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.
Departamento de Química Orgânica, Instituto de Química, UFF, Campus do Valouguinho, 24020-150, Niterói, RJ, Brazil.
Eufrânio N
EN
da Silva
Rubem F S
RF
Menna-Barreto
Maria do Carmo F R
Mdo C
Pinto
Raphael S F
RS
Silva
Daniel V
DV
Teixeira
Maria Cecília B V
MC
de Souza
Carlos Alberto
CA
De Simone
Solange L
SL
De Castro
Vitor F
VF
Ferreira
Antônio V
AV
Pinto
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