A nonionic porphyrin as a noninterfering DNA antibacterial agent

Detalhes bibliográficos
Autor(a) principal: Mendes, Sónia
Data de Publicação: 2011
Outros Autores: Camacho, Fábio, Silva, Tito, Calado, Cecília, Serra, Arménio Coimbra, Gonsalves, António M. d’A. Rocha, Roxo‐Rosa, Mónica
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.21/12244
Resumo: The increasing interest in clinical bacterial photodynamic inactivation has led to the search for photosensitizers with higher bactericidal efficiency and less side effects on the surrounding tissues. We present a novel nonionic porphyrin, the 5,10,15‐tris(2,6‐dichlorophenyl)‐20‐[4‐N‐(6‐amino‐hexyl)sulfonamido)phenyl]‐porphyrin (ACS769F4) with substantial improvements in the efficiency of nonionic sensitizers. This porphyrin causes eradication of both Escherichia coli and Staphylococcus aureus by the photodynamic effect but in higher concentrations compared with 5,10,15,20‐tetrakis (4‐N,N,N‐trimethylammoniumphenyl)‐porphyrin p‐tosylate (TTAP4+), a known bactericidal tetracationic porphyrin. More important, under such conditions, ACS769F4 proved to be harmless to two mammalian cells lines (human embryonic and baby hamster kidney), causing no reduction in their viability or negative impact on their cytoskeleton, despite its accumulation in cellular structures. On the contrary, TTAP4+ is shown to accumulate in the nucleus of mammalian cells, in association to DNA, causing chromatin condensation after exposure to light. Furthermore, dark incubation with TTAP4+ was shown to have a deleterious effect on the microtubule network. Based on its bactericidal efficiency, also observed without exposure to light, and on the low tendency to be harmful or genotoxic to mammalian cells, ACS769F4 should be looked at as an interesting photosensitizer to be evaluated for clinical purposes.
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spelling A nonionic porphyrin as a noninterfering DNA antibacterial agentNonionic porphyrinDNAAntibacterial agentEscherichia coliStaphylococcus aureusThe increasing interest in clinical bacterial photodynamic inactivation has led to the search for photosensitizers with higher bactericidal efficiency and less side effects on the surrounding tissues. We present a novel nonionic porphyrin, the 5,10,15‐tris(2,6‐dichlorophenyl)‐20‐[4‐N‐(6‐amino‐hexyl)sulfonamido)phenyl]‐porphyrin (ACS769F4) with substantial improvements in the efficiency of nonionic sensitizers. This porphyrin causes eradication of both Escherichia coli and Staphylococcus aureus by the photodynamic effect but in higher concentrations compared with 5,10,15,20‐tetrakis (4‐N,N,N‐trimethylammoniumphenyl)‐porphyrin p‐tosylate (TTAP4+), a known bactericidal tetracationic porphyrin. More important, under such conditions, ACS769F4 proved to be harmless to two mammalian cells lines (human embryonic and baby hamster kidney), causing no reduction in their viability or negative impact on their cytoskeleton, despite its accumulation in cellular structures. On the contrary, TTAP4+ is shown to accumulate in the nucleus of mammalian cells, in association to DNA, causing chromatin condensation after exposure to light. Furthermore, dark incubation with TTAP4+ was shown to have a deleterious effect on the microtubule network. Based on its bactericidal efficiency, also observed without exposure to light, and on the low tendency to be harmful or genotoxic to mammalian cells, ACS769F4 should be looked at as an interesting photosensitizer to be evaluated for clinical purposes.WileyRCIPLMendes, SóniaCamacho, FábioSilva, TitoCalado, CecíliaSerra, Arménio CoimbraGonsalves, António M. d’A. RochaRoxo‐Rosa, Mónica2020-09-18T09:25:10Z2011-112011-11-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.21/12244engMENDES, Sónia; [et al] – A A nonionic porphyrin as a noninterfering DNA antibacterial agent. Photochemistry and Photobiology. ISSN 1751-1097. Vol. 87, N.º 6 (2011), pp. 1395-14041751-109710.1111/j.1751-1097.2011.00984.xmetadata only accessinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-08-03T10:04:47Zoai:repositorio.ipl.pt:10400.21/12244Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:20:22.246290Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv A nonionic porphyrin as a noninterfering DNA antibacterial agent
