Prenylated and benzylated flavonoids from the fruits of Cudrania tricuspidata.
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.
Han
Xiang Hua
XH
College of Pharmacy, Chungbuk National University, Cheongju 361-763, Korea.
Hong
Seong Su
SS
Jin
Qinghao
Q
Li
Dayu
D
Kim
Hyun-Kyu
HK
Lee
Jeongrai
J
Kwon
Suk Hyung
SH
Lee
Dongho
D
Lee
Chong-Kil
CK
Lee
Myung Koo
MK
Hwang
Bang Yeon
BY
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*
D001555:Benzene Derivatives; D007529:Isoflavones; D008070:Lipopolysaccharides; D009569:Nitric Oxide