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

Org Lett. 2018 May 4;20(9):2637-2640. doi: 10.1021/acs.orglett.8b00842. Epub 2018 Apr 11.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkanes
  • Animals
  • Anthozoa
  • China
  • Diterpenes / chemistry*
  • Molecular Structure
  • Nitrogen

Substances

  • Alkanes
  • Diterpenes
  • n-dodecane
  • Nitrogen