A practical multi-step synthesis of ethyl N-functionalized -amino benzimidazole acrylate derivatives as promising cytotoxic agents

被引：0

作者：

Ambeu, Christelle N'Ta ^{[1
,2
]}

Le Guevel, Remy ^{[3
]}

Corlu, Anne ^{[3
,4
]}

Mamyrbekova, Janat Akhanovna ^{[2
]}

Bazureau, Jean-Pierre ^{[1
,5
]}

机构：

[1] Univ Rennes 1, ISCR, UMR CNRS 6226, Grp COrInt, Campus Beaulieu,Bat 10A,263 Ave Gen Leclerc, F-35042 Rennes, France

[2] UNA, LCBOSN, 02 BP 801, Abidjan, Cote Ivoire

[3] Univ Rennes 1, ImPACcell Platform, SFR Biosit, Bat 8,Campus Villejean,2 Av Prof Leon Bernard, F-35043 Rennes, France

[4] Univ Rennes 1, INSERM, UMR 991, Hop Pontchaillou, 2 Rue Henri Le Guilloux, F-35033 Rennes, France

[5] Univ Rennes 1, Platform S2Wave, ScanMAT UMS 2001, CNRS, Campus Beaulieu,Bat 10A,263 Ave Gen Leclerc, F-35042 Rennes, France

来源：

MOLECULAR DIVERSITY | 2018年 / 22卷 / 03期

关键词：

Benzimidazole; Reductive amination; Transamination; Microwave; Cytotoxicity; MICROWAVE IRRADIATION; CELL LINES; ROUTE; TRANSAMINATION; INHIBITORS; SCAFFOLD; SAR;

D O I：

10.1007/s11030-018-9824-5

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of 16 new ethyl -amino benzimidazole acrylate derivatives 12(a-p) with a (2E)-s-cis/trans conformation and bearing two points of diversity was designed and synthesized by using a multi-step strategy (reductive amination, deprotection in acidic media and transamination) in moderate to good yields from ethyl 3-dimethylamino-2-(1H-benzimidazol-2-yl)acrylate (5) and monosubstituted N-Boc diamines (7a,7b) as starting building blocks. Products 12 were evaluated for their in vitro cytotoxic potential against six selected human cell lines (Huh7-D12, Caco2, MDA-MB231, HCT116, PC3 and NCI-H727). Compounds 12a, 12e and 12l exhibited selective and micromolar antitumor activities against Huh7-D12 and Caco2 cell lines.

引用

页码：685 / 708

页数：24

共 5 条

[1] A practical multi-step synthesis of ethyl N-functionalized β\documentclass[12pt]{minimal} \usepackage{amsmath} \usepackage{wasysym} \usepackage{amsfonts} \usepackage{amssymb} \usepackage{amsbsy} \usepackage{mathrsfs} \usepackage{upgreek} \setlength{\oddsidemargin}{-69pt} \begin{document}$$\varvec{\upbeta }$$\end{document}-amino benzimidazole acrylate derivatives as promising cytotoxic agents
Christelle N’Ta Ambeu
Rémy Le Guével
Anne Corlu
Janat Akhanovna Mamyrbekova
Jean-Pierre Bazureau
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