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Diphlorethohydroxycarmalol, Isolated from Ishige okamurae, Increases Prostaglandin E2 through the Expression of Cyclooxygenase-1 and -2 in HaCaT Human Keratinocytes

  • Received : 2012.09.18
  • Accepted : 2012.10.25
  • Published : 2012.11.30

Abstract

Prostaglandin (PG) $E_2$, the most abundant prostaglandin in the human body, is synthesized from arachidonic acid via the actions of cyclooxygenase (COX) enzymes. $PGE_2$ exerts homeostatic, cytoprotective, inflammatory, and in some cases anti-inflammatory effects. Also, it has been reported that $PGE_2$ is involved in hair growth. Diphlorethohydroxycarmalol (DPHC) is a phlorotannin compound isolated from the brown algae Ishige okamurae, with various biological activities in vitro and in vivo. In this study, the biological effect and mechanism of action of DPHC on prostaglandin synthesis in HaCaT human keratinocytes was examined. The results showed that, in these cells, DPHC significantly and dose-dependently induced $PGE_2$ synthesis by increasing the protein and mRNA levels of COX-1 and COX-2. Interestingly, DPHC-induced COX-1 expression preceded that of COX-2. Also, while both rofecoxib and indomethacin inhibited $PGE_2$ production, the latter was seems to be the more potent. From above results, we can expect that DPHC has some beneficial effects via increasing of $PGE_2$ production.

