Cationic Chalcogenoviologen Derivatives for Photodynamic Antimicrobial Therapy and Skin Regeneration

Chemistry. 2019 Oct 22;25(59):13472-13478. doi: 10.1002/chem.201903278. Epub 2019 Aug 28.

Abstract

A series of water-soluble cationic chalcogenoviologen-based photosensitizers for photodynamic antimicrobial therapy (PDAT) is reported. The Se-containing derivatives (SeMV2+ ) 5 b and 6 b showed good antimicrobial activities due to the presence of chalcogen atoms and a cationic scaffold. The former efficiently enhanced the generation of reactive oxygen species (ROS), and the latter facilitated the ROS delivery to bacteria, resulting in their death. Interestingly, alkyl-modified photosensitizers showed higher antimicrobial activities than commonly reported photosensitizers with quaternary ammonium (QA) groups. In particular, the SeMV2+ (6 b) with excellent antibacterial activities efficiently promoted the healing of infected wounds in mice. Simple yet novel, nontoxic and biocompatible chalcogenoviologens provided a promising strategy to develop new efficient photosensitizers for photodynamic antimicrobial therapy and skin regeneration.

Keywords: antibiotics; cationic chalcogenoviologens; membrane intercalating agents; photodynamic antimicrobial therapy; skin regeneration.

MeSH terms

  • Animals
  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology
  • Anti-Infective Agents / therapeutic use
  • Cations / chemistry*
  • Mice
  • Photochemotherapy / methods
  • Photosensitizing Agents / chemistry
  • Photosensitizing Agents / therapeutic use*
  • Reactive Oxygen Species / chemistry*
  • Regeneration
  • Skin / physiopathology*

Substances

  • Anti-Infective Agents
  • Cations
  • Photosensitizing Agents
  • Reactive Oxygen Species