European Journal of Chemistry

Novel 4(3H)-quinazolinones containing biologically active thiazole, pyridinone and chromene of expected antitumor and antifungal activities

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Published: Dec 31, 2011
DOI: https://doi.org/10.5155/eurjchem.2.4.455-462.171
Keywords:
4(3H)-Quinazolinone, Thiazole, Pyridinone, Chromene, Antitumor, Antifungal activity
Section
Research Article
Issue
Vol. 2 No. 4 (2011): December 2011
Dates
Received 2010-06-16
Accepted 2011-01-05
Published 2011-12-31


Main Article Content

Khairy Abdel Hameed Mohsen El-Bayouki
Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, 12311, Egypt
Wahid Mohamed Basyouni
Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, 12311, Egypt
Yahia Abdel Fatah Mohamed
Department of Chemistry, Faculty of Science, Al-Azhar University, Cairo, 11884, Egypt
Mohsen Mohamed Aly
Department of Chemistry, Faculty of Science, Al-Azhar University, Cairo, 11884, Egypt
Samir Youssef Abbas
Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, 12311, Egypt

Abstract

Novel 4(3H)-quinazolinone derivatives with biologically active moieties were synthesized. Reactions of 2-cyano-N-(6-iodo-2-methyl-4-oxoquinazolin-3(4H)-yl) acetamide with carbon disulfide, isothiocyanates followed by cycloalkylation afforded acrylamide, 1,3-dithiazole, 1,3-dithiane, thiazole and pyrazole derivatives. The 2-pyridone derivatives were obtained via reaction of cyanoacetamide with some acetylacetone or arylidenes. Cyclocondensation reaction of cyanoacetamide with o-hydroxy aldehydes furnished chromene derivatives. Screening for some selected compounds was carried for their potential antitumor and antifungal activities. 2-Cyano-N-(6-iodo-2-methyl-4-oxoquinazolin-3(4H)-yl)-2-(4-methyl-3-phenyl-thiazol-2(3H)ylidene)-acetamide with 3-side chain incorporated with substituted thiazole moiety was found to be of high to moderate activity towards cells. Also, the latter product showed high activity against Aspergillus ochraceus Wilhelm with inhibition zone (18 mm) compared with (20 mm) Nystatin inhibition zone.

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El-Bayouki, K. A. H. M.; Basyouni, W. M.; Mohamed, Y. A. F.; Aly, M. M.; Abbas, S. Y. Novel 4(3H)-Quinazolinones Containing Biologically Active Thiazole, Pyridinone and Chromene of Expected Antitumor and Antifungal Activities. Eur. J. Chem. 2011, 2, 455-462.

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