ANTIMICROBIAL ACTIVITY AND IN SILICO STUDY OF METHYLIMIDAZOLIUM-FURANCHALCONE HYBRIDS AND 1-ALKYL-3-METHYLIMIDAZOLIUM SALTS

ABSTRACT A set of methylimidazolium-furanchalcone hybrids and 1-alkyl-3-methylimidazolium salts were tested in order to find their antimicrobial activity against five gram positive bacteria, two gram negative bacteria and three fungi. In the series of 1-alkyl-3-methylimidazolium salts, compounds 4 a...

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Autores principales:	Araque,Pedronel, Herrera,Angie, Montaño,Diego, Yepes,Andres, García,Elisa, Sepúlveda,Jovany, Torijano,Sandra, Cardona-G,Wilson
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2019
Materias:	Antibacterial antifungal ionic liquid in silico study hybrid molecules
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072019000304547
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spelling	oai:scielo:S0717-970720190003045472019-11-06ANTIMICROBIAL ACTIVITY AND IN SILICO STUDY OF METHYLIMIDAZOLIUM-FURANCHALCONE HYBRIDS AND 1-ALKYL-3-METHYLIMIDAZOLIUM SALTSAraque,PedronelHerrera,AngieMontaño,DiegoYepes,AndresGarcía,ElisaSepúlveda,JovanyTorijano,SandraCardona-G,Wilson Antibacterial antifungal ionic liquid in silico study hybrid molecules ABSTRACT A set of methylimidazolium-furanchalcone hybrids and 1-alkyl-3-methylimidazolium salts were tested in order to find their antimicrobial activity against five gram positive bacteria, two gram negative bacteria and three fungi. In the series of 1-alkyl-3-methylimidazolium salts, compounds 4 and 7 were the most active compounds against S. mutans and F. oxysporum, respectively (MIC value of 3.0 and 6.7 mM, respectively). In addition, among the hybrid molecules, compound 10 exhibited the highest activity against F. solani (MIC50 = 14.3 mM) followed by hybrid 11 (MIC50 = 14.5 mM), which was also the most active against S. aureus, S. mutans (MIC50 = 14.6, 18.7 mM, respectively). The activity of these hybrids was even better with regard to the lead compounds (furanchalcone, methylimidazole or the mixture). In the structure-activity relationship there was observed higher bioactivity when the alkyl linker had eigth carbon atoms. This was then supported by the in silico study which displayed a strong relationship between the length of the alkyl chain on N and the biological activity. The results highlight the importance of these derivatives (1-alkyl-3-methylimidazolium salts) and hybrids (methylimidazolium-furanchalcone) as potential antimicrobial agents.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.64 n.3 20192019-09-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072019000304547en10.4067/S0717-97072019000304547
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Antibacterial antifungal ionic liquid in silico study hybrid molecules
spellingShingle	Antibacterial antifungal ionic liquid in silico study hybrid molecules Araque,Pedronel Herrera,Angie Montaño,Diego Yepes,Andres García,Elisa Sepúlveda,Jovany Torijano,Sandra Cardona-G,Wilson ANTIMICROBIAL ACTIVITY AND IN SILICO STUDY OF METHYLIMIDAZOLIUM-FURANCHALCONE HYBRIDS AND 1-ALKYL-3-METHYLIMIDAZOLIUM SALTS
