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Antiinflammatory Activity of Triazine Thiazolidinone Derivatives: Molecular Docking and Pharmacophore Modeling

Author(s): R. S. Shinde*, V. H. Masand1 and M. K. Patil2
Department of Chemistry, Dayanand Science College, Latur-413 512, 1Department of Chemistry, Vidya Bharati College, Amaravati-444 602, 2Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, Sub-Campus Osmanabad-413 501, India

Correspondence Address:
Department of Chemistry, Dayanand Science College, Latur-413 512, India, E-mail:

Some 3-(4,6-dichloro-1,3,5-triazin-2-yl)-2-phenylthiazolidin-4-one derivatives were prepared by cyclocondensation reaction between 2-amino-4,6-dichloro-1,3,5-triazine, substituted aromatic aldehyde and ethyl-2-mercaptoacetate, with an yield in the range 76-86 %. Prepared compounds showed antiinflammatory activity. The halogenated electron-withdrawing groups on the phenyl ring of 4-thiazolinone generated antiinflammatory activity. Among the synthesized compounds, 3-(4,6-dichloro-1,3,5-triazin-2-yl)-2-(2,5- difluorophenyl)thiazolidin-4-one showed better antiinflammatory activity with 72 and 79 % inhibition for TNF-α and IL-6, respectively. Also, molecular docking and pharmacophore modelling performed for this active antiinflammatory compound highlighted that hydrophobicity as an important feature for activity optimization.

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