1. Antidiabetic activity of N-(6-substituted-1,3-benzothiazol-2-yl)benzenesulfonamides.
- Author
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Moreno-Díaz H, Villalobos-Molina R, Ortiz-Andrade R, Díaz-Coutiño D, Medina-Franco JL, Webster SP, Binnie M, Estrada-Soto S, Ibarra-Barajas M, León-Rivera I, and Navarrete-Vázquez G
- Subjects
- Amino Acid Sequence, Binding Sites, Blood Glucose metabolism, Cell Line, Enzyme Inhibitors chemical synthesis, Humans, Hydrogen Bonding, Hypoglycemic Agents chemical synthesis, Kidney cytology, Models, Chemical, Molecular Sequence Data, Structure-Activity Relationship, Sulfonamides chemical synthesis, Benzenesulfonamides, 11-beta-Hydroxysteroid Dehydrogenase Type 1 antagonists & inhibitors, Enzyme Inhibitors pharmacology, Hypoglycemic Agents pharmacology, Kidney drug effects, Sulfonamides pharmacology
- 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.
- Published
- 2008
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