Ethyl caffeate suppresses NF-κB activation and its downstream inflammatory mediators, iNOS, COX-2, and PGE 2 in vitro or in mouse skin

British Journal of Pharmacology

Volumn 146, Issue 3, 2005, Pages 352-363

  Chiang, Yi Ming ^a   Lo, Chiu Ping ^a   Chen, Yi Ping ^a   Wang, Sheng Yang ^b   Yang, Ning Sun ^a   Kuo, Yueh Hsiung ^c   Shyur, Lie Fen ^a  

^a AGRICULTURAL BIOTECHNOLOGY RESEARCH CENTER   (Taiwan)

^b NATIONAL CHUNG HSING UNIVERSITY   (Taiwan)

^c NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

Bidens pilosa; COX 2; Ethyl caffeate; iNOS; NF B; PGE 2

Indexed keywords

CAFFEIC ACID DERIVATIVE; CELECOXIB; CYCLOOXYGENASE 2; ETHYL CAFFEATE; I KAPPA B; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; INDUCIBLE NITRIC OXIDE SYNTHASE; LIPOPOLYSACCHARIDE; MESSENGER RNA; MITOGEN ACTIVATED PROTEIN KINASE; NONSTEROID ANTIINFLAMMATORY AGENT; PHORBOL 13 ACETATE 12 MYRISTATE; PROSTAGLANDIN E2; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL TISSUE; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CELL LINE; CONTROLLED STUDY; DNA PROTEIN COMPLEX; DRUG MECHANISM; FEMALE; GENE EXPRESSION; IMMUNOHISTOCHEMISTRY; MACROPHAGE; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROMOTER REGION; PROTEIN ANALYSIS; PROTEIN DEGRADATION; PROTEIN FUNCTION; PROTEIN LOCALIZATION; PROTEIN PHOSPHORYLATION; SKIN INFLAMMATION; STRUCTURE ACTIVITY RELATION; TRANSCRIPTION TERMINATION;

ANIMALS; ANTI-INFLAMMATORY AGENTS; CAFFEIC ACIDS; CELL LINE; CELL LINE, TUMOR; CELL SURVIVAL; CHEMICAL FRACTIONATION; CYCLOOXYGENASE INHIBITORS; DINOPROSTONE; DRUGS, CHINESE HERBAL; GENE EXPRESSION REGULATION, ENZYMOLOGIC; HUMANS; MICE; NF-KAPPA B; NITRIC OXIDE; SKIN; TETRADECANOYLPHORBOL ACETATE;

EID: 27144544615     PISSN: 00071188     EISSN: 14765381     Source Type: Journal    
DOI: 10.1038/sj.bjp.0706343     Document Type: Article

References (40)

