4.4 Article

Synthesis and Biological Evaluation of Benzo[d] thiazolyl-Sulfonyl-Benzo[4,5]isothiazolo [2,3-c][1,2,3] triazole Derivatives as EGFR Targeting Anticancer Agents

期刊

CHEMISTRYSELECT
卷 8, 期 6, 页码 -

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.202204256

关键词

ADME; Benzothiazole; Cytotoxicity; Docking; Fused 1; 2; 3-triazole

向作者/读者索取更多资源

A one-step synthesis of fused Benzo[d]thiazolo-1,2,3-triazoles was developed using sulfonylazides and iodoalkyne. Several compounds showed superior activity against A-549 and good activity against MCF-7. In vitro and in silico studies demonstrated promising potency of the compounds against EGFR receptors.
A one-step procedure for the synthesis of new fused Benzo[d]thiazolo-1,2,3-triazoles (3 a-3 h and 4 a-4 h) in good yields using sulfonylazides (2) and iodoalkyne (1) through from the 5-iodo 1,2,3-triazole generated in situ was developed. Among all, compounds 5-chloro-3-(((1,1-dioxidobenzo[d]thiazol-2-yl)sulfonyl)methyl)benzo[4,5]isothiazolo[2,3-c] [1,2,3]triazole 8,8-dioxide (3 e), 3-(((1,1-dioxidobenzo[d]thiazol-2-yl)sulfonyl)methyl)-5-fluorobenzo[4,5]isothiazolo [2,3-c][1,2,3]triazole 8,8-dioxide (3 f), 5-bromo-3-(((5-bromo-1,1-dioxidobenzo[d]thiazol-2-yl)sulfonyl)methyl)benzo [4,5]isothiazolo[2,3-c][1,2,3]triazole 8,8-dioxide (4 d), 3-(((5-bromo-1,1-dioxidobenzo[d]thiazol-2-yl)sulfonyl)methyl)-5-chlorobenzo [4,5]isothiazolo[2,3-c][1,2,3]triazole 8,8-dioxide (4 e) and 3-(((5-bromo-1,1-dioxidobenzo[d]thiazol-2-yl)sulfonyl)methyl)-5-fluorobenzo [4,5] isothiazolo[2,3-c][1,2,3]triazole 8,8-dioxide (4 f) showed superior activity against A-549 and good activity against the MCF-7. Later, in vitro EGFR results revealed that compounds 4 e and 4 f indicated promising potency with IC50 values of 0.316 +/- 0.07 and 0.211 +/- 0.09 mu M respectively. In silico studies of five potent compounds were also carried out to identify interactions against EGFR receptors and found that the energy calculations were consistent with the IC50 values obtained. In silico pharmacokinetic profile was predicted for potent compounds 3 e, 3 f, 4 d, 4 e, and 4 f using SWISS/ADME and pkCSM, where, all the compounds followed the Lipinski rule without any deviation.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.4
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

暂无数据
暂无数据