Inhibitory effects of some flavonoids on the activity of mushroom tyrosinase

Mushroom tyrosinase (EC 1.14.18.1) is a copper containing oxidase that catalyzes both the hydroxylation of tyrosine into o-diphenols and the oxidation of o-diphenols into o-quinones, and then forms brown or black pigments. In the present study, the effects of some flavonoids on the oxidation of L-3,...

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Bibliographic Details
Published in:Biochemistry (Moscow) 2003-04, Vol.68 (4), p.487-491
Main Authors: Xie, Li-Ping, Chen, Qing-Xi, Huang, Huang, Wang, Hong-Zhong, Zhang, Rong-Qing
Format: Article
Language:English
Subjects:
Agaricales - enzymology
Apigenin
Binding, Competitive
Catalysis
Copper
Copper - metabolism
Dose-Response Relationship, Drug
Enzyme Inhibitors - chemistry
Enzyme Inhibitors - pharmacology
Flavonoids
Flavonoids - chemistry
Flavonoids - pharmacology
Kinetics
Luteolin
Models, Chemical
Molecular Structure
Monophenol Monooxygenase - antagonists & inhibitors
Monophenol Monooxygenase - metabolism
Mushrooms
Oxidation
Quercetin - chemistry
Quercetin - pharmacology
Rutin - chemistry
Rutin - pharmacology
Structure-Activity Relationship
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Summary:Mushroom tyrosinase (EC 1.14.18.1) is a copper containing oxidase that catalyzes both the hydroxylation of tyrosine into o-diphenols and the oxidation of o-diphenols into o-quinones, and then forms brown or black pigments. In the present study, the effects of some flavonoids on the oxidation of L-3,4-dihydroxyphenylalanine (L-DOPA) have been studied. The results show that flavonoids can lead to reversible inhibition of the enzyme. A kinetic analysis showed that the flavonols are competitive inhibitors, whereas luteolin is an uncompetitive inhibitor. The rank order of inhibition was: quercetin > galangin > morin; fisetin > 3,7,4;-trihydroxyflavone; luteolin > apigenin > chrysin.
ISSN:0006-2979
1608-3040
DOI:10.1023/A:1023620501702