Direct synthesis of C3-mono-functionalized oxindoles from N-unprotected 2-oxindole and their antileishmanial activity
Angela Scala1, Massimiliano Cordaro2, Giovanni Grassi2
1Dipartimento di Scienze Chimiche, Università di Messina, V.le F.Stagno d'Alcontres 31, Messina 98166, Italy; CNR-ISMN Istituto per lo Studio dei Materiali Nanostrutturati, UOS Palermo, c/o Dip. Scienze Chimiche, Università di Messina, V.le F.Stagno d'Alcontres 31, Messina 98166, Italy.
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.
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