Biological and Pharmaceutical Bulletin p. 254 - 256 (2000)
Update date:2022-08-05
Topics:
Matsumura, Eiko
Nishinaka, Takahiro
Tsujibo, Hiroshi
Hachiken, Hiroko
Miki, Yasuyoshi
Sakagami, Yoshikazu
Inamori, Yoshihiko
Of a series of synthetic alkyl 2-(acylthio)benzoate (1-20), all the derivatives except for n-butyl 2-butyrylthiobenzoate (18) and n-butyl 2-n- valerylthiobenzoate (20) showed clear phytogrowth-inhibitory activity. All the compounds tested except for methyl 2-butyrylthiobenzoate (3) exhibited cytotoxic activity on mouse splenic T cells. Strong phytogrowth-inhibition and cytotoxic activity were found with 1, 6, 11 and 16 with an acetylthio group at C-2, suggesting that the acetyl group seems to play an important role in both activities of alkyl 2(acylthio)benzoates. Among them, methyl 2- acetylthiobenzoate (1) was the strongest inhibitor. On the other hand, potent inhibition of prolyl endopeptidase was exhibited by 2, 7, 12 and 17 with a propionylthio group at C-2. These findings imply that a propionyl group might be useful for increasing the inhibitory activity against on prolyl endopeptidase.
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