Chinese Center for Chirality, Key Laboratory of Medicinal Chemistry and Molecular Diagnostics of Education Ministry of China, Hebei University , Baoding, 071002, People's Republic of China.
Key Laboratory for Applied Microbiology of Shandong Province, Biotechnology Center of Shandong Academy of Sciences , Jinan 250014, People's Republic of China.
J Nat Prod. 2015 Aug 28;78(8):1816-22. doi: 10.1021/np500885f. Epub 2015 Jul 31.
Five new compounds, pinazaphilones A and B (1, 2), two phenolic compounds (4, 5), and penicidone D (6), together with the known Sch 1385568 (3), (±)-penifupyrone (7), 3-O-methylfunicone (8), 5-methylbenzene-1,3-diol (9), and 2,4-dihydroxy-6-methylbenzoic acid (10) were obtained from the culture of the endophytic fungus Penicillium sp. HN29-3B1, which was isolated from a fresh branch of the mangrove plant Cerbera manghas collected from the South China Sea. Their structures were determined by analysis of 1D and 2D NMR and mass spectroscopic data. Structures of compounds 4 and 7 were further confirmed by a single-crystal X-ray diffraction experiment using Cu Kα radiation. The absolute configurations of compounds 1-3 were assigned by quantum chemical calculations of the electronic circular dichroic spectra. Compounds 2, 3, 5, and 7 inhibited α-glucosidase with IC50 values of 28.0, 16.6, 2.2, and 14.4 μM, respectively, and are thus more potent than the positive control, acarbose.
从南海采自红海榄新鲜树枝的内生真菌 Penicillium sp. HN29-3B1 的发酵液中分离得到 5 个新化合物，pinazaphilones A 和 B（1, 2）、2 个酚类化合物（4, 5）、penicidone D（6），以及已知的 Sch 1385568（3）、（±）-penifupyrone（7）、3-O-甲基 funicone（8）、5-甲基苯-1,3-二醇（9）和 2,4-二羟基-6-甲基苯甲酸（10）。通过 1D 和 2D NMR 以及质谱数据的分析确定了它们的结构。通过使用 Cu Kα 辐射的单晶 X 射线衍射实验进一步确定了化合物 4 和 7 的结构。通过量子化学计算电子圆二色光谱，确定了化合物 1-3 的绝对构型。化合物 2、3、5 和 7 对α-葡萄糖苷酶的抑制活性的 IC50 值分别为 28.0、16.6、2.2 和 14.4 μM，优于阳性对照阿卡波糖。
