Interactions of marine-derived γ-pyrone natural products with phospholipid membranes

Phys Chem Chem Phys. 2012 Nov 14;14(42):14489-91. doi: 10.1039/c2cp42920a. Epub 2012 Oct 2.

Abstract

The sacoglossan mollusc-derived metabolite, tridachiahydropyrone (3), and its proposed biosynthetic precursors (1 and 2) form part of a complex chemical defence system against predators and harmful UV light. Here, we provide supporting biophysical evidence that the metabolites become selectively localised at cell membranes and outline a binding scheme that accommodates the observed data. The possibility that localised lipid domains within the membrane have an effect on the localisation is also addressed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biological Products / chemistry*
  • Biological Products / metabolism
  • Lipid Bilayers / chemistry*
  • Lipid Bilayers / metabolism
  • Molecular Structure
  • Phospholipids / chemistry*
  • Phospholipids / metabolism
  • Pyrones / chemistry*
  • Pyrones / metabolism
  • Ultraviolet Rays

Substances

  • Biological Products
  • Lipid Bilayers
  • Phospholipids
  • Pyrones
  • tridachiahydropyrone