Phytotoxic and Antimicrobial Terrein Derivatives and Butenolides Isolated from the Endophytic Fungus Aspergillus terreus HT5

文献类型: 外文期刊

第一作者: Wang, Wei

作者: Wang, Wei;Xu, Kang-Wen;Wang, Mei;Wu, Peng;Zhang, Zi-Ru;Li, Yi-Qiang;Zhang, Cheng-Sheng;Zhao, Dong-Lin;Wang, Wei;Wu, Peng;Gao, Xi;Wu, Guo-Xing

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关键词: terrein derivatives; butenolides; phytotoxicity; antioomycetes; transcriptome

期刊名称:JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ( 影响因子:6.1; 五年影响因子:6.3 )

ISSN: 0021-8561

年卷期: 2023 年 71 卷 51 期

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收录情况: SCI

摘要: Two new terrein derivatives, aspergilethers A and B (1 and 2), two known analogues (3 and 4), and three known butenolides (5-7) were isolated from the endophyte Aspergillus terreus HT5. Their structures were determined by spectroscopic analysis and ECD and NMR calculations. Interestingly, 1 and 2 had unpresented medium aliphatic side chains in terrein derivatives, with different absolute configurations at C-7, which was very scarce. (+)-Terrein (3) exhibited potent postemergence phytotoxicity toward Amaranthaceae, Portulacaceae, and Fabaceae, with MIC values of 250-1000 mu g/mL. Transcriptome analysis and qRT-PCR suggested that (+)-terrein induced the transcriptional expression of aging-related genes to accelerate organ senescence and stimulated plant detoxification response. The conjugated system between keto carbonyl and double bonds in the cyclopentenone ring and side chain, and the configurations of C-2 and C-3, played critical roles in the phytotoxicity of terrein derivatives. Meanwhile, 3 was first reported to display moderate antioomycetes activity toward Phytophthora nicotiana.

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