2-hydroxy-4-isopropylbenzaldehyde, a potent partial tyrosinase inhibitor.
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 IC(50) of 2.3 microM. 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.
Nihei
Ken-ichi
K
Department of Environmental Science, Policy and Management, University of California, Berkeley, CA 94720-3112, USA.
Yamagiwa
Yoshiro
Y
Kamikawa
Tadao
T
Kubo
Isao
I
D000363:Agaricales / Q000737:chemistry / Q000201:enzymology; D001547:Benzaldehydes / Q000138:chemical synthesis / Q000494:pharmacology*; D015259:Dopamine Agents / Q000737:chemistry / Q000378:metabolism; D004791:Enzyme Inhibitors / Q000302:isolation & purification / Q000494:pharmacology*; D007700:Kinetics; D007980:Levodopa / Q000737:chemistry* / Q000378:metabolism; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors*; D010084:Oxidation-Reduction
D001547:Benzaldehydes; D015259:Dopamine Agents; D004791:Enzyme Inhibitors; C118297:2-hydroxy-4-methoxybenzaldehyde; D007980:Levodopa; D014442:Monophenol Monooxygenase