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ANTONIO CASCIO

Direct synthesis of C3-mono-functionalized oxindoles from N-unprotected 2-oxindole and their antileishmanial activity

  • Authors: SCALA, ANGELA; CORDARO, Massimiliano; GRASSI, Giovanni; PIPERNO, Anna; Barberi, G.; CASCIO, Antonio; RISITANO, Francesco
  • Publication year: 2014
  • Type: Articolo in rivista
  • Key words: Oxindoles; Michael addition; Leishmania; Leishmanicidal activity; Diastereoselectivity; Cyclization
  • OA Link: http://hdl.handle.net/10447/378962

Abstract

A novel approach for the synthesis of unprecedented C3-mono-functionalized indolin-2-ones is reported, starting from 2-oxindole and chalcones. The reactions proceed regioselectively under mild conditions, without di- and tri-alkylated side products. The new compounds have been evaluated in vitro for their antiproliferative effects against the protozoan Leishmania infantum. Interestingly, they appear able to kill L. infantum promastigotes and amastigotes, without significant cytotoxic effects.