Rare Caulamidine Hexacyclic Alkaloids from the Marine Ascidian Polyandrocarpa sp.
Rare Caulamidine Hexacyclic Alkaloids from the Marine Ascidian Polyandrocarpa sp.
复制标题
DOI：
10.1021/acs.jnatprod.3c00393
复制
发表时间：
2023-06-27
影响因子：
5.1
通讯作者：
Gustafson，Kirk R.
中科院分区：
文献类型：
--
作者：
Tian，Xiangrong;Wang，Dongdong;Gustafson，Kirk R.
从海鞘多雄果海鞘中分离得到两个新的caulamidine C（2）和D（4），三个异caulamidine B、C和D（1、3和5）沿着已知化合物caulamidine B（6）。通过核磁共振（NMR）和电子圆二色性（ECD）数据分析确定了它们的结构。异茎草脒具有改变的N-甲基取代模式（茎草脒中的N-15与N-13），伴随双键重排以提供新的C-14/N-13亚胺官能团。Caulamidine C（2）和isocaulamidine C（3）是该生物碱家族的第一个成员，在核心6 H-2，6-萘啶环系统中具有两个氯取代基。
Two new caulamidines C (2) and D (4) and three isocaulamidines B, C, and D (1,3, and5) along with the known compound caulamidine B (6) were isolated from the marine ascidianPolyandrocarpasp. Their structures were elucidated by analysis of nuclear magnetic resonance (NMR) and electronic circular dichroism (ECD) data. Isocaulamidines have an altered pattern ofN-methyl substitution (N-15 vs N-13 in the caulamidines) with a concomitant double-bond rearrangement to provide a new C-14/N-13 imine functionality. Caulamidine C (2) and isocaulamidine C (3) are the first members of this alkaloid family with two chlorine substituents in the core 6H-2,6-naphthyridine ring system.