title: Radical scavenging capacity of 2,4-dihydroxy-9-phenyl-1H-phenalen-1-one: a functional group exclusion approach.
abstract: 2,4-Dihydroxy-9-phenyl-1H-phenalen-1-one (4-hydroxyanigorufone, 1), a compound isolated from Anigozanthos flavidus and Monochoria elata, displayed a high radical scavenging capacity in the ORAC assay. A systematic approach was adopted in order to explore the effect of each functional group. H-Atom transfer from the phenolic hydroxyl, a captodative effect from the hydroxy ketone, and the presumed involvement of the phenyl ring in the termination step of the radical reaction were disclosed as relevant features of this type of antioxidant.
authors.affiliation: Instituto de Química, Síntesis y Biosíntesis de Metabolitos Naturales, Universidad de Antioquia, A.A 1226, Medellín, Colombia.
authors.forename: Luisa
authors.initials: L
authors.lastname: Duque
authors.forename: Carolina
authors.initials: C
authors.lastname: Zapata
authors.forename: Benjamín
authors.initials: B
authors.lastname: Rojano
authors.forename: Bernd
authors.initials: B
authors.lastname: Schneider
authors.forename: Felipe
authors.initials: F
authors.lastname: Otálvaro
mesh_terms: D000975:Antioxidants / Q000737:chemistry* / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry* / Q000494:pharmacology; D017665:Hydroxyl Radical / Q000737:chemistry* / Q000494:pharmacology; D007700:Kinetics; D015394:Molecular Structure; D043803:Phenalenes / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: C585989:2,4-dihydroxy-9-phenyl-1H-phenalen-1-one; D000975:Antioxidants; D016166:Free Radical Scavengers; D043803:Phenalenes; D017665:Hydroxyl Radical