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Ultrasound-Promoted Synthesis of 3-(Thiophen-2-yl)-4,5-dihydro-1H-pyrazole-1-carboximidamides and Anticancer Activity Evaluation in Leukemia Cell Lines

Authors :
Nathalia Moreno Cury
Cristiano Raminelli
Claudio M. P. Pereira
Eric Francisco Simão dos Santos
Euclésio Simionatto
José Andrés Yunes
Lucas Pizzuti
Tainara A. do Nascimento
Gleison A. Casagrande
Source :
Journal of the Brazilian Chemical Society v.28 n.2 2017, Journal of the Brazilian Chemical Society, Sociedade Brasileira de Química (SBQ), instacron:SBQ, Journal of the Brazilian Chemical Society, Volume: 28, Issue: 2, Pages: 217-224, Published: FEB 2017
Publication Year :
2017
Publisher :
Sociedade Brasileira de Química, 2017.

Abstract

3-(Thiophen-2-yl)-4,5-dihydro-1H-pyrazole-1-carboximidamides were efficiently prepared through a cyclocondensation of thiophenylchalcones with aminoguanidine hydrochloride under ultrasonic conditions in the presence of KOH and ethanol as a green solvent in short reaction times (15-35 min) and good yields (62-95%). All compounds produced were evaluated against the human Jurkat and RS4;11 acute lymphoblastic leukemia cell lines of T- and B-cell origin, respectively, and the K562 myelogenous leukemia cell line. Six compounds presented half maximal inhibitory concentration (IC50) values around 15 µmol L-1 and five compounds presented IC50 values around 40 µmol L-1 for at least one of the three cell lines analyzed. One compound was not significantly cytotoxic, presenting IC50 value > 100 µmol L-1.

Details

Language :
English
Database :
OpenAIRE
Journal :
Journal of the Brazilian Chemical Society v.28 n.2 2017, Journal of the Brazilian Chemical Society, Sociedade Brasileira de Química (SBQ), instacron:SBQ, Journal of the Brazilian Chemical Society, Volume: 28, Issue: 2, Pages: 217-224, Published: FEB 2017
Accession number :
edsair.doi.dedup.....d90e117243daf85116c752e0e53b3924