1. BAYON, Y., ORTIZ, M.A., LOPEZ-HERNANDEZ, F.J., GAO, F., KARIN, M., PFAHL, M. & PIEDRAFITA, F.J. (2003). Inhibition of IkappaB kinase by a new class of retinoid-related anticancer agents that induce apoptosis. Mol. Cell. Biol., 23, 1061-1074.
2. BEYAERT, R. (2003). Nuclear Factor κB: Regulation and Role in Disease. Netherlands: Kluwer Academic Publishers.
3. BING, R.J., MIYATAKA, M., RICH, K.A., HANSON, N., WANG, X., SLOSSER, H.D. & SHI, S.R. (2001). Nitric oxide, prostanoids, cyclooxygenase, and angiogenesis in colon and breast cancer. Clin. Cancer Res., 7, 3385-3392.
4. BRANDÃO, M.G., KRETTLI, A.U., SOARES, L.S., NERY, C.G. & MARINUZZI, H.C. (1997). Antimalarial activity of extracts and fractions from Bidens pilosa and other Bidens species (Asteraceae) correlated with the presence of acetylene and flavonoid compounds. J. Ethnopharmacol., 57, 131-138.
5. CHANG, J.S., CHIANG, L.C., CHEN, C.C., LIU, L.T., WANG, K.C. & LIN, C.C. (2001). Antileukemic activity of Bidens pilosa L. var. minor (Blume) Sherff and Houttuynia cordata Thunb. Am. J. Chin. Med., 29, 303-312.
6. CHEN, C.C. & WANG, J.K. (1999). p38 but not p44/42 mitogen-activated protein kinase is required for nitric oxide synthase induction mediated by lipopolysaccharide in RAW 264.7 macrophages. Mol. Pharmacol., 55, 481-488.
7. CHEN, Y.Q., GHOSH, S. & GHOSH, G. (1998). A novel DNA recognition mode by the NF-kappa B p65 homodimer. Nat. Struct. Biol., 5, 67-73.
8. CHIANG, Y.M., CHUANG, D.Y., WANG, S.Y., KUO, Y.H., TSAI, P.W. & SHYUR, L.F. (2004). Metabolite profiling and chemopreventive bioactivity of plant extracts from Bidens pilosa. J. Ethnopharmacol., 95, 409-419.
9. CHIN, H.W., LIN, C.C. & TANG, K.S. (1996). The hepatoprotective effects of Taiwan folk medicine ham-hong-chho in rats. Am. J. Chin. Med., 24, 231-240.
10. CHUN, K.S., CHA, H.H., SHIN, J.W., NA, H.K., PARK, K.K., CHUNG, W.Y. & SURH, Y.J. (2004). Nitric oxide induces expression of cyclooxygenase-2 in mouse skin through activation of NF-kappaB. Carcinogenesis, 25, 445-454.
11. DIMO, T., AZAY, J., TAN, P.V., PELLECUER, J., CROS, G., BOPELET, M. & SERRANO, J.J. (2001). Effects of the aqueous and methylene chloride extracts of Bidens pilosa leaf on fructose-hypertensive rats. J. Ethnopharmacol., 76, 215-221.
12. DIMO, T., RAKOTONIRINA, S.V., TAN, P.V., AZAY, J., DONGO, E. & CROS, G. (2002). Leaf methanol extract of Bidens pilosa prevents and attenuates the hypertension induced by high-fructose diet in Wistar rats. J. Ethnopharmacol., 83, 183-191.
13. GUHA, M. & MACKMAN, N. (2001). LPS induction of gene expression in human monocytes. Cell Signal., 13, 85-94.
14. HAMBLETON, J., WEINSTEIN, S.L., LEM, L. & DEFRANCO, A.L. (1996). Activation of c-Jun N-terminal kinase in bacterial lipopolysaccharide-stimulated macrophages. Proc. Natl. Acad. Sci. U.S.A., 93, 2774-2778.
15. HAN, J., LEE, J.D., BIBBS, L. & ULEVITCH, R.J. (1994). A MAP kinase targeted by endotoxin and hyperosmolarity in mammalian cells. Science, 265, 808-811.
16. HARIDAS, V., ARNTZEN, C.J. & GUTTERMAN, J.U. (2001). Avicins, a family of triterpenoid saponins from Acacia vicioriae (Bentham), inhibit activation of nuclear factor-kappaB by inhibiting both its nuclear localization and ability to bind DNA. Proc. Natl. Acad. Sci. USA, 98, 11557-11562.
17. HSIAO, G., SHEN, M.Y., CHANG, W.C., CHENG, Y.W., PAN, S.L., KUO, Y.H., CHEN, T.F. & SHEU, J.R. (2003). A novel antioxidant, octyl caffeate, suppression of LPS/IFN-gamma-induced inducible nitric oxide synthase gene expression in rat aortic smooth muscle cells. Biochem. Pharmacol., 65, 1383-1392.
18. HWANG, B.Y., LEE, J.H., KOO, T.H., KIM, H.S., HONG, Y.S., RO, J.S., LEE, K.S. & LEE, J.J. (2002). Furanoligularenone, an eremophilane from Ligularia fischeri, inhibits the LPS-induced production of nitric oxide and prostaglandin E2 in macrophage RAW264.7 cells. Planta Med., 68, 101-105.
19. KARIN, M., CAO, Y., GRETEN, F.R. & LI, Z.W. (2002). NF-kappaB in cancer: from innocent bystander to major culprit. Nat. Rev. Cancer, 2, 301-310.
20. KARIN, M. & LIN, A. (2002). NF-kappaB at the crossroads of life and death. Nat. Immunol., 3, 221-227.
