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鉴定化合物 对 产生的环二肽和一种新化合物(6-(5-羟基-6-甲基庚基)-5,6-二氢-2-吡喃-2-酮)。

Identification of Cyclic Dipeptides and a New Compound (6-(5-Hydroxy-6-methylheptyl)-5,6-dihydro-2-pyran-2-one) Produced by against .

机构信息

College of Plant Protection, Shenyang Agricultural University, Shenyang 110866, China.

Luzhou Branch of Sichuan Province Tobacco Company, Luzhou 646000, China.

出版信息

Molecules. 2022 Sep 1;27(17):5649. doi: 10.3390/molecules27175649.

Abstract

As an important microbial resource, , especially have important application values in medicine and biotechnology. SYH3 was isolated from soil samples in tomato-growing areas and showed good inhibitory effects on in tomato. To obtain pure active compounds, SYH3 fermentation broth was subjected to XAD-16 macroporous resin and silica gel column chromatography. Combined with the repeated preparation and separation of preparative high-performance liquid chromatography (HPLC), a total of four monomer compounds were obtained after activity tracking. Compound was identified as a new six-membered lactone ring compound named 6-(5-hydroxy-6-methylheptyl)-5,6-dihydro-2-pyran-2-one by 1D and 2D nuclear magnetic resonance (NMR) data and mass spectrometry (MS). The other three active compounds belong to the cyclodipeptide, and their half maximal inhibitory concentration (IC) values against were 43.4, 42.9, and 30.6 μg/mL, respectively. Compound significantly inhibited the spore germination and induced swollen and deformed local hyphae of with an IC value of 24.9 μg/mL. Compound also had broad-spectrum antifungal activity and had a good antifungal effect on the tested plant-pathogenic fungi. The modes of action of new compound () still require further investigation, representing a novel and effective anti-fungal agent for future application.

摘要

作为一种重要的微生物资源,放线菌,特别是链霉菌,在医学和生物技术中具有重要的应用价值。SYH3 是从番茄种植区的土壤样本中分离出来的,对番茄中的具有良好的抑制作用。为了获得纯的活性化合物,对 SYH3 发酵液进行了 XAD-16 大孔树脂和硅胶柱层析。结合反复制备和分离制备高效液相色谱(HPLC),经过活性跟踪,共得到 4 个单体化合物。化合物 被鉴定为一种新的六元内酯环化合物,命名为 6-(5-羟基-6-甲基庚基)-5,6-二氢-2-吡喃-2-酮,通过 1D 和 2D 核磁共振(NMR)数据和质谱(MS)。另外三种活性化合物属于环二肽,它们对 的半数最大抑制浓度(IC)值分别为 43.4、42.9 和 30.6 μg/mL。化合物 显著抑制了 的孢子萌发,并诱导其局部菌丝肿胀和变形,IC 值为 24.9 μg/mL。化合物 还具有广谱抗真菌活性,对测试的植物病原真菌具有良好的抗真菌效果。新化合物 () 的作用模式仍需进一步研究,代表了一种新型有效的抗真菌剂,可用于未来的应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2a39/9458140/40cfe203dfec/molecules-27-05649-g001.jpg

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