Department of Pharmacognosy, College of Pharmacy, King Saud University, P.O. Box 22452, Riyadh 11495, Saudi Arabia.
National Center for Biotechnology, Life Science and Environment Research Institute, King Abdulaziz City for Science and Technology (KACST), P.O. Box 6086, Riyadh 11461, Saudi Arabia.
J Nat Prod. 2020 Dec 24;83(12):3591-3597. doi: 10.1021/acs.jnatprod.0c00741. Epub 2020 Dec 9.
Four new aromatic polyketides (-) were isolated from sp. RO-11, obtained from the sediment of a hydrothermal spring in the southwestern region of Saudi Arabia. The new compounds are penipyranicins A-C (-), characterized by a 4-methyl-4-pyran moiety, a structural motif unprecedented among fungal polyketides, and the naphthopyrone derivative isopyrenulin (). The structures of the new compounds were elucidated on the basis of data from mass spectrometry, 1D and 2D NMR analysis, and comparison between experimental and time-dependent density functional theory-calculated electronic circular dichroism spectra. A plausible biosynthetic pathway connecting penipyranicins and isopyrenulin is proposed. The isolated compounds were active against Gram-positive and Gram-negative bacteria.
从沙特阿拉伯西南部热液泉沉积物中分离得到的 sp. RO-11，鉴定出 4 个新的芳香族聚酮化合物（-）：penipyranicins A-C（-），其特征为 4-甲基-4-吡喃部分，这是真菌聚酮化合物中前所未有的结构基序，以及萘并吡喃酮衍生物 isopyrenulin（）。根据质谱、1D 和 2D NMR 分析以及实验和时变密度泛函理论计算的电子圆二色谱之间的比较，确定了新化合物的结构。提出了连接 penipyranicins 和 isopyrenulin 的可能生物合成途径。分离得到的化合物对革兰氏阳性菌和革兰氏阴性菌具有活性。
