Faulknerynes A-C from a Bahamian sponge Diplastrella sp.: stereoassignment by critical application of two exciton coupled CD methods

J Org Chem. 2011 Feb 4;76(3):894-901. doi: 10.1021/jo102188q. Epub 2011 Jan 10.

Abstract

Long-chain polyacetylene alcohols, faulknerynes A-C, along with known compounds diplynes A, C and E, were isolated from two specimens of the encrusting sponge, Diplastrella sp., collected from the surface of coral in the Bahamas. Two CD methods were critically evaluated for their suitability to terminal propargylic glycols and applied to assignment of configurations of faulkneryne A and diplyne C.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Anthozoa / chemistry
  • Bahamas
  • Circular Dichroism / methods
  • Electron Spin Resonance Spectroscopy
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Pargyline / chemistry*
  • Polyynes / chemistry*
  • Polyynes / isolation & purification
  • Porifera / chemistry*

Substances

  • faulkneryne A
  • faulkneryne B
  • faulkneryne C
  • Polyynes
  • Pargyline