Name | cyclooxygenase 2 |
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Synonyms | COX 2; COX2; PHS2; PGG/HS; Cyclooxygenase 2; Cyclooxygenase 2b; Cycloxygenase 2; PGH synthase 2… |
Name | eugenol |
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CAS | 2-methoxy-4-(2-propen-1-yl)phenol |
PubMed | Abstract | RScore(About this table) | |
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17436566 | Fujisawa S, Ishihara M, Murakami Y, Atsumi T, Kadoma Y, Yokoe I: Predicting the biological activities of Selective cyclooxygenase (COX)-2 inhibitors have attracted much attention in relation to the design of non-steroidal anti-inflammatory agents (NSAIDs). Results: Cytotoxicity declined in the order of > dehydrodiisoeugenol > > bis-MMP > eugenol > > 2-methoxy- (MMP) > bis-eugenol > bis- |
antioxidants: effects of dimers. In Vivo. 2007 Mar-Apr;21(2):181-8.1(0,0,0,1) | Details |
15461561 | Aggarwal BB, Takada Y, Oommen OV: From chemoprevention to chemotherapy: common targets and common goals. Expert Opin Investig Drugs. 2004 Oct;13(10):1327-38. These targets include the activation of apoptosis; suppression of growth factor expression or signalling; downregulation of antiapoptotic proteins; suppression of phosphatidylinositol-3'-kinase/Akt, NF-kappaB, Janus kinase-signal transducer and activator of transcription and activator protein-1 signalling pathways; and downregulation of angiogenesis through inhibition of vascular endothelial growth factor expression, cyclooxygenase-2, matrix metalloproteinase-9, urokinase-type plasminogen activator, adhesion molecules and cyclin D1. These phytochemicals include dially sulfide, S-ally allicin, ursolic acid, betulinic acid, flavopiridol, silymarin, anethol, catechins and eugenol. |
1(0,0,0,1) | Details |
12757841 | Kim SS, Oh OJ, Min HY, Park EJ, Kim Y, Park HJ, Nam Han Y, Lee SK: Eugenol suppresses cyclooxygenase-2 expression in lipopolysaccharide-stimulated mouse macrophage RAW264.7 cells. Life Sci. 2003 Jun 6;73(3):337-48. |
163(2,2,2,3) | Details |
17889685 | Lee YY, Yang SF, Ho WH, Lee YH, Hung SL: Eugenol modulates cyclooxygenase-2 expression through the activation of nuclear factor kappa B in human osteoblasts. J Endod. 2007 Oct;33(10):1177-82. Epub 2007 Jul 12. |
162(2,2,2,2) | Details |
16101137 | Okada N, Hirata A, Murakami Y, Shoji M, Sakagami H, Fujisawa S: Induction of cytotoxicity and apoptosis and inhibition of cyclooxygenase-2 gene expression by eugenol-related compounds. Anticancer Res. 2005 Sep-Oct;25(5):3263-9. |
87(1,1,2,2) | Details |
17509409 | Lee YY, Hung SL, Pai SF, Lee YH, Yang SF: Eugenol suppressed the expression of lipopolysaccharide-induced proinflammatory mediators in human macrophages. J Endod. 2007 Jun;33(6):698-702. Epub 2007 Apr 2. Consistent with downregulation of bone-resorbing mediators, eugenol suppressed the messenger RNA expression of LPS-induced IL-1beta, TNF-alpha, and cyclooxygenase-2 in macrophages. |
81(1,1,1,1) | Details |
16707845 | Li W, Tsubouchi R, Qiao S, Haneda M, Murakami K, Yoshino M: Inhibitory action of eugenol compounds on the production of in RAW264.7 macrophages. Biomed Res. 2006 Apr;27(2):69-74. LPS-dependent expression of cyclooxygenase-2 (COX-2) protein was also inhibited markedly by and less effectively by eugenol. |
81(1,1,1,1) | Details |
20075264 | Magalhaes CB, Riva DR, Depaula LJ, Brando-Lima AC, Koatz VL, Leal-Cardoso JH, Zin WA, Faffe DS: In vivo anti-inflammatory action of eugenol on lipopolysaccharide-induced lung injury. J Appl Physiol. 2010 Jan 14. Eugenol, a component of clover oil, suppresses cyclooxygenase-2 expression, while eugenol dimers prevent nuclear factor kappa B activation and inflammatory cytokine expression in lipopolysaccharide-stimulated macrophages. |
81(1,1,1,1) | Details |
10782484 | Kelm MA, Nair MG, Strasburg GM, DeWitt DL: Antioxidant and cyclooxygenase inhibitory phenolic compounds from Ocimum sanctum Linn. Phytomedicine. 2000 Mar;7(1):7-13. Eugenol and compounds 1, 2, 5, and 6 demonstrated cyclooxygenase-2 inhibitory activity at slightly higher levels when assayed at 1000-microM concentrations. |
31(0,1,1,1) | Details |
12615477 | Huang FM, Chou MY, Chang YC: Induction of cyclooxygenase-2 mRNA and protein expression by epoxy resin and zinc oxide-eugenol based root canal sealers in human osteoblastic cells. Biomaterials. 2003 May;24(11):1869-75. |
7(0,0,1,2) | Details |
