title: Isolation of C-glycosylflavonoids with α-glucosidase inhibitory activity from Passiflora bogotensis Benth by gradient high-speed counter-current chromatography.
abstract: In this study, we applied a gradient High-Speed Counter-Current Chromatography (HSCCC) method that allowed, by direct injection of an aqueous crude extract of the leaves of Passiflora bogotensis, the successful isolation of six flavonoids in a single run, with purity of each compound higher than 81%. This separation enabled the isolation of two new flavonoid glycosides, apigenin-6-C-α-l-rhamnopyranosyl-(1→2)-(6″-O-acetyl)-β-d-glucopyranoside (2) and luteolin-6-C-α-l-rhamnopyranosyl-(1→2)-(6″-O-acetyl)-β-d-glucopyranoside (4), and four known ones, isovitexin (1), isoorientin (3), isovitexin-2″-O-rhamnoside (5) and isoorientin-2″-O-rhamnoside (6). The structures of the isolated compounds were identified by HPLC-DAD, LC-MS, (1)H and (13)C NMR and comparison with literature data. The inhibitory activities of all of these compounds were evaluated in vitro on α-glucosidase from S. cerevisiae, and the IC50 was determinate. This is the first study concerning the chemical composition and biological activity of Passiflora bogotensis.
authors: Programa de Pós-Graduação em Farmácia, Departamento de Ciências Farmacêuticas, Universidade Federal de Santa Catarina, Campus Universitário-Trindade, Florianópolis 88040-970, Brazil; Departamento de Química, Universidad Nacional de Colombia, Bogotá, Carrera 30 No.45-03, Colombia. Electronic address: gmcosta@unal.edu.co.
authors: Geison Modesti
authors: GM
authors: Costa
authors: Departamento de Farmacia, Universidad Nacional de Colombia, Bogotá, Carrera 30 No.45-03, Colombia.
authors: Paola Andrea
authors: PA
authors: Cárdenas
authors: Programa de Pós-Graduação em Farmácia, Departamento de Ciências Farmacêuticas, Universidade Federal de Santa Catarina, Campus Universitário-Trindade, Florianópolis 88040-970, Brazil.
authors: Andressa Córneo
authors: AC
authors: Gazola
authors: Departamento de Farmacia, Universidad Nacional de Colombia, Bogotá, Carrera 30 No.45-03, Colombia.
authors: Diana Marcela
authors: DM
authors: Aragón
authors: Departamento de Química, Universidad Nacional de Colombia, Bogotá, Carrera 30 No.45-03, Colombia.
authors: Leonardo
authors: L
authors: Castellanos
authors: Programa de Pós-Graduação em Farmácia, Departamento de Ciências Farmacêuticas, Universidade Federal de Santa Catarina, Campus Universitário-Trindade, Florianópolis 88040-970, Brazil.
authors: Flávio Henrique
authors: FH
authors: Reginatto
authors: Departamento de Química, Universidad Nacional de Colombia, Bogotá, Carrera 30 No.45-03, Colombia.
authors: Freddy Alejandro
authors: FA
authors: Ramos
authors: Programa de Pós-Graduação em Farmácia, Departamento de Ciências Farmacêuticas, Universidade Federal de Santa Catarina, Campus Universitário-Trindade, Florianópolis 88040-970, Brazil.
authors: Eloir Paulo
authors: EP
authors: Schenkel
mesh_terms: D003377:Countercurrent Distribution / Q000379:methods*; D005419:Flavonoids / Q000032:analysis* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D065089:Glycoside Hydrolase Inhibitors / Q000032:analysis* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006027:Glycosides / Q000032:analysis* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D029598:Passiflora / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry; D000520:alpha-Glucosidases / Q000187:drug effects
chemical_list: D005419:Flavonoids; D065089:Glycoside Hydrolase Inhibitors; D006027:Glycosides; D010936:Plant Extracts; D000520:alpha-Glucosidases
keywords: C-glycosylflavonoids; High-speed counter-current chromatography; Passiflora bogotensis