✦ LIBER ✦

Synthesis and tyrosinase inhibitory activity of novel N-hydroxybenzyl-N-nitrosohydroxylamines

✍ Scribed by Mitsuhiro Shiino; Yumi Watanabe; Kazuo Umezawa

Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 137 KB
Volume: 31
Category: Article
ISSN: 0045-2068
DOI: 10.1016/s0045-2068(03)00026-9

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✦ Synopsis

Several novel N-substituted N-nitrosohydroxylamines were synthesized. They all inhibited mushroom tyrosinase, but the type of inhibition was different depending on the substituent. Some N-(mono- or dihydroxybenzyl)-N-nitrosohydroxylamines exhibited uncompetitive inhibition with respect to L-dopa. Among them, compound 6 was also a competitive inhibitor with respect to oxygen. This observation suggests that another interaction by the meta- or para-hydroxyl group might stabilize the binding of the inhibitor to the enzyme through the oxygen binding site.

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