Title of article :
Design, Synthesis and Biological Evaluation of New Imidazo[2,1-b] Thiazole Derivatives as Selective COX-2 Inhibitors
Author/Authors :
Shahrasbi, Mahsa Department of Medicinal Chemistry - Pharmaceutical Sciences Branch of Islamic Azad University, Tehran , Ghorban Dadras, Orkideh Department of Medicinal Chemistry - Pharmaceutical Sciences Branch of Islamic Azad University, Tehran , Azami Movahed, Mahsa Department of Pharmaceutical Chemistry - School of Pharmacy - Shahid Beheshti University of Medical Sciences, Tehran , Zarghi, Afshin Department of Pharmaceutical Chemistry - School of Pharmacy - Shahid Beheshti University of Medical Sciences, Tehran , Daraei, Bahram Department of Toxicology - School of Pharmacy - Shahid Beheshti University of Medical Sciences, Tehran
Abstract :
A new series of imidazo[2,1-b]thiazole analogs containing a methyl sulfonyl COX-2 pharmacophore was synthesized and evaluated for their COX-2 inhibitory activity. According to in-vitro COX-1/COX-2 inhibition data, all compounds (6a-g) were selective inhibitors of COX-2 isoenzyme with IC50 values in the highly potent 0.08-0.16 µM range. These results indicated that both potency and selectivity of COX-2 inhibitory activity were affected by the type and size of amine on C-5 of imidazo[2,1-b]thiazole ring. Our data identified N,N-dimethyl-1-(6-(4-(methylsulfonyl)phenyl)imidazo[2,1-b]thiazol-5-yl)methanamine (6a) as a potent and selective COX-2 inhibitor (IC50 COX-1 >100 µM; IC50 COX-2 = 0.08 µM; selectivity index = 313.7). Our results indicated that both potency and selectivity of COX-2 inhibitory activity were affected by the type and size of amine on C-5 of imidazo[2,1-b]thiazole ring.
Keywords :
Design , Synthesis , Cyclooxygenase-2 inhibition , Imidazo[2, 1-b]Thiazole , Molecular modeling
Journal title :
Astroparticle Physics
