title: Synthesis and antileishmanial activity of 3-(alpha-azolylbenzyl)indoles.
abstract: The goal of the present study was to evaluate several azolyl-substituted indoles as new antileishmanial agents. Ten 3-(alpha-azolylbenzyl)indoles have been synthesized using Friedel-Crafts acylation as a key-step. All the target compounds were found to display high levels of activity when tested against Leishmania mexicana promastigotes in vitro. The most active compounds, showing an IC50 < 1 microM, were 5-bromo-1-ethyl-3-[(2,4-dichlorophenyl)(1H-imidazol-1-yl)methyl]-1H-indole 15 and its triazole analogue 17. Four representative compounds 15, 17, 22 and, 23 were also tested against intracellular amastigotes of L. mexicana using ketoconazole and meglumine antimoniate as reference compounds, the results of which are discussed.
authors.affiliation: Laboratoire de Chimie Organique, UPRES EA 1155, Faculté de Pharmacie, 1 rue Gaston Veil, F-44035 Nantes, France.
authors.forename: Pascal
authors.initials: P
authors.lastname: Marchand
authors.forename: Marc
authors.initials: M
authors.lastname: Le Borgne
authors.forename: Young Min
authors.initials: YM
authors.lastname: Na
authors.forename: Fabrice
authors.initials: F
authors.lastname: Pagniez
authors.forename: Hiam
authors.initials: H
authors.lastname: Abdala
authors.forename: Guillaume
authors.initials: G
authors.lastname: Le Baut
authors.forename: Patrice
authors.initials: P
authors.lastname: Le Pape
mesh_terms: D000215:Acylation; D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D007894:Leishmania mexicana / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D000981:Antiprotozoal Agents; D007211:Indoles