Polylysine-porphycene conjugates as efficient photosensitizers for the inactivation of microbial pathogens.

Porphycenes are electronic isomers of porphyrins which, when neutral, display no appreciable photosensitizing action towards Gram-negative bacteria. The covalent binding of oligomeric polylysine moieties, which are cationic at physiological pH values, endows porphycenes with a significant phototoxic activity against Gram-negative bacteria while retaining their photoefficiency against a variety of microbial pathogens, including Gram-positive bacteria, fungi and mycoplasmas. The effect of the polylysine moiety is dependent on both the polylysine concentration and the degree of oligomerization. A suitable interplay among the various parameters opens the possibility to obtain either a broad spectrum of antimicrobial activity or a selective action toward a specific pathogen while minimizing the damage to human fibroblasts.

[1]  M. Wilson Photolysis of oral bacteria and its potential use in the treatment of caries and periodontal disease. , 1993, The Journal of applied bacteriology.

[2]  E. Vogel,et al.  2,7,12,17‐Tetrapropylporphycen — Pendant des Octaethylporphyrins in der Porphycen‐Reihe , 1987 .

[3]  Z. Malik,et al.  Photodynamic inactivation of Gram-negative bacteria: problems and possible solutions. , 1992, Journal of photochemistry and photobiology. B, Biology.

[4]  J. V. van Lier,et al.  Photosensitizing activity of water- and lipid-soluble phthalocyanines on prokaryotic and eukaryotic microbial cells. , 1992, Microbios.

[5]  J. V. van Lier,et al.  Photosensitizing activity of water- and lipid-soluble phthalocyanines on Escherichia coli. , 1990, FEMS microbiology letters.

[6]  E. Vogel,et al.  2,7,12,17‐Tetrapropylporphycene—Counterpart of Octaethylporphyrin in the Porphycene Series , 1987 .

[7]  J Hanania,et al.  New trends in photobiology (Invited review) bactericidal effects of photoactivated porphyrins ― An alternative approach to antimicrobial drugs , 1990 .

[8]  Z. Malik,et al.  INACTIVATION OF GRAM‐NEGATIVE BACTERIA BY PHOTOSENSITIZED PORPHYRINS , 1992, Photochemistry and photobiology.

[9]  M. Wainwright,et al.  A study of photobactericidal activity in the phenothiazinium series. , 1997, FEMS immunology and medical microbiology.

[10]  S. Szmigielski,et al.  Susceptibility of Pseudomonas aeruginosa to a photodynamic effect of the arginine hematoporphyrin derivative. , 1997, International journal of antimicrobial agents.

[11]  J. H. Parish,et al.  Photoinactivation of bacteria. Use of a cationic water-soluble zinc phthalocyanine to photoinactivate both gram-negative and gram-positive bacteria. , 1996, Journal of photochemistry and photobiology. B, Biology.

[12]  J. Pratten,et al.  Bacteria in supragingival plaque samples can be killed by low-power laser light in the presence of a photosensitizer. , 1995, The Journal of applied bacteriology.

[13]  J D Spikes,et al.  Studies on the mechanism of bacteria photosensitization by meso-substituted cationic porphyrins. , 1996, Journal of photochemistry and photobiology. B, Biology.

[14]  Á. Villanueva,et al.  Meso-substituted cationic porphyrins as efficient photosensitizers of gram-positive and gram-negative bacteria. , 1996, Journal of photochemistry and photobiology. B, Biology.

[15]  E. Vogel,et al.  Porphycen – ein neuartiges Porphin‐Isomer , 1986 .

[16]  Barbara W. Henderson,et al.  Photodynamic Therapy : Basic Principles and Clinical Applications , 2020 .