Synthesis of N-(1-methyl-1H-indol-3-yl)methyleneamines and 3,3-diaryl-4-(1-methyl-1H-indol-3-yl)azetidin-2-ones as potential antileishmanial agents

被引：23
|
作者：
Singh, Girija S. [1 ]
Al-Kahraman, Yasser M. S. A. [2 ]
Mpadi, Disah [1 ]
Yasinzai, Masoom [3 ]
机构：
[1] Univ Botswana, Dept Chem, Gaborone, Botswana
[2] Univ Balochistan, Inst Biochem, Quetta, Pakistan
[3] Quaid I Azam Univ, Off Vice Chancellor, Islamabad 45320, Pakistan
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2012年 / 22卷 / 17期
关键词：
Azomethines; Azetidin-2-ones; 1-Methyl-1H-indole; Antileishmanial; BETA-LACTAMS; LEISHMANIASIS; MILLENNIUM;
D O I：
10.1016/j.bmcl.2012.06.081
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of N-(1-methyl-1H-indol-3-yl)methyleneamines and eight new 3,3-diaryl-4-(1-methyl-1H-indol-3-yl)azetidin-2-ones have been synthesized and screened for their antileishmanial activity against Leishmania major. 3,3-Diaryl-4-(1-methyl-1H-indol-3-yl)azetidin-2-ones have been synthesized by the Staudinger's ketene-imine cycloaddition employing two 2-diazo-1,2-diarylethanones as the precursors of diarylketenes. A marked improvement in anti-parasitic activity is observed by transformation of the methyleneamines to azetidin-2-ones in seven out of eight compounds. Two compounds displayed antileishmanial activity comparable to that of the clinically used antileshmanial drug, amphotericine B. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5704 / 5706
页数：3
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