title: Phytochemical analysis and antinociceptive properties of the seeds of Garcinia achachairu.
abstract: In a search for new and effective analgesic substances from the Brazilian biodiversity, the present study evaluates the chemical composition and antinociceptive potential of the methanol extract and a pure compound obtained from the seeds of Garcinia achachairu Rusby (Clusiaceae). The methanolic seed extract was directly subjected to purification by column chromatography and the purification was monitored by thin-layer chromatography. The main isolated compound was identified as Guttiferone A by comparison of conventional spectroscopic data (IR, NMR-(1)H and (13)C) to the literature data which was isolated for the first time from this plant. When evaluated in the acetic acid-induced nociception model in mice, the methanolic seed extract had an ID(50) (Inhibitory dose) of 13.1 (11.23-14.91) mg/kg and a maximal inhibition of 72 ± 4%. In the same model, Guttiferone A had an ID(50) of 4.54 (3.29-6.24) mg/kg and a maximal inhibition of 73 ± 5%. The methanolic seed extract and Guttiferone A were also active in pain models induced by formalin, capsaicin, glutamate and carrageenan. These data suggest that the antinociceptive effect of Guttiferone A partly depends on its interference with the synthesis or activity of the cytokine TNF-α, the keratinocyte-derived chemokine KC, and/or PGE(2). These data support, at least in part, the use of G. achachairu in folk medicine and suggest that this plant is an important source of compounds with a suitable profile for development as new and effective medicinal agents to treat pain processes.
authors.affiliation: Programa de Mestrado em Ciências Farmacêuticas e Núcleo de Investigações Químico-Farmacêuticas (NIQFAR), Universidade do Vale do Itajaí, Rua Uruguai, 458, 88302-202, Itajaí, SC, Brazil.
authors.forename: Marlova Manhabosco
authors.initials: MM
authors.lastname: Dal Molin
authors.forename: Suellen
authors.initials: S
authors.lastname: Silva
authors.forename: Douglas Rafael
authors.initials: DR
authors.lastname: Alves
authors.forename: Nara Lins Meira
authors.initials: NL
authors.lastname: Quintão
authors.forename: Franco
authors.initials: F
authors.lastname: Delle Monache
authors.forename: Valdir
authors.initials: V
authors.lastname: Cechinel Filho
authors.forename: Rivaldo
authors.initials: R
authors.lastname: Niero
mesh_terms: D018712:Analgesics, Non-Narcotic / Q000737:chemistry / Q000302:isolation & purification / Q000627:therapeutic use; D000818:Animals; D001577:Benzophenones / Q000737:chemistry / Q000302:isolation & purification / Q000627:therapeutic use; D002855:Chromatography, Thin Layer; D004195:Disease Models, Animal; D004305:Dose-Response Relationship, Drug; D029760:Garcinia / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D015394:Molecular Structure; D010146:Pain / Q000139:chemically induced / Q000188:drug therapy*; D010147:Pain Measurement; D012639:Seeds / Q000737:chemistry
chemical_list: D018712:Analgesics, Non-Narcotic; D001577:Benzophenones; C558133:guttiferone A