17465205 | Murakami Y, Hirata A, Ito S, Shoji M, Tanaka S, Yasui T, Machino M, Fujisawa S: Re-evaluation of cyclooxygenase-2-inhibiting activity of vanillin and in macrophages stimulated with lipopolysaccharide. Anticancer Res. 2007 Mar-Apr;27(2):801-7. Eugenol (2-allyl- and (4-propenyl- did not reveal cyclooxygenase-2 (COX-2)-inhibiting activity in macrophages stimulated with lipopolysaccharide (LPS). |
2(0,0,0,2) | Details |
15639233 | Murakami Y, Shoji M, Hirata A, Tanaka S, Yokoe I, Fujisawa S: Dehydrodiisoeugenol, an dimer, inhibits lipopolysaccharide-stimulated nuclear factor kappa B activation and cyclooxygenase-2 expression in macrophages. Arch Biochem Biophys. 2005 Feb 15;434(2):326-32. o-Methoxyphenols such as eugenol and exhibit anti-oxidant and anti-inflammatory activities, but at higher concentrations act as oxidants and potent allergens. |
2(0,0,0,2) | Details |
12969226 | Tang DW, Lin SC, Chang KW, Chi CW, Chang CS, Liu TY: Elevated expression of cyclooxygenase (COX)-2 in oral squamous cell carcinoma--evidence for COX-2 induction by areca quid ingredients in oral keratinocytes. J Oral Pathol Med. 2003 Oct;32(9):522-9. |
2(0,0,0,2) | Details |
15934011 | Huang FM, Chou LS, Chou MY, Chang YC: Protective effect of NAC on cyclooxygenase-2 expression and cytotoxicity in human osteoblastic cells. J Biomed Mater Res B Appl Biomater. 2005 Aug;74(2):768-73. |
-containing-ZOE-based root-canal-sealers-induced 2(0,0,0,2) | Details |
12444669 | Huss U, Ringbom T, Perera P, Bohlin L, Vasange M: Screening of ubiquitous plant constituents for COX-2 inhibition with a scintillation proximity based assay. J Nat Prod. 2002 Nov;65(11):1517-21. A rapid semi-homogeneous cyclooxygenase-2 (COX-2) enzymatic assay using scintillation proximity assay (SPA) technology was developed, and 49 ubiquitous plant secondary metabolites were screened for inhibition of COX-2-catalyzed (2) (PGE (2)) biosynthesis. Of these 49 plant metabolites, eugenol, pyrogallol, and (with IC (50) values of 129, 144, and 245 microM, respectively) were found to inhibit COX-2. |
1(0,0,0,1) | Details |
19671757 | Koeberle A, Northoff H, Werz O: blocks biosynthesis through direct inhibition of the microsomal synthase-1. Mol Cancer Ther. 2009 Aug;8(8):2348-55. Epub 2009 Aug 11. Cyclooxygenase (COX)-2 and microsomal PGE (2) synthase-1, which are overexpressed in many cancers, are functionally coupled and thus produce massive PGE (2) in various tumors. Closely related polyphenols (e.g., coniferyl eugenol, failed in this respect, and isolated ovine COX-1 and human recombinant COX-2 were not inhibited by up to 30 micromol/L. |
1(0,0,0,1) | Details |
15488631 | Dorai T, Aggarwal BB: Role of chemopreventive agents in cancer therapy. Cancer Lett. 2004 Nov 25;215(2):129-40. Phytochemicals derived from such fruits and vegetables, referred to as chemopreventive agents include diallyl sulfide, S-allyl allicin, ursolic acid, silymarin, anethol, catechins and eugenol. Because these agents have been shown to suppress cancer cell proliferation, inhibit growth factor signaling pathways, induce apoptosis, inhibit NF-kappaB, AP-1 and JAK-STAT activation pathways, inhibit angiogenesis, suppress the expression of anti-apoptotic proteins, inhibit cyclooxygenase-2, they may have untapped therapeutic value. |
1(0,0,0,1) | Details |
20036707 | Yogalakshmi B, Viswanathan P, Anuradha CV: Investigation of antioxidant, anti-inflammatory and DNA-protective properties of eugenol in thioacetamide-induced liver injury in rats. Toxicology. 2010 Feb 9;268(3):204-12. Epub 2009 Dec 29. Expression of cyclooxygenase-2 (COX-2) and the extent of DNA damage were analyzed using immunoblotting and comet assay, respectively. |
1(0,0,0,1) | Details |
18507010 | Murakami Y, Ishii H, Takada N, Tanaka S, Machino M, Ito S, Fujisawa S: Comparative anti-inflammatory activities of Cyclooxygenase-2 (COX-2) inhibition in lipopolysaccharide (LPS)- or Porphyromonas gingivalis fimbria-stimulated RAW 264.7 cells was investigated using Northern blot analysis. The calculated chemical hardness (eta) for was clearly smaller, whereas its electronegativity (chi) and electrophilicity (omega) were clearly greater than the corresponding values for the -related compounds and eugenol. |
and based on the phenolic O-H bond dissociation enthalpy, ionization potential and quantum chemical descriptor. Anticancer Res. 2008 Mar-Apr;28(2A):699-707.1(0,0,0,1) | Details |
16309195 | Atsumi T, Murakami Y, Shibuya K, Tonosaki K, Fujisawa S: Induction of cytotoxicity and apoptosis and inhibition of cyclooxygenase-2 gene expression, by and its analog, alpha-diisoeugenol. Anticancer Res. 2005 Nov-Dec;25(6B):4029-36. |
1(0,0,0,1) | Details |