Design, synthesis, antimicrobial activity and anticancer screening of some new 1,3-thiazolidin-4-ones derivatives

Wesam Saber Shehab; Samar Mohamed Mouneir

doi:10.5155/eurjchem.6.2.157-162.1219

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Published: Jun 30, 2015

DOI: https://doi.org/10.5155/eurjchem.6.2.157-162.1219

Keywords:

Anticancer, Schiff’s bases, 3-Acetylindol, Antimicrobial, 1, 3-Thiazolidin-4-ones, Thiazolopyridine derivatives

Section

Research Article

Issue

Vol. 6 No. 2 (2015): June 2015

Dates

Received 2014-11-17
Accepted 2015-02-01
Published 2015-06-30

Wesam Saber Shehab

Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, 44511, Egypt

Samar Mohamed Mouneir

Department of Pharmacology, Faculty of Veterinary Medicine, Cairo University, Cairo, 12211, Egypt

Abstract

A series of new thiazolidin-4-ones have been synthesized by the reaction of 3-acetylindole with thiourea to yield 2-amino-arylthiazole (1) which, reacted with 2-chloroacetyl chloride to produce 2-chloroacetamido-4-arylthiazoles (2). The later was treated with potassium thiocyanate to afford the related 2-amino-3-(4-arylthiazol-2-yl) thiazolidin-4-ones (3). Condensation of compounds 1 and 3 with different aromatic aldehydes give Schiff’s bases (4a-c) and (5a-c) reaction of compound 5a-c with thioglycollic acids furnishes the target thiazolidin-4-one molecules (6a-c). Further, condensation of compound 6a with benzaldehyde affords benzylidenethiazolo derivative (7) which on refluxing with malononitrile, acetylacetone afforded thiazolopyridine derivatives (8,9). Structure elucidation of the products has been accomplished on the basis of elemental analysis, IR, ¹H NMR data. Compound 3exhibited the most potent antibacterial and anticancer activity.

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How to Cite

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Shehab, W. S.; Mouneir, S. M. Design, Synthesis, Antimicrobial Activity and Anticancer Screening of Some New 1,3-Thiazolidin-4-Ones Derivatives. Eur. J. Chem. 2015, 6, 157-162.

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