Keywords

References

  1. Ahn, M., Moon, C., Yang, W., Ko, E. J., Hyun, J. W., Joo, H. G., Jee, Y., Lee, N. H., Park, J. W., Ko, R. K., Kim, G. O. and Shin, T. (2011) Diphlorethohydroxycarmalol, isolated from the brown algae Ishige okamurae, protects against radiation-induced cell damage in mice. Food Chem. Toxicol. 49, 864-870. https://doi.org/10.1016/j.fct.2010.12.008
  2. Dubois, R. N., Abramson, S. B., Crofford, L., Gupta, R. A., Simon, L. S., Van De Putte, L. B. and Lipsky, P. E. (1998) Cyclooxygenase in biology and disease. FASEB J. 12, 1063-1073.
  3. Flower, R. J. (2006) Prostaglandins, bioassay and inflammation. Br. J. Pharmacol. 147 Suppl 1, S182-192.
  4. Giuliano, F. and Warner, T. D. (2002) Origins of prostaglandin E2: involvements of cyclooxygenase (COX)-1 and COX-2 in human and rat systems. J. Pharmacol. Exp. Ther. 303, 1001-1006. https://doi.org/10.1124/jpet.102.041244
  5. Hamaoka, H., Minakuchi, K., Miyoshi, H., Arase, S., Chen, C. H. and Nakaya, Y. (1997) Effect of $K^+$ channel openers on $K^+$ channel in cultured human dermal papilla cells. J. Med. Invest. 44, 73-77.
  6. Harris, S. G., Padilla, J., Koumas, L., Ray, D. and Phipps, R. P. (2002) Prostaglandins as modulators of immunity. Trends Immunol. 23, 144-150. https://doi.org/10.1016/S1471-4906(01)02154-8
  7. Heo, S. J., Hwang, J. Y., Choi, J. I., Han, J. S., Kim, H. J. and Jeon, Y. J. (2009) Diphlorethohydroxycarmalol isolated from Ishige okamurae, a brown algae, a potent alpha-glucosidase and alpha-amylase inhibitor, alleviates postprandial hyperglycemia in diabetic mice. Eur. J. Pharmacol. 615, 252-256. https://doi.org/10.1016/j.ejphar.2009.05.017
  8. Heo, S. J., Kim, J. P., Jung, W. K., Lee, N. H., Kang, H. S., Jun, E. M., Park, S. H., Kang, S. M., Lee, Y. J., Park, P. J. and Jeon, Y. J. (2008) Identification of chemical structure and free radical scavenging activity of diphlorethohydroxycarmalol isolated from a brown alga, Ishige okamurae. J. Microbiol. Biotechnol. 18, 676-681.
  9. Heo, S. J., Ko, S. C., Kang, S. M., Cha, S. H., Lee, S. H., Kang, D. H., Jung, W. K., Affan, A., Oh, C. and Jeon, Y. J. (2010) Inhibitory effect of diphlorethohydroxycarmalol on melanogenesis and its protective effect against UV-B radiation-induced cell damage. Food Chem. Toxicol. 48, 1355-1361. https://doi.org/10.1016/j.fct.2010.03.001
  10. Hoggaat, J., Singh, P., Sampath, J. and Pelus, L. M. (2009) Prostaglandin E2 enhances hematopoietic stem cell homing, survival, and proliferation. Blood 113, 5444-5455. https://doi.org/10.1182/blood-2009-01-201335
  11. Johnstone, M. A. and Albert, D. M. (2002) Prostaglandin-induced hair growth. Surv. Ophthalmol. 47 Supple 1, S185-202 https://doi.org/10.1016/S0039-6257(02)00307-7
  12. Kim, M. M., Rajapakse, N. and Kim, S. K. (2009) Anti-inflammatory effect of Ishige okamurae ethanolic extract via inhibition of NF-kappaB transcription factor in RAW 264.7 cells. Phytother. Res. 23, 628-634. https://doi.org/10.1002/ptr.2674
  13. Lachgar, S., Charveron, M., Gall, Y. and Bonafe, J. L. (1998) Minoxidil upregulates the expression of vascular endothelial growth factor in human hair dermal papilla cells. Br. J. Dermatol. 138, 407-411. https://doi.org/10.1046/j.1365-2133.1998.02115.x
  14. Langenbach, R., Loftin, C., Lee, C. and Tiano, H. (1999) Cyclooxygenase knockout mice: models for elucidating isoform-specific functions. Biochem. Pharmacol. 58, 1237-1246. https://doi.org/10.1016/S0006-2952(99)00158-6
  15. Maldve, R. E., Kim, Y., Muga, S. J. and Fischer, S. M. (2000) Prostaglandin E(2) regulation of cyclooxygenase expression in keratinocytes is mediated via cyclic nucleotide-linked prostaglandin receptors. J. Lipid Res. 41, 873-881.
  16. Michelet, J. F., Commo, S., Billoni, N., Mahé, Y. F. and Bernard, B. A. (1997) Activation of cytoprotective prostaglandin synthase-1 by minoxidil as a possible explanation for its hair growth-stimulating effect. J. Invest. Dermatol. 108, 205-209. https://doi.org/10.1111/1523-1747.ep12334249
  17. Ricciotti, E. and FitzGerald, G. A. (2011) Prostaglandins and inflammation. Arterioscler. Thromb. Vasc. Biol. 31, 986-1000. https://doi.org/10.1161/ATVBAHA.110.207449
  18. Sasaki, S., Hozumi, Y. and Kondo, S. (2005) Influence of prostaglandin F2alpha and its analogues on hair regrowth and follicular melanogenesis in a murine model. Exp. Dermatol. 14, 323-328. https://doi.org/10.1111/j.0906-6705.2005.00270.x
  19. Shorter, K., Farjo, N. P., Picksley, S. M. and Randall, V. A. (2008) Human hair follicles contain two forms of ATP-sensitive potassium channels, only one of which is sensitive to minoxidil. FASEB J. 22, 1725-1736. https://doi.org/10.1096/fj.07-099424
  20. Tai, H. H., Chi, X. and Tong, M. (2011) Regulation of 15-hydroxyprostaglandin dehydrogenase (15-PGDH) by non-steroidal anti-inflammatory drugs (NSAIDs). Prostaglandins Other Lipid Mediat. 96, 37-40. https://doi.org/10.1016/j.prostaglandins.2011.06.005
  21. Tai, H. H., Cho, H., Tong, M. and Ding, Y. (2006) NAD+-linked 15-hydroxyprostaglandin dehydrogenase: structure and biological functions. Curr. Pharm. Des. 12, 955-962. https://doi.org/10.2174/138161206776055958
  22. Tanabe, T. and Tohnai, N. (2002) Cyclooxygenase isozymes and their gene structures and expression. Prostaglandins Other Lipid Mediat. 68-69, 95-114. https://doi.org/10.1016/S0090-6980(02)00024-2
  23. Vane, J. R. (1971) Inhibition of prostaglandin synthesis as a mechanism of action for aspirin-like drugs. Nat. New Biol. 231, 232-235. https://doi.org/10.1038/newbio231232a0
  24. Warner, T. D. and Mitchell, J. A. (2004) Cyclooxygenases: new forms, new inhibitors, and lessons from the clinic. FASEB J. 18, 790-804. https://doi.org/10.1096/fj.03-0645rev

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