title: Catechin derivatives from Parapiptadenia rigida with in vitro wound-healing properties.
abstract: Analysis of the ethanolic extract of the bark from Parapiptadenia rigida resulted in the isolation of the new catechin derivatives 4',3''-di-O-methylapocynin-D (10), 4',3''-di-O-methylapocynin-B (11), epigallocatechin-3-O-ferulate (8), and 4'-O-methylepigallocatechin-3-O-ferulate (9) and the catechins 4'-O-methylepigallocatechin-3-O-gallate (6) and 4'-O-methylepicatechin-3-O-gallate (7). These compounds, isolated for the first time from a natural source, are accompanied by the five known catechins 4'-O-methylgallocatechin (1), 4'-O-methylepigallocatechin (2), 3'-O-methylepicatechin (3), epigallocatechin-3-O-gallate (4), and epicatechin-3-O-gallate (5). Compounds 5 and 7 displayed promising wound-healing effects in a scratch assay. Some of the catechin derivatives showed inhibitory effects on NF-κB DNA binding and p38α MAPK activity.
authors.affiliation: Department of Pharmaceutical Biology and Biotechnology, Albert-Ludwigs-Universität, Freiburg, Germany.
authors.forename: Cleber A
authors.initials: CA
authors.lastname: Schmidt
authors.forename: Renato
authors.initials: R
authors.lastname: Murillo
authors.forename: Torsten
authors.initials: T
authors.lastname: Bruhn
authors.forename: Gerhard
authors.initials: G
authors.lastname: Bringmann
authors.forename: Marcia
authors.initials: M
authors.lastname: Goettert
authors.forename: Berta
authors.initials: B
authors.lastname: Heinzmann
authors.forename: Volker
authors.initials: V
authors.lastname: Brecht
authors.forename: Stefan A
authors.initials: SA
authors.lastname: Laufer
authors.forename: Irmgard
authors.initials: I
authors.lastname: Merfort
mesh_terms: D000818:Animals; D001938:Brazil; D002392:Catechin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology*; D004247:DNA / Q000378:metabolism; D007887:Fabaceae / Q000737:chemistry*; D051379:Mice; D048308:Mitogen-Activated Protein Kinase 14 / Q000037:antagonists & inhibitors*; D015394:Molecular Structure; D016328:NF-kappa B / Q000037:antagonists & inhibitors / Q000378:metabolism; D019906:Nuclear Magnetic Resonance, Biomolecular; D024301:Plant Bark / Q000737:chemistry; D041701:Swiss 3T3 Cells; D014945:Wound Healing / Q000187:drug effects*
chemical_list: C424450:3'-O-methylepicatechin; C518873:4'-O-methylepigallocatechin; D016328:NF-kappa B; D002392:Catechin; D004247:DNA; C062669:epicatechin gallate; C045651:epigallocatechin gallate; D048308:Mitogen-Activated Protein Kinase 14; C057580:gallocatechol