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海洋来源真菌中的新型噻二酮哌嗪和 3,4-二氢异香豆素衍生物

New Thiodiketopiperazine and 3,4-Dihydroisocoumarin Derivatives from the Marine-Derived Fungus .

机构信息

Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy; Institute of Evolution & Marine Biodiversity, Ocean University of China, Qingdao 266003, China.

Laboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technology, Qingdao 266237, China.

出版信息

Mar Drugs. 2020 Feb 26;18(3):132. doi: 10.3390/md18030132.

Abstract

has been reported to produce many secondary metabolites that exhibit potential bioactivities, such as antibiotic, hypoglycemic, and lipid-lowering activities. In the present study, two new thiodiketopiperazines, emestrins L () and M (), together with five known analogues (-), and five known dihydroisocoumarins (-), were obtained from the marine-derived fungus RA2905. The structures of the new compounds were elucidated by analysis of the comprehensive spectroscopic data, including high-resolution electrospray ionization mass spectrometry (HRESIMS), one-dimensional (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR), and electronic circular dichroism (ECD) data. This is the first time that the spectroscopic data of compounds , , and have been reported. Compound displayed antibacterial activity against (minimum inhibitory concentration (MIC) = 32 μg/mL) and antifungal activity against (MIC = 32 μg/mL). In addition, compound exhibited an inhibitory effect on protein tyrosine phosphatase 1 B (PTP1B), an important hypoglycemic target, with an inhibitory concentration (IC) value of 12.25 μM.

摘要

已报道其能产生多种具有潜在生物活性的次生代谢产物,如抗生素、降血糖和降血脂活性。在本研究中,从海洋来源真菌 RA2905 中分离得到了两个新的硫二酮哌嗪化合物 emestrins L () 和 M ( ),以及五个已知类似物 (-) 和五个已知二氢异香豆素 (-)。新化合物的结构通过综合光谱数据分析阐明,包括高分辨电喷雾电离质谱 (HRESIMS)、一维 (1D) 和二维 (2D) 核磁共振 (NMR) 和电子圆二色性 (ECD) 数据。这是首次报道化合物 、 、和 的光谱数据。化合物 对 (最小抑菌浓度 (MIC) = 32 μg/mL)表现出抗菌活性,对 (MIC = 32 μg/mL)表现出抗真菌活性。此外,化合物 对蛋白酪氨酸磷酸酶 1B (PTP1B) 表现出抑制作用,PTP1B 是一个重要的降血糖靶点,其抑制浓度 (IC) 值为 12.25 μM。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9899/7143538/bec0b7c70841/marinedrugs-18-00132-g001.jpg

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