A nonionic porphyrin as a noninterfering DNA antibacterial agent
Autor(a) principal: | |
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Data de Publicação: | 2011 |
Outros Autores: | , , , , , |
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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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 info:eu-repo/semantics/openAccess |
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metadata only access |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Wiley |
publisher.none.fl_str_mv |
Wiley |
dc.source.none.fl_str_mv |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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