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

Bioorganic & Medicinal Chemistry
2014.0

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.

Knowledge Graph

Similar Paper

Direct synthesis of C3-mono-functionalized oxindoles from N-unprotected 2-oxindole and their antileishmanial activity
Bioorganic & Medicinal Chemistry 2014.0
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
Bioorganic & Medicinal Chemistry Letters 2012.0
Antileishmanial activity of novel indolyl–coumarin hybrids: Design, synthesis, biological evaluation, molecular docking study and in silico ADME prediction
Bioorganic & Medicinal Chemistry Letters 2016.0
Synthesis of substituted aryloxy alkyl and aryloxy aryl alkyl imidazoles as antileishmanial agents
Bioorganic & Medicinal Chemistry Letters 2010.0
Synthesis of carboxyimidamide-substituted benzo[c][1,2,5]oxadiazoles and their analogs, and evaluation of biological activity against Leishmania donovani
MedChemComm 2015.0
Synthesis and evaluation of original amidoximes as antileishmanial agents
Bioorganic & Medicinal Chemistry 2010.0
Synthesis and biological evaluation of new [1,2,4]triazino[5,6-b]indol-3-ylthio-1,3,5-triazines and [1,2,4]triazino[5,6-b]indol-3-ylthio-pyrimidines against Leishmania donovani
European Journal of Medicinal Chemistry 2010.0
Computer-aided discovery of two novel chalcone-like compounds active and selective against Leishmania infantum
Bioorganic & Medicinal Chemistry Letters 2017.0
Antileishmanial evaluation of clubbed bis(indolyl)-pyridine derivatives: One-pot synthesis, in vitro biological evaluations and in silico ADME prediction
Bioorganic & Medicinal Chemistry Letters 2017.0
Synthesis and evaluation of monoamidoxime derivatives: Toward new antileishmanial compounds
European Journal of Medicinal Chemistry 2011.0