Hayashi Hideo, Nakatani Tadashi, Inoue Yoshiki, Nakayama Mitsuru, Nozaki Hiroshi
a Department of Applied Biological Chemistry, College of Agriculture , Osaka Prefecture University , Sakai, Osaka 593 , Japan.
b Department of Biological Chemistry, Faculty of Science , Okayama University of Science , Ridai-cho, Okayama 700 , Japan.
Biosci Biotechnol Biochem. 1997 Jan;61(5):914-916. doi: 10.1271/bbb.61.914.
Penicillium sp. NTC-47, which had been isolated from a soil sample, produced novel dihydroquinolinones when cultured with okara (the insoluble residue of whole soybean). These metabolites, 1 and 2, were crystalline products with molecular formulas of CHNO and CHNO, respectively. The structure of 1 was established to be 3-methoxy-4,5-dihydroxy-4-(4'-methoxyphenyl)-quinolinone by spectroscopic evidence and by an X-ray crystal-lographic analysis. Spectral data indicated the structure of 2 to be 5-deoxy-l. Compound 1 demonstrated toxicity against brine shrimp with an LC value of 20μg/ml, but 2 exhibited no activity at a dose of 100 μg/ml.
从土壤样本中分离出的青霉属菌株NTC - 47,与豆渣(全大豆的不溶性残渣)一起培养时会产生新型二氢喹啉酮。这些代谢产物1和2分别是分子式为C₉H₉NO₂和C₉H₉NO的结晶产物。通过光谱证据和X射线晶体学分析确定1的结构为3 - 甲氧基 - 4,5 - 二羟基 - 4 - (4'-甲氧基苯基) - 喹啉酮。光谱数据表明2的结构为5 - 脱氧 - 1。化合物1对卤虫表现出毒性,LC₅₀值为20μg/ml,但化合物2在100μg/ml的剂量下没有活性。