Mechanisms underlying the inhibitory actions of the pentacyclic triterpene α-amyrin in the mouse skin inflammation induced by phorbol ester 12-O-tetradecanoylphorbol-13-acetate

European Journal of Pharmacology

Volumn 559, Issue 2-3, 2007, Pages 227-235

  Medeiros, Rodrigo ^a   Otuki, Michel F ^a   Avellar, Maria Christina W ^b   Calixto, João B ^a  

^a FEDERAL UNIVERSITY OF SANTA CATARINA   (Brazil)

^b FEDERAL UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

amyrin; COX 2; NF B; PGE2; Skin inflammation; TPA

Indexed keywords

5 (4 CHLOROPHENYL) 1 (4 METHOXYPHENYL) 3 TRIFLUOROMETHYL 1H PYRAZOLE; ALPHA AMYRIN; CYCLOOXYGENASE 1; CYCLOOXYGENASE 1 INHIBITOR; CYCLOOXYGENASE 2; CYCLOOXYGENASE 2 INHIBITOR; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; MITOGEN ACTIVATED PROTEIN KINASE; MITOGEN ACTIVATED PROTEIN KINASE P38; PHORBOL 13 ACETATE 12 MYRISTATE; PHORBOL ESTER DERIVATIVE; PLANT EXTRACT; PROSTAGLANDIN E2; PROTEIN KINASE; PROTEIN KINASE C ALPHA; PROTIUM KLEINII EXTRACT; ROFECOXIB; SYNAPTOTAGMIN I; TRITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DOSE RESPONSE; DRUG MECHANISM; ENZYME ACTIVATION; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME REPRESSION; IN VITRO STUDY; INFLAMMATORY DISEASE; MALE; MEDICINAL PLANT; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROTIUM KLEINII; SKIN INFLAMMATION; WESTERN BLOTTING;

ADMINISTRATION, TOPICAL; ANIMALS; ANTI-INFLAMMATORY AGENTS; CYCLOOXYGENASE 1; CYCLOOXYGENASE 2; DERMATITIS, CONTACT; DINOPROSTONE; DISEASE MODELS, ANIMAL; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME ACTIVATION; ENZYME INDUCTION; EXTRACELLULAR SIGNAL-REGULATED MAP KINASES; I-KAPPA B PROTEINS; MALE; MAP KINASE SIGNALING SYSTEM; MEMBRANE PROTEINS; MICE; NF-KAPPA B; OLEANOLIC ACID; P38 MITOGEN-ACTIVATED PROTEIN KINASES; PHOSPHORYLATION; PROTEIN KINASE C-ALPHA; SKIN; TETRADECANOYLPHORBOL ACETATE; TIME FACTORS; TRANSCRIPTION FACTOR RELA;

EID: 33847094161     PISSN: 00142999     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ejphar.2006.12.005     Document Type: Article

References (41)

