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深海来源真菌 SH0105 的抗微生物和抗氧化聚酮化合物。

Antimicrobial and Antioxidant Polyketides from a Deep-Sea-Derived Fungus SH0105.

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 Dec 11;18(12):636. doi: 10.3390/md18120636.

Abstract

Fifteen polyketides, including four new compounds, isoversiol F (), decumbenone D (), palitantin B (), and 1,3-di--methyl-norsolorinic acid (), along with 11 known compounds (- and -), were isolated from the deep-sea-derived fungus SH0105. Their structures and absolute configurations were determined by comprehensive spectroscopic data, including 1D and 2D NMR, HRESIMS, and ECD calculations, and it is the first time to determine the absolute configuration of known decumbenone A (). All of these compounds were evaluated for their antimicrobial activities against four human pathogenic microbes and five fouling bacterial strains. The results indicated that 3,7-dihydroxy-1,9-dimethyldibenzofuran () displayed obvious inhibitory activity against (ATCC 27154) with the MIC value of 13.7 μM. In addition, the antioxidant assays of the isolated compounds revealed that aspermutarubrol/violaceol-I () exhibited significant 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity with the IC value of 34.1 μM, and displayed strong reduction of Fe with the ferric reducing antioxidant power (FRAP) value of 9.0 mM under the concentration of 3.1 μg/mL, which were more potent than ascorbic acid.

摘要

从深海来源真菌 SH0105 中分离得到了 15 种聚酮类化合物,包括 4 种新化合物,异沃氏醇 F (), 去甲倍半萜酮 D (), 帕利他汀 B (), 和 1,3-二--甲基-norsolorinic 酸 (), 以及 11 种已知化合物 (- 和 -)。通过综合光谱数据,包括 1D 和 2D NMR、HRESIMS 和 ECD 计算,确定了它们的结构和绝对构型,并且这是首次确定已知去甲倍半萜酮 A () 的绝对构型。所有这些化合物都针对四种人类致病微生物和五种污损细菌菌株进行了抗菌活性评估。结果表明,3,7-二羟基-1,9-二甲基二苯并呋喃 () 对 (ATCC 27154)具有明显的抑制活性,MIC 值为 13.7 μM。此外,分离化合物的抗氧化测定表明,aspermutarubrol/violaceol-I () 对 1,1-二苯基-2-苦基肼基(DPPH)自由基具有显著的清除活性,IC 值为 34.1 μM,并且在浓度为 3.1 μg/mL 时,其铁还原抗氧化能力(FRAP)值为 9.0 mM,显示出比抗坏血酸更强的还原能力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/af8b/7764742/75548f0ce0e3/marinedrugs-18-00636-g001.jpg

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