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Non-aggregated Ga(III)-phthalocyanines in the photodynamic inactivatio planktonic and biofilm cultures of pathogenic microorganisms

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Abstract

Visible light-absorbing cationic water-soluble gallium(III) phthalocyanines (GaPcs) peripherally substituted with four and eight methylpyridyloxy groups were synthesized and investigated as antimicrobial photodynamic sensitizers. The inserted large gallium ion in the phthalocyanine ligand is axially substituted by one hydroxyl group which prevents aggregation of the complexes in aqueous solution. The cellular uptake and the photodynamic activity for the representative strains of the Gram positive bacteria methicillin-resistant Staphylococcus aureus(MRSA) and Enterococcus faecalis, of the Gram negative bacterium Pseudomonas aeruginosa and of the fungus Candida albicans in planktonic phase were studied. The tetra-methylpyridyloxy substituted GaPc1 showed lower cellular uptake compared to the octa-methylpyridyloxy substituted GaPc2. The photodynamic activity of the GaPcs was studied in comparison to methylene blue (MB) and a photodynamically active Zn(II)-phthalo-cyanine with the same substitution (ZnPcMe). Photodynamic treatment with 3.0 mM GaPc1 at mild light conditions (50 J cm-2, 60 mW cm-2) resulted in a high photoinactivation of the microorganisms in the planktonic phase nevertheless the dark toxicity of GaPc1 towards MRSA and E. faecalis. GaPcs against fungal biofilm grown on polymethylmethacrylate (PMMC) resin showed a complete inactivation at a higher concentration of GaPc2 (6.0 mM) and of the referent sensitizer ZnPcMe. However, the bacterial biofilms were not susceptible to treatment of GaPcs with only 1–2 log reduction of the biofilm. The bacterial biofilm E. faecalis was effectively inactivated only with MB. The water-soluble octa-methylpyridyloxy substituted GaPc2 has a potential value for photodynamic treatment of C. albicans biofilms formed on denture acrylic resin.

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Authors and Affiliations

  1. Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Acad. G. Bonchev str., Bl. 9, 1113, Sofia, Bulgaria

    Vanya Mantareva & Ivan Angelov

  2. The Stephan Angeloff Institute of Microbiology, Bulgarian Academy of, Sciences, Bl. 26, 1113, Sofia, Bulgaria

    Veselin Kussovski

  3. University of Bremen, PO Box 330 440, D-28334, Bremen, Germany

    Dieter Wöhrle

  4. Institute of Biology and Immunology of Reproduction “Acad. Kiril Bratanov”, Bulgarian Academy of Sciences, Tzarigradsko shosse blvd. 73, 1113, Sofia, Bulgaria

    Roumen Dimitrov

  5. Faculty of Dental Medicine, Medicinal University of Plovdiv, Plovdiv, Bulgaria

    Elka Popova

  6. Faculty of Dental Medicine, Medicinal University of Sofia, G. Sofijski, blv. 1, Sofia, Bulgaria

    Slavcho Dimitrov

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  1. Vanya Mantareva
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Correspondence to Vanya Mantareva.

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Mantareva, V., Kussovski, V., Angelov, I. et al. Non-aggregated Ga(III)-phthalocyanines in the photodynamic inactivatio planktonic and biofilm cultures of pathogenic microorganisms. Photochem Photobiol Sci 10, 91–102 (2011). https://doi.org/10.1039/b9pp00154a

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  • DOI: https://doi.org/10.1039/b9pp00154a

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