Synthesis of Amino Acid Derivatives of Kojic Acid and Their Tyrosinase Inhibitory Activity

Six N-carbobenzozy amino acid derivatives of kojic acid were synthesized to improve the tyrosinase inhibitory activity of kojic acid. All derivatives showed stronger activities than kojic acid. Among them, the L-phenylalanine derivative was the strongest inhibitor and its IC 50 value was about 1/80...

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Bibliographic Details
Published in:Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 1995, Vol.59 (9), p.1745-1746
Main Authors: Kobayashi, Yoshikane, Kayahara, Hiroshi, Tadasa, Koji, Nakamura, Toshiko, Tanaka, Hiroshi
Format: Article
Language:English
Subjects:
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Chemistry
Enzymes and enzyme inhibitors
Exact sciences and technology
Fundamental and applied biological sciences. Psychology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Organic chemistry
Oxidoreductases
Preparations and properties
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Summary:Six N-carbobenzozy amino acid derivatives of kojic acid were synthesized to improve the tyrosinase inhibitory activity of kojic acid. All derivatives showed stronger activities than kojic acid. Among them, the L-phenylalanine derivative was the strongest inhibitor and its IC 50 value was about 1/80 that for kojic acid. The inhibition mechanism of these derivatives is considered to be a noncompetitive one similar to that of kojic acid.
ISSN:0916-8451
1347-6947
DOI:10.1271/bbb.59.1745