21. KHAN, M.R., KIHARA, M. & OMOLOSO, A.D. (2001). Anti-microbial activity of Bidens pilosa, Bischofia javanica, Elmerillia papuana and Sigesbekia orientalis. Fitoterapia, 72, 662-665.
22. KUMAR, S., RABSON, A.B. & GELINAS, C. (1992). The RxxRxRxxC motif conserved in all Rel/kappa B proteins is essential for the DNA-binding activity and redox regulation of the v-Rel oncoprotein. Mol. Cell. Biol., 12, 3094-3106.
23. LAMIDEY, A.M., FERNON, L., POUYSEGU, L., DELATTRE, C., QUIDEAU, S. & PARDON, P. (2002). A convenient synthesis of the Echinacea-derived immunostimulator and HIV-1 integrase inhibitor (-)-(2R,3R)-chicoric acid. Helv. Chim. Acta, 85, 2328-2334.
24. LI, Q. & VERMA, I.M. (2002). NF-kappaB regulation in the immune system. Nat. Rev. Immunol., 2, 725-734.
25. LIN, J.K. (2004). Suppression of protein kinase C and nuclear oncogene expression as possible action mechanisms of cancer chemoprevention by Curcumin. Arch. Pharm. Res., 27, 683-692.
26. LO, A.H., LIANG, Y.C., LIN-SHIAU, S.Y., HO, C.T. & LIN, J.K. (2002). Carnosol, an antioxidant in rosemary, suppresses inducible nitric oxide synthase through down-regulating nuclear factor-kappaB in mouse macrophages. Carcinogenesis, 23, 983-991.
27. LYSS, G., KNORRE, A., SCHMIDT, T.J., PAHL, H.L. & MERFORT, I. (1998). The anti-inflammatory sesquiterpene lactone helenalin inhibits the transcription factor NF-kappaB by directly targeting p65. J. Biol. Chem., 273, 33508-33516.
28. MACMICKING, J., XIE, Q.W. & NATHAN, C. (1997). Nitric oxide and macrophage function. Annu. Rev. Immunol., 15, 323-350.
29. MESTRE, J.R., MACKRELL, P.J., RIVADENEIRA, D.E., STAPLETON, P.P., TANABE, T. & DALY, J.M. (2001). Redundancy in the signaling pathways and promoter elements regulating cyclooxygenase-2 gene expression in endotoxin-treated macrophage/monocytic cells. J. Biol. Chem., 276, 3977-3982.
30. NATARAJAN, K., SINGH, S., BURKE JR, T.R., GRUNBERGER, D. & AGGARWAL, B.B. (1996). Caffeic acid phenethyl ester is a potent and specific inhibitor of activation of nuclear transcription factor NF-kappa B. Proc. Natl. Acad. Sci. US.A., 93, 9090-9095.
31. NISHIDA, E. & GOTOH, Y. (1993). The MAP kinase cascade is essential for diverse signal transduction pathways. Trends Biochem. Sci., 18, 128-131.
32. PARK, E.J. & PEZZUTO, J.M. (2002). Botanicals in cancer chemoprevention. Cancer Metast. Rev., 21, 231-255.
33. PEREIRA, R.L., IBRAHIM, T., LUCCHETTI, L., DA SILVA, A.J. & GONCALVES DE MORAES, V.L. (1999). Immunosuppressive and anti-inflammatory effects of methanolic extract and the polyacetylene isolated from Bidens pilosa L. Immunopharmacology, 43, 31-37.
34. SCHMIDT, H.H.H.W. & KELM, M. (1996). Determination of nitrite and nitrate by the Griess reaction. In: Methods in Nitric Oxide Research, eds. Feelisch M and Stamler JS, pp. 491-497. New York: John Wiley & Sons Inc.
35. SCHMIDT, T.J. (1997). Helenanolide-type sesquiterpene lactones - III. Rates and stereochemistry in the reaction of helenalin and related helenanolides with sulfhydryl containing biomolecules. Bioorg. Med. Chem., 5, 645-653.
36. SCUDIERO, D.A., SHOEMAKER, R.H., PAULL, K.D., MONKS, A., TIERNEY, S., NOFZIGER, T.H., CURRENS, M.J., SENIFF, D. & BOYD, M.R. (1988). Evaluation of a soluble tetrazolium/formazan assay for cell growth and drug sensitivity in culture using human and other tumor cell lines. Cancer Res., 48, 4827-4833.
37. SURH, Y.J., CHUN, K.S., CHA, H.H., HAN, S.S., KEUM, Y.S., PARK, K.K. & LEE, S.S. (2001). Molecular mechanisms underlying chemopreventive activities of anti-inflammatory phytochemicals: down-regulation of COX-2 and iNOS through suppression of NF-kappa B activation. Mutat. Res., 480-481, 243-268.
38. TAN, P.V., DIMO, T. & DONGO, E. (2000). Effects of methanol, cyclohexane and methylene chloride extracts of Bidens pilosa on various gastric ulcer models in rats. J. Ethnopharmacol., 73, 415-421.
39. TJANDRAWINATA, R.R., DAHIYA, R. & HUGHES-FULFORD, M. (1997). Induction of cyclo-oxygenase-2 mRNA by prostaglandin E2 in human prostatic carcinoma cells. Br. J. Cancer, 75, 1111-1118.
40. UBILLAS, R.P., MENDEZ, C.D., JOLAD, S.D., LUO, J., KING, S.R., CARLSON, T.J. & FORT, D.M. (2000). Antihyperglycemic acetylenic glucosides from Bidens pilosa. Planta Med., 66, 82-83.