Phenylpropanoid glucosides from leaves of Coussarea hydrangeifolia (Rubiaceae)

  • Phytochemistry. 2005 Aug;66(16):1927-32. doi: 10.1016/j.phytochem.2005.06.019.
Lidilhone Hamerski  1 ,  Mauro Dionei Bomm ,  Dulce Helena Siqueira Silva ,  Maria Cláudia Marx Young ,  Maysa Furlan ,  Marcos Nogueira Eberlin ,  Ian Castro-Gamboa ,  Alberto José Cavalheiro ,  Vanderlan da Silva Bolzani
Affiliations
  • 1. NuBBE, Núcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais, Instituto de Química, Universidade Estadual Paulista, CP-355, CEP 14800-900 Araraquara, SP, Brazil.
PMID: 16095640 DOI: 10.1016/j.phytochem.2005.06.019
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.

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