title: An unusual homoisoflavanone and a structurally-related dihydrochalcone from Polygonum ferrugineum (Polygonaceae).
abstract: The homoisoflavanone 5,7-dihydroxy-6-methoxy-3-(9-hydroxy-phenylmethyl)-chroman-4-one (1) and its structurally related 2',4',6'-trihydroxy-3'-methoxy-alpha-hydroxymethyl-beta-hydroxy-dihydrochalcone (2) along with the known pashanone (3), flavokawin B (4) and cardamonin or alpinetin chalcone (5) pinostrobin (6) and 5,8-dimethoxy-7-hydroxychroman-4-one (7) were isolated from dry leaves of Polygonum ferrugineum (Polygonaceae). To our knowledge, this is the first report of the isolation of a homoisoflavanone from the Polygonum genus and the Polygonaceae family, and could be an important chemotaxonomic finding. In addition, the pattern of substitution of this homoisoflavanone is different from others previously reported.
authors.affiliation: Farmacognosia, Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario, Suipacha 531 2000, Rosario, Argentina.
authors.forename: Silvia N
authors.initials: SN
authors.lastname: López
authors.forename: Manuel Gonzalez
authors.initials: MG
authors.lastname: Sierra
authors.forename: Susana J
authors.initials: SJ
authors.lastname: Gattuso
authors.forename: Ricardo L
authors.initials: RL
authors.lastname: Furlán
authors.forename: Susana A
authors.initials: SA
authors.lastname: Zacchino
mesh_terms: D047188:Chalcones / Q000737:chemistry* / Q000302:isolation & purification; D002867:Chromones / Q000737:chemistry* / Q000302:isolation & purification*; D007529:Isoflavones / Q000737:chemistry* / Q000302:isolation & purification; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods; D028502:Polygonum / Q000737:chemistry*
chemical_list: C516029:2',4',6'-trihydroxy-3'-methoxy-alpha-hydroxymethyl-beta-hydroxy-dihydrochalcone; C516028:5,7-dihydroxy-6-methoxy-3-(9-hydroxy-phenylmethyl)-chroman-4-one; D047188:Chalcones; D002867:Chromones; D007529:Isoflavones; C015812:dihydrochalcone; C436747:cardamonin