| Autor: |
Silva FP; Departamento de Química, Campus I, Laboratório de Síntese Orgânica Medicinal da Paraíba (LASOM-PB), Universidade Federal da Paraíba, João Pessoa, CEP:58051-900, Paraíba, Brazil. pedrosalinssilva@gmail.com., Dantas BB; Departamento de Biotecnologia, Campus I, Laboratório de Biotecnologia Celular e Molecular, Universidade Federal da Paraíba, João Pessoa, CEP:58051-900, Paraíba, Brazil. brunabdantas@gmail.com., Faheina Martins GV; Departamento de Biotecnologia, Campus I, Laboratório de Biotecnologia Celular e Molecular, Universidade Federal da Paraíba, João Pessoa, CEP:58051-900, Paraíba, Brazil. glauciafaheina@yahoo.com.br., de Araújo DA; Departamento de Biotecnologia, Campus I, Laboratório de Biotecnologia Celular e Molecular, Universidade Federal da Paraíba, João Pessoa, CEP:58051-900, Paraíba, Brazil. demetrius@cbiotec.ufpb.br., Vasconcellos ML; Departamento de Química, Campus I, Laboratório de Síntese Orgânica Medicinal da Paraíba (LASOM-PB), Universidade Federal da Paraíba, João Pessoa, CEP:58051-900, Paraíba, Brazil. mlaav@quimica.ufpb.br. |
| Abstrakt: |
In this paper we present the convenient syntheses of six new guanylhydrazone and aminoguanidine tetrahydropyran derivatives 2-7. The guanylhydrazone 2, 3 and 4 were prepared in 100% yield, starting from corresponding aromatic ketones 8a-c and aminoguanidine hydrochloride accessed by microwave irradiation. The aminoguanidine 5, 6 and 7 were prepared by reduction of guanylhydrazone 2-4 with sodium cyanoborohydride (94% yield of 5, and 100% yield of 6 and 7). The aromatic ketones 8a-c were prepared from the Barbier reaction followed by the Prins cyclization reaction (two steps, 63%-65% and 95%-98%). Cytotoxicity studies have demonstrated the effects of compounds 2-7 in various cancer and normal cell lines. That way, we showed that these compounds decreased cell viabilities in a micromolar range, and from all the compounds tested we can state that, at least, compound 3 can be considered a promising molecule for target-directed drug design. |
