Antiplatelet and anticancer isothiocyanates in Japanese domestic horseradish, Wasabi.
6-Methylsulfinylhexyl isothiocyanate (MS-ITC) was isolated from wasabi (Wasabia japonica, Japanese domestic horseradish) as a potential inhibitor of human platelet aggregation in vitro through our extensive screening of vegetables and fruits. In the course of an another screening for the induction of glutathione S-transferase (GST) activity in RL34 cells, MS-ITC was inadvertently isolated from wasabi as a potential inducer of GST. MS-ITC administered to rats or mice also showed both activities in vivo. As a result from elucidation of the platelet aggregation inhibition and the GST induction mechanisms of MS-ITC, the isothiocyanate moiety of MS-ITC plays an important role for antiplatelet and anticancer activities because of its high reactivity with sulfhydryl (RSH) groups in biomolecules (GSH, cysteine residue in a certain protein, etc.).
Morimitsu
Y
Y
Laboratory of Food and Biodynamics, Nagoya University Graduate School of Bioagricultural Sciences, 464-8601, Nagoya, Japan. monyan@cc.ocha.ac.jp
Hayashi
K
K
Nakagawa
Y
Y
Fujii
H
H
Horio
F
F
Uchida
K
K
Osawa
T
T
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D019607:Brassicaceae / Q000737:chemistry*; D004790:Enzyme Induction; D005982:Glutathione Transferase / Q000096:biosynthesis; D006801:Humans; D017879:Isothiocyanates / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007564:Japan; D051379:Mice; D015394:Molecular Structure; D010975:Platelet Aggregation Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D011817:Rabbits; D051381:Rats; D013329:Structure-Activity Relationship; D014675:Vegetables
C111984:6-methylsulfinylhexyl isothiocyanate; D000972:Antineoplastic Agents, Phytogenic; D017879:Isothiocyanates; D010975:Platelet Aggregation Inhibitors; D005982:Glutathione Transferase