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Molecules 2012, 17(9), 10331-10343; doi:10.3390/molecules170910331

Design and Synthesis of New Chacones Substituted with Azide/Triazole Groups and Analysis of Their Cytotoxicity Towards HeLa Cells

1
Laboratório de Síntese Orgânica, Universidade Federal de São João Del Rei, Campus Centro Oeste Dona Lindu, 35.501-296, Divinópolis/MG, Brazil
2
Laboratório de RMN, Universidade Federal do Paraná, 81.531-990, Curitiba/PR, Brazil
3
Laboratório de Bioquímica de Parasitos, Universidade Federal de São João Del Rei, Campus Centro Oeste Dona Lindu, 35.501-296, Divinópolis/MG, Brazil
4
Laboratório de Bioquímica Celular, Universidade Federal de São João Del Rei, Campus Centro Oeste Dona Lindu, 35.501-296, Divinópolis/MG, Brazil
*
Author to whom correspondence should be addressed.
Received: 21 June 2012 / Revised: 1 August 2012 / Accepted: 2 August 2012 / Published: 29 August 2012
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Abstract

A series of new chalcones substituted with azide/triazole groups were designed and synthesized, and their cytotoxic activity was evaluated in vitro against the HeLa cell line. O-Alkylation, Claisen-Schmidt condensation and Cu(I)-catalyzed cycloaddition of azides with terminal alkynes were applied in key steps. Fifteen compounds were tested against HeLa cells. Compound 8c was the most active molecule, with an IC50 value of 13.03 µM, similar to the value of cisplatin (7.37 µM).
Keywords: chalcone; cycloaddition; O-alkylation; HeLa cells chalcone; cycloaddition; O-alkylation; HeLa cells
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

da Silva, G.D.; da Silva, M.G.; Souza, E.M.P.V.E.; Barison, A.; Simões, S.C.; Varotti, F.P.; Barbosa, L.A.; Viana, G.H.R.; Villar, J.A.F.P. Design and Synthesis of New Chacones Substituted with Azide/Triazole Groups and Analysis of Their Cytotoxicity Towards HeLa Cells. Molecules 2012, 17, 10331-10343.

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