1. Bell S., Degitz K., Quirling M., Jilg N., Page S., and Brand K. Involvement of NF-kappaB signalling in skin physiology and disease. Cell. Signal. 15 (2003) 1-7
2. Bevilacqua A., Ceriani M.C., Capaccioli S., and Nicolin A. Post-transcriptional regulation of gene expression by degradation of messenger RNAs. J. Cell. Physiol. 195 (2003) 356-372
3. Chen C.C., Sun Y.T., Chen J.J., and Chiu K.T. TNF-alpha-induced cyclooxygenase-2 expression in human lung epithelial cells: involvement of the phospholipase C-gamma 2, protein kinase C-alpha, tyrosine kinase, NF-kappa B-inducing kinase, and I-kappa B kinase 1/2 pathway. J. Immunol. 165 (2000) 2719-2728
4. Chun K.S., Keum Y.S., Han S.S., Song Y.S., Kim S.H., and Surh Y.J. Curcumin inhibits phorbol ester-induced expression of cyclooxygenase-2 in mouse skin through suppression of extracellular signal-regulated kinase activity and NF-kappaB activation. Carcinogenesis 24 (2003) 1515-1524
5. Chun K.S., Kim S.H., Song Y.S., and Surh Y.J. Celecoxib inhibits phorbol ester-induced expression of COX-2 and activation of AP-1 and p38 MAP kinase in mouse skin. Carcinogenesis 25 (2004) 713-722
6. Clark A.R., Dean J.L., and Saklatvala J. Post-transcriptional regulation of gene expression by mitogen-activated protein kinase p38. FEBS Lett. 546 (2003) 37-44
7. Cohen P. Protein kinases-the major drug targets of the twenty-first century?. Nat. Rev., Drug Discov. 1 (2002) 309-315
8. Courtois G. NF-kappaB in skin homeostasis. Exp. Dermatol. 14 (2005) 781-782
9. Dancey J., and Sausville E.A. Issues and progress with protein kinase inhibitors for cancer treatment. Nat. Rev., Drug Discov. 2 (2003) 296-313
10. do Vale A.E., David J.M., Brandão H.N., and David J.P. A new flavonol glycoside derivative from leaves of Moldenhawera nutans. Z. Naturforsch. [C] 60 (2005) 45-49
11. Ferreira J., Triches K.M., Medeiros R., and Calixto J.B. Mechanisms involved in the nociception produced by peripheral protein kinase c activation in mice. Pain 117 (2005) 171-181
12. Fogh K., and Kragballe K. Eicosanoids in inflammatory skin diseases. Prostaglandins Other Lipid Mediat. 63 (2000) 43-54
13. Ghosh S., and Karin M. Missing pieces in the NF-kappaB puzzle. Cell 109 (2002) S81-S96
14. Homey B. Chemokines and inflammatory skin diseases. Adv. Dermatol. 21 (2005) 251-277
15. Janssen-Heininger Y.M., Poynter M.E., and Baeuerle P.A. Recent advances towards understanding redox mechanisms in the activation of nuclear factor kappaB. Free Radic. Biol. Med. 28 (2001) 1317-1327
16. Karin M. Nuclear factor-kappaB in cancer development and progression. Nature 441 (2006) 431-436
17. Kim Y., and Fischer S.M. Transcriptional regulation of cyclooxygenase-2 in mouse skin carcinoma cells. Regulatory role of CCAAT/enhancer-binding proteins in the differential expression of cyclooxygenase-2 in normal and neoplastic tissues. J. Biol. Chem. 273 (1998) 27686-27694
18. Kweifio-Okai G., De Munk F., Rumble B.A., Macrides T.A., and Cropley M. Antiarthritic mechanisms of amyrin triterpenes. Res. Commun. Mol. Pathol. Pharmacol. 85 (1994) 45-55
19. Kyriakis J.M., and Avruch J. Mammalian mitogen-activated protein kinase signal transduction pathways activated by stress and inflammation. Physiol. Rev. 81 (2001) 807-869
20. Lee J.L., Mukhtar H., Bickers D.R., Kopelovich L., and Athar M. Cyclooxygenases in the skin: pharmacological and toxicological implications. Toxicol. Appl. Pharmacol. 192 (2003) 294-306
21. Medeiros R., Cabrini D.A., Ferreira J., Fernandes E.S., Mori M.A., Pesquero J.B., Bader M., Avellar M.C., Campos M.M., and Calixto J.B. Bradykinin B1 receptor expression induced by tissue damage in the rat portal vein: a critical role for mitogen-activated protein kinase and nuclear factor-kappaB signaling pathways. Circ. Res. 94 (2004) 1375-1382
