Synthesis of new isoxazole derivatives with larvicidal activity

Synthesis of new isoxazole derivatives with larvicidal activity

Silva-Alves, Diana C. B. da; Anjos, Janaína V. dos; Cavalcante, Nery N. M.; Navarro, Daniela M. do A. F.; Santos, Geanne K. N.; Srivastava, Rajendra M.

Abstract:

One of the major routes of detoxification (removal of free radicals) in Aedes aegypti mosquitos is the kynurenine pathway. In this biochemical pathway, the most important reaction is the conversion of 3-hydroxykynurenine (3-HK), a harmful metabolite that leads to insect death, into xanthurenic acid, a nontoxic substance. This conversion is performed by the enzyme 3-hydroxy-kynurenine transaminase (HKT). As a part of drug discovery program that has the main goal of finding new larvicide candidates, we have found that some heterocycles containing both aryl and propionic acid moieties may act as ligands for HKT, having larvicidal activity against A. aegypti species, the dengue vector. In this work, we describe the synthesis and the larvicidal evaluation tests for new isoxazole derivatives thar might becapable of accumulate 3-HK in insects, by inhibiting the enzyme HKT detoxification reaction.

One of the major routes of detoxification (removal of free radicals) in Aedes aegypti mosquitos is the kynurenine pathway. In this biochemical pathway, the most important reaction is the conversion of 3-hydroxykynurenine (3-HK), a harmful metabolite that leads to insect death, into xanthurenic acid, a nontoxic substance. This conversion is performed by the enzyme 3-hydroxy-kynurenine transaminase (HKT). As a part of drug discovery program that has the main goal of finding new larvicide candidates, we have found that some heterocycles containing both aryl and propionic acid moieties may act as ligands for HKT, having larvicidal activity against A. aegypti species, the dengue vector. In this work, we describe the synthesis and the larvicidal evaluation tests for new isoxazole derivatives thar might becapable of accumulate 3-HK in insects, by inhibiting the enzyme HKT detoxification reaction.

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DOI: 10.5151/chempro-14bmos-R0284-1

Referências bibliográficas

• [1] 1Han, Q. et al. J. Biol. Chem. 2006, 281, 37175.
• [2] 2 Himo, F. et al. J. Am. Chem. Soc. 2005, 127, 210.
• [3] 3Navarro, D.M.A.F. et al. J. Appl. Ent. 2003, 127, 46.
• [4] 4Neves Filho, R. A. W. et al. Chem. Pharm. Bull. 2009, 57, 819.

Como citar:

Silva-Alves, Diana C. B. da; Anjos, Janaína V. dos; Cavalcante, Nery N. M.; Navarro, Daniela M. do A. F.; Santos, Geanne K. N.; Srivastava, Rajendra M.; "Synthesis of new isoxazole derivatives with larvicidal activity", p-284-284. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0284-1