青霉烯类A-D，源自海洋真菌产黄青霉HK1-6的抗耐甲氧西林金黄色葡萄球菌氮杂蒽酮类化合物
Penicilones A-D, Anti-MRSA Azaphilones from the Marine-Derived Fungus Penicillium janthinellum HK1-6.
作者信息
Chen Min, Shen Nan-Xing, Chen Zhi-Qi, Zhang Feng-Min, Chen Yang
机构信息
Marine Science & Technology Institute, College of Environmental Science & Engineering, Yangzhou University , 196#, Huayang West Street, Yangzhou 225127, People's Republic of China.
Testing Center, Yangzhou University , 48#, Wenhui East Street, Yangzhou 225009, People's Republic of China.
出版信息
J Nat Prod. 2017 Apr 28;80(4):1081-1086. doi: 10.1021/acs.jnatprod.6b01179. Epub 2017 Mar 1.
Four new azaphilones, penicilones A-D (1-4), were isolated from the mangrove rhizosphere soil-derived fungus Penicillium janthinellum HK1-6. Their planar structures and absolute configurations were determined by extensive analysis of NMR spectroscopic data, ECD spectra, the modified Mosher's method, and chemical conversions. Interestingly, 1 and 2 had the opposite configuration at C-7 compared to the closely related chloro analogues 3 and 4. Ester hydrolysis of 2 and 4 afforded their parental azaphilones, named penicilones E (5) and F (6). Compounds 1-6 were evaluated for their antibacterial activities in vitro. Penicilones B-D (2-4) showed potent anti-MRSA (Staphylococcus aureus ATCC 43300, ATCC 33591) activities with MIC values ranging from 3.13 to 6.25 μg/mL.
从红树林根际土壤来源的真菌黄绿青霉HK1-6中分离出四种新的氮杂蒽酮类化合物，即青霉酮A-D（1-4）。通过对核磁共振光谱数据、电子圆二色光谱、改良的莫舍尔法和化学转化进行广泛分析，确定了它们的平面结构和绝对构型。有趣的是，与密切相关的氯代类似物3和4相比，1和2在C-7位具有相反的构型。2和4的酯水解得到它们的母体氮杂蒽酮类化合物，分别命名为青霉酮E（5）和F（6）。对化合物1-6进行了体外抗菌活性评估。青霉酮B-D（2-4）对耐甲氧西林金黄色葡萄球菌（金黄色葡萄球菌ATCC 43300、ATCC 33591）显示出强效活性，最低抑菌浓度值范围为3.13至6.25μg/mL。
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