Organic Letters 2018-04-11

Sarinfacetamides A and B, Nitrogenous Diterpenoids with Tricyclo[6.3.1.01,5]dodecane Scaffold from the South China Sea Soft Coral Sarcophyton infundibuliforme

Fei Ye, Jing Li, Yu Wu, Zheng-Dan Zhu, Ernesto Mollo, Margherita Gavagnin, Yu-Cheng Gu, Wei-Liang Zhu, Xu-Wen Li, Yue-Wei Guo

Index: 10.1021/acs.orglett.8b00842

Full Text: HTML

Abstract

10.1021/acs.orglett.8b00842 picture

Two novel nitrogenous diterpenoids, sarinfacetamides A (1) and B (2), featuring an uncommon tricyclo[6.3.1.01,5]dodecane scaffold, and a known related diterpene (3) were isolated from the South China Sea soft coral Sarcophyton infundibuliforme. Their structures, including the absolute configuration of 1, were established by extensive spectroscopic analysis and TDDFT-ECD calculation. Compounds 1 and 3 exhibited interesting promotion effects on the ConA-induced T lymphocyte proliferation. A plausible biosynthetic pathway for 1 and 2 was also proposed.