Estudo de modelagem molecular de complexos ferriprotoporfirina-IX e quinolinocarbinolaminas antimaláricas: proposta de um farmacóforo

Molecular modeling study of complexes between ferriprotoporphyrin IX and antimalarial 4-quinolinecarbinolamines: a proposal of pharmacophore

dc.creatorSilva, Thais Horta Álvares da
dc.creatorOliveira, Marcelo Tavares de
dc.creatorSantos, Hélio Ferreira dos
dc.creatorOliveira, Alaíde Braga de
dc.creatorAlmeida, Wagner Batista de
dc.date2019-02-15T16:21:57Z
dc.date2019-02-15
dc.date2019-02-15T16:21:57Z
dc.date2005-04
dc.date.accessioned2023-09-29T15:54:53Z
dc.date.available2023-09-29T15:54:53Z
dc.identifierhttp://dx.doi.org/10.1590/S0100-40422005000200015
dc.identifierhttps://repositorio.ufjf.br/jspui/handle/ufjf/9056
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/9133740
dc.descriptionQuinine and quinidine are well-known 4-quinolinecarbinolamines that exhibit antimalarial activity, but, in contrast, their epimers 9-epiquinine and 9-epiquinidine are almost inactive. Literature data are conflicting in describing the 4-quinolinecarbinolamine interaction mode with the molecular target, the ferriprotoporphyrin IX [Fe(III)PPIX]. In the present paper, a pharmacophore is proposed based on the binding of the non-aromatic nitrogen to the iron atom. The 4-quinolinecarbinolamine antimalarials were superimposed on the pharmacophore under consideration and complexes with Fe(III)PPIX were constructed. Conformational analyses of the complexes were performed applying the MM+ molecular mechanics method. The analysis of the complexes showed that the proposed ligand mode is possible although it does not explain the activity differences between epimers. A discussion of the structural aspects is also provided.
dc.description-
dc.formatapplication/pdf
dc.languagepor
dc.publisher-
dc.publisherBrasil
dc.publisher-
dc.relationQuímica Nova
dc.rightsAcesso Aberto
dc.subjectAntimalarial
dc.subjectQuinine
dc.subjectPharmacophore
dc.subject-
dc.titleEstudo de modelagem molecular de complexos ferriprotoporfirina-IX e quinolinocarbinolaminas antimaláricas: proposta de um farmacóforo
dc.titleMolecular modeling study of complexes between ferriprotoporphyrin IX and antimalarial 4-quinolinecarbinolamines: a proposal of pharmacophore
dc.typeArtigo de Periódico


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