Synthesis, characterization and biocidal activity of new organotin complexes of 2-(3-oxocyclohex-1-enyl)benzoic acid

Detalhes bibliográficos
Autor(a) principal: Maia, José R. da S.
Data de Publicação: 2010
Outros Autores: Vieira, Flaviana T., Lima, Geraldo M. de, Speziali, Nivaldo L., Ardisson, José D., Rodrigues, Leonardo, Correa Junior, Ary, Romero, Oscar B.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: LOCUS Repositório Institucional da UFV
Texto Completo: https://doi.org/10.1016/j.ejmech.2009.11.026
http://www.locus.ufv.br/handle/123456789/21999
Resumo: The reaction of 1,3-cyclohexadione with 2-aminobenzoic acid has produced the 2-(3-oxocyclohex-1-enyl)benzoic acid (HOBz). Subsequent reactions of the ligand with organotin chlorides led to [Me2Sn(OBz)O]2 (1), [Bu2Sn(OBz)O]2 (2), [Ph2Sn(OBz)O]2 (3), [Me3Sn(OBz)] (4), [Bu3Sn(OBz)] (5) and [Ph3Sn(OBz)] (6). All complexes have been fully characterized. In addition the structure of complexes (2) and (4) have been authenticated by X-ray crystallography. The biological activity of all derivatives has been screened against Cryptococcus neoformans and Candida albicans. In addition we have performed toxicological testes employing human kidney cell. The complexes (3), (5) and (6) displayed the best values of inhibition of the fungus growing, superior to ketoconazole. Compound (5) presented promising results in view of the antifungal and cytotoxicity assays.
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spelling Synthesis, characterization and biocidal activity of new organotin complexes of 2-(3-oxocyclohex-1-enyl)benzoic acidAntifungal activityC. AlbicansC. NeoformansOrganotin carboxylatesThe reaction of 1,3-cyclohexadione with 2-aminobenzoic acid has produced the 2-(3-oxocyclohex-1-enyl)benzoic acid (HOBz). Subsequent reactions of the ligand with organotin chlorides led to [Me2Sn(OBz)O]2 (1), [Bu2Sn(OBz)O]2 (2), [Ph2Sn(OBz)O]2 (3), [Me3Sn(OBz)] (4), [Bu3Sn(OBz)] (5) and [Ph3Sn(OBz)] (6). All complexes have been fully characterized. In addition the structure of complexes (2) and (4) have been authenticated by X-ray crystallography. The biological activity of all derivatives has been screened against Cryptococcus neoformans and Candida albicans. In addition we have performed toxicological testes employing human kidney cell. The complexes (3), (5) and (6) displayed the best values of inhibition of the fungus growing, superior to ketoconazole. Compound (5) presented promising results in view of the antifungal and cytotoxicity assays.European Journal of Medicinal Chemistry2018-09-25T18:18:40Z2018-09-25T18:18:40Z2010-03info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlepdfapplication/pdf0223-5234https://doi.org/10.1016/j.ejmech.2009.11.026http://www.locus.ufv.br/handle/123456789/21999engVolume 45, Issue 3, Pages 883-889, March 2010Elsevier B.V.info:eu-repo/semantics/openAccessMaia, José R. da S.Vieira, Flaviana T.Lima, Geraldo M. deSpeziali, Nivaldo L.Ardisson, José D.Rodrigues, LeonardoCorrea Junior, AryRomero, Oscar B.reponame:LOCUS Repositório Institucional da UFVinstname:Universidade Federal de Viçosa (UFV)instacron:UFV2024-07-12T07:09:58Zoai:locus.ufv.br:123456789/21999Repositório InstitucionalPUBhttps://www.locus.ufv.br/oai/requestfabiojreis@ufv.bropendoar:21452024-07-12T07:09:58LOCUS Repositório Institucional da UFV - Universidade Federal de Viçosa (UFV)false
dc.title.none.fl_str_mv Synthesis, characterization and biocidal activity of new organotin complexes of 2-(3-oxocyclohex-1-enyl)benzoic acid
title Synthesis, characterization and biocidal activity of new organotin complexes of 2-(3-oxocyclohex-1-enyl)benzoic acid
spellingShingle Synthesis, characterization and biocidal activity of new organotin complexes of 2-(3-oxocyclohex-1-enyl)benzoic acid
Maia, José R. da S.
