Penitol A and Penicitols E-I: Citrinin Derivatives from Penicillium citrinum and the Structure Revision of Previously Proposed Analogues
Penitol A and Penicitols E-I: Citrinin Derivatives from Penicillium citrinum and the Structure Revision of Previously Proposed Analogues
复制标题
Penicitol A 和 Penicitols E-I：来自柑橘青霉的柑橘素衍生物以及先前提出的类似物的结构修正
DOI：
10.1021/acs.jnatprod.1c00082
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发表时间：
2021-04-13
影响因子：
5.1
通讯作者：
Li, Guoqiang
中科院分区：
文献类型：
--
作者：
Cheng, Meimei;Li, Pinglin;Li, Guoqiang
青霉醇A（1）是从一株珊瑚源桔青霉菌中分离得到的一种新的桔霉素衍生物，具有罕见的三环螺骨架。此外，还分离得到了5个新的桔霉素类似物penicitols E-I（2-6）。通过1D/2D NMR和HRESIMS数据分析、基于DFT-GIAO NMR计算的DP 4+统计分析、量子化学ECD计算和单晶X射线衍射研究确定了它们的结构。修订了青霉醇A（7）及两个相关合成中间体的结构。生物学评价结果表明，penitol A（1）对K562肿瘤细胞具有细胞毒活性，IC 50值为8.8 μ M。报道了化合物1-7的一种建议的形成途径。
Penitol A (1), a new citrinin derivative with a rare tricyclic Spiro skeleton, was isolated from a coral-derived strain of the fungus Penicillium citrinum. In addition, penicitols E-I (2-6), five new citrinin analogues, were coisolated. Their structures were determined by an analysis of 1D/2D NMR and HRESIMS data, statistical DP4+ analyses based on DFT-GIAO NMR calculations, quantum chemistry ECD calculations, and a single-crystal X-ray diffraction study. The structures of penicitol A (7) and two related synthetic intermediates were revised. Biological evaluation results revealed that penitol A (1) exhibited cytotoxic activity against K562 tumor cells, with an IC50 value of 8.8 mu M. A proposed route of formation of compounds 1-7 was reported.