| Literature DB >> 27146339 |
Pramod K Sharma1,2, Sakshi Balwani3, Divya Mathur1,4, Shashwat Malhotra1, Brajendra K Singh1, Ashok K Prasad1, Christophe Len5,6, Erik V Van der Eycken7, Balaram Ghosh3, Nigel G J Richards8,9, Virinder S Parmar1,5,8.
Abstract
New isatin-triazole based hybrids have been synthesized and evaluated for their inhibitory activity of TNF-α induced expression of Intercellular Adhesion Molecule-1 (ICAM-1) on the surface of human endothelial cells. Structure-activity relationship (SAR) studies revealed that the presence of the electron-attracting bromo substituent at position-5 of the isatin moiety played an important role in enhancing the anti-inflammatory potential of the synthesized compounds. Z-1-[3-(1H-1,2,4-Triazol-1-yl)propyl]-5-bromo-3-[2-(4-methoxyphenyl)hydrazono]indolin-2-one (19) with an IC50 = 20 μM and 89% ICAM-1 inhibition with MTD at 200 μM was found to be the most potent of all the synthesized derivatives. Introduction of 1,2,4-triazole ring and electron-donating methoxy group on the phenylhydrazone moiety resulted in four-fold increase of the anti-inflammatory activity.Entities:
Keywords: 1,2,4-Triazole; ICAM-1; anti-inflammatory activity; isatin; triazolylisatins
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Year: 2016 PMID： 27146339 DOI： 10.3109/14756366.2016.1151015
Source DB: PubMed Journal: J Enzyme Inhib Med Chem ISSN： 1475-6366 Impact factor: 5.051