Molecules (Jan 2011)

Antitrypanosomal Activity of Novel Benzaldehyde-Thiosemicarbazone Derivatives from Kaurenoic Acid †

  • Cecília M. A. de Oliveira,
  • Celso V. Nakamura,
  • Raissa B. Pedroso,
  • Francielle P. Garcia,
  • Phercyles V. dos Santos,
  • Gentil J. Vidotti,
  • Adriano A. Silva,
  • Shirani K. Haraguchi,
  • Cleuza C. da Silva

DOI
https://doi.org/10.3390/molecules16021166
Journal volume & issue
Vol. 16, no. 2
pp. 1166 – 1180

Abstract

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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.

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