从节蒴瓶尔小草中分离得到的三个具有全新骨架的生物碱 Lycojaponicumins A-C。

Lycojaponicumins A-C, three alkaloids with an unprecedented skeleton from Lycopodium japonicum.

机构信息

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050, China.

出版信息

Org Lett. 2012 May 18;14(10):2614-7. doi: 10.1021/ol3009478. Epub 2012 May 8.

DOI:10.1021/ol3009478

PMID:22568532

Abstract

Lycojaponicumins A-C (1-3), three trace alkaloids isolated from Lycopodium japonicum, represent a unique heterocyclic skeleton formed by the new linkage C4-C9. Notably, lycojaponicumins A and B (1 and 2) are the first examples of natural products possessing a 5/5/5/5/6 pentacyclic ring system with a 1-aza-7-oxabicyclo[2.2.1]heptane moiety. These structures were elucidated by spectroscopic methods and X-ray diffraction analysis. A plausible biogenetic pathway was proposed.

摘要

从日本石松中分离得到的三种痕量生物碱 Lycojaponicumins A-C（1-3），代表了由新的 C4-C9 键连接形成的独特杂环骨架。值得注意的是，lycojaponicumins A 和 B（1 和 2）是首例具有 1-氮杂-7-氧杂双环[2.2.1]庚烷部分的 5/5/5/5/6 五环体系的天然产物。这些结构是通过光谱方法和 X 射线衍射分析确定的。提出了一个合理的生物发生途径。