Cucurbit[10]uril-based supramolecular radicals: Powerful arms to kill facultative anaerobic bacteria

J Control Release. 2023 Feb:354:626-634. doi: 10.1016/j.jconrel.2023.01.040. Epub 2023 Jan 23.

Abstract

Two water-soluble supramolecular complexes (CB[10]⊃PSA and CB[10]⊃TPE-cyc) are constructed based on the host-guest interaction between cucurbit[10]uril (CB[10]) and perylene diimide derivative (PSA) or tetracationic cyclophane (TPE-cyc). Attributing to the matched redox potential, both supramolecular complexes can be specifically reduced into corresponding supramolecular radical cations or anions by facultative anaerobic E. coli. Benefiting from the strong near-infrared (NIR) absorption, CB[10]⊃PSA radical anions and CB[10]⊃TPE-cyc radical cations act as efficient NIR photosensitizers and perform an excellent antimicrobial activity (close to 100%) via PTT. In addition, the biocompatibility of TPE-cyc is notably improved under the protection of CB[10], guaranteeing its biosafety for in vivo application. CB[10]⊃PSA radical anions and CB[10]⊃TPE-cyc radical cations are in situ generated in the E. coli-infected abscess of mice and effectively inhibit the bacterial infection without obvious system toxicity. It is anticipated that this supramolecular strategy may pave a new way for the selective bacteria inhibition to regulate the balance of different bacterial flora.

Keywords: Host-guest interaction; Photothermal therapy (PTT); Supramolecular radicals; Targeted anti-bacteria; Transmembrane redox potential.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anions
  • Bacteria
  • Bacteria, Anaerobic*
  • Bridged-Ring Compounds
  • Cations
  • Escherichia coli*
  • Imidazoles

Substances

  • Bridged-Ring Compounds
  • Imidazoles
  • Anions
  • Cations