Guanylation of thiosemicarbazones: a new synthetic route to polysubstituted guanylhydrazones with antimicrobial activity
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Data
2009
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Resumo
Thiosemicarbazones were employed for the first time as electrophiles in the guanylation reaction
promoted by HgCl2, affording polysubstituted guanylhydrazones, with regioselective introduction
of each nitrogen substituent. The antibacterial and antifungal activities of guanylhydrazones were
evaluated by determination of minimal inhibitory concentrations. Some of them exhibited very low
minimal inhibitory concentrations (MIC) and broad-spectrum activities. The configurations of two
guanylhydrazones were assigned by X-ray analysis that also revealed intramolecular interactions
of the type N–H...N and C–H...N.
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Palavras-chave
Thiosemicarbazones, Guanylhydrazones, Guanidines
Citação
CUNHA, Silvio; MACEDO JÚNIOR, Fernando César de; COSTA, Giselle A. N.; NEVES, Daniela C.; SOUZA NETA, Lourdes Cardoso de; VENCATO, Ivo; SABINO, José R.; LARIUCCI, Carlito. Guanylation of thiosemicarbazones: a new synthetic route to polysubstituted guanylhydrazones with antimicrobial activity. Journal of the Brazilian Chemical Society, Campinas, v. 20, n. 4, p. 627-634, 2009.