Novel Bithiophene Dimers from Echinops latifolius as Potential Antifungal and Nematicidal Agents
文献类型： 外文期刊
作者： Wu, Hai-bo 2 ; Wu, Hai-bin 1 ; Kuang, Ming-shan 2 ; Lan, Hui-peng 2 ; Wen, Yu-xin 2 ; Liu, Ting-ting 3 ;
作者机构： 1.Shandong Inst Pomol, Tai An 271000, Shandong, Peoples R China
2.Minzu Univ China, Coll Life & Environm Sci, Beijing 100081, Peoples R China
3.Chinese Acad Agr Sci, Biotechnol Res Inst, Beijing 100081, Peoples R China
关键词： Echinops latifolius; bithiophene dimers; 1,3-dioxolane; 1,4-dioxane; antifungal activity; nematicidal activity
期刊名称：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY （ 影响因子：5.279； 五年影响因子：5.269 ）
ISSN： 0021-8561
年卷期： 2020 年 68 卷 43 期
页码：
收录情况： SCI
摘要： Three novel dimeric bithiophenes, echinbithiophenedimers A-C (1-3), along with two known thiophenes, 4 and 5, were obtained from Echinops latifolius, and their structures were identified through extensive spectroscopic analysis and electronic circular dichroism calculations. Compounds 1-3 possessed new carbon skeletons; they are dimeric bithiophenes with 1 and 2 featuring an unprecedented 1,3-dioxolane ring system and 3 featuring an unusual 1,4-dioxane ring. These compounds are the first examples of bithiophene dimers furnished by different cyclic diethers. Dimeric bithiophenes 1-3 had good antifungal activities against five phytopathogenic fungi, and compound 3 showed excellent activity against Alternaria alternate and Pyricularia oryzae, with a minimal inhibitory concentration value of 8 mu g/mL, which was close to or higher than that of carbendazim. Moreover, its effect on the mycelial morphology was observed by scanning electron microscopy. Compounds 1-3, which were demonstrated to be nonphototoxic thiophenes, exhibited better nematicidal activity than the commercial nematicide ethoprophos against Meloidogyne incognita. This study revealed that dimeric bithiophenes containing 1,3-dioxolane or 1,4-dioxane rings could be used as novel antifungal and nematicidal agents for controlling plant fungal and nematode pathogens.
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