title: Synthesis, cytotoxicity, and antileishmanial activity of N,N'-disubstituted ethylenediamine and imidazolidine derivatives.
abstract: This paper describes the preparation of N,N'-disubstituted ethylenediamine and imidazolidine derivatives and their in vitro biological activities against Leishmania species. Of the nine synthesized compounds, five displayed a good activity in both L. amazonensis and L. major promastigotes. The compounds 1,2-Bis(p-methoxybenzyl) ethylenediamine (4) and 1,3-Bis(p-methoxybenzyl)imidazolidines (5) showed the best activity on intracellular amastigotes, with IC50 values of 2.0 and 9.4 microgram/mL, respectively. In addition, none of compounds were cytotoxic against mammalian cells. The leishmanicidal activity can be related with inhibition of polyamine synthesis and cellular penetration within biological membranes.
authors.affiliation: Departamento de Química, I.C.E., Universidade Federal de Juiz de Fora, Cidade Universitária, Juiz de Fora, Minas Gerais, Brasil. senradcarvalho@yahoo.com.br
authors.forename: Gustavo S G
authors.initials: GS
authors.lastname: de Carvalho
authors.forename: Patrícia A
authors.initials: PA
authors.lastname: Machado
authors.forename: Daniela T S
authors.initials: DT
authors.lastname: de Paula
authors.forename: Elaine S
authors.initials: ES
authors.lastname: Coimbra
authors.forename: Adilson D
authors.initials: AD
authors.lastname: da Silva
mesh_terms: D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D005029:Ethylenediamines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D048289:Imidazolidines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D007891:Leishmania / Q000187:drug effects; D018320:Leishmania major / Q000187:drug effects; D017737:Macrophages, Peritoneal / Q000166:cytology / Q000187:drug effects* / Q000469:parasitology; D051379:Mice; D008807:Mice, Inbred BALB C; D008956:Models, Chemical; D015394:Molecular Structure
chemical_list: D000981:Antiprotozoal Agents; D005029:Ethylenediamines; D048289:Imidazolidines; C031234:ethylenediamine