Triphenylphosphonium (TPP)-Based Antioxidants: A New Perspective on Antioxidant Design

ChemMedChem. 2020 Mar 5;15(5):404-410. doi: 10.1002/cmdc.201900695. Epub 2020 Feb 11.

Abstract

Mitochondrial oxidative damage and dysfunction contribute to a wide range of human diseases. Considering the limitation of conventional antioxidants and that mitochondria are the main source of reactive oxygen species (ROS) which induce oxidative damage, mitochondria-targeted antioxidants which can selectively block mitochondrial oxidative damage and prevent various types of cell death have been widely developed. As a lipophilic cation, triphenylphosphonium (TPP) has been commonly used in designing mitochondria-targeted antioxidants. Conjugated with the TPP moiety, antioxidants can achieve more than 1000-fold higher mitochondrial concentration depending on cell membrane potentials and mitochondrial membrane potentials. Herein we discuss the deficiencies of conventional antioxidants and the advantages of mitochondrial targeting, and review various types of TPP-based mitochondria-targeted antioxidants. These provide theoretical and background support for the design of new anti-oxidant.

Keywords: Mitochondria-targeted antioxidants; Mitochondrial oxidative damage; Reactive oxygen species (ROS); Triphenylphosphonium (TPP).

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Animals
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Humans
  • Mitochondria / drug effects*
  • Mitochondria / metabolism
  • Organophosphorus Compounds / chemistry
  • Organophosphorus Compounds / pharmacology*
  • Oxidative Stress / drug effects
  • Reactive Oxygen Species / metabolism

Substances

  • Antioxidants
  • Organophosphorus Compounds
  • Reactive Oxygen Species
  • triphenylphosphine