A dual mechanism of 4-hydroxy-5-methyl-3[2H]-furanone inhibiting cellular melanogenesis

Journal of Cosmetic Science

Volumn 59, Issue 2, 2008, Pages 117-125

  Hyo, Jung Kim ^a   Sang, Mi An ^a   Yong, Chool Boo ^a  

^a Kyungpook National University School of Medicine   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

4 HYDROXY 5 METHYL 3(2H) FURANONE; 4-HYDROXY-5-METHYL-3(2H)-FURANONE; DOPA; FURAN DERIVATIVE; MELANIN; MONOPHENOL MONOOXYGENASE; RNA; THEOPHYLLINE;

ANIMAL; ARTICLE; BIOSYNTHESIS; CHEMISTRY; DRUG ANTAGONISM; DRUG EFFECT; ENZYMOLOGY; EXPERIMENTAL MELANOMA; GENE EXPRESSION; GENETICS; METABOLISM; MOUSE; REVERSE TRANSCRIPTION POLYMERASE CHAIN REACTION; TUMOR CELL LINE; WESTERN BLOTTING;

ANIMALS; BLOTTING, WESTERN; CELL LINE, TUMOR; DIHYDROXYPHENYLALANINE; FURANS; GENE EXPRESSION; MELANINS; MELANOMA, EXPERIMENTAL; MICE; MONOPHENOL MONOOXYGENASE; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; RNA; THEOPHYLLINE;

EID: 43749110879     PISSN: 15257886     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (21)

1. J. S. Mas, I. Gerritsen, C. Hahmann, C. Jimenez-Cervantes, and J. C. Garcia-Borron, Rate limiting factors in melanocortin 1 receptor signalling through the cAMP pathway, Pigment Cell Res., 16, 540-547 (2003).
2. R. Busca and R. Ballotti, Cyclic AMP, a key messenger in the regulation of skin pigmentation, Pigment Cell Res., 13, 60-69 (2000).
3. K. Yasumoto, K. Yokoyama, K. Takahashi, Y. Tomita, and S. Shibahara, Functional analysis of microphthalmia-associated transcription factor in pigment cell-specific transcription of the human tyrosinase family genes, J. Biol. Chem., 272, 503-509 (1997).
4. R. A. Spritz, L. Ho, M. Furumura, and V.J. Hearing, Jr., Mutational analysis of copper binding by human tyrosinase, J. Invest. Dermatol., 109, 207-212 (1997).
5. R. Halaban, E. Cheng, and D. N. Hebert, Coexpression of wild-type tyrosinase enhances maturation of temperature-sensitive tyrosinase mutants, J. Invest. Dermatol., 119, 481-488 (2002).
6. H. Y. Park, J. M. Perez, R. Laursen, M. Hara, and B. A. Gilchrest, Protein kinase C-beta activates tyrosinase by phosphorylating serine residues in its cytoplasmic domain, J. Biol. Chem., 274, 16470-16478 (1999).
7. C. Jimenez-Cervantes, J. C. Garcia-Borron, P. Valverde, F. Solano, and J. A. Lozano, Tyrosinase isoenzymes in mammalian melanocytes. 1. Biochemical characterization of two melanosomal tyrosinases from B16 mouse melanoma, Eur. J. Biochem., 217, 549-556 (1993).
8. S. Briganti, E. Camera, and M. Picardo, Chemical and instrumental approaches to treat hyperpigmentation, Pigment Cell Res., 16, 101-110 (2003).
9. K. S. Kim, J. A. Kim, S. Y. Eom, S. H. Lee, K. R. Min, and Y. Kim, Inhibitory effect of piperlonguminine on melanin production in melanoma B16 cell line by downregulation of tyrosinase expression, Pigment Cell Res., 19, 90-98 (2006).
10. K. Nakamura, M. Yoshida, H. Uchiwa, Y. Kawa, and M. Mizoguchi, Down-regulation of melanin synthesis by a biphenyl derivative and its mechanism, Pigment Cell Res., 16, 494-500 (2003).
11. E. V. Curto, C. Kwong, H. Hermersdorfer, H. Glatt, C. Santis, V. Virador, V. J. Hearing, Jr., and T. P. Dooley, Inhibitors of mammalian melanocyte tyrosinase: In vitro comparisons of alkyl esters of gentisic acid with other putative inhibitors, Biochem. Pharmacol., 57, 663-672 (1999).
12. M. Funayama, H. Arakawa, R. Yamamoto, T. Nishino, T. Shin, and S. Murao, Effects of alpha- and beta-arbutin on activity of tyrosinases from mushroom and mouse melanoma, Biosci. Biotechnol. Biochem., 59, 143-144 (1995).
13. R. E. Boissy, M. Visscher, and M. A. DeLong, DeoxyArbutin: a novel reversible tyrosinase inhibitor with effective in vivo skin lightening potency, Exp. Dermatol., 14, 601-608 (2005).
14. Y. C. Boo, C. O. Jeon, and J. Y. Oh, Isolation of 4-hydroxy-5-methyl- 3[2H]-furanone from pine needles as an antioxidative principle, Agric. Chem. Biotechnol., 37, 310-314 (1994).
15. Y. C. Boo, C. O. Jeon, J. Y. Oh, E. J. Kim, and B. G. Lee, Antimelanogenesis effects of 4-hydroxy-5-methyl-3[2H]-furanone, an antioxidant isolated from pine needles, J. Soc. Cosmet. Scientists Korea, 20, 1-13 (1994).
16. H. J. Kim, S. I. Lee, D.-H. Lee, D. Smith, H. Jo, H. E. Schellhorn, and Y. C. Boo, Ascorbic acid synthesis due to 1-gulono-1,4-lactone oxidase expression enhances NO production in endothelial cells, Biochem. Biophys. Res. Commun., 345, 1657-1662 (2006).
17. D. S. Kim, S. Y. Kim, J. H. Chung, K. H. Kim, H. C. Eun, and K. C. Park, Delayed ERK activation by ceramide reduces melanin synthesis in human melanocytes, Cell. Signalling, 14, 779-785 (2002).
18. A. K. Chakraborty, Y. Funasaka, M. Komoto, and M. Ichihashi, Effect of arbutin on melanogenic proteins in human melanocytes, Pigment Cell Res., 11, 206-212 (1998).
19. R. A. Sturm, R. D. Teasdale, and N. F. Box, Human pigmentation genes: Identification, structure and consequences of polymorphic variation, Gene, 277, 49-62 (2001).
20. T. Hauck, C. Landmann, F. Bruhlmann, and W. Schwab, Formation of 5-methyl-4-hydroxy-3[2H]-furanone in cytosolic extracts obtained from Zygosaccharomyces rouxii, J. Agr. Food Chem., 51, 1410-1414 (2003).
21. S. Kataoka, Functional effects of Japanese style fermented soy sauce (shoyu) and its components, J. Biosci. Bioeng., 100, 227-234 (2005).