RRC ID |
42292
|
著者 |
Murakami Y, Shoji M, Hirata A, Tanaka S, Yokoe I, Fujisawa S.
|
タイトル |
Dehydrodiisoeugenol, an isoeugenol dimer, inhibits lipopolysaccharide-stimulated nuclear factor kappa B activation and cyclooxygenase-2 expression in macrophages.
|
ジャーナル |
Arch Biochem Biophys
|
Abstract |
o-Methoxyphenols such as eugenol and isoeugenol exhibit anti-oxidant and anti-inflammatory activities, but at higher concentrations act as oxidants and potent allergens. We recently demonstrated the eugenol dimer bis-eugenol to be an efficient inhibitor of lipopolysaccharide (LPS)-induced inflammatory cytokine expression in macrophages without cytotoxicity. This result suggested that dimer compound of o-methoxyphenols may possess anti-inflammatory activity. Thus, we further synthesized dehydrodiisoeugenol and alpha-diisoeugenol from isoeugenols, and investigated whether these dimers could inhibit LPS-stimulated nuclear factor kappa B (NF-kappaB) activation and cyclooxygenase (COX)-2 gene expression, both of which are closely involved in inflammation and mutagenesis. The expression of the COX-2 gene was strongly inhibited by dehydrodiisoeugenol in RAW264.7 murine macrophages stimulated with LPS. In contrast, isoeugenol and alpha-diisoeugenol did not inhibit it. Dehydrodiisoeugenol also significantly inhibited LPS-stimulated phosphorylation-dependent proteolysis of inhibitor kappaB-alpha and transcriptional activity of NF-kappaB in the cells. These findings suggest that dehydrodiisoeugenol acts as a potent anti-inflammatory agent.
|
巻・号 |
434(2)
|
ページ |
326-32
|
公開日 |
2005-2-15
|
DOI |
10.1016/j.abb.2004.11.013
|
PII |
S0003-9861(04)00661-7
|
PMID |
15639233
|
MeSH |
Animals
Anti-Inflammatory Agents / pharmacology*
Blotting, Northern
Blotting, Western
Cell Line
Cyclooxygenase 2
DNA, Complementary / metabolism
Dimerization
Dose-Response Relationship, Drug
Eugenol / analogs & derivatives*
Eugenol / chemistry*
Eugenol / pharmacology*
Lipopolysaccharides / metabolism*
Macrophages / enzymology*
Mice
Models, Chemical
NF-kappa B / antagonists & inhibitors
NF-kappa B / metabolism*
Nucleic Acid Hybridization
Plasmids / metabolism
Prostaglandin-Endoperoxide Synthases / biosynthesis*
Time Factors
|
IF |
3.391
|
引用数 |
54
|
WOS 分野
|
BIOPHYSICS
BIOCHEMISTRY & MOLECULAR BIOLOGY
|
リソース情報 |
ヒト・動物細胞 |
RAW 264(RCB0535) |