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Epicoccum sorghinum
BIOORGANIC CHEMISTRY · 2021 · IF 5.275

New diphenyl ethers from a fungus Epicoccum sorghinum L28 and their antifungal activity against phytopathogens

Junjie Zhu,Ziyang Li,Haihong Lu,Shengquan Liu,Weijia Ding,Jiazhong Li,Yahong Xiong,Chunyuan Li

The strategy “IEMAHC” (Induction of Endophyte Metabolism by Adding Host Components) was applied to the fermentation of the endophytic fungus Epicoccum sorghinum L28 from Myoporum bontioides by introducing guaiol, an ingredient of M. bontioides , into the cultivation medium, which resulted in the purification of nine new diphenyl ethers, epicoccethers A–I ( 1 – 9 ). Their structures were determined by overall spectroscopic analysis. HPLC-MS analysis revealed that compounds 5 – 7 were products generated by induction of guaiol. Compounds 6 and 7 are the first members containing an ester moiety formed by the natural long-chain fatty acid and the hydroxyl group in the phenylmethanol unit of the diphenyl ether class. The antifungal activities of compounds 1 , 2 , and 4 – 7 against Fusarium oxysporum were 1, 1, 2, 1, 2 and 4 times as high as those of the positive control triadimefon, respectively. Compounds 4 and 5 showed 1.6 times the antifungal activities of triadimefon towards Colletotrichum musae .

CAS / MDL: 38821-53-3 43121-43-3
研究领域: 微生物学 · 天然产物化学 · 植物病理学
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PEST MANAGEMENT SCIENCE · 2024 · IF 3.8

Dipicolinic acid reduces Epicoccum sorghinum symptoms on maize and inhibits tenuazonic acid biosynthesis

Xin-Yu Ji,Bing-Yi Wang,Yi-Feng Zhang,Yu-Jing Zhang,Ya-Jie Lai,Yang Yang,Xiang-Chen Wang,Su-Yan Wang,Pedro Laborda,Xin-Chi Shi

BACKGROUND Epicoccum sorghinum is a pathogenic fungus that causes leaf spot in a wide range of plants, including maize, and synthesizes the mycotoxin tenuazonic acid (TEA), which is carcinogenic. Despite the relevant economic and yield losses caused by E. sorghinum worldwide, methods for the control of this pathogen are lacking. RESULTS In this work, the efficacy of Bacillus -produced dipicolinic acid (DPA) for control of E. sorghinum was evaluated using in vitro and in vivo assays, and compared with the efficacy of three commercial fungicides, including carbendazim, prochloraz, and thiram. DPA inhibited E. sorghinum mycelial growth, and conidia germination, and produced important alterations in E. sorghinum hyphae. Interestingly, 10 mM DPA reduced TEA biosynthesis by 86.6%. Although DPA rapidly degraded on maize leaves, 10 mM DPA showed higher preventive (67.4% lesion length inhibition) and inhibitory (89.5% lesion length inhibition) efficacies for the control of E. sorghinum on maize leaves compared to the commercial fungicides. CONCLUSIONS Collectively, this study presents the first method for the control of E. sorghinum on maize and demonstrates that DPA application is a suitable approach to inhibit E. sorghinum symptoms in plants and TEA biosynthesis. © 2024 Society of Chemical Industry.

CAS / MDL: 67747-09-5
研究领域: 植物病理学 · 农业科学 · 毒理学
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Chinese Journal of Natural Medicines · 2022 · IF 3.887

Four new diphenyl ether derivatives from a mangrove endophytic fungus Epicoccum sorghinum

Jun-Jie ZHU,Qi-Sen HUANG,Sheng-Quan LIU,Wei-Jia DING,Ya-Hong XIONG,Chun-Yuan LI

Four new diphenyl ethers, named epicoccethers K−N ( 1 − 4 ), were purified from the fermentation medium of a fungus Epicoccum sorghinum derived from Myoporum bontioides , and identified through HR-ESI-MS and NMR spectral analysis. Except that compound 1 showed moderate antifungal activity against Penicillium italicum and Fusarium graminearum , the other three compounds showed stronger activity against them than triadimefon. All of them showed moderate or weak antibacterial activity towards Staphylococcus aureus and Escherichia coli with O6 and O78 serotypes except that 3 was inactive to E. coli O6.

CAS / MDL: 38821-53-3 43121-43-3
研究领域: 微生物学 · 天然产物化学 · 药理学
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Chemical and Biological Technologies in Agriculture · 2026 · IF 5.2

1-Nonanol: a potential defense-related volatile compound in tea cultivar ‘Qianmei 601’ triggered by Epicoccum sorghinum

Chen Yao,Li Dongyang,Liu Yan,Cheng Yongjia,Zhang Juan,Li Chaojie,Lei Zhiwei,Yang Wen

Background Plants synthesize and emit a wide variety of volatile compounds that serve different defense-related functions in response to both abiotic and biotic stresses. Results In this study, 1-nonanol was identified as the most active volatile against Epicoccum sorghinum among those co-up-regulated in the tea cultivar of ‘Qianmei 601’ infected by three strains of E. sorghinum. Its antifungal results in vitro indicated that the minimum inhibitory concentration and the minimum bactericidal concentration were 0.1 mg/mL and 0.15 mg/mL, respectively. Scanning electron microscopy, transmission electron microscopy, calcofluor whiteand and propidium iodide staining solutions demonstrate that 1-nonanol inhibited the normal growth of E. sorghinum mycelia by affecting the cell membrane and cell wall structure of E. sorghinum mycelia. Additionally, exposure to 1-nonanol resulted in increased levels of intracellular malondialdehyde, soluble proteins, and chitinase, while superoxide dismutase content decreased. Transcriptome analysis revealed that regulatory genes associated with 1-nonanol were involved in starch and sucrose metabolism, glycerophospholipid metabolism, and fatty acid synthesis pathways. Treatment with 1-nonanol significantly up-regulated genes linked to exo-1,3- β -glucanase and hexokinase, while genes related to chitin synthase, aminophospholipid translocase, 3-oxoacyl-[acyl-carrier-protein] synthase, and mitochondrial 2-enoylthioester reductase were down-regulated. Conclusions These results indicate that 1-nonanol disrupts the integrity of cell walls and cell membranes, inhibiting the growth of normal hyphae and potentially causing cell death. This study is the first to confirm that 1-nonanol is a crucial component of the defense-related volatile compounds produced by ‘Qianmei 601’ in response to stress from E. sorghinum . We discussed these results and emphasized the importance of this interaction in plant–microbe interactions. Graphical abstract

CAS / MDL: 5392-40-5
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