C-3噻唑并均三唑取代的培氟沙星衍生物的合成及抗肿瘤活性（Ⅸ）
- Author:
Qiang YAN
;
Shumin WU
;
Lili NI
;
Yusuo XIE
;
Liuzhou GAO
;
Wenlong HUANG
;
Yingjie LIU
;
Guoqiang HU
- Publication Type:Journal Article
- Keywords:
fluoroquinolone;
s-triazole;
thiazole;
thiazolotriazole;
antitumor activity
- From:
Journal of China Pharmaceutical University
2015;(5):548-551
- CountryChina
- Language:Chinese
-
Abstract:
To search for fluoroquinolones(FQs)with antitumor activity;the C-3 carboxylic acid group of peflox-acin (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 anal-ysis 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(5 a-5 l).Among them;the target compounds which possess a ben-zene 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.
