Penicilones A-D, Anti-MRSA Azaphilones from the Marine-Derived Fungus Penicillium janthinellum HK1-6
Penicilones A-D, Anti-MRSA Azaphilones from the Marine-Derived Fungus Penicillium janthinellum HK1-6
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DOI：
10.1021/acs.jnatprod.6b01179
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发表时间：
2017-04-01
影响因子：
5.1
通讯作者：
Chen, Yang
中科院分区：
文献类型：
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作者：
Chen, Min;Shen, Nan-Xing;Chen, Yang
从红树林根际土源真菌Penicillium janthinellum HK 1 -6中分离得到4个新的氮杂菲酮类化合物，命名为青霉酮A-D（1-4）。通过核磁共振谱、电子捕获检测谱、改进的Mosher法和化学转化率等方法确定了它们的平面结构和绝对构型。有趣的是，与密切相关的氯类似物3和4相比，1和2在C-7处具有相反的构型。2和4经酯水解得到它们的母体氮杂菲酮类化合物，命名为青霉素E（5）和F（6）。评价了化合物1-6的体外抗菌活性。青霉素B-D（2-4）显示出有效的抗MRSA（金黄色葡萄球菌ATCC 43300，ATCC 33591）活性，MIC值范围为3.13 - 6.25 μ g/mL。
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 mu g/mL.