Microwave Assisted Organic Synthesis (MAOS) of New Dispacamide A Derivatives Bearing a Thiazolinone Platform, Biological Assays on Inhibition of Protein Kinases and Cell Effects

ISSN: 2213-3364 (Online)
ISSN: 2213-3356 (Print)


Volume 1, 2 Issues, 2014






Current Microwave Chemistry

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The University of Texas-Pan American
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Microwave Assisted Organic Synthesis (MAOS) of New Dispacamide A Derivatives Bearing a Thiazolinone Platform, Biological Assays on Inhibition of Protein Kinases and Cell Effects

Author(s): Solene Guiheneuf, Ludovic Paquin, Francois Carreaux, Emilie Durieu, Helene Benedettid, Remy Le Guevel, Anne Corlu, Laurent Meijer and Jean-Pierre Bazureau

Affiliation: Universite de de Rennes 1, Institut des Sciences Chimiques de Rennes ISCR UMR CNRS 6226, groupe Ingenierie Chimique et Molecules pour le Vivant (ICMV), Bat. 10 A, Campus de Beaulieu, CS 74205, 263 Avenue du General Leclerc, 35042 Rennes Cedex, France.

Abstract

A series of (5Z)-5-ylidene-thiazolidine-4-one derivatives bearing the N-(4,5-dihalogenopyrrol-2-yl)carbamoyl fragment of Dispacamide A was prepared through a newly developed approach using a solution phase protocol assisted by microwave irradiation. These new compounds were synthesized in good yields (10-98%) by sulphur/nitrogen displacement or eventually by Knoevenagel condensation in the presence of a base (AcONa) in AcOH solution. The ten synthetic products have been obtained with a Z-geometry about their exocyclic double bond. All these compounds have been evaluated against eight protein kinases and human cell lines.




Keywords: Cell line, Dispacamide A, 2-imino-thiazolidine-4-one, inhibition, Knoevenagel reaction, microwave, solution phase, thiazolidine-4-one, sulphur/nitrogen displacement, protein kinase.

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Article Details

Volume: 1
Issue Number: 1
First Page: 33
Last Page: 40
Page Count: 8
DOI: 10.2174/22133356114019990002
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