Two cationic meso-thiophenium porphyrins and their zinc-complexes as anti-HIV-1 and antibacterial agents under non-photodynamic therapy (PDT) conditions

Bioorg Med Chem Lett. 2022 Jun 1:65:128699. doi: 10.1016/j.bmcl.2022.128699. Epub 2022 Mar 24.

Abstract

The anti-HIV-1 and antimicrobial activities of novel cationic meso-thiophenium porphyrins and their zinc-complex are reported under in vitro non-photodynamic (PDT) conditions. While all the cationic porphyrins led to the inhibition of de novo virus infection, the Zn(II)-complexes of T2(OH)2M (A2B2-type) and T(OH)3M (AB3-type) displayed potent inhibition of HIV-1 entry with T2(OH)2MZn displaying maximal anti-HIV activity. The Zinc complex of both the thiophenium porphyrins T2(OH)2M and T(OH)3M also depicted antibacterial activities against Escherichia coli (ATCC 25922) and more prominently against Staphylococcus aureus (ATCC 25923). Again, the antibacterial activity was more potent for T2(OH)2MZn. Our study highlighted that the presence of two thiophenium groups at the meso-positions of the A2B2-type porphyrins along with zinc strongly enhanced anti-HIV and antimicrobial properties of these novel thiophenium porphyrins under non-PDT conditions.

Keywords: Anti-HIV; Anti-microbial; Bactericidal; Thiophenium porphyrins; Zn-porphyrins.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / pharmacology
  • Anti-Infective Agents*
  • Cations / pharmacology
  • Escherichia coli
  • HIV-1*
  • Photochemotherapy*
  • Photosensitizing Agents / pharmacology
  • Porphyrins* / pharmacology
  • Zinc / pharmacology

Substances

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Cations
  • Photosensitizing Agents
  • Porphyrins
  • Zinc