Ocean College, Zhoushan Campus, Zhejiang University, Zhoushan, 316021, China.
Zhejiang Marine Development Research Institute, Zhoushan, 316000, China.
Phytochemistry. 2024 Aug;224:114164. doi: 10.1016/j.phytochem.2024.114164. Epub 2024 May 24.
Fungi from the genus Aspergillus are important resources for the discovery of bioactive agents. This investigation characterized the isolation, structural elucidation, and antimicrobial evaluation of 46 metabolites produced by the marine-derived fungus Aspergillus sp. ZZ1861 in rice solid and potato dextrose broth liquid media. The structures of these isolated compounds were determined based on their HRESIMS data, NMR spectral analyses, and data from ECD, NMR, and optical rotation calculations. Emericelactones F and G, 20R,25S-preshamixanthone, 20R,25R-preshamixanthone, phthalimidinic acid A, phthalimidinic acid B, aspergilol G, and 2-hydroxyemodic amide are eight previously undescribed compounds and (S)-2-(5-hydroxymethyl-2-formylpyrrol-1-yl) propionic acid lactone is reported from a natural resource for the first time. It is also the first report of the configurations of 25S-O-methylarugosin A, 25R-O-methylarugosin A, 5R-(+)-9-hydroxymicroperfuranone, and 5R-(+)-microperfuranone. Phthalimidinic acid A, phthalimidinic acid B, aspergilol G, and 2-hydroxyemodic amide have antifungal activity against Candida albicans with MIC values of 1.56, 3.12, 1.56, and 12.5 μg/mL, respectively, 20R,25S-preshamixanthone (MIC 25 μg/mL) shows antibacterial activity against Escherichia coli, and 20R,25R-preshamixanthone exhibits antimicrobial activity against all three tested pathogens of methicillin-resistant Staphylococcus aureus, E. coli, and C. albicans with MIC values of 50, 25, 25 μg/mL, respectively.
从曲霉属真菌中寻找生物活性物质是一个重要的资源。本研究对海洋来源的曲霉属真菌 ZZ1861 在大米固体和马铃薯葡萄糖液体培养基中产生的 46 种代谢产物进行了分离、结构解析和抗菌评价。这些分离化合物的结构是根据它们的高分辨质谱数据、NMR 谱分析以及来自 ECD、NMR 和旋光计算的数据确定的。埃默塞拉内酯 F 和 G、20R,25S-普夏米酮、20R,25R-普夏米酮、邻苯二甲酰亚胺酸 A、邻苯二甲酰亚胺酸 B、aspergilol G 和 2-羟基莪术酰胺是 8 个以前未描述的化合物，（S）-2-（5-羟甲基-2-甲酰基吡咯-1-基）丙酸内酯是首次从天然资源中报道的。这也是首次报道 25S-O-甲基阿格鲁辛 A、25R-O-甲基阿格鲁辛 A、5R-（+）-9-羟基小枯呋喃酮和 5R-（+）-小枯呋喃酮的构型。邻苯二甲酰亚胺酸 A、邻苯二甲酰亚胺酸 B、aspergilol G 和 2-羟基莪术酰胺对白色念珠菌具有抗真菌活性，MIC 值分别为 1.56、3.12、1.56 和 12.5 μg/mL，20R,25S-普夏米酮（MIC 25 μg/mL）对大肠杆菌具有抗菌活性，20R,25R-普夏米酮对耐甲氧西林金黄色葡萄球菌、大肠杆菌和白色念珠菌三种测试病原体均具有抗菌活性，MIC 值分别为 50、25 和 25 μg/mL。
