Southwest Center for Natural Products Research and Commercialization, School of Natural Resources and the Environment, College of Agriculture and Life Sciences, University of Arizona , 250 E. Valencia Road, Tucson, Arizona 85706, United States.
J Nat Prod. 2013 Dec 27;76(12):2330-6. doi: 10.1021/np400762k. Epub 2013 Nov 19.
A new epitetrathiodioxopiperizine, secoemestrin D (1), and five sesterterpenoids bearing a new carbon skeleton, emericellenes A-E (2-6), together with previously known fungal metabolites, sterigmatocystin (7), arugosin C (8), and epiisoshamixanthone (9), were obtained from the endophytic fungal strain Emericella sp. AST0036 isolated from a healthy leaf tissue of Astragalus lentiginosus. The planar structures and relative configurations of the new metabolites 1-6 were elucidated using MS and 1D and 2D NMR spectroscopic data. All compounds were evaluated for their potential anticancer activity using a panel of six tumor cell lines and normal human fibroblast cells. Only metabolites 1 and 7 showed cytotoxic activity. More importantly, secoemestrin D (1) exhibited significant cytotoxicity with IC50 values ranging from 0.06 to 0.24 μM and moderate selectivity to human glioma (SF-268) and metastatic breast adenocarcinoma (MDA-MB-231) cell lines.
从内生真菌菌株 Emericella sp. AST0036 中分离得到一种新的 epitetrathiodioxopiperizine，即 secoemestrin D（1），以及五个具有新型碳骨架的 sesterterpenoids，emericellenes A-E（2-6），以及先前已知的真菌代谢产物，即 sterigmatocystin（7）、arugosin C（8）和 epiisoshamixanthone（9）。这种内生真菌菌株是从健康的黄芪叶组织中分离出来的。通过 MS 和 1D 和 2D NMR 波谱数据阐明了新代谢产物 1-6 的平面结构和相对构型。所有化合物均采用六种肿瘤细胞系和正常人类成纤维细胞进行潜在抗癌活性评估。只有代谢产物 1 和 7 具有细胞毒性。更重要的是，secOEMestrin D（1）表现出显著的细胞毒性，IC50 值范围为 0.06 至 0.24 μM，对人神经胶质瘤（SF-268）和转移性乳腺癌腺癌细胞（MDA-MB-231）具有中等选择性。
