Synthesis and leishmanicidal activity of new bis-alkylquinolines

• WILSON CARDONA ^[1] ; VICTOR ARANGO ^[1] ; JORGE J DOMÍNGUEZ ^[1] ; SARA M ROBLEDO ^[1] ; DIANA L MUÑOZ ^[1] ; BRUNO FIGADERE ^[2] ; IVAN D VELEZ ^[1] ; JAIRO SÁEZ ^[1]
  1. [1] Universidad de Antioquia

     Universidad de Antioquia

     Colombia

     
  2. [2] Universite' de Paris-Sud Laboratoire de Pharmacognosie
• Localización: Journal of the Chilean Chemical Society (Boletín de la Sociedad Chilena de Química), ISSN-e 0717-6309, ISSN 0366-1644, Vol. 58, Nº. 2, 2013, págs. 1709-1712
• Idioma: inglés
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• Resumen

  • Bis-alkylquinolines 1-6 were synthetized via Williamson reaction between 8-hydroxyquinaldine with different É, ù-dihaloalkanes. Structures of all the products were elucidated by spectroscopic analysis. Cytotoxic and antileishmanial activities of synthesized compounds were determinated on U-937 cells and L. (V) panamensis amastigotes, respectively. Compound 5, 1,9-bis[(2-methylquinolin-8-yl)oxy]nonane, was the most selective against axenic and intracellular amastigotes (EC50 = 11.3 and 22.6, ìg/mL), with selectivity indices greater than 17.7 and 8.8, respectively; which makes this compound promising for the developing of new leishmanicidal drugs.