22. Mitchell J.A., and Warner T.D. COX isoforms in the cardiovascular system: understanding the activities of non-steroidal antiinflammatory drugs. Nat. Rev., Drug Discov. 5 (2006) 75-86
23. Mueller M.M. Inflammation in epithelial skin tumours: old stories and new ideas. Eur. J. Cancer 42 (2006) 735-744
24. Muller-Decker K., Neufang G., Berger I., Neumann M., Marks F., and Furstenberger G. Transgenic cyclooxygenase-2 overexpression sensitizes mouse skin for carcinogenesis. Proc. Natl. Acad. Sci. U. S. A. 99 (2002) 12483-12488
25. 2 induces vasodilation and pruritus, but no protein extravasation in atopic dermatitis and controls. J. Am. Acad. Dermatol. 47 (2002) 28-32
26. Numerof R.P., Dinarello C.A., and Asadullah K. Cytokines as potential therapeutic targets for inflammatory skin diseases. Eur. Cytokine Netw. 16 (2005) 101-103
27. Okayama Y. Oxidative stress in allergic and inflammatory skin diseases. Curr. Drug Targets Inflamm. Allergy 4 (2005) 517-519
28. Oliveira F.A., Lima-Junior R.C., Cordeiro W.M., Vieira-Junior G.M., Chaves M.H., Almeida F.R., Silva R.M., Santos F.A., and Rao V.S. Pentacyclic triterpenoids, alpha, beta-amyrins, suppress the scratching behavior in a mouse model of pruritus. Pharmacol. Biochem. Behav. 78 (2004) 719-725
29. Oliveira F.A., Vieira-Junior G.M., Chaves M.H., Almeida F.R., Santos K.A., Martins F.S., Silva R.M., Santos F.A., and Rao V.S. Gastroprotective effect of the mixture of alpha- and beta-amyrin from Protium heptaphyllum: role of capsaicin-sensitive primary afferent neurons. Planta Med. 70 (2004) 780-782
30. Oliveira F.A., Chaves M.H., Almeida F.R., Lima R.C., Silva R.M., Maia J.L., Brito G.A., Santos F.A., and Rao V.S. Protective effect of alpha-and beta-amyrin, a triterpene mixture from Protium heptaphyllum (Aubl.) March. trunk wood resin, against acetaminophen-induced liver injury in mice. J. Ethnopharmacol. 98 (2005) 103-108
31. Ono K., and Han J. The p38 signal transduction pathway: activation and function. Cell. Signal. 12 (2000) 1-13
32. Otuki M.F., Ferreira J., Lima F.V., Meyre-Silva C., Malheiros A., Muller L.A., Cani G.S., Santos A.R., Yunes R.A., and Calixto J.B. Antinociceptive properties of mixture of alpha-amyrin and beta-amyrin triterpenes: evidence for participation of protein kinase C and protein kinase A pathways. J. Pharmacol. Exp. Ther. 313 (2005) 310-318
33. Otuki M.F., Vieira-Lima F., Malheiros A., Yunes R.A., and Calixto J.B. Topical antiinflammatory effects of the ether extract from Protium kleinii and alpha-amyrin pentacyclic triterpene. Eur. J. Pharmacol. 507 (2005) 253-259
34. Pivarcsi A., and Homey B. Chemokine networks in atopic dermatitis: traffic signals of disease. Curr. Allergy Asthma Rep. 5 (2005) 284-290
35. Recio M.C., Giner R.M., Manez S., and Rios J.L. Structural requirements for the antiinflammatory activity of natural triterpenoids. Planta Med. 61 (1995) 182-185
36. Rossner M., and Yamada K.M. What's in a picture? The temptation of image manipulation. J. Cell Biol. 166 (2004) 11-15
37. Schulze-Osthoff K., Ferrari D., Riehemann K., and Wesselborg S. Regulation of NF-κB activation by MAP kinase cascades. Immunobiology 198 (1997) 35-49
38. Surh Y.J. Cancer chemoprevention with dietary phytochemicals. Nat. Rev., Cancer 3 (2003) 768-780
39. Whitmarsh A.J., and Davis R.J. Transcription factor AP-1 regulation by mitogen-activated protein kinase signal transduction pathways. J. Mol. Med. 74 (1996) 589-607
40. Winzen R., Kracht M., Ritter B., Wilhelm A., Chen C.Y., Shyu A.B., Muller M., Gaestel M., Resch K., and Holtmann H. The p38 MAP-kinase pathway signals for cytokine-induced mRNA stabilization via MAP-kinase-activated protein kinase 2 and an AU-rich region-targeted mechanism. EMBO J. 18 (1999) 4969-4980
41. Yang S.H., Sharrocks A.D., and Whitmarsh A.J. Transcriptional regulation by the MAP-kinase signaling cascades. Gene 320 (2003) 3-21