iPF2alpha-III-17,18,19,20-d4: total synthesis and metabolism

Bioorg Med Chem Lett. 2005 Mar 15;15(6):1613-7. doi: 10.1016/j.bmcl.2005.01.062.

Abstract

The first total synthesis of 17,18,19,20-d4-iPF2alpha-III 32, a deuterated analog of iPF2alpha-III, is described. We have used this analog in some beta-oxidation studies with rat liver homogenates and have shown that 32 was metabolized to 17,18,19,20-tetradeutero-2,3-dinor-iPF2alpha-III 36 and 17,18,19,20-tetradeutero-2,3-dinor-5,6-dihydro-iPF2alpha-III 37.

Publication types

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

MeSH terms

  • Animals
  • Deuterium
  • In Vitro Techniques
  • Isoprostanes / chemistry*
  • Isoprostanes / metabolism*
  • Isotope Labeling
  • Liver / enzymology
  • Molecular Structure
  • Rats

Substances

  • Isoprostanes
  • isoprostane F2alpha III
  • Deuterium