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

Abstract：

: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.

journal_name

Bioorg Chem

journal_title

Bioorganic chemistry

authors

Shiino M,Watanabe Y,Umezawa K

doi

10.1016/S0045-2068(03)00026-9

subject

Has Abstract

pub_date

2003-04-01 00:00:00

pages

129-35

issue

2

eissn

0045-2068

issn

1090-2120

pii

S0045206803000269

journal_volume

31

pub_type

杂志文章

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