DataSheet1_A Novel Azaphilone Muyophilone A From the Endophytic Fungus Muyocopron laterale 0307-2.PDF

Two known azaphilone derivatives, 4,6-dimethylcurvulinic acid (1) and austdiol (2), and their novel heterotrimer, muyophilone A (3), were isolated and identified from an endophytic fungus, Muyocopron laterale 0307-2. Their structures and stereochemistry were established by extensive spectroscopic analyses including HRMS, NMR spectroscopy, electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) spectroscopic methods, as well as single crystal X-ray diffraction. In the structure of 3, two compound 2-derived azaphilone units were connected through an unprecedented five-membered carbon bridge which was proposed to be originated from compound 1. Compound 3 represents the first example of azaphilone heterotrimers.

本研究从内生真菌侧生刺盾壳霉（Muyocopron laterale）0307-2中分离并鉴定得到2种已知的氮杂菲酮（azaphilone）衍生物：4,6-二甲基弯孢菌素酸（4,6-dimethylcurvulinic acid，化合物1）与奥斯特二醇（austdiol，化合物2），以及1种新型杂三聚体化合物muyophilone A（化合物3）。通过高分辨质谱（HRMS）、核磁共振波谱（NMR）、电子圆二色谱（ECD）、振动圆二色谱（VCD）等多种波谱分析手段，结合单晶X射线衍射技术，确定了所有化合物的平面结构与立体化学构型。在化合物3的结构中，2个由化合物2衍生得到的氮杂菲酮结构单元通过一个前所未有的五元碳桥相连，该五元碳桥被推测源自化合物1。化合物3为首例氮杂菲酮类杂三聚体化合物。