The influence of functional groups on the permeation and distribution of antimycobacterial rhodamine chelators

• Tipo: Artigo em Revista Científica Internacional
• Data: 2017

Autores

Moniz, T (Autor) Outra; Leite, A (Autor) Outra; Silva, T (Autor) Outra; Paula Gameiro (Autor) FCUP; Gomes, MS (Autor) Outra; de Castro, B (Autor) FCUP; Maria Rangel (Autor) ICBAS

Revista

Título: Journal of Inorganic Biochemistry

Vol. 175

Páginas: 138-147

ISSN: 0162-0134

Editora: Elsevier

Indexação

ISI Web of Knowledge - 8 Citações

Scopus - 9 Citações

Outras Informações

ID Authenticus: P-00N-2W0

DOI: 10.1016/j.jinorgbio.2017.07.017

Abstract (EN): We formerly hypothesized a mechanism whereby the antimycobacterial efficiency of a set of rhodamine labelled iron chelators is improved via the rhodamine fluorophore which enhances the chelators' permeation properties through membranes. To validate our hypothesis in a cellular context and to understand the influence of the structure of the fluorophore on the chelator's uptake and distribution within macrophages we now report comparative confocal microscopy studies performed with a set of rhodamine labelled chelators. We identify the functional groups of the chelator's framework that favor uptake by macrophages and conclude that the antimycobacterial effect is strongly related with the capacity of the chelator to distribute within the host cell and its compartments, a property that is closely related with the chelators' ability to interact with membranes. The quantification of the chelators' interaction with membranes was assessed through measurement of the corresponding partition constants in liposomes. The overall results support that the compounds which are preferentially taken up are the most efficient antimycobacterial chelators and for that reason we infer that the biological activity is modulated by the structural features of the fluorophore.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 10