文献类型：期刊文献

英文题名：Synthesis and anti-proliferative activity evaluation of novel benzo[d] [1,3] dioxoles-fused 1,4-thiazepines

作者：Wu, Liqiang[1];Yang, Xiaojuan[2];Peng, Qiujv[1];Sun, Guangfei[1]

第一作者：Wu, Liqiang

通讯作者：Wu, LQ[1]

机构：[1]Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Peoples R China;[2]Xinxiang Univ, Coll Chem & Chem Engn, Xinxiang 453003, Henan, Peoples R China

第一机构：Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Peoples R China

通讯机构：[1]corresponding author), Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Peoples R China.

年份：2017

卷号：127

起止页码：599-605

外文期刊名：EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

收录：;Scopus(收录号：2-s2.0-85009918593);WOS:【SCI-EXPANDED(收录号:WOS:000397172800048)】；

基金：This work is financially supported by NSFC-Henan Joint Fund (No. U1604164), Key Scientific Research Projects in Universities of Henan Province (No. 16A350010, 15A350011) and Scientfic Research Fund of Xinxiang Medical University (No. 2013QN130).

语种：英文

外文关键词：Benzo[d][1,3]dioxoles; 1,4-Thiazepines; Molecular hybridization; Anti-proliferative; Solvent-free

摘要：Benzo[d][1,3]dioxoles 1,4-thiazepines remarkable antitumor activities, benzo[d][1,3]dioxoles-fused 1,4thiazepines, which combine two biologically active heterocyclic cores, are expected to be of pharmacological interest, We therefore envisaged that integrating 1,4-thiazepine and benzo[d][1,3]dioxole moieties in one molecular platform could potentially produce novel compounds with significant synergistic antitumor properties. A series of novel benzo[d][1,3]dioxoles-fused 1,4-thiazepines, designed via molecular hybridization approach, were synthesized in very good yields using one-pot condensation of 3,4-methylenedioxyaniline, aldehydes, and alpha-mercaptocarboxylic acids under solvent-free condition. The anti-proliferative activities of all the synthesized compounds were assessed on two different human cancer cell lines (Esophageal squamous cell carcinoma Ec9706 and Eca109), and the results showed that compound 4e showed the best anti-tumor activity with IC50 values of 8.23 mu M and 16.22 mu M against Ec9706 and Eca109 cell lines, respectively, which was 2-3 times more potent than 5-Fluorouracil (IC50 = 23.26 mu M and 30.25 mu M against Ec9706 and Eca109 respectively). These novel benzo[d][1,3] dioxoles fused with bioactive heterocyclic skeletons may find their pharmaceutical applications after further investigations. (C) 2017 Elsevier Masson SAS. All rights reserved.