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An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coli

Bibliographic Details
Main Author: Moreira, Xavier
Publication Date: 2020
Other Authors: 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.
Format: Article
Language: eng
Source: Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
Download full: https://hdl.handle.net/1822/66002
Summary: 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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spelling 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 ScienceUniversidade 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/pdfhttps://hdl.handle.net/1822/66002eng0143-720810.1016/j.dyepig.2020.108330info:eu-repo/semantics/openAccessreponame:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiainstacron:RCAAP2025-05-24T01:18:49Zoai:repositorium.sdum.uminho.pt:1822/66002Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireinfo@rcaap.ptopendoar:https://opendoar.ac.uk/repository/71602025-05-28T16:19:10.530866Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiafalse
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 https://hdl.handle.net/1822/66002
url https://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
publisher.none.fl_str_mv Elsevier Science
dc.source.none.fl_str_mv reponame:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
instacron:RCAAP
instname_str FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
instacron_str RCAAP
institution RCAAP
reponame_str Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
collection Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
repository.name.fl_str_mv Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
repository.mail.fl_str_mv info@rcaap.pt
_version_ 1833595870715576320

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