title: Constituents from stem barks of Luehea ochrophylla Mart and evaluation of their antiparasitic, antimicrobial, and antioxidant activities.
abstract: Luehea species are found in almost all Central and South American countries. The present work describes the phytochemical study, isolation, and structural characterisation of friedelin, β-friedelinol, lupeol, pseudotaraxasterol, β-sitosterol, betulinic acid, taraxasterol, (-)-epicatechin, β-sitosterol-3-O-β-d-glucopyranoside, and (+)-epicatechin-(4β→8)-epicatechin from stem barks of Luehea ochrophylla Mart. The structural identification of the isolated compounds was mainly performed by NMR analyses and comparison with the data from literature. These compounds were isolated for the first time in the genus Luehea, except β-sitosterol glucopyranoside, (-)-epicatechin, and lupeol. Hexane extract (HE) and dichloromethane (DF) and ethyl acetate (AF) fractions exhibited antiparasitic activity against amastigote (intracellular) and trypomastigote culture forms of Trypanosoma cruzi. The ethanol extract (EE), DF, and ethanol fraction (EF) exhibited considerable antifungal activity against Candida albicans. Moreover, extracts and fractions exhibited significant percentage of capture free radicals of 2,2-diphenyl-picrylhydrazyl (DPPH) when compared to the standard of ascorbic acid.
authors.affiliation: a Departamento de Química , Instituto de Ciências Exatas, Universidade Federal de Minas Gerais , Belo Horizonte , Brazil.
authors.forename: C R R
authors.initials: CRR
authors.lastname: Araújo
authors.affiliation: b Departamento de Química , Universidade Federal dos Vales do Jequitinhonha e Mucuri , Diamantina , Brazil.
authors.forename: R R
authors.initials: RR
authors.lastname: Silva
authors.affiliation: a Departamento de Química , Instituto de Ciências Exatas, Universidade Federal de Minas Gerais , Belo Horizonte , Brazil.
authors.forename: T M
authors.initials: TM
authors.lastname: Silva
authors.affiliation: a Departamento de Química , Instituto de Ciências Exatas, Universidade Federal de Minas Gerais , Belo Horizonte , Brazil.
authors.forename: J A
authors.initials: JA
authors.lastname: Takahashi
authors.affiliation: c Laboratório de Parasitologia Celular e Molecular , Centro de Pesquisas René Rachou-Fiocruz , Belo Horizonte , Brazil.
authors.forename: P A
authors.initials: PA
authors.lastname: Sales-Junior
authors.affiliation: d Departamento de Nutrição , Universidade Federal dos Vales do Jequitinhonha e Mucuri , Diamantina , Brazil.
authors.forename: N A V
authors.initials: NAV
authors.lastname: Dessimoni-Pinto
authors.affiliation: e Departamento de Fisiologia e Biofísica , Instituto de Ciências Biológicas, Universidade Federal de Minas Gerais , Belo Horizonte , Brazil.
authors.forename: E M
authors.initials: EM
authors.lastname: Souza-Fagundes
authors.affiliation: c Laboratório de Parasitologia Celular e Molecular , Centro de Pesquisas René Rachou-Fiocruz , Belo Horizonte , Brazil.
authors.forename: A J
authors.initials: AJ
authors.lastname: Romanha
authors.affiliation: c Laboratório de Parasitologia Celular e Molecular , Centro de Pesquisas René Rachou-Fiocruz , Belo Horizonte , Brazil.
authors.forename: S M F
authors.initials: SMF
authors.lastname: Murta
authors.affiliation: a Departamento de Química , Instituto de Ciências Exatas, Universidade Federal de Minas Gerais , Belo Horizonte , Brazil.
authors.forename: A F C
authors.initials: AFC
authors.lastname: Alcântara
mesh_terms: D000818:Animals; D000890:Anti-Infective Agents / Q000737:chemistry / Q000494:pharmacology*; D000975:Antioxidants / Q000737:chemistry / Q000494:pharmacology*; D000977:Antiparasitic Agents / Q000737:chemistry / Q000494:pharmacology*; D002522:Chlorocebus aethiops; D004353:Drug Evaluation, Preclinical / Q000379:methods; D005960:Glucosides / Q000302:isolation & purification / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D019660:Malvaceae / Q000737:chemistry*; D053978:Pentacyclic Triterpenes / Q000302:isolation & purification / Q000494:pharmacology; D024301:Plant Bark / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry; D012855:Sitosterols / Q000302:isolation & purification / Q000494:pharmacology; D013261:Sterols / Q000302:isolation & purification / Q000494:pharmacology; D014315:Triterpenes / Q000302:isolation & purification / Q000494:pharmacology; D014709:Vero Cells; D000094062:Betulinic Acid; D000094042:Lupanes
chemical_list: D000890:Anti-Infective Agents; D000975:Antioxidants; D000977:Antiparasitic Agents; D005960:Glucosides; D053978:Pentacyclic Triterpenes; D010936:Plant Extracts; D012855:Sitosterols; D013261:Sterols; D014315:Triterpenes; D000094062:Betulinic Acid; C472604:sitosterol-3-O-glucopyranoside; C079988:taraxasterol; C060796:friedelin; D000094042:Lupanes; C010480:lupeol
keywords: Luehea ochrophylla; antimicrobial action; antioxidant activity; antiparasitic activity