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Open AccessArticle

A Convenient Ultrasound-Promoted Synthesis of Some New Thiazole Derivatives Bearing a Coumarin Nucleus and Their Cytotoxic Activity

1
Department of Chemistry, Faculty of Science, University of Cairo, Giza 12613, Egypt
2
Chemistry Department, Faculty of Science, University of Kuwait, P.O. Box 5969, Safat13060, Kuwait
*
Author to whom correspondence should be addressed.
Molecules 2012, 17(8), 9335-9347; https://doi.org/10.3390/molecules17089335
Received: 25 June 2012 / Revised: 18 July 2012 / Accepted: 24 July 2012 / Published: 3 August 2012
(This article belongs to the Section Organic Chemistry)
Successful implementation of ultrasound irradiation for the rapid synthesis of a novel series of 3-[1-(4-substituted-5-(aryldiazenyl)thiazol-2-yl)hydrazono)ethyl]-2H-chromen-2-ones 5ah, via reactions of 2-(1-(2-oxo-2H-chromen-3-yl)ethylidene) thiosemicarbazide (2) and the hydrazonoyl halides 3(4), was demonstrated. Also, a new series of 5-arylidene-2-(2-(1-(2-oxo-2H-chromen-3-yl)ethylidene)hydrazinyl)thiazol-4(5H)-ones 10ad were synthesized from reaction of 2 with chloroacetic acid and different aldehydes. Moreover, reaction of 2-cyano-N'-(1-(2-oxo-2H-chromen-3-yl)ethylidene)-acetohydrazide (12) with substituted benzaldehydes gave the respective arylidene derivatives 13ac under the conditions employed. The structures of the synthesized compounds were assigned based on elemental analyses and spectral data. Also, the cytototoxic activities of the thiazole derivative 5a was evaluated against HaCaT cells (human keratinocytes). It was found that compound 5a possess potent cytotoxic activity. View Full-Text
Keywords: thiosemicarbazides; thiazoles; hydrazonoyl halides; ultra-sound irradiation; cytotoxic activity thiosemicarbazides; thiazoles; hydrazonoyl halides; ultra-sound irradiation; cytotoxic activity
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MDPI and ACS Style

Gomha, S.M.; Khalil, K.D. A Convenient Ultrasound-Promoted Synthesis of Some New Thiazole Derivatives Bearing a Coumarin Nucleus and Their Cytotoxic Activity. Molecules 2012, 17, 9335-9347.

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