Naphthoquinoidal [1,2,3]-triazole, a new structural moiety active against Trypanosoma cruzi.
[1,2,3]-Triazole derivatives of nor-beta-lapachone were synthesized and assayed against the infective bloodstream trypomastigote form of Trypanosoma cruzi, the etiological agent of Chagas disease. All the derivatives were more active than the original quinones, with IC(50)/1 day values in the range of 17 to 359 microM, the apolar phenyl substituted triazole 6 being the most active compound. These triazole derivatives of nor-beta-lapachone emerge as interesting new lead compounds in drug development for Chagas disease.
da Silva
Eufrânio N
EN
Departamento de Química Orgânica, Instituto de Química, UFF, Campus do Valouguinho, 24020-150, Niterói, RJ, Brazil.
Menna-Barreto
Rubem F S
RF
Pinto
Maria do Carmo F R
Mdo C
Silva
Raphael S F
RS
Teixeira
Daniel V
DV
de Souza
Maria Cecília B V
MC
De Simone
Carlos Alberto
CA
De Castro
Solange L
SL
Ferreira
Vitor F
VF
Pinto
Antônio V
AV
D000818:Animals; D001386:Azides / Q000737:chemistry; D002412:Cations / Q000737:chemistry; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure; D009285:Naphthoquinones / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D014344:Trypanocidal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D014349:Trypanosoma cruzi / Q000187:drug effects*
D001386:Azides; D002412:Cations; D009285:Naphthoquinones; D014230:Triazoles; D014344:Trypanocidal Agents