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Pharmaceuticals 2012, 5(12), 1282-1290; doi:10.3390/ph5121282

Article

Synthesis and COX-2 Inhibitory Activity of 4-[(E)-2-(4-Oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)ethenyl]benzene-1-sulfonamide and Its Analogs

Hayun ^1,* , Sumi Hudiyono ² , Muhammad Hanafi ³  and Arry Yanuar ¹

¹ Faculty of Pharmacy, University of Indonesia, Depok 16424, West Java, Indonesia ² Department of Chemistry, Faculty of Natural Sciences, University of Indonesia, Depok 16424, West Java, Indonesia ³ Research Center for Chemistry, Indonesian Institute of Sciences, Serpong 15314, West Java, Indonesia

* Author to whom correspondence should be addressed.

Received: 11 October 2012; in revised form: 14 November 2012 / Accepted: 23 November 2012 / Published: 27 November 2012

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Abstract: Some novel 3-phenyl-2-[(E)-2-phenylethenyl]-3,4-dihydroquinazolin-4-one derivatives possessing para-sulfonamides groups on the phenyl ring of the 2-phenylethenyl moiety have been synthesized and their COX-2 inhibitory activity evaluated. The stuctures of the synthesized compounds were confirmed  on the basis of  FT-IR, ¹H-NMR, ¹³C-NMR and mass spectral data. The COX-2 inhibition screening assay revealed that 4-[(E)-2-{3-(4-methoxyphenyl)-4-oxo-3,4-dihydroquinazolin-2-yl}ethenyl]benzene-1-sulfonamide had a  maximum COX-2 inhibition (47.1%), at a concentration of 20 μM.

Keywords: quinazolin-4-one; benzenesulfonamide; COX-2 inhibitor

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