Antifungal, phytotoxic and toxic metabolites produced by Penicillium purpurogenum

Antifungal, phytotoxic and toxic metabolites produced by Penicillium purpurogenum
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DOI:
10.1080/14786419.2014.940586
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发表时间:
2014-01-01
影响因子:
2.2
通讯作者:
Tian, Jun-Mian
Tian, Jun-Mian
中科院分区:
化学3区
文献类型:
--
作者:
Li, He;Wei, Jing;Tian, Jun-Mian

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9种已知代谢产物,6,8,1 '-三-O-甲基阿凡丁(1)、6,8-二-O-甲基阿凡宁(2)、6,8-二-O-甲基阿凡宁(3)、阿凡辛(4)、1,3-二羟基-6,8-二甲氧基-9,10-蒽醌(5)、6,8-二-O-甲基尼杜鲁芬(6)、6,8-二-O-甲基versiconol(7),从产紫青霉(Penicillium purpurogenum)的提取物中分离得到2个新化合物,分别为5-甲氧基杂色曲霉素(8)和(S)-奥硝唑(9)。对化合物进行了卤虫毒性、抗植物病原菌和植物毒作用评价。其中,化合物1和8对卤虫(Artemia salina)表现出最强的毒性,在10 μ M的低浓度下致死率为100%,与阳性对照川楝素相当。化合物1、4和7对番茄灰霉病菌的生长有一定的抑制作用。此外,4对赤霉病菌表现出中等的抑菌效果。此外,化合物6、7和9在100 μ M浓度下对萝卜幼苗有一定的药害作用.这是第一次报道从这种生物体中分离这些代谢产物。
Nine known metabolites, 6,8,1'-tri-O-methyl averantin (1), 6,8-di-O-methyl averufnin (2), 6,8-di-O-methyl averufanin (3), aversin (4), 1,3-dihydroxy-6,8-dimethoxy-9,10-anthraquinone (5), 6,8-di-O-methylnidurufin (6), 6,8-di-O-methyl versiconol (7), 5-methyoxysterigmatocystin (8) and (S)-ornidazole (9), were isolated from the extracts of Penicillium purpurogenum, and their structures were elucidated by using spectroscopic methods. The brine shrimp toxicity, anti-phytopathogenic and phytotoxic effects of these compounds were evaluated. Among them, compounds 1 and 8 exhibited the strongest toxicity against brine shrimp (Artemia salina), with lethality rates of 100% at a low concentration of 10 mu M, comparable to the positive control toosendanin. Compounds 1, 4 and 7 moderately inhibited the growth of Botrytis cinerea. Moreover, 4 displayed moderate antifungal effects on Gibberella saubinettii. In addition, compounds 6, 7 and 9 produced the phytotoxic effects on radish seedlings at 100 mu M. This is the first report on the isolation of these metabolites from this organism.