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由宿主银杏提取物培养的拟球腔菌属真菌产生的抗真菌和拒食萜类化合物。

Antifungal and antifeedant terpenoids from Paraphaeosphaeria sp. cultured by extract of host Ginkgo biloba.

作者信息

Su Shuang, Yang Xue-Qiong, Yang Ya-Bin, Ding Zhong-Tao

机构信息

Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, Yunnan Characteristic Plant Extraction Laboratory, School of Chemical Science and Technology, Yunnan University, Kunming, 650091, PR China.

Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, Yunnan Characteristic Plant Extraction Laboratory, School of Chemical Science and Technology, Yunnan University, Kunming, 650091, PR China.

出版信息

Phytochemistry. 2023 Jun;210:113651. doi: 10.1016/j.phytochem.2023.113651. Epub 2023 Mar 23.

DOI:10.1016/j.phytochem.2023.113651
PMID:36965762
Abstract

Five undescribed terpenoids including a polyketide-terpenoid hybrid paraphaone, and four eremophilane sesquiterpenoids, paraphaterpenes A-D, as well as two known compounds were isolated from the endophytic fungus Paraphaeosphaeria sp. cultured by extract of host Ginkgo biloba L. The structures were established by spectroscopic analyses, and the single-crystal X-ray diffraction. The antifungal activity of Paraphaeosphaeria sp. cultured by extract of G. biloba against the plant pathogen Alternaria alternata was significant and higher than that of PDB medium. Tested compounds indicated antifeedant activities against silkworms with feeding deterrence index at 10-70%. Paraphaone, paraphaterpenes A, C, D and alternariol methyl ether showed significant antifungal activities against the phytopathogens A. alternata, Aspergillus fumigatus, and entomopathogen Beauveria bassiana with MICs ≤4 μg/mL. And the preliminary structure-activity relationship of eremophilane sesquiterpenoids was exhibited. The culture of Paraphaeosphaeria sp. by host G. biloba medium afforded agricultural antibiotics.

摘要

从以宿主银杏提取物培养的内生真菌拟暗球壳菌(Paraphaeosphaeria sp.)中分离得到5个未描述的萜类化合物,包括1个聚酮-萜类杂合的副法酮(paraphaone)和4个艾里莫芬烷倍半萜类化合物副法萜A - D,以及2个已知化合物。通过光谱分析和单晶X射线衍射确定了其结构。以银杏提取物培养的拟暗球壳菌对植物病原菌链格孢(Alternaria alternata)具有显著的抗真菌活性,且高于马铃薯葡萄糖肉汤(PDB)培养基。测试的化合物对家蚕显示拒食活性,拒食抑制指数为10 - 70%。副法酮、副法萜A、C、D和链格孢酚甲醚对植物病原菌链格孢、烟曲霉(Aspergillus fumigatus)以及昆虫病原菌球孢白僵菌(Beauveria bassiana)具有显著的抗真菌活性,最低抑菌浓度(MIC)≤4 μg/mL。并且展示了艾里莫芬烷倍半萜类化合物的初步构效关系。以宿主银杏培养基培养拟暗球壳菌可产生农用抗生素。

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