title: A new alkaloid and flavonoids isolated from Solanum cernuum leaves by high-performance countercurrent chromatography.
abstract: Solanum cernuum is a medicinal plant widely distributed in south-east regions of Brazil and popularly used to treat several disorders. Despite their utilisation as a medicine, few studies on its chemical composition are reported. An efficient separation method for the ethyl acetate fraction was developed by high-performance countercurrent chromatography using n-butanol/chloroform/methanol/water (3:7:3:4, v/v/v/v) as the solvent system, affording five compounds (1-5) in one-step separation. A new cyclic guanidine alkaloid named cernidine (5) was obtained, besides four glycosylated flavonoids: afzelin (1), astragalin (2), kaempferol 3-O-α[apiofuranosyl-(1 → 2)]-α-rhamnopyranoside (3) and kaempferol 3-O-α[apiofuranosyl-(1→2)]-β-galactopyranoside (4). A further purification step afforded a mixture of trans- and cis-tiliroside (6-7). Countercurrent chromatography proved itself as a powerful tool for the isolation of similar compounds since compounds 1-2 and 3-4 possess little structural differences.
authors.affiliation: a Laboratório de Ciências Químicas, Centro de Ciência e Tecnologia , Universidade Estadual do Norte Fluminense , Campos dos Goytacazes , Brazil.
authors.forename: Amaro Chaves
authors.initials: AC
authors.lastname: Ramos
authors.affiliation: a Laboratório de Ciências Químicas, Centro de Ciência e Tecnologia , Universidade Estadual do Norte Fluminense , Campos dos Goytacazes , Brazil.
authors.forename: Rodrigo Rodrigues
authors.initials: RR
authors.lastname: de Oliveira
mesh_terms: D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification; D001938:Brazil; D003377:Countercurrent Distribution; D005419:Flavonoids / Q000737:chemistry* / Q000302:isolation & purification; D015394:Molecular Structure; D064209:Phytochemicals / Q000737:chemistry / Q000302:isolation & purification; D010936:Plant Extracts / Q000737:chemistry; D018515:Plant Leaves / Q000737:chemistry*; D032322:Solanum / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D005419:Flavonoids; D064209:Phytochemicals; D010936:Plant Extracts
keywords: Alkaloid; Solanaceae; Solanum cernuum; countercurrent chromatography; flavonoid