海洋来源真菌Penicillium pinophilum次级代谢产物中Azaphilones类化合物的分离及抗菌活性

采用硅胶、十八烷基硅烷键合硅胶填料(ODS)和Sephadex LH-20凝胶柱层析等手段从一株渤海来源真菌Penicillium pinophilum次级代谢产物中分离得到3个Azaphilones类化合物:Pinophilin G(1),Pinophilin B(2)和Sch 725680(3),其中,化合物1为新化合物.通过核磁共振波谱(1H NMR,13C NMR)、长程异核位移相关谱(HMBC)、NOSEY谱、异核位移相关谱(HSQC)和高分辨电喷雾质谱(HR-ESI-MS)确定了化合物1的平面结构和相对构型.通过比较实际电子圆二色谱(ECD)和量子化学计算方法计算的ECD光谱确定了化合物1的绝对构型.活性测试结果表明,化合物1和3均显示出不同程度的抗菌活性.

Fractionation of Azaphilones from Secondary Metabolites of Marine-Derived Fungus Penicillim pinophilum and Their Antibacterial Activity

Bioassay-guide fractionation of the marine-derived fungus Penicillim pinophilum led to the isolation of three azaphilones derivatives: Pinophilins G(1), Pinophilins B(2) and Sch 725680(3), which were separated by silica gel column chromatography, octadecylsilyl( ODS) column chromatography, Sephadex LH-20. Compound 1 is a new compound. The plane structure of compound 1 was determined based on HR-ESI-MS, 1H NMR, 13C NMR, heteronuclear multiple bond correlation(HMBC), nuclear overhauser effect spec-troscopy( NOSEY ) and heteronuclear singular quantum correlation ( HSQC ) . The absolute configuration of compound 1 was determined by comparing its experimental electronic circular dichroism( ECD) with the calcu-lated ECD spectra using quantum methods. The results indicated that compounds 1 and 3 showed antibacterial activities against four spices of pathogenic bacteria.