1,3-Diphenylpyrazoles: synthesis and antiparasitic activities of azomethine derivatives.
1,3-Diphenylpyrazole-4-carboxaldehyde and 1-(4-nitrophenyl)-3-phenylpyrazole-4-carboxaldehyde were obtained from the appropriated phenylhydrazones via the Vilsmeier-Haack reaction. These two aldehydes were functionalized by various substituted anilines or substituted benzylamines. Antiparasitic activities of the corresponding azomethines were assessed. In the most cases, nitrated compounds were found to be more efficient than non-nitrated ones against Plasmodium falciparum, Trichomonas vaginalis and Leishmania infantum.
Rathelot
Pascal
P
Laboratoire de Chimie Organique, UMR CNRS 6517, Faculté de Pharmacie, 27 Boulevard Jean Moulin, 13385 Marseille Cedex 5, France.
Azas
Nadine
N
El-Kashef
Hussein
H
Delmas
Florence
F
Di Giorgio
Carole
C
Timon-David
Pierre
P
Maldonado
José
J
Vanelle
Patrice
P
D000818:Animals; D000977:Antiparasitic Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D001391:Azo Compounds / Q000138:chemical synthesis / Q000494:pharmacology / Q000633:toxicity; D002460:Cell Line; D004912:Erythrocytes / Q000469:parasitology; D006801:Humans; D018314:Leishmania infantum / Q000187:drug effects; D010963:Plasmodium falciparum / Q000187:drug effects; D011720:Pyrazoles / Q000138:chemical synthesis / Q000494:pharmacology* / Q000633:toxicity; D012995:Solubility; D013329:Structure-Activity Relationship; D014246:Trichomonas vaginalis / Q000187:drug effects
D000977:Antiparasitic Agents; D001391:Azo Compounds; D011720:Pyrazoles