title: Chemical constituents of the bark of Dipteryx alata vogel, an active species against Bothrops jararacussu venom.
abstract: The effect of four sub-extracts prepared from the lyophilized hydroalcoholic bark of Dipteryx alata (Leguminosae-Papilionoideae) dissolved in a methanol-water (80:20) mixture through a liquid-liquid partition procedure has been investigated against the neuromuscular blockade of the venom of the snake Bothrops jararacussu. The active CH₂Cl₂ sub-extract has been extensively analyzed for its chemical constituents, resulting in the isolation of four lupane-type triterpenoids: lupeol, lupenone, 28-hydroxylup-20(29)-en-3-one, betulin, nine isoflavonoids: 8-O-methylretusin, 7-hydroxy-5,6,4'-trimethoxyisoflavone, afrormosin, 7-hydroxy-8,3',4'-trimethoxyisoflavone, 7,3'-dihydroxy-8,4'-dimethoxyisoflavone, odoratin, 7,8,3'-trihydroxy-4'-methoxyisoflavone, 7,8,3'-trihydroxy-6,4'-dimethoxyisoflavone, dipteryxin, one chalcone: isoliquiritigenin, one aurone: sulfuretin and three phenolic compounds: vanillic acid, vanillin, and protocatechuic acid. Their chemical structures were elucidated on the basis of spectroscopic analysis, including HRMS, 1D- and 2D-NMR techniques.
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Campus "Miguel de Unamuno", Salamanca University, E-37007 Salamanca, Spain. puebla@usal.es
authors.forename: Pilar
authors.initials: P
authors.lastname: Puebla
authors.forename: Yoko
authors.initials: Y
authors.lastname: Oshima-Franco
authors.forename: Luiz M
authors.initials: LM
authors.lastname: Franco
authors.forename: Marcio G Dos
authors.initials: MG
authors.lastname: Santos
authors.forename: Renata V da
authors.initials: RV
authors.lastname: Silva
authors.forename: Leandro
authors.initials: L
authors.lastname: Rubem-Mauro
authors.forename: Arturo San
authors.initials: AS
authors.lastname: Feliciano
mesh_terms: D000818:Animals; D017837:Bothrops / Q000378:metabolism*; D003435:Crotalid Venoms / Q000494:pharmacology*; D003964:Diaphragm / Q000187:drug effects*; D046914:Dipteryx / Q000737:chemistry*; D066298:In Vitro Techniques; D007529:Isoflavones / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry; D051379:Mice; D015394:Molecular Structure; D019148:Neuromuscular Blockade; D053978:Pentacyclic Triterpenes / Q000737:chemistry / Q000494:pharmacology; D010791:Phrenic Nerve / Q000187:drug effects; D024301:Plant Bark / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D014315:Triterpenes / Q000737:chemistry / Q000494:pharmacology; D000094042:Lupanes; D000094062:Betulinic Acid
chemical_list: D003435:Crotalid Venoms; D007529:Isoflavones; D053978:Pentacyclic Triterpenes; D010936:Plant Extracts; D014315:Triterpenes; C470592:lupenone; D000094042:Lupanes; C080240:afromosin; C002503:betulin; D000094062:Betulinic Acid; C010480:lupeol