Exploring new structural features of the 4-[(3-methyl-4-aryl-2,3-dihydro-1,3-thiazol-2-ylidene)amino]benzenesulphonamide scaffold for the inhibition of human carbonic anhydrases

Journal of Enzyme Inhibition and Medicinal Chemistry

Rita Meleddu¹  Filippo Cottiglia¹  Elias Maccioni¹  Claudia Melis¹  Simona Distinto¹  Serenella Deplano¹  Lisa Sequeira¹  Benedetta Fois¹  Andrea Angeli²  Claudiu T. Supuran²  Francesco Ortuso³  Stefano Alcaro³  Clemente Capasso⁴  Rossella Angius⁵ 

[1] Department of Life and Environmental Sciences, University of Cagliari, Cagliari, Italy;Dipartimento NEUROFARBA, Sezione di Scienze Farmaceutiche, Università degli Studi di Firenze, Sesto Fiorentino, Italy;Dipartimento di Scienze della Salute, Università Magna Graecia di Catanzaro, Catanzaro, Italy;Istituto di Bioscienze e Biorisorse, CNR, Napoli, Italy;Laboratorio NMR e Tecnologie Bioanalitiche, Pula, Ital;

关键词: Antitumour agents;    carbonic anhydrase inhibitors;    dihydrotiazoles;    sulphonamide;   

DOI  :  10.1080/14756366.2019.1654470

来源: publisher

【 摘 要 】

A library of 4-[(3-methyl-4-aryl-2,3-dihydro-1,3-thiazol-2-ylidene)amino]benzene-1-sulphonamides (EMAC8002a–m) was designed and synthesised to evaluate the effect of substituents in the positions 3 and 4 of the dihydrothiazole ring on the inhibitory potency and selectivity toward human carbonic anhydrase isoforms I, II, IX, and XII. Most of the new compounds preferentially inhibit the isoforms II and XII. Both electronic and steric features on the aryl substituent in the position 4 of the dihydrothiazole ring concur to determine the overall biological activity of these new derivatives.

【 授权许可】

CC BY