Eugenol suppresses cyclooxygenase-2 expression in lipopolysaccharide-stimulated mouse macrophage RAW264.7 cells

Kim, Sun Suk; Oh, O-Jin; Min, Hye‐Young; Park, Eun-Jung; Kim, Youngleem; Park, Hyen Joo; Han, Yong; Lee, Sang Kook

doi:10.1016/s0024-3205(03)00288-1

Cited by 206 publications

(123 citation statements)

References 17 publications

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“…Expression of COX-2 is stimulated by NO through the cAMP-response element (14), and thus, the cytotoxicity of NO has been considered to be closely related to the action of increased prostaglandins resulting from the induction of COX-2 (10). Several lines of evidence showed that anti-inflammatory action of eugenol compounds depends on the inhibition of the COX-2 expression (6,13,17). As demonstrated in the present study, eugenol and isoeugenol decreased the production of NO by inhibiting the expression of iNOS protein, and further decreased the expression of COX-2 protein, implying that eugenol compounds can act as principal anti-inflammatory mediators.…”

Section: Discussionsupporting

confidence: 81%

“…antioxidant (15,16) and anti-inflammatory actions (6,13,17). Our recent studies showed that eugenol compounds exhibit antioxidant properties by inhibiting iron-mediated lipid peroxidation and copper-dependent LDL oxidation (5), which are regarded as an important risk factor of atherosclerotic vascular diseases (1,22).…”

Section: Fig 2 Effect Of Eugenol (A) and Isoeugenol (B)mentioning

confidence: 99%

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Inhibitory action of eugenol compounds on the production of nitric oxide in RAW264.7 macrophages

Tsubouchi

Qiao

et al. 2006

Biomed. Res.

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Effects of eugenol compounds on the production of nitric oxide (NO) in RAW264.7 macrophages were analyzed in relation to the anti-inflammatory action of these compounds. Eugenol and isoeugenol inhibited lipopolysaccharide (LPS)-dependent production of NO, which was due to the inhibition of protein synthesis of inducible nitric oxide synthase (iNOS). Isoeugenol showed the most effective inhibitory effect and eugenol was less effective. LPS-dependent expression of cyclooxygenase-2 (COX-2) protein was also inhibited markedly by isoeugenol, and less effectively by eugenol. Anti-inflammatory action of eugenol compounds may be explained by the inhibition of NO production and COX-2 expression, the pro-inflammatory mediators.Eugenol with a methoxyphenol structure is a principal constituent of bay leaves, allspice, and the oil of cloves that originate from the Syzygium species (7). Eugenol is widely used as a flavoring agent in cosmetic and food products (9), and is also utilized as an antiseptic drug in dentistry (2, 21). Isoeugenol, an isomer of eugenol is found in monkey orange (19), and shows anti-oxidant properties (15, 16). Recently we analyzed inhibitory effects of eugenol compounds on metal-mediated oxidation of membrane lipids and LDL (low density lipoprotein) that are an important risk factor for the development of atherosclerotic vascular disease (1, 22), and the metal-reducing activity of eugenol and isoeugenol may participate in the antioxidant action of these compounds (5). Development of oxidative damage is closely related to the reactive nitrogen species in addition to active oxygen: that is, peroxynitrite produced by the reaction of superoxide radical with nitric oxide shows potent cytotoxic effects. For further analyses of anti-oxidant, anti-inflammatory and anti-septic properties of eugenol compounds, we analyzed the effect of eugenol compounds on the production of NO and the expression of the iNOS protein. Eugenol compounds, in particular isoeugenol showed a potent inhibitory effect of LPS-mediated expression of iNOS protein, and COX2 protein in RAW264.7 macrophages. Anti-inflammatory action of eugenol compounds can be explained at least, in part by the inhibition of iNOS induction. MATERIALS AND METHODSReagents. The sources of materials used in this work were as follows: eugenol, isoeugenol, lipopolysaccharide (LPS), 3-(4,5-dimethylthiazol-2-yl)2,5-diphenyltetrazolidum bromide (MTT) from Sigma-Aldrich-Japan (Tokyo, Japan), rabbit anti-Cu/ Zn SOD and anti-nitric oxide synthase II (iNOS) antibodies from Stressgen Biotechnologies Corp (Victoria, BC, Canada), mouse anti-phospho-Iκ-Bα (Ser32/36) (5A5) antibody and mouse anti-COX2 antibody from Cell Signaling Technology (Heidel-

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Section: Discussionsupporting

confidence: 81%

Section: Fig 2 Effect Of Eugenol (A) and Isoeugenol (B)mentioning

confidence: 99%

Inhibitory action of eugenol compounds on the production of nitric oxide in RAW264.7 macrophages

Tsubouchi

Qiao

et al. 2006

Biomed. Res.

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“…33,34 NSAIDs can inhibit COX in peripheral tissues and, therefore, interfere with the mechanism of transduction of primary afferent nociceptors. 35 CL has inhibited the pain induced by acetic acid which indicates that it acts through peripheral mechanisms.…”

Section: Discussionmentioning

confidence: 89%

Antinociceptive effects of purified Curcuma longa in mice

Sharma¹,

Rauniar

2016

Int J Basic Clin Pharmacol

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“…In vitro studies also reveal that this bioactive compound inhibited nuclear factor-ĸB (NF-ĸB) activation induced by tumor necrosis factor (TNFα) and blocked cyclooxygenase activity (COX-2) in LPS stimulated macrophages. COX-2 expression is triggered by growth factors, cytokines and LPS [66]. Eugenol showed reduced inflammation by decreasing TNF-α and infiltration of neutrophils during pulmonary infection in animals.…”

Section: Anti-inflammatory Potential Of Eugenolmentioning

confidence: 96%

Versatile and Synergistic Potential of Eugenol: A Review

Raja¹

2015

Pharm Anal Acta

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Eugenol (1-allyl-4-hydroxy-3-methoxybenzene) is the phenolic component of essential oil and the main constituent of Eugenia caryophyllata, Ocimmum gratissimum and several others medicinal plant. In view of its nonmutagenic and non-carcinogenic properties, eugenol is generally regarded as safe by the Food and Agricultural Organization of the United Nations. Eugenol has been recently shown to be effective for antimicrobials and treatment of different life threatening diseases including sepsis, leishmaniasis, and cancer. However overall, activity of eugenol is not discussed elsewhere. In this review, we discuss the current understanding of the mechanisms involved the antioxidant, antimicrobial, anticancer and anti-inflammatory potential of eugenol.

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Eugenol suppresses cyclooxygenase-2 expression in lipopolysaccharide-stimulated mouse macrophage RAW264.7 cells

Cited by 206 publications

References 17 publications

Inhibitory action of eugenol compounds on the production of nitric oxide in RAW264.7 macrophages

Inhibitory action of eugenol compounds on the production of nitric oxide in RAW264.7 macrophages

Antinociceptive effects of purified Curcuma longa in mice

Versatile and Synergistic Potential of Eugenol: A Review

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