title: Flavonoids and Methoxy-galloylquinic Acid Derivatives from the Leaf Extract of Copaifera langsdorffii Desf.
abstract: Despite reports on the pharmacological potential of Copaifera langsdorffii Desf. (Leguminosae-Caesalpinioideae) leaf extract, little is known about its chemical composition. In this work, a phytochemical study from the C. langsdorffii ethanol/H2O 7:3 (v/v) extract was undertaken. Separation was performed by high-speed counter-current (HSCCC) and Sephadex LH-20 column chromatographies, followed by preparative HPLC. The EtOAc- and H2O-soluble fractions of the extract furnished the flavonoids quercitrin (1) and afzelin (2) and 3-O-(3-O-methyl-galloyl)quinic acid (3), respectively. The H2O-soluble fraction furnished 3,4-di-O-(3-O-methyl-galloyl)quinic acid (4), 3,5-di-O-(galloyl)-4-O-(3-O-methyl-galloyl)quinic acid (5), and 3,5-di-O-(3-O-methyl-galloyl)-4-O-(galloyl)quinic acid (6). Their chemical structures were elucidated by NMR means.
authors.affiliation: †Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, Avenida do Café s/n, 14040-903 Ribeirão Preto, SP, Brazil.|§Institute of Pharmaceutical Biology and Phytochemistry (IPBP), University of Münster, Correnstrasse 48, 48159 Münster, Germany.
authors.forename: Mauro S
authors.initials: MS
authors.lastname: Nogueira
authors.affiliation: †Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, Avenida do Café s/n, 14040-903 Ribeirão Preto, SP, Brazil.
authors.forename: Ricardo A
authors.initials: RA
authors.lastname: Furtado
authors.affiliation: †Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, Avenida do Café s/n, 14040-903 Ribeirão Preto, SP, Brazil.
authors.forename: Jairo K
authors.initials: JK
authors.lastname: Bastos
mesh_terms: D007887:Fabaceae / Q000737:chemistry*; D005419:Flavonoids / Q000737:chemistry* / Q000302:isolation & purification; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry* / Q000302:isolation & purification; D018515:Plant Leaves / Q000737:chemistry*; D011801:Quinic Acid / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D005419:Flavonoids; D010936:Plant Extracts; D011801:Quinic Acid
keywords: 3-O-methyl-galloylquinic acid; Copaifera langsdorffii; HSCCC; afzelin; quercitrin