title: Glycogen synthase kinase-3β inhibition of 6-(methylsulfinyl)hexyl isothiocyanate derived from wasabi (Wasabia japonica Matsum).
abstract: 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.
authors.affiliation: The United Graduate School of Agricultural Sciences, Iwate University, Morioka, Iwate 020-8550, Japan.
authors.forename: Jun
authors.initials: J
authors.lastname: Yoshida
authors.forename: Satomi
authors.initials: S
authors.lastname: Nomura
authors.forename: Naoyuki
authors.initials: N
authors.lastname: Nishizawa
authors.forename: Yoshiaki
authors.initials: Y
authors.lastname: Ito
authors.forename: Ken-ichi
authors.initials: K
authors.lastname: Kimura
mesh_terms: D038362:Glycogen Synthase Kinase 3 / Q000037:antagonists & inhibitors*; D000071679:Glycogen Synthase Kinase 3 beta; D006801:Humans; D020128:Inhibitory Concentration 50; D017879:Isothiocyanates / Q000737:chemistry* / Q000494:pharmacology*; D047428:Protein Kinase Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D031228:Wasabia / Q000737:chemistry*
chemical_list: C111984:6-methylsulfinylhexyl isothiocyanate; D017879:Isothiocyanates; D047428:Protein Kinase Inhibitors; C000605506:GSK3B protein, human; D000071679:Glycogen Synthase Kinase 3 beta; D038362:Glycogen Synthase Kinase 3