Cyclamenols E and F, two diastereoisomeric bicyclic macrolactams with a cyclopentane moiety from an Antarctic Streptomyces species
Cyclamenols E and F, two diastereoisomeric bicyclic macrolactams with a cyclopentane moiety from an Antarctic Streptomyces species
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仙客来酚 E 和 F，两种非对映异构双环大环内酰胺，具有来自南极链霉菌属的环戊烷部分
DOI：
10.1039/c9qo01215j
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发表时间：
2020-01-21
影响因子：
5.4
通讯作者：
Fu, Peng
中科院分区：
文献类型：
--
作者：
Shen, Jingjing;Wang, Jie;Fu, Peng
从南极链霉菌OUCMDZ-4348中分离得到两个环戊环大环内酯环拉烯醇E（1）和F（2）。通过光谱分析、化学衍生化和电子捕获度计算确定了它们的结构，包括绝对构型。在丙酮/DMF中用2，2-二甲氧基丙烷和对甲苯磺酸吡啶盐处理化合物1，导致形成具有意想不到骨架的丙酮化合物1a。化合物1对胃癌细胞系N87显示出中等抑制活性，IC 50值为9.8 μM，但对其他25种测试的癌细胞系没有观察到细胞毒性。
Cyclamenols E (1) and F (2), two bicyclic macrolactams possessing a cyclopentane moiety, were isolated from the Antarctic Streptomyces sp. OUCMDZ-4348. Their structures, including absolute configurations, were determined by spectroscopic analysis, chemical derivatization, and ECD calculation. Treatment of compound 1 with 2,2-dimethoxypropane and pyridinium p-toluenesulfonate in acetone/DMF led to the formation of acetonide 1a with an unexpected skeleton. Compound 1 showed moderate inhibitory activity against the gastric carcinoma cell line N87 with an IC50 value of 9.8 μM, but no cytotoxicity was observed on the other 25 cancer cell lines tested.