Morita Yasuhiro, Matsumura Eiko, Okabe Toshihiro, Shibata Mitsunobu, Sugiura Masaaki, Ohe Tatsuhiko, Tsujibo Hiroshi, Ishida Nakao, Inamori Yoshihiko
Osaka Organic Chemical Industry, Ltd, Osaka, Japan.
Biol Pharm Bull. 2003 Oct;26(10):1487-90. doi: 10.1248/bpb.26.1487.
Tropolone (1). showed strong insecticidal activity on Tyrophagus putrescentiae and Dermatophagoides farinae. The insecticidal effect of 1 on both insects was stronger than that of hinokitiol (2, 4-isopropyltropolone: major component of Thujopsis dolabrata SIEB. et ZUCC. hondai MAKINO). The insecticidal activity of both compounds was higher than that of N,N-diethyl-m-toluamide (DEET), used as a positive control. Compound 1 had potent insecticidal activity against Coptotermes formosanus, although its activity was much lower than that of commercial chloropyrifos. Like 2, 1 showed the inhibitory activity toward metalloproteases such as carboxypeptidase A, collagenase and thermolysin and their inhibitory activities were much higher than that of 1,10-phenanthroline, used as a positive control. The inhibitory activity of 1 on carboxypeptidase A was especially high, its 50% inhibitory concentrations (IC(50)) being 2.73 x 10(-6) M. This inhibitory activity was as high as that of 2 (IC(50): 2.76 x 10(-6) M). Compound 1 inhibited the growth of seven kinds of plant-pathogenic fungi and their minimum inhibitory concentration (MIC) values were in the range of 6.0-50.0 microg/ml. In particular, 1 showed strong antifungal activity on Pythium aphanidermatum IFO-32440 (MIC: 6.0 microg/ml).
托酚酮（1）对腐食酪螨和粉尘螨表现出很强的杀虫活性。1对这两种昆虫的杀虫效果比扁柏酚（2,4-异丙基托酚酮：台湾扁柏的主要成分）更强。这两种化合物的杀虫活性均高于用作阳性对照的N,N-二乙基间甲苯酰胺（避蚊胺）。化合物1对台湾乳白蚁具有较强的杀虫活性，尽管其活性远低于市售毒死蜱。与2一样，1对金属蛋白酶如羧肽酶A、胶原酶和嗜热菌蛋白酶表现出抑制活性，且它们的抑制活性远高于用作阳性对照的1,10-菲啰啉。1对羧肽酶A的抑制活性尤其高，其50%抑制浓度（IC50）为2.73×10−6 M。这种抑制活性与2（IC50：2.76×10−6 M）相当。化合物1抑制七种植物致病真菌的生长，其最低抑菌浓度（MIC）值在6.0 - 50.0微克/毫升范围内。特别是，1对瓜果腐霉IFO - 32440表现出很强的抗真菌活性（MIC：6.0微克/毫升）。
