title: 3-Desoxyanthocyanidins from Arrabidaea chica.
abstract: The new 3-desoxyanthocyanidins 6,7,3'-trihydroxy-5,4'-dimethoxy-flavylium and 6,7,3',4'-tetrahydroxy-5-methoxy-flavylium and the known 6,7-dihydroxy-5,4'-dimethoxy-flavylium (Carajurin) were isolated by bioguided fractionation from the leaves of Arrabidaea chica, with transcription factor NF-kappaB as target. The structure of Carajurone was revised to be 6,7,4'-trihydroxy-5-methoxy-flavylium. Additionally, the flavone acacetin was found. All structures were mainly established on the basis of MS- and NMR data (1H, 1H-1H COSY and partly 13C, GHMQCR and GHSQCR). Carajurin, which failed to give a positive result in the DPPH TLC assay completely inhibited NF-kappaB, but not NF-AT at a 500 microM concentration.
authors.affiliation: Institute of Pharmaceutical Biology, Albert-Ludwigs-Universität Freiburg, Germany.
authors.forename: B
authors.initials: B
authors.lastname: Zorn
authors.forename: A J
authors.initials: AJ
authors.lastname: García-Piñeres
authors.forename: V
authors.initials: V
authors.lastname: Castro
authors.forename: R
authors.initials: R
authors.lastname: Murillo
authors.forename: G
authors.initials: G
authors.lastname: Mora
authors.forename: I
authors.initials: I
authors.lastname: Merfort
mesh_terms: D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D019169:Jurkat Cells / Q000187:drug effects / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D019684:Magnoliopsida / Q000737:chemistry*; D016328:NF-kappa B / Q000378:metabolism; D014966:Xanthenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000893:Anti-Inflammatory Agents; D016328:NF-kappa B; D014966:Xanthenes