46(P01) 糸状菌の生産する新規殺ブラインシュリンプ活性物質(ポスター発表の部)

概要

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In continuation of our studies on microbes that produce insecticidal compounds, we obtained a fungal isolate of Penicillium sp. NTC-47 from soil. When grown on okara (insoluble residue of whole soybean), this strain showed the toxic effect to brine shrimps (Artemia salina). Bioassay-guided purification Iead to the isolation of two active compounds 1 and 2, and one related compound 3. The structure of 2 was established spectroscopically, and finally by X- ray crystarography to be 3-methoxy-4, 5-dihydroxy-4- (4'-methoxyphenyl)-isoquinolinone. 3 was deduced to be 5-deoxy-2. 1 had the same isoquinolinone carbon skeleton with an additional C_<10> side chain, which contained a trans- double bond, three tertiary methyls, an oxymethylene, a-CH_2-CH2-group and two quaternary carbons. The structure of 1 was elucidated spectroscopically and it was shown that 1 was a mixture of two epimers at C_<11>. The LD_<50> values of 1 and 2 against brine shrimps were 0.9 and 20μg/ml, respectively, indicating that the side chain of 1 enhances the toxicity. On the other hand, 3 showed no activity. These facts strongly indicated that the phenolic hydroxyl is necessary to exhibit the toxicity.
天然有機化合物討論会の論文
1996-09-02