Natural Products Center, 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.
Department of Chemistry, Faculty of Applied Sciences , University of Sri Jayewardenepura , Gangodawila, Nugegoda , Sri Lanka.
J Nat Prod. 2018 Mar 23;81(3):616-624. doi: 10.1021/acs.jnatprod.7b00838. Epub 2018 Jan 26.
A new naphthoquinone, teratosphaerone A (1), four new naphthalenones, namely, teratosphaerone B (2), structurally related to 1, iso-balticol B (3), iso-balticol B-4,9-acetonide (4), and (+)-balticol C (5), a new furanonaphthalenone, (3a S,9 R,9a S)-1(9a),3(3a),9-hexahydromonosporascone (6), and the known metabolite monosporascone (7) were isolated from Teratosphaeria sp. FL2137, a fungal strain inhabiting the internal tissue of recently dead but undecomposed foliage of Pinus clausa. The structures of 1-6 were elucidated on the basis of their spectroscopic data including 2D NMR, and absolute configurations of 2, 3, and 6 were determined by the modified Mosher's ester method. When evaluated in a panel of five tumor cell lines, metabolites 1 and 7 isolated from a cytotoxic fraction of the extract exhibited moderate selectivity for metastatic breast adenocarcinoma cell line MDA-MB-231. Of these, 1 showed cytotoxicity to this cell line with an IC of 1.2 ± 0.1 μM.
从寄生于刚死且未分解的智利柏内部组织的真菌 Teratosphaeria sp. FL2137 中分离得到了一个新的萘醌化合物 teratosphaerone A（1），四个新的萘酮化合物，即 teratosphaerone B（2），与 1 结构相关的 iso-balticol B（3）、iso-balticol B-4,9-乙缩醛（4）和（+）-balticol C（5），一个新的呋喃萘酮化合物（3aS,9R,9aS）-1(9a),3(3a),9-六氢单孢菌酮（6），以及已知代谢物单孢菌酮（7）。基于其光谱数据，包括 2D NMR，阐明了 1-6 的结构，通过改进的 Mosher 酯法确定了 2、3 和 6 的绝对构型。在五个肿瘤细胞系的小组评估中，从提取物的细胞毒性部分分离得到的代谢物 1 和 7 对转移性乳腺癌细胞系 MDA-MB-231 表现出中等选择性。其中，1 对该细胞系表现出细胞毒性，IC 为 1.2±0.1μM。
Zotero 插件