Synthesis and antibacterial activity of ionic liquids and organic salts based on penicillin g and amoxicillin hydrolysate derivatives against resistant bacteria

Detalhes bibliográficos
Autor(a) principal: Ferraz, Ricardo
Data de Publicação: 2020
Outros Autores: Silva, Dário, Dias, Ana Rita, Dias, Vitorino, Santos, Miguel M., Pinheiro, Luís, Prudêncio, Cristina, Noronha, João Paulo, Petrovski, Željko, Branco, Luís C.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10362/98893
Resumo: Fundacao para a Ciencia e Tecnologia through projects (PTDC/QUI-QOR/32406/2017, PEst-C/LA0006/2013) and PTDC/BTM-SAL/29786/2017, and one contract under Investigador FCT (L.C.B.). ZP thanks to Fundacao para a Ciencia e a Tecnologia, MCTES, for the Norma transitoria DL 57/2016 Program Contract. This work was also supported by the Associate Laboratory for Green Chemistry, which is financed by national funds from FCT/MEC, UIDB/50006/2020 and co‐financed by the ERDF under the PT2020 Partnership Agreement (POCI‐01‐ 0145‐FEDER‐007265). The authors also thank Solchemar company for support.
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spelling Synthesis and antibacterial activity of ionic liquids and organic salts based on penicillin g and amoxicillin hydrolysate derivatives against resistant bacteriaActive pharmaceutical ingredients-ionic liquids and organic salts (API-OSILs)Penicillin G and amoxicillin hydrolysate derivativesResistant bacteriaSensitive bacteriaPharmaceutical ScienceFundacao para a Ciencia e Tecnologia through projects (PTDC/QUI-QOR/32406/2017, PEst-C/LA0006/2013) and PTDC/BTM-SAL/29786/2017, and one contract under Investigador FCT (L.C.B.). ZP thanks to Fundacao para a Ciencia e a Tecnologia, MCTES, for the Norma transitoria DL 57/2016 Program Contract. This work was also supported by the Associate Laboratory for Green Chemistry, which is financed by national funds from FCT/MEC, UIDB/50006/2020 and co‐financed by the ERDF under the PT2020 Partnership Agreement (POCI‐01‐ 0145‐FEDER‐007265). The authors also thank Solchemar company for support.The preparation and characterization of ionic liquids and organic salts (OSILs) that contain anionic penicillin G [secoPen] and amoxicillin [seco-Amx] hydrolysate derivatives and their in vitro antibacterial activity against sensitive and resistant Escherichia coli and Staphylococcus aureus strains is reported. Eleven hydrolyzed β-lactam-OSILs were obtained after precipitation in moderate-to-high yields via the neutralization of the basic ammonia buffer of antibiotics with different cation hydroxide salts. The obtained minimum inhibitory concentration (MIC) data of the prepared compounds showed a relative decrease of the inhibitory concentrations (RDIC) in the order of 100 in the case of [C2OHMIM][seco-Pen] against sensitive S. aureus ATCC25923 and, most strikingly, higher than 1000 with [C16Pyr][seco-Amx] against methicillin-resistant Staphylococcus aureus (MRSA) ATCC 43300. These outstanding in vitro results showcase that a straightforward transformation of standard antibiotics into hydrolyzed organic salts can dramatically change the pharmaceutical activity of a drug, including giving rise to potent formulations of antibiotics against deadly bacteria strains.DQ - Departamento de QuímicaLAQV@REQUIMTERUNFerraz, RicardoSilva, DárioDias, Ana RitaDias, VitorinoSantos, Miguel M.Pinheiro, LuísPrudêncio, CristinaNoronha, João PauloPetrovski, ŽeljkoBranco, Luís C.2020-06-05T00:52:58Z2020-032020-03-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10362/98893eng1999-4923PURE: 18447805https://doi.org/10.3390/pharmaceutics12030221info: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:RCAAP2024-03-11T04:46:05Zoai:run.unl.pt:10362/98893Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:39:05.823919Repositório 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 Synthesis and antibacterial activity of ionic liquids and organic salts based on penicillin g and amoxicillin hydrolysate derivatives against resistant bacteria
