Relationship Between Tyrosinase Inhibitory Action and Oxidation-Reduction Potential of Cosmetic Whitening Ingredients and Phenol Derivatives

Sakuma, Katsuya; Ogawa, Masayuki; Sugibayashi, Kenji; Yamada, Koh-ichi; Yamamoto, Katsumi

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자료유형: 학술저널

저자정보: Sakuma, Katsuya (Faculty of Pharmaceutical Sciences, Josai University, Japan) Ogawa, Masayuki (Faculty of Pharmaceutical Sciences, Josai University, Japan) Sugibayashi, Kenji (Faculty of Pharmaceutical Sciences, Josai University, Japan) Yamada, Koh-ichi (Faculty of Pharmaceutical Sciences, Josai University, Japan) Yamamoto, Katsumi (Faculty of Pharmaceutical Sciences, Josai University, Japan)

저널정보: 대한약학회 Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea 제22권 제4호

발행연도: 1999.1

수록면: 335 - 339 (5page)

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The oxidation-reduction potentials of cosmetic raw materials, showing tyrosinase inhibitory action, and phenolic compounds structurally similar to L-tyrosine were determined by cylcic voltammetry. The voltammograms obtained could be classified ito 4 patterns (patterns 1-4). Patterns 1, characterized by oxidation and reduction peaks as a pair, was observed with catechol, hydroquinone or phenol, and pattern 2 exhibiting another oxidation peak in addition to oxidation and reduction peaks as a pair was found with arbutin, kojic acid, resorcinol, methyl p-hydroxybenzoate and L-tyrosine as the substrate of tyrosinase. Pattern 3 with an independent oxidation peak only was expressed by L-ascorbic acid, and pattern 4 with a reduction peak only at high potentials, by hinokitiol. The tyrosinase inhibitory activity of these compounds was also evaluated using the 50% inhibitory concentration ($IC_{50}$) and the inhibition constant (Ki) as parameters. Hinokitiol, classified as patterns 4, showed the highest inhibitory activity (lowest $IC_{50}$ and Ki). Hydroquinone showing the second highest activity belonged to pattern 1, which also included compounds exhibiting pattern 2 was relatively low with Ki values being in the order of 10-4 M. Although there was no consistent relationship between oxidation-reduction potentials and tyrosinase inhibitory action, the voltammetry data can be used as an additional index to establish the relationship between the structure and the tyrosine inhibitory activity.

#Phenol derivative #Cosmetic whitening ingredient #Tyrosinase inhibitory action #Oxidation-reduction potential #Cyclic voltammetry

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