Antifungal activity
C. Albicans
C. Neoformans
Organotin carboxylates
title_short Synthesis, characterization and biocidal activity of new organotin complexes of 2-(3-oxocyclohex-1-enyl)benzoic acid
title_full Synthesis, characterization and biocidal activity of new organotin complexes of 2-(3-oxocyclohex-1-enyl)benzoic acid
title_fullStr Synthesis, characterization and biocidal activity of new organotin complexes of 2-(3-oxocyclohex-1-enyl)benzoic acid
title_full_unstemmed Synthesis, characterization and biocidal activity of new organotin complexes of 2-(3-oxocyclohex-1-enyl)benzoic acid
title_sort Synthesis, characterization and biocidal activity of new organotin complexes of 2-(3-oxocyclohex-1-enyl)benzoic acid
author Maia, José R. da S.
author_facet Maia, José R. da S.
Vieira, Flaviana T.
Lima, Geraldo M. de
Speziali, Nivaldo L.
Ardisson, José D.
Rodrigues, Leonardo
Correa Junior, Ary
Romero, Oscar B.
author_role author
author2 Vieira, Flaviana T.
Lima, Geraldo M. de
Speziali, Nivaldo L.
Ardisson, José D.
Rodrigues, Leonardo
Correa Junior, Ary
Romero, Oscar B.
author2_role author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Maia, José R. da S.
Vieira, Flaviana T.
Lima, Geraldo M. de
Speziali, Nivaldo L.
Ardisson, José D.
Rodrigues, Leonardo
Correa Junior, Ary
Romero, Oscar B.
dc.subject.por.fl_str_mv Antifungal activity
C. Albicans
C. Neoformans
Organotin carboxylates
topic Antifungal activity
C. Albicans
C. Neoformans
Organotin carboxylates
description The reaction of 1,3-cyclohexadione with 2-aminobenzoic acid has produced the 2-(3-oxocyclohex-1-enyl)benzoic acid (HOBz). Subsequent reactions of the ligand with organotin chlorides led to [Me2Sn(OBz)O]2 (1), [Bu2Sn(OBz)O]2 (2), [Ph2Sn(OBz)O]2 (3), [Me3Sn(OBz)] (4), [Bu3Sn(OBz)] (5) and [Ph3Sn(OBz)] (6). All complexes have been fully characterized. In addition the structure of complexes (2) and (4) have been authenticated by X-ray crystallography. The biological activity of all derivatives has been screened against Cryptococcus neoformans and Candida albicans. In addition we have performed toxicological testes employing human kidney cell. The complexes (3), (5) and (6) displayed the best values of inhibition of the fungus growing, superior to ketoconazole. Compound (5) presented promising results in view of the antifungal and cytotoxicity assays.
publishDate 2010
dc.date.none.fl_str_mv 2010-03
2018-09-25T18:18:40Z
2018-09-25T18:18:40Z
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 0223-5234
https://doi.org/10.1016/j.ejmech.2009.11.026
http://www.locus.ufv.br/handle/123456789/21999
identifier_str_mv 0223-5234
url https://doi.org/10.1016/j.ejmech.2009.11.026
http://www.locus.ufv.br/handle/123456789/21999
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Volume 45, Issue 3, Pages 883-889, March 2010
dc.rights.driver.fl_str_mv Elsevier B.V.
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Elsevier B.V.
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv pdf
application/pdf
dc.publisher.none.fl_str_mv European Journal of Medicinal Chemistry
publisher.none.fl_str_mv European Journal of Medicinal Chemistry
dc.source.none.fl_str_mv reponame:LOCUS Repositório Institucional da UFV
instname:Universidade Federal de Viçosa (UFV)
instacron:UFV
instname_str Universidade Federal de Viçosa (UFV)
instacron_str UFV
institution UFV
reponame_str LOCUS Repositório Institucional da UFV
collection LOCUS Repositório Institucional da UFV
repository.name.fl_str_mv LOCUS Repositório Institucional da UFV - Universidade Federal de Viçosa (UFV)
repository.mail.fl_str_mv fabiojreis@ufv.br
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