Ethyl-(4-hydroxyphenyl) oxamate sodium salt as a strong melanin biosynthesis inhibitor

Journal of Applied Biological Chemistry

Volumn 54, Issue 1, 2011, Pages 66-72

  Cho, Yong Kweon ^a   Shin, Dong Soo ^b  

^a National University   (South Korea)

^b Changwon National University   (South Korea)

Author keywords

Ethyl (4 hydroxyphenyl)oxamate sodium salt; Hydroxyaniline derivatives; Melanin biosynthesis; Skin whitening agent; Tyrosinase inhibitor

Indexed keywords

BASIDIOMYCOTA;

EID: 79952720778     PISSN: 19760442     EISSN: None     Source Type: Journal    
DOI: 10.3839/jksabc.2011.009     Document Type: Article

References (23)

1. Battaini G, Monzani E, Casella L, Santagostini L, and Pagliarin R (2005) Inhibition of the catecholase activity of biomimetic dinuclear copper complexes by kojic acid. J Biol Inorg Chem 5, 262-268.
2. Cary JW, Lax AR, and Flurkey WH (1992) Cloning and characterization of cDNAs coding for Vicia faba polyphenol oxidase. Plant Mol Biol 20, 245-253.
3. Curto EV, Kwong C, Hermersdoerfer H, Glatt H, Santis C, Virador V, Hearing VJ, and Dooley TP (1999) Inhibitors of mammalian melanocyte tyrosinase: in vitro comparisons of alkyl esters of gentisic acid with other putative inhibitors. Biochem Pharmacol 57, 663-672.
4. Fujita Y, Uraga Y, and Ichisimara E (1995) Molecular cloning and nucleotide sequence of the protyrosinase gene from Aspergillus oryzae and expression of the gene in yeast cells. Biochim Biophys Acta 1261, 151-154.
5. Jackson IJ, Chambers DM, Tsukamoto K, Copeland NG, Gilbert DJ, Jenkins NA, and Hearing V (1992) A second tyrosinase-related protein, TRP-2, maps to and is mutated at the mouse slaty locus. EMBO J 11, 527-535.
6. Jaenicke E and Decker H (2003) Tyrosinases from crustaceans form hexamers. Biochem J 371, 515-523.
7. Jin YH, Lee SJ, Chung MH, Park YI, Cho TH, and Lee SK (1999) A loesin and arbutin inhibit tyrosinase activity in a synergistic manner via a different action mechanism. Archives of Pharmacal Research 22, 232-236.
8. Kanade SR, Suhas VL, Chandra N, and Gowda LR (2007) Functional interaction of diphenols with polyphenol oxidase. Molecular determinants of substrate/inhibitorspecificity. FEBS J 274, 4177-4187.
9. Kim YJ and Uyama H (2005) Tyrosinase inhibitors from natural and synthetic sources: Structure, inhibition mechanism and perspective for the future. Cell Mol Life Sci 62, 1707-1723.
10. Kobayashi T, Urabe K, Winder A, Jimenez-Cervantes C, Imokawa G, Brewington T, Solano F, Garcia-Borron JC, and Hearing VJ (1994) Tyrosinase related protein 1 (TRP1) functions as a DHICA oxidase in melanin biosynthesis. EMBO J 13, 5818-5825.
11. Kubo I and Kinst-Hori I (1988) Tyrosinase inhibitors from cumin. J Agric Food Chem 46, 5338-5341.
12. Kubo I, Kinst-Hori I, Chaudhuri SK, Kubo Y, Sanchez Y, and Ogura T (2000) Flavonols from Heterotheca inuloides: Tyrosinase inhibitory activity and structural criteria. Bioorgan Medicinal Chem 8, 1749-1755.
13. Lang WH and van Holde KE (1991) Cloning and sequencing of octopus dofleini hemocyanin cDNA: derived sequences of functional units Ode and Odf. Proc Natl Acad Sci 88, 244-248.
14. Lee HS (2002) Tyrosinase inhibitors of Pulsatilla cernua rootderived materiala. J Agri c Food Chem 50, 1400-1403.
15. Lerch K (1988) Protein and active-site structure of tyrosinase. In Advances in Pigment Cell Research, Bagnara JT (ed.), pp. 85-98, Alan R. Liss, New York, NY, USA.
16. Likhitwitayawuid K (2008) Stilbenes with tyrosinase inhibitory activity. Curr Sci 94, 44-52.
17. Linzen B (1989) Blue blood: Structure and evolution of hemocyanin. Naturwissenschaften 76, 206-211.
18. Matoba Y, Kumagai T, Yamamoto A, Yoshitsu H, and Sugiyama M (2006) Crystallographic evidence that the dinuclear copper center of tyrosinase is flexible during catalysis. J Biol Chem 281, 8981-8990.
19. Mayer AM (2006) Polyphenol oxidases in plants and fungi: Going places? Phytochem 67, 2318-2331.
20. Perez-Bernal A, Munoz-Perez AM, and Camacho MF (2000) Management of facial hyperpigmentation. Am J Clin Dermatol 1, 261-268.
21. Solano F, Martinez-Liarte JH, Jimenez-Cervantes C, Garcia- Borron JC, and Lozano JA (1994) Dopachrome tautomerase is a zinc-containing enzyme. Biochem Biophys Res Commun 204, 1243-1250.
22. Solomon EI, Sundaram UM, and Machonkin TE (1996) Multicopper oxidases and oxygenases. Chem Rev 96, 2563-2605.
23. Yagi A, Kanbara T, and Morinobu N (1987) Inhibition of mushroom tyrosinase by aloe extract. Planta Med 53, 515-517.