title: Molecular modeling studies and in vitro bioactivity evaluation of a set of novel 5-nitro-heterocyclic derivatives as anti-T. cruzi agents.
abstract: In this study, in vitro anti-T. cruzi activity assays of nifuroxazide (NX) analogues, such as 5-nitro-2-furfuryliden and 5-nitro-2-theniliden derivatives, were performed. A molecular modeling approach was also carried out to relate the lipophilicity potential (LP) property and biological activity data. The majority of the NX derivatives showed increased anti-T. cruzi activity in comparison to the reference drug, benznidazole (BZN). Additionally, the 5-nitro-2-furfuryliden derivatives presented better pharmacological profile than the 5-nitro-2-theniliden analogues. The LP maps and corresponding ClogP values indicate that there is an optimum lipophilicity value, which must be observed in the design of new potential anti-T. cruzi agents.
authors.affiliation: Departmento de Tecnologia Bioquímico-Farmacêutica, Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, Avenida Lineu Prestes, 580, Bloco 16, São Paulo, 05508-900, SP, Brazil.
authors.forename: Fávero Reisdorfer
authors.initials: FR
authors.lastname: Paula
authors.forename: Salomão Dória
authors.initials: SD
authors.lastname: Jorge
authors.forename: Leonardo Viana
authors.initials: LV
authors.lastname: de Almeida
authors.forename: Kerly Fernanda Mesquita
authors.initials: KF
authors.lastname: Pasqualoto
authors.forename: Leoberto Costa
authors.initials: LC
authors.lastname: Tavares
mesh_terms: D000818:Animals; D062385:Hydroxybenzoates / Q000737:chemistry / Q000494:pharmacology*; D008958:Models, Molecular; D009581:Nitrofurans / Q000737:chemistry / Q000494:pharmacology*; D009593:Nitroimidazoles / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014344:Trypanocidal Agents / Q000737:chemistry / Q000494:pharmacology*; D014349:Trypanosoma cruzi / Q000187:drug effects*
chemical_list: D062385:Hydroxybenzoates; D009581:Nitrofurans; D009593:Nitroimidazoles; D014344:Trypanocidal Agents; C013150:nifuroxazide; C009999:benzonidazole