曹云, 侯宗敏, 董存柱, 曹凤勤, 陶敏, 余森泉, 夏玉莲, 伍显锋. 两种海洋真菌混合发酵的次级代谢产物及杀虫活性研究[J]. 农药学学报, 2022, 24(2): 423-428. DOI: 10.16801/j.issn.1008-7303.2021.0179
    引用本文: 曹云, 侯宗敏, 董存柱, 曹凤勤, 陶敏, 余森泉, 夏玉莲, 伍显锋. 两种海洋真菌混合发酵的次级代谢产物及杀虫活性研究[J]. 农药学学报, 2022, 24(2): 423-428. DOI: 10.16801/j.issn.1008-7303.2021.0179
    CAO Yun, HOU Zongmin, DONG Cunzhu, CAO Fengqin, TAO Min, YU Senquan, XIA Yulian, WU Xianfeng. Study on secondary metabolites and insecticidal activities of mixed fermentation of two marine fungi[J]. Chinese Journal of Pesticide Science, 2022, 24(2): 423-428. DOI: 10.16801/j.issn.1008-7303.2021.0179
    Citation: CAO Yun, HOU Zongmin, DONG Cunzhu, CAO Fengqin, TAO Min, YU Senquan, XIA Yulian, WU Xianfeng. Study on secondary metabolites and insecticidal activities of mixed fermentation of two marine fungi[J]. Chinese Journal of Pesticide Science, 2022, 24(2): 423-428. DOI: 10.16801/j.issn.1008-7303.2021.0179

    两种海洋真菌混合发酵的次级代谢产物及杀虫活性研究

    Study on secondary metabolites and insecticidal activities of mixed fermentation of two marine fungi

    • 摘要: 为了研究海洋真菌哈茨木霉Trichoderma harzianum ABC19819和短柄青霉菌Penicillium Brefeldianum ABC190807混合发酵产生的次级代谢产物,利用硅胶柱色谱、Sephadex LH-20凝胶柱色谱和薄层色谱等多种分离纯化手段对混合发酵所产生的次级代谢产物进行分离纯化,结合波谱分析技术(1H NMR、13C NMR、ESI-MS)及文献对比鉴定了化合物的结构。以埃及伊蚊Aedes aegypti 3龄幼虫为研究对象,对分离鉴定得到的化合物进行活性评价。结果表明,从2株真菌混合培养的发酵产物中分离得到6个已知化合物,分别鉴定为agathic acid ( 1 )、4-羟基苯甲醛 ( 2 )、nafuredin ( 3 )、4-羟基-3,6-二甲基-2H-吡喃酮 ( 4 )、甲瓦龙酸内酯 ( 5 )和brefeldin A ( 6 ),其中化合物 1 为首次由哈茨木霉与短柄青霉菌的混合发酵物中分离得到。化合物 13 对埃及伊蚊3龄幼虫表现出明显的毒杀活性,处理72 h后的LC50值分别为162 mg/L和240 mg/L。该研究对于通过混合发酵得到具有杀虫活性的化合物具有重要参考价值。

       

      Abstract: In order to study the secondary metabolites produced by the mixed fermentation of marine fungi Trichoderma harzianum ABC19819 and Penicillium brefeldianum ABC190807, silica gel, Sephadex LH-20 gel and thin-layer chromatography were used to isolate and purify the secondary metabolites produced by the mixed fermentation. The structures of the compounds were identified by 1H NMR, 13C NMR, ESI-MS and compared with the data in the literatures. The activities of the compounds were evaluated using the third instar larvae of Aedes aegypti. The results showed that six known compounds were isolated from the mixed culture fermentation products of the two strains and were identified as Agathic acid ( 1 ), 4-hydroxybenzaldehyde ( 2 ), nafuredin ( 3 ), 4-hydroxy-3,6-dimethyl-2H-pyranone ( 4 ). Mevalonolactone ( 5 ) and brefeldin A ( 6 ), of which compound 1 was isolated for the first time from the mixed culture fermentation products of the two strains. Compounds 1 and 3 showed significant insecticidal activity against the third instar larvae of A. aegypti, with LC50 values of 162 mg/L and 240 mg/L after 72 h of treatment. This study is of great value for obtaining compounds with insecticidal activities through mixed fermentation.

       

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