Antimicrobial and toxicity evaluation of imidazolium-based dicationic ionic liquids with dicarboxylate anions
Autor(a) principal: | |
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Data de Publicação: | 2021 |
Outros Autores: | , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UFRGS |
Texto Completo: | http://hdl.handle.net/10183/231528 |
Resumo: | Imidazolium-based dicationic ILs (DILs) presenting antimicrobial activity and relatively low toxicity are highly desirable and are envisioned for use in live tissue to prevent bacterial or fungal infections. In this context,we present here DILswith dicarboxylate anions [Cn(MIM)2[Cn(MIM)2][CO2- (CH2)mCO2], in which n = 4, 6, 8, and 10, and m = 0, 1, 2, 3, 4, and 5. The results showed that DILs with an alkyl chain spacer of ten carbons were active against yeasts and the bacterial strains tested. However, most of the DILs were cytotoxic and toxic at 1 mM. By contrast, DILs with alkyl chains possessing less than ten carbons were active against some specific Candidas and bacteria (mainly S. aureus), and they showed moderate cytotoxicity. The best activity against Gram-positive bacteria was observed for [C4(MIM)2][Pim] toward MRSA. For the DILs described herein, their level of toxicity against C. elegans was lower than that of most of the mono- and dicationic IL analogs with other anions. Our results showed that the presence of carboxylate anions reduces the toxicity of DILs compared to DILs containing halide anions, which is particularly significant to the means of designing biologically active compounds in antimicrobial formulations. |
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Kuhn, Bruna LuizaKaminski, Taís Fernanda AndrzejewskiCarvalho, Anderson RamosFuentefria, Alexandre MeneghelloJohann, Bianca de Medeiros Barlett da CostaSilva, Edilma Elayne daSilveira, Gustavo PozzaSilveira, Tássia Limana daSoares, Felix Alexandre AntunesFrizzo, Clarissa Piccinin2021-11-04T04:24:13Z20211999-4923http://hdl.handle.net/10183/231528001127150Imidazolium-based dicationic ILs (DILs) presenting antimicrobial activity and relatively low toxicity are highly desirable and are envisioned for use in live tissue to prevent bacterial or fungal infections. In this context,we present here DILswith dicarboxylate anions [Cn(MIM)2[Cn(MIM)2][CO2- (CH2)mCO2], in which n = 4, 6, 8, and 10, and m = 0, 1, 2, 3, 4, and 5. The results showed that DILs with an alkyl chain spacer of ten carbons were active against yeasts and the bacterial strains tested. However, most of the DILs were cytotoxic and toxic at 1 mM. By contrast, DILs with alkyl chains possessing less than ten carbons were active against some specific Candidas and bacteria (mainly S. aureus), and they showed moderate cytotoxicity. The best activity against Gram-positive bacteria was observed for [C4(MIM)2][Pim] toward MRSA. For the DILs described herein, their level of toxicity against C. elegans was lower than that of most of the mono- and dicationic IL analogs with other anions. Our results showed that the presence of carboxylate anions reduces the toxicity of DILs compared to DILs containing halide anions, which is particularly significant to the means of designing biologically active compounds in antimicrobial formulations.application/pdfengPharmaceutics. Basel. Vol. 13, n. 5 (2021), 639, 14 p.Atividade antimicrobianaCitotoxicidadeInfecções bacterianas e micosesFarmáciaDicationic ionic liquidDicarboxylate anionAntimicrobial activityC. elegansCytotoxicityESKAPE panelAntimicrobial and toxicity evaluation of imidazolium-based dicationic ionic liquids with dicarboxylate anionsEstrangeiroinfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFRGSinstname:Universidade Federal do Rio Grande do Sul (UFRGS)instacron:UFRGSTEXT001127150.pdf.txt001127150.pdf.txtExtracted Texttext/plain57076http://www.lume.ufrgs.br/bitstream/10183/231528/2/001127150.pdf.txt5ec2af3486787eccc9c30630061283b0MD52ORIGINAL001127150.pdfTexto completo (inglês)application/pdf1874840http://www.lume.ufrgs.br/bitstream/10183/231528/1/001127150.pdf251b416bb1595a2b0a0b9ae3583d1dadMD5110183/2315282021-11-20 06:00:58.802273oai:www.lume.ufrgs.br:10183/231528Repositório de PublicaçõesPUBhttps://lume.ufrgs.br/oai/requestopendoar:2021-11-20T08:00:58Repositório Institucional da UFRGS - Universidade Federal do Rio Grande do Sul (UFRGS)false |
dc.title.pt_BR.fl_str_mv |
Antimicrobial and toxicity evaluation of imidazolium-based dicationic ionic liquids with dicarboxylate anions |
title |
