title: Antitrypanasomal activity of novel benzaldehyde-thiosemicarbazone derivatives from kaurenoic acid.
abstract: A series of new thiosemicarbazones derived from natural diterpene kaurenoic acid were synthesized and tested against the epimastigote forms of Trypanosoma cruzi to evaluate their antitrypanosomal potential. Seven of the synthesized thiosemicarbazones were more active than kaurenoic acid with IC₅₀ values between 2-24.0 mM. The o-nitro-benzaldehyde-thiosemicarbazone derivative was the most active compound with IC₅₀ of 2.0 mM. The results show that the structural modifications accomplished enhanced the antitrypanosomal activity of these compounds. Besides, the thiocyanate, thiosemicarbazide and the p- methyl, p-methoxy, p-dimethylamine, m-nitro and o-chlorobenzaldehyde-thiosemicarbazone derivatives displayed lower toxicity for LLMCK₂ cells than kaurenoic acid, exhibing an IC₅₀ of 59.5 mM.
authors.affiliation: Departamento de Química, Universidade Estadual de Maringá, Av. Colombo 5790, 87020-900 Maringá, PR, Brazil.
authors.forename: Shirani K
authors.initials: SK
authors.lastname: Haraguchi
authors.forename: Adriano A
authors.initials: AA
authors.lastname: Silva
authors.forename: Gentil J
authors.initials: GJ
authors.lastname: Vidotti
authors.forename: Phercyles V
authors.initials: PV
authors.lastname: dos Santos
authors.forename: Francielle P
authors.initials: FP
authors.lastname: Garcia
authors.forename: Raissa B
authors.initials: RB
authors.lastname: Pedroso
authors.forename: Celso V
authors.initials: CV
authors.lastname: Nakamura
authors.forename: Cecília M A
authors.initials: CM
authors.lastname: de Oliveira
authors.forename: Cleuza C
authors.initials: CC
authors.lastname: da Silva
mesh_terms: D000818:Animals; D001547:Benzaldehydes / Q000737:chemistry* / Q000494:pharmacology; D004224:Diterpenes / Q000737:chemistry*; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D013882:Thiosemicarbazones / Q000737:chemistry* / Q000494:pharmacology; D014344:Trypanocidal Agents / Q000737:chemistry* / Q000494:pharmacology; D014349:Trypanosoma cruzi / Q000187:drug effects
chemical_list: D001547:Benzaldehydes; D004224:Diterpenes; D013882:Thiosemicarbazones; D014344:Trypanocidal Agents; C051436:kaurenoic acid; C032175:benzaldehyde