Quantitative Structure−Activity Relationships of Mosquito Larvicidal Chalcone Derivatives

GUSTAVO PASQUALE; GUSTAVO P. ROMANELLI; JUAN C. AUTINO; JAVIER GARCIA; ERLINDA V. ORTIZ; PABLO R. DUCHOWICZ

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

AMER CHEMICAL SOC

Lugar: Washington D.C.; Año: 2012 vol. 60 p. 692 - 697

0021-8561

The mosquito larvicidal activities of a series of chalcones and some derivatives were subjected to a quantitativestructure−activity relationship (QSAR) study, using more than a thousand constitutional, topological, geometrical, and electronicmolecular descriptors calculated with Dragon software. The larvicidal activity values for 28 active compounds of the series werepredicted, showing in general a good approximation to the experimental values found in the literature. Chalcones having one orboth electron-rich rings showed high toxicity. However, the activity of chalcones was reduced by electron-withdrawing groups,and this was roughly diminished by derivatization of the carbonyl group. A set of six chalcones being structurally similar to someof the active ones, with a still unknown larvicidal activity, were prepared. Their activity values were predicted by applying thedeveloped QSAR models, showing that two chalcones of such set, both 32 and 34, were expected to be highly active.