Synthesis and antitumor evaluation of 2,3-diarylbenzofuran derivatives on HeLa cells

被引：16

作者：

He, Guo-Xue ^{[1
]}

Yuan, Jing-Mei ^{[1
]}

Zhu, Hai-Miao ^{[1
]}

Wei, Kai ^{[1
]}

Wang, Ling-Yun ^{[1
]}

Kong, Shi-Lin ^{[1
]}

Mo, Dong-Liang ^{[1
]}

Pan, Cheng-Xue ^{[1
]}

Su, Gui-Fa ^{[1
]}

机构：

[1] Guangxi Normal Univ, Sch Chem & Pharmaceut Sci, Key Lab Chem & Mol Engn Med Resources, 15 Yu Cai Rd, Guilin 541004, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2017年 / 27卷 / 08期

基金：

中国国家自然科学基金;

关键词：

2,3-Diarylbenzofuran; Multistep one-pot reaction; Antitumor activity against HeLa cells; ONE-POT SYNTHESIS; BIOACTIVE BENZOFURAN DERIVATIVES; EFFICIENT SYNTHESIS; IN-VITRO; C-H; ACETYLCHOLINESTERASE INHIBITORS; ANTIMICROBIAL EVALUATION; BIOLOGICAL EVALUATION; COUPLING REACTIONS; BORONIC ACIDS;

D O I：

10.1016/j.bmcl.2017.03.010

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

2,2-Dihydroxyarylethanones, readily prepared from the commercially available aromatic ethyl ketones, were reacted with resorcinol, 3-methoxyphenol or 2-methoxyphenol in multi steps one-pot manner promoted by trifluoroacetic acid to furnish the 2,3-diarylbenzofuran derivatives in 22-95% yield. Sixteen targeted compounds were synthesized and characterized by H-1 NMR, C-13 NMR and HRMS. MIT assay indicated that most compounds possessed effectively inhibitory activities against the proliferation of HeLa cell. Among them, 4f had the highest inhibitory activities, with the IC50 being 13.40 +/- 2.04 mu mol/L. Cell cycle analysis, Annexin V-FITC/propidium iodide dual staining assay and western blotting analysis revealed that 4f inhibited the proliferation of Hela cell through apoptosis induction in a dose-dependent manner via obviously up-regulated the levels of Bak and Bim, while striking down regulated the level of Bcl-2 and BcI-xL protein. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：1660 / 1664

页数：5

共 40 条

[1] Synthesis and antimicrobial evaluation of 1-(benzofuran-2-yl)-4-nitro-3-arylbutan-1-ones and 3-(benzofuran-2-yl)-4,5-dihydro-5-aryl-1-[4-(aryl)-1, 3-thiazol-2-yl]-1H-pyrazoles [J].