Spirochensilides A and B, Two New Rearranged Triterpenoids from Abies chensiensis

Org Lett. 2015 Jun 5;17(11):2760-3. doi: 10.1021/acs.orglett.5b01166. Epub 2015 May 19.

Abstract

Two new triterpenoids, spirochensilides A (1) and B (2) were isolated from Abies chensiensis. Comprehensive spectroscopic analysis revealed that 1 and 2 are the first example of triterpenoids possessing a unique 8,10-cyclo-9,10-seco and methyl-rearranged carbon skeleton. The single crystal X-ray diffraction analyses and computational methods allowed the absolute configuration assignments of the two compounds. A plausible biogenetic pathway of spirochensilide A (1) is also proposed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Abies / chemistry*
  • Indicators and Reagents / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Triterpenes / chemistry*
  • Triterpenes / isolation & purification
  • X-Ray Diffraction

Substances

  • Indicators and Reagents
  • Triterpenes
  • spirochensilide A
  • spirochensilide B