Phytotoxic and Antimicrobial Terrein Derivatives and Butenolides Isolated from the Endophytic Fungus Aspergillus terreus HT5
文献类型： 外文期刊
作者： Wang, Wei 1 ; Xu, Kang-Wen 1 ; Wang, Mei 1 ; Wu, Peng 1 ; Zhang, Zi-Ru 1 ; Gao, Xi 4 ; Li, Yi-Qiang 1 ; Wu, Guo-Xing 4 ; Zhang, Cheng-Sheng 1 ; Zhao, Dong-Lin 1 ;
作者机构： 1.Chinese Acad Agr Sci, Tobacco Res Inst, Qingdao 266101, Peoples R China
2.Zhejiang Acad Agr Sci, Citrus Res Inst, Taizhou 318026, Peoples R China
3.Huazhong Agr Univ, Coll Sci, Wuhan 430070, Peoples R China
4.Yunnan Agr Univ, Coll Plant Protect, Kunming 650201, Peoples R China
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
页码：
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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