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一种新的β-内酰胺,具有海洋来源真菌 MCCC3A00957 抑制茶病原菌的效果。

New β-Lactone with Tea Pathogenic Fungus Inhibitory Effect from Marine-Derived Fungus MCCC3A00957.

机构信息

Key Laboratory of Marine Biogenetic Resources , Third Institute of Oceanography State, Ministry of Natural Resources , Da-Xue Road , Xiamen 361005 , China.

Li Dak Sum Yip Yio Chin Kenneth Li Marine Biopharmaceutical Research Center , Ningbo University , Ningbo 315832 , China.

出版信息

J Agric Food Chem. 2019 Mar 13;67(10):2877-2885. doi: 10.1021/acs.jafc.9b00228. Epub 2019 Feb 26.

Abstract

Fusarium solani H915 (MCCC3A00957), a fungus originating from mangrove sediment, showed potent inhibitory activity against tea pathogenic fungus Pestalotiopsis theae. Successive chromatographic separation on an ethyl acetate (EtOAc) extract of F. solani H915 resulted in the isolation of five new alkenoic diacid derivatives: fusarilactones A-C (1-3), and fusaridioic acids B (4) and C (5), in addition to seven known compounds (6-12). The chemical structures of these metabolites were elucidated on the basis of UV, IR, HR-ESI-MS, and NMR spectroscopic data. The antifungal activity of the isolated compounds was evaluated. Compounds with a β-lactone ring (1, 2, and 7) exhibited potent inhibitory activities, while none of the other compounds show activity. The ED values of the compounds 1, 2, and 7 were 38.14 ± 1.67, 42.26 ± 1.96, and 18.35 ± 1.27 μg/mL, respectively. In addition, inhibitory activity of these compounds against 3-hydroxy-3-methylglutaryl-CoA (HMG-CoA) synthase gene expression was also detected using real-time RT-PCR. Results indicated that compounds 1, 2, and 7 may inhibit the growth of P. theae by interfering with the biosynthesis of ergosterol by down-regulating the expression of HMG-CoA synthase.

摘要

来源于红树林沉积物的镰刀菌 H915(MCCC3A00957)对茶病原菌拟盘多毛孢具有很强的抑制活性。对镰刀菌 H915 的乙酸乙酯(EtOAc)提取物进行连续色谱分离,得到了五个新的烯酸二酸衍生物: Fusarilactones A-C(1-3),以及 Fusaridioic acids B(4)和 C(5),此外还有七个已知化合物(6-12)。这些代谢物的化学结构是基于 UV、IR、HR-ESI-MS 和 NMR 光谱数据阐明的。评估了分离化合物的抗真菌活性。具有β-内酰胺环的化合物(1、2 和 7)表现出很强的抑制活性,而其他化合物均无活性。化合物 1、2 和 7 的 ED 值分别为 38.14±1.67、42.26±1.96 和 18.35±1.27μg/mL。此外,还通过实时 RT-PCR 检测了这些化合物对 3-羟基-3-甲基戊二酰辅酶 A(HMG-CoA)合酶基因表达的抑制活性。结果表明,化合物 1、2 和 7 可能通过下调 HMG-CoA 合酶的表达来干扰麦角甾醇的生物合成,从而抑制拟盘多毛孢的生长。

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