title: α-Glucosidase Inhibitors from Vauquelinia corymbosa.
abstract: The α-glucosidase inhibitory activity of an aqueous extract and compounds from the aerial parts of V. corymbosa was demonstrated with yeast and rat small intestinal α-glucosidases. The aqueous extract inhibited yeast α-glucosidase with a half maximal inhibitory concentration (IC50) of 28.6 μg/mL. Bioassay-guided fractionation of the extract led to the isolation of several compounds, including one cyanogenic glycoside [prunasin (1)], five flavonoids [(-)-epi-catechin (2), hyperoside (3), isoquercetin (4), quercitrin (5) and quercetin-3-O-(6''-benzoyl)-β-galactoside (6)] and two simple aromatic compounds [picein (7) and methylarbutin (8)]. The most active compound was 6 with IC50 values of 30 μM in the case of yeast α-glucosidase, and 437 μM in the case of the mammalian enzyme. According to the kinetic analyses performed with rat and yeast enzymes, this compound behaved as mixed-type inhibitor; the calculated inhibition constants (Ki) were 212 and 50 μM, respectively. Molecular docking analyses with yeast and mammalian α-glucosidases revealed that compound 6 bind differently to these enzymes. Altogether, the results of this work suggest that preparations of V. corymbosa might delay glucose absorption in vivo.
authors: Facultad de Química, Universidad Nacional Autónoma de México, Mexico City 04510, Mexico. cecilau.gem@gmail.com.
authors: Laura
authors: L
authors: Flores-Bocanegra
authors: Facultad de Química, Universidad Nacional Autónoma de México, Mexico City 04510, Mexico. peva01@yahoo.com.mx.
authors: Araceli
authors: A
authors: Pérez-Vásquez
authors: Facultad de Química, Universidad Nacional Autónoma de México, Mexico City 04510, Mexico. torrespiedra@gmail.com.
authors: Mariana
authors: M
authors: Torres-Piedra
authors: Instituto de Biología, Universidad Nacional Autónoma de México, Mexico City 04510, Mexico. rbyeunam@ib.unam.mx.
authors: Robert
authors: R
authors: Bye
authors: Instituto de Biología, Universidad Nacional Autónoma de México, Mexico City 04510, Mexico. mazari@ib.unam.mx.
authors: Edelmira
authors: E
authors: Linares
authors: Facultad de Química, Universidad Nacional Autónoma de México, Mexico City 04510, Mexico. rachel@unam.mx.
authors: Rachel
authors: R
authors: Mata
mesh_terms: D065089:Glycoside Hydrolase Inhibitors / Q000737:chemistry / Q000302:isolation & purification*; D020128:Inhibitory Concentration 50; D062105:Molecular Docking Simulation; D053978:Pentacyclic Triterpenes; D010936:Plant Extracts / Q000737:chemistry / Q000633:toxicity; D027824:Rosaceae / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification; D000094062:Betulinic Acid; D000097245:Ursolic Acid
chemical_list: D065089:Glycoside Hydrolase Inhibitors; D053978:Pentacyclic Triterpenes; D010936:Plant Extracts; D014315:Triterpenes; D000094062:Betulinic Acid; D000097245:Ursolic Acid; C013330:uvaol
keywords: Vauquelinia corymbosa; diabetes; yeast and rat α-glucosidases