Glycogen Synthase Kinase-3β Inhibition of 6-(Methylsulfinyl)hexyl Isothiocyanate Derived from Wasabi (Wasabia japonica Matsum)

A new biological activity of 6-(methylsulfinyl)hexyl isothiocyanate derived from Wasabia japonica was discovered as an inhibitor of glycogen synthase kinase-3β. The most potent isothiocyanate, 9-(methylsulfinyl)hexyl isothiocyanate, inhibited glycogen synthase kinase-3β at a K i value of 10.5 μM and...

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Bibliographic Details
Published in:Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2011-01, Vol.75 (1), p.136-139
Main Authors: YOSHIDA, Jun, NOMURA, Satomi, NISHIZAWA, Naoyuki, ITO, Yoshiaki, KIMURA, Ken-ichi
Format: Article
Language:English
Subjects:
Biological and medical sciences
Fundamental and applied biological sciences. Psychology
Glycogen Synthase Kinase 3 - antagonists & inhibitors
Glycogen Synthase Kinase 3 beta
GSK-3β
Humans
Inhibitory Concentration 50
Isothiocyanates - chemistry
Isothiocyanates - pharmacology
methylsulfinyl isothiocyanate
Protein Kinase Inhibitors - chemistry
Protein Kinase Inhibitors - pharmacology
wasabi
Wasabia - chemistry
Wasabia japonica Matsum
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Summary:A new biological activity of 6-(methylsulfinyl)hexyl isothiocyanate derived from Wasabia japonica was discovered as an inhibitor of glycogen synthase kinase-3β. The most potent isothiocyanate, 9-(methylsulfinyl)hexyl isothiocyanate, inhibited glycogen synthase kinase-3β at a K i value of 10.5 μM and showed ATP competitive inhibition. The structure-activity relationship revealed an inhibitory potency of methylsulfinyl isothiocyanate dependent on the alkyl chain length and the sulfoxide, sulfone, and/or the isothiocyanate moiety.
ISSN:0916-8451
1347-6947
1347-6947
DOI:10.1271/bbb.100507