title: Phenylpropanoid glucosides from leaves of Coussarea hydrangeifolia (Rubiaceae).
abstract: Phenylpropanoid glycosides, 1'-O-benzyl-alpha-L-rhamnopyranosyl-(1''-->6')-beta-D-glucopyranoside (1) and alpha-L-xylopyranosyl-(4''-->2')-(3-O-beta-D-glucopyranosyl)-1'-O-E-caffeoyl-beta-D-glucopyranoside (2), together with the known derivatives, 1,6-di-O-caffeoyl-beta-D-glucopyranoside (3), 1-O-(E)-caffeoyl-beta-D-glucopyranoside (4) and 1-O-(E)-feruloyl-beta-D-glucopyranoside (5), were isolated from leaves of Coussarea hydrangeifolia. Their structures were determined by IR, HRESIMS, and 1D and 2D NMR experiments, and their antioxidant activities, evaluated by assaying the free radical scavenging capacity using the DPPH (1,1-diphenyl-2-picrylhydrazyl) radical as substrate. The antioxidant activities of 3 and 4 (IC50 values of 15.0 and 19.2 microM, respectively) were comparable to that of the standard positive control caffeic acid, whilst 2 and 5 were only weakly active and 1 was inactive.
authors.affiliation: NuBBE, Núcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais, Instituto de Química, Universidade Estadual Paulista, CP-355, CEP 14800-900 Araraquara, SP, Brazil.
authors.forename: Lidilhone
authors.initials: L
authors.lastname: Hamerski
authors.forename: Mauro Dionei
authors.initials: MD
authors.lastname: Bomm
authors.forename: Dulce Helena Siqueira
authors.initials: DH
authors.lastname: Silva
authors.forename: Maria Cláudia Marx
authors.initials: MC
authors.lastname: Young
authors.forename: Maysa
authors.initials: M
authors.lastname: Furlan
authors.forename: Marcos Nogueira
authors.initials: MN
authors.lastname: Eberlin
authors.forename: Ian
authors.initials: I
authors.lastname: Castro-Gamboa
authors.forename: Alberto José
authors.initials: AJ
authors.lastname: Cavalheiro
authors.forename: Vanderlan
authors.initials: V
authors.lastname: da Silva Bolzani
mesh_terms: D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D005960:Glucosides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D018515:Plant Leaves / Q000737:chemistry*; D019666:Rubiaceae / Q000737:chemistry*
chemical_list: D000975:Antioxidants; D005960:Glucosides