2-Hydroxy-4-isopropylbenzaldehyde, a potent partial tyrosinase inhibitor

K Nihei, Y Yamagiwa, T Kamikawa, I Kubo

Index: Nihei, Ken-Ichi; Yamagiwa, Yoshiro; Kamikawa, Tadao; Kubo, Isao Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 3 p. 681 - 683

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Citation Number: 43

Abstract

Chamaecin (2-hydroxy-4-isopropylbenzaldehyde) was synthesized and tested for its tyrosinase inhibitory activity. It partially inhibits the oxidation of l-3, 4-dihydroxyphenylalanine (l-DOPA) catalyzed by mushroom tyrosinase with an IC50 of 2.3 μM. The inhibition kinetics analyzed by Dixon plots found that chamaecin is a mixed type inhibitor. This inhibition may come in part from its ability to form a Schiff base with a primary amino group in the enzyme.