title: Prenylated and benzylated flavonoids from the fruits of Cudrania tricuspidata.
abstract: Three new prenylated isoflavones, 5,7-dihydroxy-6-(2''-hydroxy-3''-methylbut-3''-enyl)-4'-methoxylisoflavone (1), 5,4'-dihydroxy-6-(3''-methylbut-2''-enyl)-2'''-(4'''-hydroxy-4'''-methylethyl)-3'''-methoxydihydrofurano-[4''',5''';7,8]isoflavone (2), and 5,4'-dihydroxy-8-(3''-methylbut-2''-enyl)-2'''-(4'''-hydroxy-4'''-methylethyl)furano-[4''',5''';6,7]isoflavone (3), a benzylated dihydroflavonol, 5,7,4'-trihydroxy-8-p-hydroxybenzyldihydroflavonol (4), and eight known flavonoids (5-12) were isolated from the fruits of Cudrania tricuspidata. The structures of these compounds were determined on the basis of MS and (1)H and (13)C NMR spectroscopic data, including 2D NMR experiments. Compounds 2, 3, 6, 7, 8, 10, 11, and 12 inhibited LPS-induced nitric oxide production, with IC(50) values of 11.8-41.8 microM.
authors.affiliation: College of Pharmacy, Chungbuk National University, Cheongju 361-763, Korea.
authors.forename: Xiang Hua
authors.initials: XH
authors.lastname: Han
authors.forename: Seong Su
authors.initials: SS
authors.lastname: Hong
authors.forename: Qinghao
authors.initials: Q
authors.lastname: Jin
authors.forename: Dayu
authors.initials: D
authors.lastname: Li
authors.forename: Hyun-Kyu
authors.initials: HK
authors.lastname: Kim
authors.forename: Jeongrai
authors.initials: J
authors.lastname: Lee
authors.forename: Suk Hyung
authors.initials: SH
authors.lastname: Kwon
authors.forename: Dongho
authors.initials: D
authors.lastname: Lee
authors.forename: Chong-Kil
authors.initials: CK
authors.lastname: Lee
authors.forename: Myung Koo
authors.initials: MK
authors.lastname: Lee
authors.forename: Bang Yeon
authors.initials: BY
authors.lastname: Hwang
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005638:Fruit / Q000737:chemistry; D020128:Inhibitory Concentration 50; D007529:Isoflavones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008070:Lipopolysaccharides / Q000494:pharmacology; D015394:Molecular Structure; D029586:Moraceae / Q000737:chemistry*; D009569:Nitric Oxide / Q000037:antagonists & inhibitors / Q000378:metabolism; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*
chemical_list: D001555:Benzene Derivatives; D007529:Isoflavones; D008070:Lipopolysaccharides; D009569:Nitric Oxide