Supramolecular Radical Anions Triggered by Bacteria In Situ for Selective Photothermal Therapy

Angew Chem Int Ed Engl. 2017 Dec 18;56(51):16239-16242. doi: 10.1002/anie.201708971. Epub 2017 Nov 28.

Abstract

A supramolecular complex that can be selectively reduced to radical anions in situ by facultative anaerobic bacteria is reported. To this end, a water-soluble bifunctional monomer bearing perylene diimide was synthesized, and its supramolecular complex with cucurbit[7]uril was fabricated on the basis of host-guest complexation, which could be reduced to forming radical anions in the presence of E. coli. It was found that this supramolecular complex could display different ability of generating radical anions by facultative anaerobic and aerobic bacteria in terms of their various reductive abilities. The selective antibacterial activity of the supramolecular complex could be realized by the photothermal performance of the radical anions under near-infrared irradiation. It is anticipated that this method may lead to a novel bacteria-responsive photothermal therapy to regulate balance of bacterial flora.

Keywords: host-guest systems; photothermal therapy; radical anions; supramolecular chemistry.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anions / chemical synthesis
  • Anions / chemistry
  • Anions / pharmacology
  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Bridged-Ring Compounds / chemistry
  • Bridged-Ring Compounds / pharmacology
  • Escherichia coli / drug effects*
  • Free Radicals / chemical synthesis
  • Free Radicals / chemistry
  • Free Radicals / pharmacology
  • Imidazoles / chemistry
  • Imidazoles / pharmacology
  • Imides / chemical synthesis
  • Imides / chemistry
  • Imides / pharmacology*
  • Macromolecular Substances / chemical synthesis
  • Macromolecular Substances / chemistry
  • Macromolecular Substances / pharmacology
  • Microbial Sensitivity Tests
  • Perylene / analogs & derivatives*
  • Perylene / chemical synthesis
  • Perylene / chemistry
  • Perylene / pharmacology
  • Phototherapy*

Substances

  • Anions
  • Anti-Bacterial Agents
  • Bridged-Ring Compounds
  • Free Radicals
  • Imidazoles
  • Imides
  • Macromolecular Substances
  • cucurbit(7)uril
  • perylene bisimide
  • Perylene