An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coli
Autor(a) principal: | |
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Data de Publicação: | 2020 |
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/1822/66002 |
Resumo: | New porphyrin-imidazole derivatives were synthesised by Radziszewski reaction between 2-formyl-5,10,15,20-tetraphenylporphyrin 1 and several (hetem)aromatic 1,2-diones, which after cationization afforded promising monocationic photosensitizers 3a-d. Singlet oxygen studies have demonstrated that all the cationic porphyrin-imidazole conjugates 3a-d were capable to produce cytotoxic species. These photosensitizers were able to photoinactivate Eschericha coli and their inactivation profile was improved in the presence of KI. |
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An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coliPorphyrinN-HeterocyclesPhotosensitizerAntimicrobial photodynamic therapyGram-negative E. coliCiências Naturais::Ciências QuímicasScience & TechnologyNew porphyrin-imidazole derivatives were synthesised by Radziszewski reaction between 2-formyl-5,10,15,20-tetraphenylporphyrin 1 and several (hetem)aromatic 1,2-diones, which after cationization afforded promising monocationic photosensitizers 3a-d. Singlet oxygen studies have demonstrated that all the cationic porphyrin-imidazole conjugates 3a-d were capable to produce cytotoxic species. These photosensitizers were able to photoinactivate Eschericha coli and their inactivation profile was improved in the presence of KI.The authors are grateful to University of Aveiro and FCT/MCT for the financial support for QOPNA research Unit (FCT UID/QUI/00062/2019), the LAQV-REQUIMTE (UIDB/50006/2020), CESAM (UID/AMB/50017/2019) and CQUM (QUI/UI0686/2018) through national founds and, where applicable, co-financed by the FEDER, within the PT2020 Partnership Agreement, and to the Portuguese NMR Network. The research contract of N.M.M. Moura (REF.-048-88-ARH/2018) is funded by national funds (OE), through FCT - Fundacao para a Ciencia e a Tecnologia, I.P., in the scope of the framework contract foreseen in the numbers 4, 5 and 6 of the article 23, of the Decree-Law 57/2016, of August 29, changed by Law 57/2017, of July 19.Elsevier Science LtdUniversidade do MinhoMoreira, XavierSantos, PatriciaFaustino, M. Amparo F.Raposo, M. Manuela M.Costa, Susana P. G.Moura, Nuno M. M.Gomes, Ana T. P. C.Almeida, AdelaideNeves, M. G. P. M. S.20202020-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfapplication/pdfhttp://hdl.handle.net/1822/66002eng0143-720810.1016/j.dyepig.2020.108330info: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:RCAAP2023-07-21T12:46:36Zoai:repositorium.sdum.uminho.pt:1822/66002Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:44:37.396122Repositório 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 |
An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coli |
title |
An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coli |
spellingShingle |
An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coli Moreira, Xavier Porphyrin N-Heterocycles Photosensitizer Antimicrobial photodynamic therapy Gram-negative E. coli Ciências Naturais::Ciências Químicas Science & Technology |
title_short |
An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coli |
title_full |
An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coli |
title_fullStr |
An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coli |
title_full_unstemmed |
An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coli |
title_sort |
An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coli |
author |
Moreira, Xavier |
author_facet |
Moreira, Xavier Santos, Patricia Faustino, M. Amparo F. Raposo, M. Manuela M. Costa, Susana P. G. Moura, Nuno M. M. Gomes, Ana T. P. C. Almeida, Adelaide Neves, M. G. P. M. S. |
author_role |
author |
author2 |
Santos, Patricia Faustino, M. Amparo F. Raposo, M. Manuela M. Costa, Susana P. G. Moura, Nuno M. M. Gomes, Ana T. P. C. Almeida, Adelaide Neves, M. G. P. M. S. |
author2_role |
author author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade do Minho |
dc.contributor.author.fl_str_mv |
Moreira, Xavier Santos, Patricia Faustino, M. Amparo F. Raposo, M. Manuela M. Costa, Susana P. G. Moura, Nuno M. M. Gomes, Ana T. P. C. Almeida, Adelaide Neves, M. G. P. M. S. |
dc.subject.por.fl_str_mv |
Porphyrin N-Heterocycles Photosensitizer Antimicrobial photodynamic therapy Gram-negative E. coli Ciências Naturais::Ciências Químicas Science & Technology |
topic |
Porphyrin N-Heterocycles Photosensitizer Antimicrobial photodynamic therapy Gram-negative E. coli Ciências Naturais::Ciências Químicas Science & Technology |
description |
New porphyrin-imidazole derivatives were synthesised by Radziszewski reaction between 2-formyl-5,10,15,20-tetraphenylporphyrin 1 and several (hetem)aromatic 1,2-diones, which after cationization afforded promising monocationic photosensitizers 3a-d. Singlet oxygen studies have demonstrated that all the cationic porphyrin-imidazole conjugates 3a-d were capable to produce cytotoxic species. These photosensitizers were able to photoinactivate Eschericha coli and their inactivation profile was improved in the presence of KI. |
publishDate |
2020 |
dc.date.none.fl_str_mv |
2020 2020-01-01T00:00:00Z |
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/1822/66002 |
url |
http://hdl.handle.net/1822/66002 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
0143-7208 10.1016/j.dyepig.2020.108330 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf application/pdf |
dc.publisher.none.fl_str_mv |
Elsevier Science Ltd |
publisher.none.fl_str_mv |
Elsevier Science Ltd |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
instname_str |
Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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1799133008470474752 |