Synthesis and inhibition of PGE2 production of 6,8-disubstituted chrysin derivatives

被引：76

作者：

Park, H ^{[1
]}

Dao, TT ^{[1
]}

Kim, HP ^{[1
]}

机构：

[1] Kangweon Natl Univ, Coll Pharm, Chunchon 200701, South Korea

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2005年 / 40卷 / 09期

关键词：

chrysin; PGE(2) production; anti-inflammatory; COX-2; wogonin; flavonoids;

D O I：

10.1016/j.ejmech.2005.04.013

中图分类号：

R914 [药物化学];

学科分类号：

100701 [药物化学];

摘要：

A series of 6,8-disubstituted chrysin derivatives have been synthesized and evaluated for their PGE(2) inhibitory activities. 6,8-Disubstituted chrysin derivatives were obtained from naturally occurring chrysin by halogenation, oxidation, thiomethylation and C-C cross coupling reaction. Among the compounds investigated, 6,8-dibromochrysin (2), 6,8-diiodochrysin (4), 6,8-dimethylthiochrysin (9) and 6,8-dimethoxychrysin (11) showed as strong inhibitory activities of PGE2 production from LPS-induced RAW 264.7 cells as wogonin, a well known natural flavone having strong and selective COX-2 inhibitory activity. (c) 2005 Elsevier SAS. All rights reserved.

引用

页码：943 / 948

页数：6

共 15 条

[1]

[Anonymous], 1983, J IMMUNOL METH

[2]

Behrman E J., 2004, The Elbs and the Boyland-Sims Oxidations), DOI DOI 10.1002/0471264180.OR035.02

[3]

CATHERINE V, 1992, Patent No. 5113019

[4]

Oroxylin A inhibition of lipopolysaccharide-induced iNOS and COX 2 gene expression via suppression of nuclear factor-κB activation [J].

Chen, YC ;

Yang, LL ;

Lee, TJF .

BIOCHEMICAL PHARMACOLOGY, 2000, 59 (11) :1445-1457

[5]

Chi YS, 2001, BIOCHEM PHARMACOL, V61, P1195, DOI 10.1016/S0006-2952(01)00597-4

[6]

Synthesis and PGE2 inhibitory activity of vinylated and allylated chrysin analogues [J].

Dao, TT ;

Oh, JW ;

Chi, YS ;

Kim, HP ;

Sin, KS ;

Park, H .

ARCHIVES OF PHARMACAL RESEARCH, 2003, 26 (08) :581-584

[7]

Synthesis and PGE2 inhibitory activity of 5,7-dihydroxyflavones and their O-methylated flavone analogs [J].

Dao, TT ;

Chi, YS ;

Kim, J ;

Kim, HP ;

Kim, S ;

Park, H .

ARCHIVES OF PHARMACAL RESEARCH, 2003, 26 (05) :345-350

[8]

ON THE PRODUCT DISTRIBUTION IN THE IODINATION OF PHENOL [J].

DEROSSI, RH ;

VEGLIA, AV .

TETRAHEDRON LETTERS, 1986, 27 (49) :5963-5966

[9]

Endotoxin-induced reduction of social investigation by mice: interaction with amphetamine and anti-inflammatory drugs [J].

Fishkin, RJ ;

Winslow, JT .

PSYCHOPHARMACOLOGY, 1997, 132 (04) :335-341

[10]

Flavonoids as inhibitors or enhancers of the cytotoxicity of tumor necrosis factor-alpha in L-929 tumor cells [J].

Habtemarian, S .

JOURNAL OF NATURAL PRODUCTS, 1997, 60 (08) :775-778

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