Protein Information

Name Tyrosinase
Synonyms LB24 AB; Monophenol monooxygenase; OCA1A; OCAIA; SK29 AB; TYR; TYR protein; Tumor rejection antigen AB…

Compound Information

Name eugenol
CAS 2-methoxy-4-(2-propen-1-yl)phenol

Reference List

PubMed Abstract RScore(About this table)
8620581 Rompelberg CJ, Ploemen JH, Jespersen S, van der Greef J, Verhagen H, van Bladeren PJ: Inhibition of rat, mouse, and human glutathione S-transferase by eugenol and its oxidation products. Chem Biol Interact. 1996 Jan 5;99(1-3):85-97.

Tyrosinase was used to oxidize eugenol.
143(1,3,3,3) Details
9158692 Krol ES, Bolton JL: Oxidation of 4-alkylphenols and catechols by tyrosinase: ortho-substituents alter the mechanism of quinoid formation. Chem Biol Interact. 1997 Apr 18;104(1):11-27.

For example, eugenol (4-allyl-2-methoxyphenol), which possesses 1 ortho-methoxy substituents, is not oxidized to a o-quinone or a QM.
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9606954 Sugumaran M, Bolton JL: Laccase--and not tyrosinase--is the enzyme responsible for quinone methide production from 2,6-dimethoxy-4-allyl phenol. Arch Biochem Biophys. 1998 May 15;353(2):207-12.


Tyrosinase, which is known to possess both monophenol monooxygenase activity (EC 1.14.18.1, tyrosine, 3,4-dihydroxyphenylalanine:oxygen oxidoreductase) and o-diphenoloxidase activity (EC 1.10.3.1, o-diphenol:oxygen oxidoreductase), has been shown to exhibit other related activities.
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8205125 Shirota S, Miyazaki K, Aiyama R, Ichioka M, Yokokura T: Tyrosinase inhibitors from crude drugs. Biol Pharm Bull. 1994 Feb;17(2):266-9.

Marked activity was observed in Chouji and Yakuchi extracts and the active substances in these extracts were identified as eugenol and yakuchinone A, respectively.
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19288216 Panich U, Kongtaphan K, Onkoksoong T, Jaemsak K, Phadungrakwittaya R, Thaworn A, Akarasereenont P, Wongkajornsilp A: Modulation of antioxidant defense by Alpinia galanga and Curcuma aromatica extracts correlates with their inhibition of UVA-induced melanogenesis. Cell Biol Toxicol. 2010 Apr;26(2):103-16. Epub 2009 Mar 15.

Moreover, TLC-densitometric analysis detected the presence of eugenol and curcuminoids in AG and CA, respectively.
Hence, this study investigated the antimelanogenic effects of AG and CA extracts (3.8-30 microg/ml) by assessing tyrosinase activity, tyrosinase mRNA levels, and melanin content in human melanoma cells (G361) exposed to UVA.
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