Relative and absolute stereochemistry of the didemnaketals, metabolites of a Palauan ascidian, Didemnum sp

Org Lett. 2002 May 16;4(10):1699-702. doi: 10.1021/ol025904z.

Abstract

[structure: see text] The absolute stereochemistry of the heptaprenoids didemnaketals B (2) and C (3), isolated from a Palauan ascidian, was determined using a combination of degradation and derivatization experiments, chiral shift methods, and comparison of fragments to known compounds.

Publication types

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

MeSH terms

  • Animals
  • Anti-HIV Agents / chemistry*
  • Anti-HIV Agents / isolation & purification
  • Anti-HIV Agents / pharmacology
  • Crystallography, X-Ray
  • Esters / chemistry*
  • Esters / isolation & purification
  • Esters / pharmacology
  • HIV-1 / drug effects
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Conformation
  • Oxidation-Reduction
  • Spiro Compounds / chemistry*
  • Spiro Compounds / isolation & purification
  • Spiro Compounds / pharmacology
  • Urochordata / chemistry*

Substances

  • Anti-HIV Agents
  • Esters
  • Indicators and Reagents
  • Spiro Compounds