Leishmanicidal Activity of Aliphatic and Aromatic Lactones: Correlation Structure-Activity

doi:10.3390/molecules14072491

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Molecules 2009, 14(7), 2491-2500; doi:10.3390/molecules14072491

Article

Leishmanicidal Activity of Aliphatic and Aromatic Lactones: Correlation Structure-Activity

Marcela Castaño¹, Wilson Cardona², Winston Quiñones¹, Sara Robledo³ and Fernando Echeverri^1,*

¹ Grupo de Química Orgánica de Productos Naturales-SIU, Universidad de Antioquia, P.O. Box 1226, Medellín, Colombia ² Instituto de Química, Universidad de Antioquia, Universidad de Antioquia, P.O. Box 1226, Medellín, Colombia ³ PECET-SIU, Universidad de Antioquia, P.O. Box 1226, Medellín, Colombia

* Author to whom correspondence should be addressed.

Received: 7 June 2009 / Accepted: 18 June 2009 / Published: 10 July 2009

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Abstract: Several aliphatic and aromatic lactones and two dimers were synthesized using the sequence: allylation - esterification - metathesis. These compounds were active in vitro against intracellular amastigotes of Leishmania panamensis. The structure-activity relationship showed the importance of the aliphatic side chain to enhance the biological activity and to obtain lower cytotoxicity. It was also observed that a decrease in the size of the lactone ring increases the selectivity index.

Keywords: metathesis; lactones; antiparasite; leishmania

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MDPI and ACS Style

Castaño, M.; Cardona, W.; Quiñones, W.; Robledo, S.; Echeverri, F. Leishmanicidal Activity of Aliphatic and Aromatic Lactones: Correlation Structure-Activity. Molecules 2009, 14, 2491-2500.

AMA Style

Castaño M., Cardona W., Quiñones W., Robledo S., Echeverri F. Leishmanicidal Activity of Aliphatic and Aromatic Lactones: Correlation Structure-Activity. Molecules. 2009; 14(7):2491-2500.

Chicago/Turabian Style

Castaño, Marcela; Cardona, Wilson; Quiñones, Winston; Robledo, Sara; Echeverri, Fernando. 2009. "Leishmanicidal Activity of Aliphatic and Aromatic Lactones: Correlation Structure-Activity." Molecules 14, no. 7: 2491-2500.

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