Indazole N-oxide derivatives as antiprotozoa agents: Synthesis, biological evaluation and mechanism of action studies

A. GERPE; G. AGUIRRE; L. BOIANI; H. CERECETTO; M. GONZALEZ; C. OLEA- AZAR; C. RIGOL; J. D. MAYA; A. MORELLO; OSCAR ENRIQUE PIRO

Bioorganic & Medicinal Chemistry

Elsevier

Año: 2006 vol. 14 p. 3467 - 3480

0968-0896

A series of indazole N-oxide derivatives have been synthesized and their antichagasic and leishmanocidal properties studied. 3-Cyano-2-(4-iodophenyl)-2H-indazole N1-oxide exhibited interesting antichagasic activity on the two parasitic strains and the two parasitic stages evaluated. Furthermore, besides its trypanocidal activity, 3-cyano-2-(4-nitrophenyl)-2H-indazole N1-oxide showed leishmanocidal activity in the three parasitic strains evaluated. To gain insight into the mechanism of action, electrochemical behaviour, ESR experiment, inhibition of parasitic respiration and QSAR were performed.