Antimicrobial and toxicity evaluation of imidazolium-based dicationic ionic liquids with dicarboxylate anions |
spellingShingle |
Antimicrobial and toxicity evaluation of imidazolium-based dicationic ionic liquids with dicarboxylate anions Kuhn, Bruna Luiza Atividade antimicrobiana Citotoxicidade Infecções bacterianas e micoses Farmácia Dicationic ionic liquid Dicarboxylate anion Antimicrobial activity C. elegans Cytotoxicity ESKAPE panel |
title_short |
Antimicrobial and toxicity evaluation of imidazolium-based dicationic ionic liquids with dicarboxylate anions |
title_full |
Antimicrobial and toxicity evaluation of imidazolium-based dicationic ionic liquids with dicarboxylate anions |
title_fullStr |
Antimicrobial and toxicity evaluation of imidazolium-based dicationic ionic liquids with dicarboxylate anions |
title_full_unstemmed |
Antimicrobial and toxicity evaluation of imidazolium-based dicationic ionic liquids with dicarboxylate anions |
title_sort |
Antimicrobial and toxicity evaluation of imidazolium-based dicationic ionic liquids with dicarboxylate anions |
author |
Kuhn, Bruna Luiza |
author_facet |
Kuhn, Bruna Luiza Kaminski, Taís Fernanda Andrzejewski Carvalho, Anderson Ramos Fuentefria, Alexandre Meneghello Johann, Bianca de Medeiros Barlett da Costa Silva, Edilma Elayne da Silveira, Gustavo Pozza Silveira, Tássia Limana da Soares, Felix Alexandre Antunes Frizzo, Clarissa Piccinin |
author_role |
author |
author2 |
Kaminski, Taís Fernanda Andrzejewski Carvalho, Anderson Ramos Fuentefria, Alexandre Meneghello Johann, Bianca de Medeiros Barlett da Costa Silva, Edilma Elayne da Silveira, Gustavo Pozza Silveira, Tássia Limana da Soares, Felix Alexandre Antunes Frizzo, Clarissa Piccinin |
author2_role |
author author author author author author author author author |
dc.contributor.author.fl_str_mv |
Kuhn, Bruna Luiza Kaminski, Taís Fernanda Andrzejewski Carvalho, Anderson Ramos Fuentefria, Alexandre Meneghello Johann, Bianca de Medeiros Barlett da Costa Silva, Edilma Elayne da Silveira, Gustavo Pozza Silveira, Tássia Limana da Soares, Felix Alexandre Antunes Frizzo, Clarissa Piccinin |
dc.subject.por.fl_str_mv |
Atividade antimicrobiana Citotoxicidade Infecções bacterianas e micoses Farmácia |
topic |
Atividade antimicrobiana Citotoxicidade Infecções bacterianas e micoses Farmácia Dicationic ionic liquid Dicarboxylate anion Antimicrobial activity C. elegans Cytotoxicity ESKAPE panel |
dc.subject.eng.fl_str_mv |
Dicationic ionic liquid Dicarboxylate anion Antimicrobial activity C. elegans Cytotoxicity ESKAPE panel |
description |
Imidazolium-based dicationic ILs (DILs) presenting antimicrobial activity and relatively low toxicity are highly desirable and are envisioned for use in live tissue to prevent bacterial or fungal infections. In this context,we present here DILswith dicarboxylate anions [Cn(MIM)2[Cn(MIM)2][CO2- (CH2)mCO2], in which n = 4, 6, 8, and 10, and m = 0, 1, 2, 3, 4, and 5. The results showed that DILs with an alkyl chain spacer of ten carbons were active against yeasts and the bacterial strains tested. However, most of the DILs were cytotoxic and toxic at 1 mM. By contrast, DILs with alkyl chains possessing less than ten carbons were active against some specific Candidas and bacteria (mainly S. aureus), and they showed moderate cytotoxicity. The best activity against Gram-positive bacteria was observed for [C4(MIM)2][Pim] toward MRSA. For the DILs described herein, their level of toxicity against C. elegans was lower than that of most of the mono- and dicationic IL analogs with other anions. Our results showed that the presence of carboxylate anions reduces the toxicity of DILs compared to DILs containing halide anions, which is particularly significant to the means of designing biologically active compounds in antimicrobial formulations. |
publishDate |
2021 |
dc.date.accessioned.fl_str_mv |
2021-11-04T04:24:13Z |
dc.date.issued.fl_str_mv |
2021 |
dc.type.driver.fl_str_mv |
Estrangeiro info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10183/231528 |
dc.identifier.issn.pt_BR.fl_str_mv |
1999-4923 |
dc.identifier.nrb.pt_BR.fl_str_mv |
001127150 |
identifier_str_mv |
1999-4923 001127150 |
url |
http://hdl.handle.net/10183/231528 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.ispartof.pt_BR.fl_str_mv |
Pharmaceutics. Basel. Vol. 13, n. 5 (2021), 639, 14 p. |
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info:eu-repo/semantics/openAccess |
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openAccess |
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