Structural revision of epoxyrollins A and B, biosynthetic precursors of annonaceous acetogenins

Biosci Biotechnol Biochem. 2003 Jun;67(6):1438-41. doi: 10.1271/bbb.67.1438.

Abstract

Chemical structural elucidation of epoxyrollins A and B, representatives of biosynthetic precursors of tetrahydrofuran and tetrahydropyran annonaceous acetogenins, is described. These chemical structures were diepoxyreticanin 1 (4) and diepoxymuricanin A (6) by a (13)C-NMR and mass spectral study of the natural and synthetic sample data.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 4-Butyrolactone / analogs & derivatives
  • 4-Butyrolactone / chemistry*
  • Annonaceae / chemistry*
  • Electron Transport Complex I / antagonists & inhibitors
  • Enzyme Inhibitors / chemistry
  • Epoxy Compounds / chemistry*
  • Mass Spectrometry
  • Molecular Structure
  • Multienzyme Complexes / antagonists & inhibitors
  • NADH, NADPH Oxidoreductases / antagonists & inhibitors
  • Nuclear Magnetic Resonance, Biomolecular

Substances

  • Enzyme Inhibitors
  • Epoxy Compounds
  • Multienzyme Complexes
  • epoxyrollin A
  • epoxyrollin B
  • NADH oxidase
  • NADH, NADPH Oxidoreductases
  • Electron Transport Complex I
  • 4-Butyrolactone