Department of Molecular Sciences , Macquarie University , Sydney , NSW 2109 , Australia.
Commonwealth Scientific and Industrial Research Organisation , North Ryde , NSW 2113 , Australia.
J Nat Prod. 2018 Jul 27;81(7):1517-1526. doi: 10.1021/acs.jnatprod.7b00816. Epub 2018 Jun 19.
Chemical investigation of an Australian fungus, Aspergillus banksianus, led to the isolation of the major metabolite banksialactone A (1), eight new isochromanones, banksialactones B-I (2-9), two new isocoumarins, banksiamarins A and B (10 and 11), and the reported compounds, clearanol I (12), dothideomynone A (13), questin (14), and endocrocin (15). The structures of 1-11 were established by NMR spectroscopic data analysis, and the absolute configurations were determined from optical rotations and ECD spectra in conjunction with TD-DFT calculations. The secondary metabolite profile of A. banksianus is unusual, with the 11 most abundant metabolites belonging to a single isochromanone class. Conjugation of 1 with endocrocin, 5-methylorsellinic acid, 3,5-dimethylorsellinic acid, mercaptolactic acid, and an unknown methylthio source gave rise to five unprecedented biosynthetic hybrids, 5-9. The isolated compounds were tested for cytotoxicity, antibacterial, and antifungal activities, with hybrid metabolites 7-9 displaying weak cytotoxic and antibiotic activities.
从澳大利亚真菌曲霉菌（Aspergillus banksianus）中进行的化学研究导致分离出主要代谢产物 banksialactone A（1）、八个新的异苯并呋喃酮、banksialactones B-I（2-9）、两个新的异香豆素、banksiamarins A 和 B（10 和 11），以及报道的化合物 clearanol I（12）、dothideomynone A（13）、questin（14）和 endocrocin（15）。通过 NMR 波谱数据分析确定了 1-11 的结构，并且通过旋光和 ECD 光谱与 TD-DFT 计算相结合确定了绝对构型。A. banksianus 的次级代谢产物谱不寻常，11 种最丰富的代谢产物属于单一的异苯并呋喃酮类。1 与 endocrocin、5-甲基奥尔酸、3,5-二甲基奥尔酸、巯基乳酸和未知的甲基硫源的共轭作用产生了五个前所未有的生物合成杂种 5-9。对分离出的化合物进行了细胞毒性、抗菌和抗真菌活性测试，杂种代谢物 7-9 表现出微弱的细胞毒性和抗生素活性。
