Tian Jie-Feng, Li Peng-Ju, Li Xiao-Xia, Sun Ping-Hua, Gao Hao, Liu Xing-Zhong, Huang Peng, Tang Jin-Shan, Yao Xin-Sheng
College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, PR China.
Department of Urology, Zhujiang Hospital, Southern Medical University, Guangzhou, PR China.
Bioorg Med Chem Lett. 2016 Mar 1;26(5):1391-6. doi: 10.1016/j.bmcl.2016.01.074. Epub 2016 Jan 28.
Eight new isocoumarin glycosides (1-8) were obtained from the solid culture of the wetland soil-derived fungus Metarhizium anisopliae (No. DTH12-10). Their chemical structures were elucidated by analyses of HR ESI-TOF MS, (1)H, (13)C NMR, (1)H-(1)H COSY, HSQC, and HMBC spectra. The absolute configurations were determined by single crystal X-ray diffraction, circular dichroism (CD) spectrum, and chemical derivatization methods. In addition, inhibition of the biofilm formation and the secretion of virulence factor of the new isocoumarin glycosides against Pseudomonas aeruginosa strain PAOA (clinical isolates) were evaluated. The result revealed that compound 1 showed antibacterial activity comparable with (Z)-4-bromo-5-(bromomethylene)-2(5H)-furanone (BF).
从湿地土壤来源的真菌绿僵菌（编号DTH12 - 10）的固体培养物中获得了8种新的异香豆素苷（1 - 8）。通过高分辨电喷雾电离飞行时间质谱（HR ESI - TOF MS）、氢谱（¹H）、碳谱（¹³C NMR）、氢氢化学位移相关谱（¹H - ¹H COSY）、异核单量子相干谱（HSQC）和异核多键相关谱（HMBC）分析阐明了它们的化学结构。通过单晶X射线衍射、圆二色光谱（CD）和化学衍生化方法确定了绝对构型。此外，评估了新异香豆素苷对铜绿假单胞菌PAOA菌株（临床分离株）生物膜形成和毒力因子分泌的抑制作用。结果表明，化合物1显示出与（Z）-4 - 溴 - 5 - （溴亚甲基）-2（5H）-呋喃酮（BF）相当的抗菌活性。
