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

卷:34

Clemente Capasso¹  Rossella Angius²  Serenella Deplano³  Benedetta Fois³  Elias Maccioni³  Rita Meleddu³  Filippo Cottiglia³  Claudia Melis³  Lisa Sequeira³  Simona Distinto³  Stefano Alcaro⁴  Francesco Ortuso⁴  Andrea Angeli⁵  Claudiu T. Supuran⁵ 

[1] CNR;

[2] Laboratorio NMR e Tecnologie Bioanalitiche;

[3] University of Cagliari;

[4] Università Magna Graecia di Catanzaro;

[5] Università degli Studi di Firenze;

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

DOI  :  10.1080/14756366.2019.1654470

来源: DOAJ

【 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】

Unknown