Cholesterol-based α-phenyl-N-tert-butyl nitrone derivatives as antioxidants against light-induced retinal degeneration

Bioorg Med Chem Lett. 2010 Dec 15;20(24):7405-9. doi: 10.1016/j.bmcl.2010.10.037. Epub 2010 Oct 20.

Abstract

Two cholesterol-based α-phenyl-N-tert-butyl nitrone derivatives were synthesized as antioxidants against light-induced retinal degeneration. Whereas nitrone 10 significantly protected retina against bright fluorescent light exposure when injected into the vitreous at 1 mM, no protection was observed with nitrone 6. The parent compound α-phenyl-N-tert-butyl nitrone also exhibited protective activity at 9 mM but not at 1 mM. This suggests that nitrone 10 may be a candidate for the treatment of retinal diseases.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry*
  • Antioxidants / therapeutic use
  • Cholesterol / analogs & derivatives*
  • Cholesterol / chemical synthesis
  • Cholesterol / chemistry*
  • Cholesterol / therapeutic use
  • Cyclic N-Oxides / chemical synthesis
  • Cyclic N-Oxides / chemistry*
  • Cyclic N-Oxides / therapeutic use
  • Disaccharides / chemical synthesis
  • Disaccharides / chemistry*
  • Disaccharides / therapeutic use
  • Imines / chemical synthesis
  • Imines / chemistry*
  • Imines / therapeutic use
  • Light*
  • Rats
  • Reactive Oxygen Species / metabolism
  • Retinal Degeneration / prevention & control*
  • Retinal Diseases / drug therapy

Substances

  • Antioxidants
  • Cyclic N-Oxides
  • Disaccharides
  • Imines
  • Reactive Oxygen Species
  • phenyl-N-tert-butylnitrone
  • Cholesterol