description	ABSTRACT A set of methylimidazolium-furanchalcone hybrids and 1-alkyl-3-methylimidazolium salts were tested in order to find their antimicrobial activity against five gram positive bacteria, two gram negative bacteria and three fungi. In the series of 1-alkyl-3-methylimidazolium salts, compounds 4 and 7 were the most active compounds against S. mutans and F. oxysporum, respectively (MIC value of 3.0 and 6.7 mM, respectively). In addition, among the hybrid molecules, compound 10 exhibited the highest activity against F. solani (MIC50 = 14.3 mM) followed by hybrid 11 (MIC50 = 14.5 mM), which was also the most active against S. aureus, S. mutans (MIC50 = 14.6, 18.7 mM, respectively). The activity of these hybrids was even better with regard to the lead compounds (furanchalcone, methylimidazole or the mixture). In the structure-activity relationship there was observed higher bioactivity when the alkyl linker had eigth carbon atoms. This was then supported by the in silico study which displayed a strong relationship between the length of the alkyl chain on N and the biological activity. The results highlight the importance of these derivatives (1-alkyl-3-methylimidazolium salts) and hybrids (methylimidazolium-furanchalcone) as potential antimicrobial agents.
author	Araque,Pedronel Herrera,Angie Montaño,Diego Yepes,Andres García,Elisa Sepúlveda,Jovany Torijano,Sandra Cardona-G,Wilson
author_facet	Araque,Pedronel Herrera,Angie Montaño,Diego Yepes,Andres García,Elisa Sepúlveda,Jovany Torijano,Sandra Cardona-G,Wilson
author_sort	Araque,Pedronel
title	ANTIMICROBIAL ACTIVITY AND IN SILICO STUDY OF METHYLIMIDAZOLIUM-FURANCHALCONE HYBRIDS AND 1-ALKYL-3-METHYLIMIDAZOLIUM SALTS
title_short	ANTIMICROBIAL ACTIVITY AND IN SILICO STUDY OF METHYLIMIDAZOLIUM-FURANCHALCONE HYBRIDS AND 1-ALKYL-3-METHYLIMIDAZOLIUM SALTS
title_full	ANTIMICROBIAL ACTIVITY AND IN SILICO STUDY OF METHYLIMIDAZOLIUM-FURANCHALCONE HYBRIDS AND 1-ALKYL-3-METHYLIMIDAZOLIUM SALTS
title_fullStr	ANTIMICROBIAL ACTIVITY AND IN SILICO STUDY OF METHYLIMIDAZOLIUM-FURANCHALCONE HYBRIDS AND 1-ALKYL-3-METHYLIMIDAZOLIUM SALTS
title_full_unstemmed	ANTIMICROBIAL ACTIVITY AND IN SILICO STUDY OF METHYLIMIDAZOLIUM-FURANCHALCONE HYBRIDS AND 1-ALKYL-3-METHYLIMIDAZOLIUM SALTS
title_sort	antimicrobial activity and in silico study of methylimidazolium-furanchalcone hybrids and 1-alkyl-3-methylimidazolium salts
publisher	Sociedad Chilena de Química
publishDate	2019
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072019000304547
work_keys_str_mv	AT araquepedronel antimicrobialactivityandinsilicostudyofmethylimidazoliumfuranchalconehybridsand1alkyl3methylimidazoliumsalts AT herreraangie antimicrobialactivityandinsilicostudyofmethylimidazoliumfuranchalconehybridsand1alkyl3methylimidazoliumsalts AT montanodiego antimicrobialactivityandinsilicostudyofmethylimidazoliumfuranchalconehybridsand1alkyl3methylimidazoliumsalts AT yepesandres antimicrobialactivityandinsilicostudyofmethylimidazoliumfuranchalconehybridsand1alkyl3methylimidazoliumsalts AT garciaelisa antimicrobialactivityandinsilicostudyofmethylimidazoliumfuranchalconehybridsand1alkyl3methylimidazoliumsalts AT sepulvedajovany antimicrobialactivityandinsilicostudyofmethylimidazoliumfuranchalconehybridsand1alkyl3methylimidazoliumsalts AT torijanosandra antimicrobialactivityandinsilicostudyofmethylimidazoliumfuranchalconehybridsand1alkyl3methylimidazoliumsalts AT cardonagwilson antimicrobialactivityandinsilicostudyofmethylimidazoliumfuranchalconehybridsand1alkyl3methylimidazoliumsalts
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ANTIMICROBIAL ACTIVITY AND IN SILICO STUDY OF METHYLIMIDAZOLIUM-FURANCHALCONE HYBRIDS AND 1-ALKYL-3-METHYLIMIDAZOLIUM SALTS

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