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Molecules 2007, 12(5), 1045-1056; doi:10.3390/12051045
Article

Effects of Quercetin on Mushroom Tyrosinase and B16-F10 Melanoma Cells

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Received: 12 April 2007; in revised form: 14 May 2007 / Accepted: 14 May 2007 / Published: 15 May 2007
(This article belongs to the Special Issue Phenolics and Polyphenolics)
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Abstract: In searching for tyrosinase inhibitors from plants using L-3,4-dihydroxyphenylalanine (L-DOPA) as a substrate, quercetin was found to be partially oxidized to the corresponding o-quinone under catalysis by mushroom tyrosinase (EC 1.14.18.1). Simultaneously, L-DOPA was also oxidized to dopaquinone and both o-quinones were further oxidized, respectively. The remaining quercetin partially formed adducts with dopaquinone through a Michael type addition. In general, flavonols form adducts with dopaquinone as long as their 3-hydroxyl group is free. Quercetin enhanced melanin production per cell in cultured murine B16-F10 melanoma cells, but this effect may be due in part to melanocytotoxicity. The concentration leading to 50% viable cells lost was established as 20 μM and almost complete lethality was observed at 80 μM.
Keywords: Quercetin; mushroom tyrosinase; adducts; murine B16-F10 melanoma cells; cytotoxicity Quercetin; mushroom tyrosinase; adducts; murine B16-F10 melanoma cells; cytotoxicity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Kubo, I.; Nitoda, T.; Nihei, K.-I. Effects of Quercetin on Mushroom Tyrosinase and B16-F10 Melanoma Cells. Molecules 2007, 12, 1045-1056.

AMA Style

Kubo I, Nitoda T, Nihei K-I. Effects of Quercetin on Mushroom Tyrosinase and B16-F10 Melanoma Cells. Molecules. 2007; 12(5):1045-1056.

Chicago/Turabian Style

Kubo, Isao; Nitoda, Teruhiko; Nihei, Ken-ichi. 2007. "Effects of Quercetin on Mushroom Tyrosinase and B16-F10 Melanoma Cells." Molecules 12, no. 5: 1045-1056.



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