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Photobiological characteristics of chlorophyll a derivatives as microbial PDT agents

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Abstract

Chlorin-e6 (chl-e6) and a hydrogenated derivative (chl-e6H) were semi-synthesized, and their photophysical properties and photodynamic activity against Escherichia coli, Staphylococcus aureus and Candida albicans evaluated. Methyl pheophorbide-a (Mepheo-a) was obtained from S. maxima using methanolic extraction with acid catalysis (CH3OH—H2SO4). Chlorin-e6 was prepared from Mepheo-a by basic hydrolysis with H2O―acetone and NaOH. Hydrogenated Chlorin-e6 was synthesized by a similar procedure starting from the hydrogenated methyl pheophorbide-a (Mepheo-aH). Photophysical studies were performed in order to determine the singlet oxygen quantum yield of chl-e6H which is higher than that of chl-e6. The microorganism inactivation of chl-e6 and chl-e6H was investigated at two concentrations and three fluence levels. Both chl-e6 and chl-e6H showed microorganism inactivation against Gram-positive bacteria and a fungus.

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Authors and Affiliations

  1. Instituto de Física de São Carlos, Universidade de São Paulo, Av: Trabalhador São Carlense 400, São Carlos, São Paulo, 13566-590, Brazil

    Marciana P. Uliana, Layla Pires, Sebastião Pratavieira, Vanderlei S. Bagnato & Cristina Kurachi

  2. Departamento de Química, Universidade Federal de São Carlos, Rodovia Washington Luís km 235–SP-310, 13565-905, São Carlos, São Paulo, Brazil

    Marciana P. Uliana, Timothy J. Brocksom & Kleber T. de Oliveira

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  1. Marciana P. Uliana
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  2. Layla Pires
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  3. Sebastião Pratavieira
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  4. Timothy J. Brocksom
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  5. Kleber T. de Oliveira
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  6. Vanderlei S. Bagnato
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Correspondence to Cristina Kurachi.

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Electronic supplementary information (ESI) available. See DOI: 10.1039/c3pp50376c

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Uliana, M.P., Pires, L., Pratavieira, S. et al. Photobiological characteristics of chlorophyll a derivatives as microbial PDT agents. Photochem Photobiol Sci 13, 1137–1145 (2014). https://doi.org/10.1039/c3pp50376c

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