title: Galloylquinic acid derivatives from Copaifera langsdorffii leaves display gastroprotective activity.
abstract: Nine new methylated galloylquinic acids were isolated from an aqueous fraction of Copaifera langsdorffii (Fabaceae-Caesalpinioideae) leaf hydroalcoholic extract (3-8, 11, 12, and 14), along with three known methylated galloylquinic acids (1, 2, and 15) and four galloylquinic acids (9, 10, 13, and 16). These compounds were characterized by nuclear magnetic resonance spectroscopy and mass spectrometry. They were further tested in a gastroprotection assay (Ethanol-HCl induced ulcer model in mice), in which all of them significantly reduced the total lesion area, and increased the cure ratio in comparison with pantoprazole. Also, the tested compounds displayed cytotoxicity against gastric adenocarcinoma cells.
authors.affiliation: School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, 14040-903, Ribeirão Preto, SP, Brazil.
authors.forename: Erick V S
authors.initials: EV
authors.lastname: Motta
authors.affiliation: School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, 14040-903, Ribeirão Preto, SP, Brazil.
authors.forename: Marivane
authors.initials: M
authors.lastname: Lemos
authors.affiliation: School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, 14040-903, Ribeirão Preto, SP, Brazil.
authors.forename: Juliana C
authors.initials: JC
authors.lastname: Costa
authors.affiliation: School of Pharmacy and Pharmaceutical Sciences and Trinity Biomedical Sciences Institute, Trinity College Dublin, University of Dublin, Dublin 2, Ireland.
authors.forename: Vilmar C
authors.initials: VC
authors.lastname: Banderó-Filho
authors.affiliation: School of Pharmacy and Pharmaceutical Sciences and Trinity Biomedical Sciences Institute, Trinity College Dublin, University of Dublin, Dublin 2, Ireland.
authors.forename: Astrid
authors.initials: A
authors.lastname: Sasse
authors.affiliation: School of Pharmacy and Pharmaceutical Sciences and Trinity Biomedical Sciences Institute, Trinity College Dublin, University of Dublin, Dublin 2, Ireland.
authors.forename: Helen
authors.initials: H
authors.lastname: Sheridan
authors.affiliation: School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, 14040-903, Ribeirão Preto, SP, Brazil. Electronic address: jkbastos@fcfrp.usp.br.
authors.forename: Jairo K
authors.initials: JK
authors.lastname: Bastos
mesh_terms: D053799:2-Pyridinylmethylsulfinylbenzimidazoles / Q000494:pharmacology; D000284:Administration, Oral; D000818:Animals; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D016923:Cell Death / Q000187:drug effects; D005591:Chemical Fractionation; D002851:Chromatography, High Pressure Liquid; D007887:Fabaceae / Q000737:chemistry*; D005434:Flow Cytometry; D005707:Gallic Acid / Q000008:administration & dosage / Q000494:pharmacology; D005753:Gastric Mucosa / Q000187:drug effects*; D020128:Inhibitory Concentration 50; D008297:Male; D008807:Mice, Inbred BALB C; D000077402:Pantoprazole; D018515:Plant Leaves / Q000737:chemistry*; D020011:Protective Agents / Q000008:administration & dosage / Q000494:pharmacology*; D066244:Proton Magnetic Resonance Spectroscopy; D011801:Quinic Acid / Q000008:administration & dosage / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
chemical_list: D053799:2-Pyridinylmethylsulfinylbenzimidazoles; D020011:Protective Agents; D011801:Quinic Acid; D005707:Gallic Acid; D000077402:Pantoprazole
keywords: Adenocarcinoma; Copaiba; Galloylquinic acid; Gastroprotection; Phenol; Ulcer