Molecular modeling study on the disassembly of dendrimers designed as potential antichagasic and antileishmanial prodrugs

Molecular modeling study on the disassembly of dendrimers designed as potential antichagasic and antileishmanial prodrugs

Author Giarolla, Jeanine Google Scholar
Pasqualoto, Kerly F. M. Google Scholar
Rando, Daniela G. Autor UNIFESP Google Scholar
Zaim, Marcio H. Google Scholar
Ferreira, Elizabeth I. Google Scholar
Institution Universidade de São Paulo (USP)
Universidade Federal de São Paulo (UNIFESP)
Abstract A molecular modeling study was carried out to investigate the most likely enzymatic disassembly mechanism of dendrimers that were designed as potential antichagasic and antileishmanial prodrugs. the models contained myo-inositol (core), L-malic acid (spacer), and active agents such as 3-hydroxyflavone, quercetin, and hydroxymethylnitrofurazone (NFOH). A theoretical approach that considered one, two, or three branches has already been performed and reported by our research group; the work described herein focused on four (models A and B), five, or six branches, and considered their physicochemical properties, such as spatial hindrance, electrostatic potential mapping, and the lowest unoccupied molecular orbital energy (E (LUMO)). the findings suggest that the carbonyl group next to the myo-inositol is the most promising ester breaking point.
Keywords Molecular modeling
Chagas disease
Leishmaniasis
Dendrimer disassembly
Dendrimeric prodrugs
Language English
Sponsor Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
Grant number FAPESP: 01/01192-3
FAPESP: 06/00116-5
FAPESP: 07/59416-0
FAPESP: 08/54211-4
FAPESP: 07/5461-0
Date 2012-05-01
Published in Journal of Molecular Modeling. New York: Springer, v. 18, n. 5, p. 2257-2269, 2012.
ISSN 1610-2940 (Sherpa/Romeo, impact factor)
Publisher Springer
Extent 2257-2269
Origin http://dx.doi.org/10.1007/s00894-011-1244-8
Access rights Closed access
Type Article
Web of Science ID WOS:000303541900052
URI http://repositorio.unifesp.br/handle/11600/34841

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