Woo Jung-Kyun, Kim Chang-Kwon, Ahn Chan-Hong, Oh Dong-Chan, Oh Ki-Bong, Shin Jongheon
Natural Products Research Institute, College of Pharmacy, Seoul National University , San 56-1, Sillim, Gwanak, Seoul 151-742, Korea.
J Nat Prod. 2015 Feb 27;78(2):218-24. doi: 10.1021/np500753q. Epub 2015 Jan 29.
Three new terpene metabolites (1-3) were isolated from the marine sponge Clathria gombawuiensis collected from Korean waters. On the basis of the results of combined spectroscopic analyses, the structures of phorone B (1) and ansellone C (2) were determined to be the sesterterpenes of the phorone and ansellone classes, respectively, whereas the saponin gombaside A (3) was a nortriterpene sodium O-sulfonato-glucuronide of the rare 4,4,14-trimethylpregnane class. The absolute configuration of the glucuronate of 3 was assigned by an application of the phenylglycine methyl ester (PGME) method. The new compounds exhibited moderate cytotoxicity against A549 and K562 cell lines, and compound 3 showed antibacterial activity. The cytotoxicity of 1 may be related to the presence of a free phenolic -OH group, as the corresponding O-methoxy derivative 4 is inactive.
从采集于韩国海域的海洋海绵类球海绵（Clathria gombawuiensis）中分离出了三种新的萜类代谢产物（1 - 3）。基于综合光谱分析结果，确定佛尔酮B（1）和安塞尔酮C（2）的结构分别为佛尔酮类和安塞尔酮类的倍半萜，而皂苷类球海绵苷A（3）是罕见的4,4,14 - 三甲基孕烷类的降三萜钠O - 磺基 - 葡糖醛酸苷。通过应用苯甘氨酸甲酯（PGME）方法确定了3的葡糖醛酸的绝对构型。这些新化合物对A549和K562细胞系表现出中等细胞毒性，化合物3表现出抗菌活性。1的细胞毒性可能与游离酚羟基的存在有关，因为相应的O - 甲氧基衍生物4没有活性。
