Three new complexes of platinum(II) with doxycycline, oxytetracycline and chlortetracycline and their antimicrobial activity
Autor(a) principal: | |
---|---|
Data de Publicação: | 2006 |
Outros Autores: | , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000800021 |
Resumo: | This paper reports on the synthesis and characterization of three new platinum(II) complexes with oxytetracycline, doxycycline and chlortetracycline by elemental analysis, IR and 195Pt RMN spectroscopies. Doxycycline interactions with PtII ions as a function of the pH were studied by ¹H NMR. All the investigated tetracyclines form 1:1 complexes with PtII via the oxygen of the hydroxyl group and oxygen of the amide group at ring A. The minimal inhibitory concentrations (MIC) of the ligands and those of their PtII compounds were determined in two sensitive strains (E. coli HB 101 and E. coli ATCC 25922) and in a resistant one (E. coli HB101/pBR322). Platinum complex of doxycycline is twice as potent as the free antibiotic in the resistant strain. Octanol/water partition coefficients of the complexes were determined. Increasing lipophilicity enhances antimicrobial activity in the resistant strain. |
id |
SBQ-2_e557a78df0725612429b3e29e1f062e1 |
---|---|
oai_identifier_str |
oai:scielo:S0103-50532006000800021 |
network_acronym_str |
SBQ-2 |
network_name_str |
Journal of the Brazilian Chemical Society (Online) |
repository_id_str |
|
spelling |
Three new complexes of platinum(II) with doxycycline, oxytetracycline and chlortetracycline and their antimicrobial activitytetracycline derivativesplatinum complexesantimicrobial activitybacterial resistanceThis paper reports on the synthesis and characterization of three new platinum(II) complexes with oxytetracycline, doxycycline and chlortetracycline by elemental analysis, IR and 195Pt RMN spectroscopies. Doxycycline interactions with PtII ions as a function of the pH were studied by ¹H NMR. All the investigated tetracyclines form 1:1 complexes with PtII via the oxygen of the hydroxyl group and oxygen of the amide group at ring A. The minimal inhibitory concentrations (MIC) of the ligands and those of their PtII compounds were determined in two sensitive strains (E. coli HB 101 and E. coli ATCC 25922) and in a resistant one (E. coli HB101/pBR322). Platinum complex of doxycycline is twice as potent as the free antibiotic in the resistant strain. Octanol/water partition coefficients of the complexes were determined. Increasing lipophilicity enhances antimicrobial activity in the resistant strain.Sociedade Brasileira de Química2006-12-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000800021Journal of the Brazilian Chemical Society v.17 n.8 2006reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532006000800021info:eu-repo/semantics/openAccessGuerra,WendellSilva,Iara R.Azevedo,Elaine A.Monteiro,Ana R. de S.Bucciarelli-Rodriguez,MônicaChartone-Souza,EdmarSilveira,Josianne N.Fontes,Ana P. S.Pereira-Maia,Elene C.eng2007-02-07T00:00:00Zoai:scielo:S0103-50532006000800021Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2007-02-07T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Three new complexes of platinum(II) with doxycycline, oxytetracycline and chlortetracycline and their antimicrobial activity |
title |
Three new complexes of platinum(II) with doxycycline, oxytetracycline and chlortetracycline and their antimicrobial activity |
spellingShingle |
Three new complexes of platinum(II) with doxycycline, oxytetracycline and chlortetracycline and their antimicrobial activity Guerra,Wendell tetracycline derivatives platinum complexes antimicrobial activity bacterial resistance |
title_short |
Three new complexes of platinum(II) with doxycycline, oxytetracycline and chlortetracycline and their antimicrobial activity |
title_full |
Three new complexes of platinum(II) with doxycycline, oxytetracycline and chlortetracycline and their antimicrobial activity |
title_fullStr |
Three new complexes of platinum(II) with doxycycline, oxytetracycline and chlortetracycline and their antimicrobial activity |
title_full_unstemmed |
Three new complexes of platinum(II) with doxycycline, oxytetracycline and chlortetracycline and their antimicrobial activity |
title_sort |
Three new complexes of platinum(II) with doxycycline, oxytetracycline and chlortetracycline and their antimicrobial activity |
author |
Guerra,Wendell |
author_facet |
Guerra,Wendell Silva,Iara R. Azevedo,Elaine A. Monteiro,Ana R. de S. Bucciarelli-Rodriguez,Mônica Chartone-Souza,Edmar Silveira,Josianne N. Fontes,Ana P. S. Pereira-Maia,Elene C. |
author_role |
author |
author2 |
Silva,Iara R. Azevedo,Elaine A. Monteiro,Ana R. de S. Bucciarelli-Rodriguez,Mônica Chartone-Souza,Edmar Silveira,Josianne N. Fontes,Ana P. S. Pereira-Maia,Elene C. |
author2_role |
author author author author author author author author |
dc.contributor.author.fl_str_mv |
Guerra,Wendell Silva,Iara R. Azevedo,Elaine A. Monteiro,Ana R. de S. Bucciarelli-Rodriguez,Mônica Chartone-Souza,Edmar Silveira,Josianne N. Fontes,Ana P. S. Pereira-Maia,Elene C. |
dc.subject.por.fl_str_mv |
tetracycline derivatives platinum complexes antimicrobial activity bacterial resistance |
topic |
tetracycline derivatives platinum complexes antimicrobial activity bacterial resistance |
description |
This paper reports on the synthesis and characterization of three new platinum(II) complexes with oxytetracycline, doxycycline and chlortetracycline by elemental analysis, IR and 195Pt RMN spectroscopies. Doxycycline interactions with PtII ions as a function of the pH were studied by ¹H NMR. All the investigated tetracyclines form 1:1 complexes with PtII via the oxygen of the hydroxyl group and oxygen of the amide group at ring A. The minimal inhibitory concentrations (MIC) of the ligands and those of their PtII compounds were determined in two sensitive strains (E. coli HB 101 and E. coli ATCC 25922) and in a resistant one (E. coli HB101/pBR322). Platinum complex of doxycycline is twice as potent as the free antibiotic in the resistant strain. Octanol/water partition coefficients of the complexes were determined. Increasing lipophilicity enhances antimicrobial activity in the resistant strain. |
publishDate |
2006 |
dc.date.none.fl_str_mv |
2006-12-01 |
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=S0103-50532006000800021 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000800021 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0103-50532006000800021 |
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 Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.17 n.8 2006 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318167740121088 |