Polycyclic Macrolactams Generated via Intramolecular Diels-Alder Reactions from an Antarctic Streptomyces Species
Polycyclic Macrolactams Generated via Intramolecular Diels-Alder Reactions from an Antarctic Streptomyces Species
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南极链霉菌通过分子内狄尔斯-阿尔德反应产生的多环大内酰胺
DOI：
10.1021/acs.orglett.9b01710
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发表时间：
2019-06-21
期刊：
影响因子：
5.2
通讯作者：
Fu, Peng
中科院分区：
文献类型：
--
作者：
Shen, Jingjing;Fan, Yaqin;Fu, Peng
从链霉菌OUCMDZ-4348中分离得到三个新的多环大环内酰胺类化合物，环拉烯醇B-D（1-3）和一个已知的大环内酰胺类化合物，环拉烯醇A（4）。通过光谱分析、化学方法和电子捕获度计算确定了它们的结构，包括绝对构型。提出了分子内Diels-Alder反应的生物合成途径。化合物1显示出对胃癌细胞系N87的选择性抑制，IC 50值为10.8 μ M。
Three new polycyclic macrolactams, cyclamenols B-D (1-3), together with a known macrolactam, cyclamenol A (4), were isolated from the Streptomyces sp. OUCMDZ-4348. Their structures including absolute configurations were determined on the basis of spectroscopic analysis, chemical methods, and ECD calculations. The biosynthetic pathways involving intramolecular Diels-Alder reactions were proposed. Compound 1 exhibited selective inhibition against the gastric carcinoma cell line N87 with an IC50 value of 10.8 mu M.