Novel Bithiophene Dimers from Echinops latifolius as Potential Antifungal and Nematicidal Agents
Novel Bithiophene Dimers from Echinops latifolius as Potential Antifungal and Nematicidal Agents
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来自 Echinops latifolius 的新型联噻吩二聚体作为潜在的抗真菌和杀线虫剂
DOI：
10.1021/acs.jafc.0c00169
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发表时间：
2020-10-23
影响因子：
6.1
通讯作者：
Liu, Ting-ting
中科院分区：
文献类型：
--
作者：
Wu, Hai-bo;Wu, Hai-bin;Liu, Ting-ting
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.
