Antidiabetic activity of N-(6-substituted-1,3-benzothiazol-2-yl)benzenesulfonamides

Bioorganic & Medicinal Chemistry Letters
2008.0

Abstract

N-(6-Substituted-1,3-benzothiazol-2-yl)benzenesulfonamide derivatives 1-8 were synthesized and evaluated for their in vivo antidiabetic activity in a non-insulin-dependent diabetes mellitus rat model. Several compounds synthesized showed significant lowering of plasma glucose level in this model. As a possible mode of action, the compounds were in vitro evaluated as 11beta-hydroxysteroid dehydrogenase type 1 (11beta-HSD1) inhibitors. The most active compounds (3 and 4) were docked into the crystal structure of 11beta-HSD1. Docking results indicate potential hydrogen bond interactions with catalytic amino acid residues.

Knowledge Graph

Similar Paper

Antidiabetic activity of N-(6-substituted-1,3-benzothiazol-2-yl)benzenesulfonamides
Bioorganic & Medicinal Chemistry Letters 2008.0
Synthesis, in vitro and computational studies of protein tyrosine phosphatase 1B inhibition of a small library of 2-arylsulfonylaminobenzothiazoles with antihyperglycemic activity
Bioorganic & Medicinal Chemistry 2009.0
Synthesis, crystal structure and antidiabetic activity of substituted (E)-3-(Benzo [d]thiazol-2-ylamino) phenylprop-2-en-1-one
European Journal of Medicinal Chemistry 2013.0
Discovery, synthesis and in combo studies of a tetrazole analogue of clofibric acid as a potent hypoglycemic agent
Bioorganic & Medicinal Chemistry Letters 2013.0
Synthesis and blood glucose lowering activity of some novel benzenesulfonylthiourea derivatives substituted with 6-aryl-4,5-dihyropyridazin-3(2H)-ones
Medicinal Chemistry Research 2012.0
Chemistry and hypoglycemic activity of N-[[(dialkylamino)alkoxy]phenyl]benzamidines
Journal of Medicinal Chemistry 1982.0
Synthesis and Mechanism of Hypoglycemic Activity of Benzothiazole Derivatives
Journal of Medicinal Chemistry 2013.0
Novel benzenesulfonylureas containing thiophenylpyrazoline moiety as potential antidiabetic and anticancer agents
Bioorganic & Medicinal Chemistry Letters 2014.0
A comparative study of flavonoid analogues on streptozotocin–nicotinamide induced diabetic rats: Quercetin as a potential antidiabetic agent acting via 11β-Hydroxysteroid dehydrogenase type 1 inhibition
European Journal of Medicinal Chemistry 2010.0
Design, synthesis and biological evaluation of novel (E)-2-benzylidene-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)hydrazine-1-carboxamide derivatives as α-glucosidase inhibitors
Bioorganic & Medicinal Chemistry Letters 2021.0