Synthesis of α-hydroxyphosphonates and their antioxidant properties

Arch Pharm (Weinheim). 2012 Dec;345(12):957-63. doi: 10.1002/ardp.201200192. Epub 2012 Sep 26.

Abstract

A series of α-hydroxyphosphonates were synthesized from the reaction of aldehyde (1) with triethylphosphite (2) in the presence of oxone and evaluated for their antioxidant properties against lipid peroxidation, reduced glutathione, superoxide dismutase, and catalase. The majority of the compounds showed promising antioxidant activity. Diethyl anthracen-9-yl (hydroxy) methylphosphonate (3n) is the most potent and biologically active compound against free radicals.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Biomarkers / analysis
  • Brain / drug effects
  • Brain / enzymology
  • Brain / metabolism
  • Catalase / metabolism
  • Drug Design*
  • Glutathione / metabolism
  • Lipid Peroxidation / drug effects
  • Molecular Structure
  • Organophosphonates / chemical synthesis*
  • Organophosphonates / chemistry
  • Organophosphonates / pharmacology
  • Oxidative Stress / drug effects
  • Rats
  • Rats, Wistar
  • Superoxide Dismutase / metabolism

Substances

  • Antioxidants
  • Biomarkers
  • Organophosphonates
  • Catalase
  • Superoxide Dismutase
  • Glutathione