title A nonionic porphyrin as a noninterfering DNA antibacterial agent
spellingShingle A nonionic porphyrin as a noninterfering DNA antibacterial agent
Mendes, Sónia
Nonionic porphyrin
DNA
Antibacterial agent
Escherichia coli
Staphylococcus aureus
title_short A nonionic porphyrin as a noninterfering DNA antibacterial agent
title_full A nonionic porphyrin as a noninterfering DNA antibacterial agent
title_fullStr A nonionic porphyrin as a noninterfering DNA antibacterial agent
title_full_unstemmed A nonionic porphyrin as a noninterfering DNA antibacterial agent
title_sort A nonionic porphyrin as a noninterfering DNA antibacterial agent
author Mendes, Sónia
author_facet Mendes, Sónia
Camacho, Fábio
Silva, Tito
Calado, Cecília
Serra, Arménio Coimbra
Gonsalves, António M. d’A. Rocha
Roxo‐Rosa, Mónica
author_role author
author2 Camacho, Fábio
Silva, Tito
Calado, Cecília
Serra, Arménio Coimbra
Gonsalves, António M. d’A. Rocha
Roxo‐Rosa, Mónica
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv RCIPL
dc.contributor.author.fl_str_mv Mendes, Sónia
Camacho, Fábio
Silva, Tito
Calado, Cecília
Serra, Arménio Coimbra
Gonsalves, António M. d’A. Rocha
Roxo‐Rosa, Mónica
dc.subject.por.fl_str_mv Nonionic porphyrin
DNA
Antibacterial agent
Escherichia coli
Staphylococcus aureus
topic Nonionic porphyrin
DNA
Antibacterial agent
Escherichia coli
Staphylococcus aureus
description The increasing interest in clinical bacterial photodynamic inactivation has led to the search for photosensitizers with higher bactericidal efficiency and less side effects on the surrounding tissues. We present a novel nonionic porphyrin, the 5,10,15‐tris(2,6‐dichlorophenyl)‐20‐[4‐N‐(6‐amino‐hexyl)sulfonamido)phenyl]‐porphyrin (ACS769F4) with substantial improvements in the efficiency of nonionic sensitizers. This porphyrin causes eradication of both Escherichia coli and Staphylococcus aureus by the photodynamic effect but in higher concentrations compared with 5,10,15,20‐tetrakis (4‐N,N,N‐trimethylammoniumphenyl)‐porphyrin p‐tosylate (TTAP4+), a known bactericidal tetracationic porphyrin. More important, under such conditions, ACS769F4 proved to be harmless to two mammalian cells lines (human embryonic and baby hamster kidney), causing no reduction in their viability or negative impact on their cytoskeleton, despite its accumulation in cellular structures. On the contrary, TTAP4+ is shown to accumulate in the nucleus of mammalian cells, in association to DNA, causing chromatin condensation after exposure to light. Furthermore, dark incubation with TTAP4+ was shown to have a deleterious effect on the microtubule network. Based on its bactericidal efficiency, also observed without exposure to light, and on the low tendency to be harmful or genotoxic to mammalian cells, ACS769F4 should be looked at as an interesting photosensitizer to be evaluated for clinical purposes.
publishDate 2011
dc.date.none.fl_str_mv 2011-11
2011-11-01T00:00:00Z
2020-09-18T09:25:10Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10400.21/12244
url http://hdl.handle.net/10400.21/12244
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv MENDES, Sónia; [et al] – A A nonionic porphyrin as a noninterfering DNA antibacterial agent. Photochemistry and Photobiology. ISSN 1751-1097. Vol. 87, N.º 6 (2011), pp. 1395-1404
1751-1097
10.1111/j.1751-1097.2011.00984.x
dc.rights.driver.fl_str_mv metadata only access
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dc.publisher.none.fl_str_mv Wiley
publisher.none.fl_str_mv Wiley
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