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Kojic acid–amino acid amide metal complexes and their melanogenesis inhibitory activities
Author(s) -
Kwak SeonYeong,
Choi HyeRyung,
Park KyoungChan,
Lee YoonSik
Publication year - 2011
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.1404
Subject(s) - kojic acid , tyrosinase , chemistry , amide , amino acid , peptide , copper , inhibitory postsynaptic potential , biochemistry , enzyme , stereochemistry , organic chemistry , neuroscience , biology
Tyrosinase plays a critical role in the early stages of the melanin synthetic pathway by catalyzing the oxidation of the substrate. Therefore, tyrosinase inhibitors have been intensively studied in both cosmetic and food industries to develop hypopigmentary agents and prevent enzymatic browning in food. Previously, we reported that kojic acid–amino acid amide (KA‐AA‐NH 2 ) showed enhanced tyrosinase inhibitory activity compared with kojic acid alone, but this was not observed in a cell test because of poor cell permeability. To enhance cell permeability, we prepared copper and zinc complexes of KA‐AA‐NH 2 and characterized them using FT‐IR spectroscopy, ESI‐MS spectrometry, and inductively coupled plasma analysis. We then showed that KA‐AA‐NH 2 copper complexes exhibited melanogenesis inhibitory activity in Mel‐Ab cells. Copyright © 2011 European Peptide Society and John Wiley & Sons, Ltd.