title: Antidiabetic activity of N-(6-substituted-1,3-benzothiazol-2-yl)benzenesulfonamides.
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.
authors.affiliation: Facultad de Farmacia, Universidad Autónoma del Estado de Morelos, Cuernavaca, Morelos 62209, Mexico.
authors.forename: Hermenegilda
authors.initials: H
authors.lastname: Moreno-Díaz
authors.forename: Rafael
authors.initials: R
authors.lastname: Villalobos-Molina
authors.forename: Rolffy
authors.initials: R
authors.lastname: Ortiz-Andrade
authors.forename: Daniel
authors.initials: D
authors.lastname: Díaz-Coutiño
authors.forename: Jose Luis
authors.initials: JL
authors.lastname: Medina-Franco
authors.forename: Scott P
authors.initials: SP
authors.lastname: Webster
authors.forename: Margaret
authors.initials: M
authors.lastname: Binnie
authors.forename: Samuel
authors.initials: S
authors.lastname: Estrada-Soto
authors.forename: Maximiliano
authors.initials: M
authors.lastname: Ibarra-Barajas
authors.forename: Ismael
authors.initials: I
authors.lastname: León-Rivera
authors.forename: Gabriel
authors.initials: G
authors.lastname: Navarrete-Vázquez
mesh_terms: D043205:11-beta-Hydroxysteroid Dehydrogenase Type 1 / Q000037:antagonists & inhibitors*; D000595:Amino Acid Sequence; D001665:Binding Sites; D001786:Blood Glucose / Q000378:metabolism; D002460:Cell Line; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology*; D006801:Humans; D006860:Hydrogen Bonding; D007004:Hypoglycemic Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D007668:Kidney / Q000166:cytology / Q000187:drug effects*; D008956:Models, Chemical; D008969:Molecular Sequence Data; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis / Q000494:pharmacology*; D000096926:Benzenesulfonamides
chemical_list: D043205:11-beta-Hydroxysteroid Dehydrogenase Type 1; D001786:Blood Glucose; D004791:Enzyme Inhibitors; D007004:Hypoglycemic Agents; D013449:Sulfonamides; D000096926:Benzenesulfonamides