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Molecules 2011, 16(2), 1166-1180; doi:10.3390/molecules16021166

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

1
Departamento de Química, Universidade Estadual de Maringá, Av. Colombo, 5790, 87020-900, Maringá, PR, Brazil
2
Departamento de Análises Clínicas, Universidade Estadual de Maringá, Av. Colombo, 5790, 87020-900, Maringá, PR, Brazil
3
Instituto de Química, Universidade Federal de Goiás, Campus Samambaia, CP 131, 74001-970, Goiânia, GO, Brazil
This paper is dedicated to our colleague and friend Gentil José Vidotti, in memoriam.
*
Author to whom correspondence should be addressed.
Received: 7 December 2010 / Revised: 14 January 2011 / Accepted: 17 January 2011 / Published: 26 January 2011
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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.
Keywords: kaurenoic acid; thiosemicarbazone; Trypanosoma cruzi; Chagas desease kaurenoic acid; thiosemicarbazone; Trypanosoma cruzi; Chagas desease
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MDPI and ACS Style

Haraguchi, S.K.; Silva, A.A.; Vidotti, G.J.; Dos Santos, P.V.; Garcia, F.P.; Pedroso, R.B.; Nakamura, C.V.; De Oliveira, C.M.A.; Da Silva, C.C. Antitrypanosomal Activity of Novel Benzaldehyde-Thiosemicarbazone Derivatives from Kaurenoic Acid †. Molecules 2011, 16, 1166-1180.

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