Liu Zhaoming, Xia Guoping, Chen Senhua, Liu Yayue, Li Hanxiang, She Zhigang
School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, China.
Mar Drugs. 2014 Jun 20;12(6):3669-80. doi: 10.3390/md12063669.
Two new sulfur-containing benzofuran derivatives, eurothiocin A and B (1 and 2), along with five known compounds, zinniol (3), butyrolactone I (4), aspernolide D (5), vermistatin (6), and methoxyvermistatin (7), were isolated from the cultures of Eurotium rubrum SH-823, a fungus obtained from a Sarcophyton sp. soft coral collected from the South China Sea. The new compounds (1 and 2) share a methyl thiolester moiety, which is quite rare among natural secondary metabolites. The structures of these metabolites were assigned on the basis of detailed spectroscopic analysis. The absolute configurations of 1 and 2 were determined by comparison of the experimental and calculated electronic circular dichroism (ECD) data. Compounds 1 and 2 exhibited more potent inhibitory effects against α-glucosidase activity than the clinical α-glucosidase inhibitor acarbose. Further mechanistic analysis showed that both of them exhibited competitive inhibition characteristics.
从一株从南海采集的肉芝软珊瑚中分离得到的红曲霉菌株 Eurotium rubrum SH - 823 的培养物中,分离出两种新的含硫苯并呋喃衍生物,即欧洲硫菌素 A 和 B(1 和 2),以及五种已知化合物,百日菊醇(3)、丁内酯 I(4)、曲霉内酯 D(5)、弗米他汀(6)和甲氧基弗米他汀(7)。新化合物(1 和 2)含有一个甲硫酯基团,这在天然次生代谢产物中相当罕见。这些代谢产物的结构是基于详细的光谱分析确定的。通过比较实验和计算的电子圆二色光谱(ECD)数据确定了 1 和 2 的绝对构型。化合物 1 和 2 对α - 葡萄糖苷酶活性的抑制作用比临床α - 葡萄糖苷酶抑制剂阿卡波糖更强。进一步的机制分析表明,它们都表现出竞争性抑制特征。