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

Girija S. Singh, Yasser M.S.A. Al-kahraman, Disah Mpadi, Masoom Yasinzai

Research output: Contribution to journalArticle (Academic Journal)peer-review

Abstract

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.
Original languageEnglish
Pages (from-to)5704–5706
JournalBioorganic and Medicinal Chemistry Letters
Volume22
Issue number17
Publication statusPublished - 2012

Keywords

  • Azomethines
  • Azetidin-2-ones
  • 1-Methyl-1H-indole
  • Antileishmanial

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