title Synthesis and antibacterial activity of ionic liquids and organic salts based on penicillin g and amoxicillin hydrolysate derivatives against resistant bacteria
spellingShingle Synthesis and antibacterial activity of ionic liquids and organic salts based on penicillin g and amoxicillin hydrolysate derivatives against resistant bacteria
Ferraz, Ricardo
Active pharmaceutical ingredients-ionic liquids and organic salts (API-OSILs)
Penicillin G and amoxicillin hydrolysate derivatives
Resistant bacteria
Sensitive bacteria
Pharmaceutical Science
title_short Synthesis and antibacterial activity of ionic liquids and organic salts based on penicillin g and amoxicillin hydrolysate derivatives against resistant bacteria
title_full Synthesis and antibacterial activity of ionic liquids and organic salts based on penicillin g and amoxicillin hydrolysate derivatives against resistant bacteria
title_fullStr Synthesis and antibacterial activity of ionic liquids and organic salts based on penicillin g and amoxicillin hydrolysate derivatives against resistant bacteria
title_full_unstemmed Synthesis and antibacterial activity of ionic liquids and organic salts based on penicillin g and amoxicillin hydrolysate derivatives against resistant bacteria
title_sort Synthesis and antibacterial activity of ionic liquids and organic salts based on penicillin g and amoxicillin hydrolysate derivatives against resistant bacteria
author Ferraz, Ricardo
author_facet Ferraz, Ricardo
Silva, Dário
Dias, Ana Rita
Dias, Vitorino
Santos, Miguel M.
Pinheiro, Luís
Prudêncio, Cristina
Noronha, João Paulo
Petrovski, Željko
Branco, Luís C.
author_role author
author2 Silva, Dário
Dias, Ana Rita
Dias, Vitorino
Santos, Miguel M.
Pinheiro, Luís
Prudêncio, Cristina
Noronha, João Paulo
Petrovski, Željko
Branco, Luís C.
author2_role author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv DQ - Departamento de Química
LAQV@REQUIMTE
RUN
dc.contributor.author.fl_str_mv Ferraz, Ricardo
Silva, Dário
Dias, Ana Rita
Dias, Vitorino
Santos, Miguel M.
Pinheiro, Luís
Prudêncio, Cristina
Noronha, João Paulo
Petrovski, Željko
Branco, Luís C.
dc.subject.por.fl_str_mv Active pharmaceutical ingredients-ionic liquids and organic salts (API-OSILs)
Penicillin G and amoxicillin hydrolysate derivatives
Resistant bacteria
Sensitive bacteria
Pharmaceutical Science
topic Active pharmaceutical ingredients-ionic liquids and organic salts (API-OSILs)
Penicillin G and amoxicillin hydrolysate derivatives
Resistant bacteria
Sensitive bacteria
Pharmaceutical Science
description Fundacao para a Ciencia e Tecnologia through projects (PTDC/QUI-QOR/32406/2017, PEst-C/LA0006/2013) and PTDC/BTM-SAL/29786/2017, and one contract under Investigador FCT (L.C.B.). ZP thanks to Fundacao para a Ciencia e a Tecnologia, MCTES, for the Norma transitoria DL 57/2016 Program Contract. This work was also supported by the Associate Laboratory for Green Chemistry, which is financed by national funds from FCT/MEC, UIDB/50006/2020 and co‐financed by the ERDF under the PT2020 Partnership Agreement (POCI‐01‐ 0145‐FEDER‐007265). The authors also thank Solchemar company for support.
publishDate 2020
dc.date.none.fl_str_mv 2020-06-05T00:52:58Z
2020-03
2020-03-01T00:00:00Z
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/10362/98893
url http://hdl.handle.net/10362/98893
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 1999-4923
PURE: 18447805
https://doi.org/10.3390/pharmaceutics12030221
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
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
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