Institute of Marine Biology, Ocean College , Zhejiang University , Zhoushan 316021 , People's Republic of China.
Ocean Academy , Zhejiang University , Zhoushan 316021 , People's Republic of China.
J Nat Prod. 2018 Sep 28;81(9):2120-2124. doi: 10.1021/acs.jnatprod.8b00544. Epub 2018 Sep 13.
Four new medermycin-type naphthoquinones, strepoxepinmycins A-D (1-4), and one known compound, medermycin (5), were identified from Streptomyces sp. XMA39. Their structures were elucidated by analysis of HRESIMS, 1D and 2D NMR spectroscopic data, and ECD calculations. Among these compounds, strepoxepinmycin A (1) represents a rare 5,10-oxepindione ring system typically formed by a Baeyer-Villiger oxidation, and strepoxepinmycin B (2) is an isolation artifact derived from 1. Bioactivity evaluations of these compounds showed that compounds 3 and 4 exhibited cytotoxicity against HCT-116 and PC-3 cancer cell lines and 4 exhibited moderate inhibition of ROCK 2 protein kinase. In addition, all of the new compounds showed antibacterial activity against Escherichia coli and methicillin-resistant Staphylococcus aureus and antifungal activity against Candida albicans.
从链霉菌 XMA39 中鉴定出四个新的美登素型萘醌类化合物,即 strepoxepinmycins A-D(1-4)和一个已知化合物美登素(5)。通过分析 HRESIMS、1D 和 2D NMR 波谱数据以及 ECD 计算,确定了它们的结构。在这些化合物中,strepoxepinmycin A(1)代表了一种罕见的 5,10-氧杂二酮环系统,通常由 Baeyer-Villiger 氧化形成,而 strepoxepinmycin B(2)则是 1 的分离副产物。对这些化合物的生物活性评价表明,化合物 3 和 4 对 HCT-116 和 PC-3 癌细胞系具有细胞毒性,化合物 4 对 ROCK 2 蛋白激酶具有中等抑制作用。此外,所有新化合物均对大肠杆菌和耐甲氧西林金黄色葡萄球菌具有抗菌活性,对白色念珠菌具有抗真菌活性。