Synthesis of hybrids compounds by Click Chemistry and their bioactivities

Synthesis of hybrids compounds by Click Chemistry and their bioactivities

Valdomir, Guillermo; Padrón, Juan Ignacio; Saldaña, Jenny; Serra, Gloria; Manta, Eduardo; Martín, Victor S.; Davyt, Danilo; Padrón, José Manuel

Abstract:

In this work, a collection of hybrid compounds of type 1 (Scheme 1) were synthesized by a convergent route as potential anthelmintic drugs. One fragment of the hybrids is an oxazole or thiazole prepared from a serine dipeptide. The other domain, are a dihydropyran obtained by Prins’s cyclization, functionally with ethynyl moiety by Corey-Fusch reaction. Both heterocycles were coupled using the Huisgen´s reaction by a triazol. Cytotoxicity of hybrids were evaluated by seven cellular lines and anthelmintic activity by Nippostrongilus brasiliensis assay.

In this work, a collection of hybrid compounds of type 1 (Scheme 1) were synthesized by a convergent route as potential anthelmintic drugs. One fragment of the hybrids is an oxazole or thiazole prepared from a serine dipeptide. The other domain, are a dihydropyran obtained by Prins’s cyclization, functionally with ethynyl moiety by Corey-Fusch reaction. Both heterocycles were coupled using the Huisgen´s reaction by a triazol. Cytotoxicity of hybrids were evaluated by seven cellular lines and anthelmintic activity by Nippostrongilus brasiliensis assay.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0081-1

Referências bibliográficas

• [1] 1 Phillips, A. J., Uto, Y., Wipf, P., Reno, M. J., Williams D. R.; Org. Lett. 2(8) (2000), 1165-1168.
• [2] 2 León, L. G., Miranda, P. O., Martin, V. S., Padrón, J. I., Padrón, J. M.; Bioorg. And Med. Chem. Lett. 17 (2007) 3087–3090.
• [3] 3 Rostovtsev, V.V., Green, L.G., Fokin, V.V., Sharpless, K.B.; Angew. Chem. Int. Ed. 41 (2002), 2596-2599.

Como citar:

Valdomir, Guillermo; Padrón, Juan Ignacio; Saldaña, Jenny; Serra, Gloria; Manta, Eduardo; Martín, Victor S.; Davyt, Danilo; José M. Padrón; "Synthesis of hybrids compounds by Click Chemistry and their bioactivities", p-81-81. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0081-1