Antimicrobial activity of meta-alkoxyphenylcarbamates containing substituted N-phenylpiperazine fragment

Detalhes bibliográficos
Autor(a) principal: Malík,Ivan
Data de Publicação: 2012
Outros Autores: Bukovský,Marián, Andriamainty,Fils, Gališinová,Jana
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Brazilian Journal of Microbiology
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S1517-83822012000300016
Resumo: In the present investigation, the basic esters of meta-alkoxyphenylcarbamic acid bearing variously substituted N-phenylpiperazine fragment were screened for their in vitro antimicrobial activity against Staphylococcus aureus, Escherichia coli and Candida albicans, respectively. The most effective against Escherichia coli was found the compound 6d (MIC=195,3 μg/mL) bearing simultaneously para-fluoro substituent at the 4‑phenylpiperazin-1-yl core and meta-methoxy side chain in the lipophilic part of the molecule. From whole analyzed set of the molecules the substance 8e with propoxy side chain forming meta-alkoxyphenylcarbamoyl fragment and lipophilic, sterically bulky meta-trifluoromethyl group attached at N-phenylpiperazine moiety was evaluated as the most active against Candida albicans (MIC=97,7 μg/mL). On the contrary, all investigated structures were practically inactive against Staphylococcus aureus (MIC>1000 μg/mL)
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spelling Antimicrobial activity of meta-alkoxyphenylcarbamates containing substituted N-phenylpiperazine fragmentPhenylcarbamatessubstituted N-phenylpiperazinesCandida albicansIn the present investigation, the basic esters of meta-alkoxyphenylcarbamic acid bearing variously substituted N-phenylpiperazine fragment were screened for their in vitro antimicrobial activity against Staphylococcus aureus, Escherichia coli and Candida albicans, respectively. The most effective against Escherichia coli was found the compound 6d (MIC=195,3 μg/mL) bearing simultaneously para-fluoro substituent at the 4‑phenylpiperazin-1-yl core and meta-methoxy side chain in the lipophilic part of the molecule. From whole analyzed set of the molecules the substance 8e with propoxy side chain forming meta-alkoxyphenylcarbamoyl fragment and lipophilic, sterically bulky meta-trifluoromethyl group attached at N-phenylpiperazine moiety was evaluated as the most active against Candida albicans (MIC=97,7 μg/mL). On the contrary, all investigated structures were practically inactive against Staphylococcus aureus (MIC>1000 μg/mL)Sociedade Brasileira de Microbiologia2012-09-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S1517-83822012000300016Brazilian Journal of Microbiology v.43 n.3 2012reponame:Brazilian Journal of Microbiologyinstname:Sociedade Brasileira de Microbiologia (SBM)instacron:SBM10.1590/S1517-83822012000300016info:eu-repo/semantics/openAccessMalík,IvanBukovský,MariánAndriamainty,FilsGališinová,Janaeng2012-11-26T00:00:00Zoai:scielo:S1517-83822012000300016Revistahttps://www.scielo.br/j/bjm/ONGhttps://old.scielo.br/oai/scielo-oai.phpbjm@sbmicrobiologia.org.br||mbmartin@usp.br1678-44051517-8382opendoar:2012-11-26T00:00Brazilian Journal of Microbiology - Sociedade Brasileira de Microbiologia (SBM)false
dc.title.none.fl_str_mv Antimicrobial activity of meta-alkoxyphenylcarbamates containing substituted N-phenylpiperazine fragment
title Antimicrobial activity of meta-alkoxyphenylcarbamates containing substituted N-phenylpiperazine fragment
spellingShingle Antimicrobial activity of meta-alkoxyphenylcarbamates containing substituted N-phenylpiperazine fragment
Malík,Ivan
Phenylcarbamates
substituted N-phenylpiperazines
Candida albicans
title_short Antimicrobial activity of meta-alkoxyphenylcarbamates containing substituted N-phenylpiperazine fragment
title_full Antimicrobial activity of meta-alkoxyphenylcarbamates containing substituted N-phenylpiperazine fragment
title_fullStr Antimicrobial activity of meta-alkoxyphenylcarbamates containing substituted N-phenylpiperazine fragment
title_full_unstemmed Antimicrobial activity of meta-alkoxyphenylcarbamates containing substituted N-phenylpiperazine fragment
title_sort Antimicrobial activity of meta-alkoxyphenylcarbamates containing substituted N-phenylpiperazine fragment
author Malík,Ivan
author_facet Malík,Ivan
Bukovský,Marián
Andriamainty,Fils
Gališinová,Jana
author_role author
author2 Bukovský,Marián
Andriamainty,Fils
Gališinová,Jana
author2_role author
author
author
dc.contributor.author.fl_str_mv Malík,Ivan
Bukovský,Marián
Andriamainty,Fils
Gališinová,Jana
dc.subject.por.fl_str_mv Phenylcarbamates
substituted N-phenylpiperazines
Candida albicans
topic Phenylcarbamates
substituted N-phenylpiperazines
Candida albicans
description In the present investigation, the basic esters of meta-alkoxyphenylcarbamic acid bearing variously substituted N-phenylpiperazine fragment were screened for their in vitro antimicrobial activity against Staphylococcus aureus, Escherichia coli and Candida albicans, respectively. The most effective against Escherichia coli was found the compound 6d (MIC=195,3 μg/mL) bearing simultaneously para-fluoro substituent at the 4‑phenylpiperazin-1-yl core and meta-methoxy side chain in the lipophilic part of the molecule. From whole analyzed set of the molecules the substance 8e with propoxy side chain forming meta-alkoxyphenylcarbamoyl fragment and lipophilic, sterically bulky meta-trifluoromethyl group attached at N-phenylpiperazine moiety was evaluated as the most active against Candida albicans (MIC=97,7 μg/mL). On the contrary, all investigated structures were practically inactive against Staphylococcus aureus (MIC>1000 μg/mL)
publishDate 2012
dc.date.none.fl_str_mv 2012-09-01
dc.type.driver.fl_str_mv 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://old.scielo.br/scielo.php?script=sci_arttext&pid=S1517-83822012000300016
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S1517-83822012000300016
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S1517-83822012000300016
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Microbiologia
publisher.none.fl_str_mv Sociedade Brasileira de Microbiologia
dc.source.none.fl_str_mv Brazilian Journal of Microbiology v.43 n.3 2012
reponame:Brazilian Journal of Microbiology
instname:Sociedade Brasileira de Microbiologia (SBM)
instacron:SBM
instname_str Sociedade Brasileira de Microbiologia (SBM)
instacron_str SBM
institution SBM
reponame_str Brazilian Journal of Microbiology
collection Brazilian Journal of Microbiology
repository.name.fl_str_mv Brazilian Journal of Microbiology - Sociedade Brasileira de Microbiologia (SBM)
repository.mail.fl_str_mv bjm@sbmicrobiologia.org.br||mbmartin@usp.br
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