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Synthesis and Antibacterial Activity of Ionic Liquids and Organic Salts Based on Penicillin G and Amoxicillin hydrolysate Derivatives against Resistant Bacteria

2020Journal article Open access
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dc.contributor.authorFerraz, Ricardo
dc.contributor.authorSilva, Dário
dc.contributor.authorDias, Ana Rita
dc.contributor.authorDias, Vitorino
dc.contributor.authorSantos, Miguel M.
dc.contributor.authorPinheiro, Luís
dc.contributor.authorPrudêncio, Cristina
dc.contributor.authorNoronha, João Paulo
dc.contributor.authorPetrovski, Željko
dc.contributor.authorBranco, Luís C.
dc.date.accessioned2020-09-14T12:02:03Z
dc.date.available2020-09-14T12:02:03Z
dc.date.issued2020
dc.description.abstractThe 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 Escherichiacoli and Staphylococcusaureus 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.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.doi10.3390/pharmaceutics12030221pt_PT
dc.identifier.urihttp://hdl.handle.net/10400.22/16261
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.relationPEst-C/LA0006/2013pt_PT
dc.relationPOCI-01- 0145-FEDER-007265pt_PT
dc.relationAssociated Laboratory for Green Chemistry - Clean Technologies and Processes
dc.relation.publisherversionhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC7150922/pt_PT
dc.subjectActive pharmaceuticalpt_PT
dc.subjectSensitive bacteriapt_PT
dc.subjectpenicillin Gpt_PT
dc.subjectAmoxicillin hydrolysate derivativespt_PT
dc.titleSynthesis and Antibacterial Activity of Ionic Liquids and Organic Salts Based on Penicillin G and Amoxicillin hydrolysate Derivatives against Resistant Bacteriapt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleAssociated Laboratory for Green Chemistry - Clean Technologies and Processes
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/PTDC%2FQUI-QOR%2F32406%2F2017/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/PTDC%2FCTM%2F103664%2F2008/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FQUI%2F50006%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F50006%2F2020/PT
oaire.citation.issue3pt_PT
oaire.citation.startPage221pt_PT
oaire.citation.titlePharmaceuticspt_PT
oaire.citation.volume12pt_PT
oaire.fundingStream3599-PPCDT
oaire.fundingStream3599-PPCDT
oaire.fundingStream5876
oaire.fundingStream6817 - DCRRNI ID
person.familyNameFerraz
person.familyNameda Silva Dias
person.familyNamePrudêncio
person.givenNameRicardo
person.givenNameAna Rita
person.givenNameCristina
person.identifier1200571
person.identifier.ciencia-id001E-71CE-F92D
person.identifier.ciencia-idA315-FD53-E1DC
person.identifier.ciencia-idC81E-F4EE-FADE
person.identifier.orcid0000-0002-1761-117X
person.identifier.orcid0000-0003-4006-1185
person.identifier.orcid0000-0002-9920-936X
person.identifier.ridG-5639-2011
person.identifier.scopus-author-id24464208500
person.identifier.scopus-author-id6508057930
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT
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