Center for Marine Natural Products and Drug Discovery, School of Earth and Environmental Sciences, Seoul National University, Seoul, Korea.
J Nat Prod. 2013 Feb 22;76(2):170-7. doi: 10.1021/np300573m. Epub 2013 Jan 29.
Chemical investigation of a Korean marine sponge, Monanchora sp., yielded nine new sesterterpenoids (1-9) along with phorbaketals A-C (10-12). The planar structures were established on the basis of NMR and MS analysis, and the absolute configurations of 1-9 were defined using the modified Mosher's method and CD spectroscopic data analysis. Compounds 1-8, designated as phorbaketals D-K, possess a spiroketal-modified benzopyran moiety such as phorbaketal A, and their structural variations are due to oxidation and/or reduction of the tricyclic core or the side chain. Compound 9, designated as phorbin A, has a monocyclic structure and is proposed to be a possible biogenetic precursor of the phorbaketals. Compounds 1-9 were evaluated for cytotoxicity against four human cancer cell lines (A498, ACHN, MIA-paca, and PANC-1), and a few of them were found to exhibit cytotoxic activity.
从一种韩国海洋海绵，Monanchora sp. 中进行的化学研究，产生了九个新的倍半萜（1-9）以及 phorbaketals A-C（10-12）。基于 NMR 和 MS 分析确定了平面结构，并用改良的 Mosher 法和 CD 光谱数据分析确定了 1-9 的绝对构型。化合物 1-8，命名为 phorbaketals D-K，具有类似于 phorbaketal A 的螺缩酮修饰的苯并吡喃部分，其结构变化是由于三环核心或侧链的氧化和/或还原引起的。化合物 9，命名为 phorbin A，具有单环结构，被认为是 phorbaketals 的可能生物合成前体。化合物 1-9 对四种人癌细胞系（A498、ACHN、MIA-paca 和 PANC-1）进行了细胞毒性评估，其中一些表现出细胞毒性活性。
