Synthesis and leishmanicidal activity of new bis-alkylquinolines

Bis-alkylquinolines 1–6 were synthesized via Williamson reaction between 8-hydroxyquinoline with different 1,ω-dibromoalkanes. Structures of all the products were elucidated by spectroscopic analysis. Cytotoxic and leishmanicidal activities of synthesized compounds were determined on U-937 cells and...

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Autores:
Robledo Restrepo, Sara María
Vélez Bernal, Iván Darío
Muñoz Herrera, Diana Lorena
Cardona Galeano, Wilson
Arango Valencia, Víctor Hugo
Domínguez, Jorge J.
Figadere, Bruno
Sáez Vega, Jairo Antonio
Tipo de recurso:
Article of investigation
Fecha de publicación:
2013
Institución:
Universidad de Antioquia
Repositorio:
Repositorio UdeA
Idioma:
eng
OAI Identifier:
oai:bibliotecadigital.udea.edu.co:10495/47247
Acceso en línea:
https://hdl.handle.net/10495/47247
Palabra clave:
Leishmaniasis
Antiprotozoarios
Antiprotozoal Agents
antiprotozoal, quinoline
https://id.nlm.nih.gov/mesh/D007896
https://id.nlm.nih.gov/mesh/D000981
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Rights
openAccess
License
http://creativecommons.org/licenses/by-nc/4.0/
Description
Summary:Bis-alkylquinolines 1–6 were synthesized via Williamson reaction between 8-hydroxyquinoline with different 1,ω-dibromoalkanes. Structures of all the products were elucidated by spectroscopic analysis. Cytotoxic and leishmanicidal activities of synthesized compounds were determined on U-937 cells and L. (V.) panamensis amastigotes, respectively. Compound 5, [3,3'-(pentane-1,5-diylbis(oxy))bisquinoline], was the most selective against axenic and intracellular amastigotes (EC₅₀ = 1.13 and 2.26 µg/mL), with selectivity indices greater than 17.7 and 8.3, respectively; which makes this compound promising for the designing of new leishmanicidal drugs.