Synthesis and in vitro trypanocide activity of several polycyclic drimane-quinone derivatives.
The Diels-Alder reaction between two polygodial-derived dienes and simple quinones to yield substituted naphtho- and anthraquinones, is described. The in vitro trypanocide activity for the series was determined. Two of the new compounds showed an activity ten and two times higher, respectively, than nifurtimox and benznidazole, the medicines of choice for the treatment of the acute Chagas' disease.
Cuellar
Mauricio A
MA
Departamento de Química Orgánica, Facultad de Química, Pontificia Universidad Católica de Chile, Vicuña Mackenna 4860, Casilla 306, Correo 22, Santiago, Chile.
Salas
Cristian
C
Cortés
Manuel J
MJ
Morello
Antonio
A
Diego Maya
Juan
J
Preite
Marcelo D
MD
D000818:Animals; D020128:Inhibitory Concentration 50; D009547:Nifurtimox / Q000494:pharmacology; D009593:Nitroimidazoles / Q000494:pharmacology; D011083:Polycyclic Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D000081223:Polycyclic Sesquiterpenes; D011809:Quinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D014344:Trypanocidal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D014349:Trypanosoma cruzi / Q000187:drug effects / Q000254:growth & development
D009593:Nitroimidazoles; D011083:Polycyclic Compounds; D000081223:Polycyclic Sesquiterpenes; D011809:Quinones; D012717:Sesquiterpenes; D014344:Trypanocidal Agents; C437376:drimane; D009547:Nifurtimox; C009999:benzonidazole