Amphiphilic cationic Zn-porphyrins with high photodynamic antimicrobial activity.

Journal Article (Journal Article)

AIM: Photodynamic inactivation of microbes can efficiently eradicate antibiotic-resistant strains. Systematic structural modification was used to investigate how porphyrin-based photosensitizers (PSs) could be designed for improved antibacterial activity. MATERIALS & METHODS: Zinc(II)5,10,15,20-tetrakis(N-alkylpyridinium-2(3,4)-yl)porphyrins presenting systematic modifications at the periphery of the porphyrin ring were evaluated for toxicity and antimicrobial photodynamic activity by measuring metabolic activity, cell membrane integrity and viability using antibiotic-sensitive and resistant Escherichia coli strains as model Gram-negative targets. RESULTS: Maximal sensitizer uptake, and, upon illumination, decrease of viable bacteria by >6 log10 were achieved by positively charged amphiphilic PSs with longer (six to eight carbon) alkyl substituents. CONCLUSION: Antibacterial photoefficiency (throughout the text photoefficiency has been used as equivalent of photocytotoxic efficacy) can be increased by orders of magnitude by increasing the lipophilicity of cationic alkylmetalloporphyrin PSs.

Full Text

Duke Authors

Cited Authors

  • Thomas, M; Craik, JD; Tovmasyan, A; Batinic-Haberle, I; Benov, LT

Published Date

  • 2015

Published In

Volume / Issue

  • 10 / 5

Start / End Page

  • 709 - 724

PubMed ID

  • 26000647

Electronic International Standard Serial Number (EISSN)

  • 1746-0921

Digital Object Identifier (DOI)

  • 10.2217/fmb.14.148


  • eng

Conference Location

  • England