Synthesis and in vitro antiprotozoal activity of thiophene ring-containing quinones.
A series of quinones (3a-i, 4-9, 11) and aromatic compounds (2a, 2d, 2g) containing the thiophene ring were tested in vitro against the trypomastigote form of Trypanosoma cruzi and the promastigote forms of Leishmania. The quinones 3a-i, 4, 5a, b, 6 and 9 having the thiophene ring fused to a quinone nucleus were the most active members of the series. The electron affinities of the benzo[b]thiophene-4,7-quinones 3, evaluated by their LUMO energies and halfwave potentials, are reported.
Valderrama
J
J
Facultad de Química, Pontificia Universidad Católica de Chile, Santiago, Chile.
Fournet
A
A
Valderrama
C
C
Bastias
S
S
Astudillo
C
C
Rojas de Arias
A
A
Inchausti
A
A
Yaluff
G
G
D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001681:Biological Assay; D014355:Chagas Disease / Q000188:drug therapy / Q000469:parasitology; D004579:Electron Transport / Q000187:drug effects; D007891:Leishmania / Q000187:drug effects / Q000378:metabolism; D051379:Mice; D011809:Quinones / Q000138:chemical synthesis* / Q000494:pharmacology; D017550:Spectroscopy, Fourier Transform Infrared; D013876:Thiophenes / Q000138:chemical synthesis* / Q000494:pharmacology; D014349:Trypanosoma cruzi
D000981:Antiprotozoal Agents; D011809:Quinones; D013876:Thiophenes