Abstract
Diverse 2-aryl-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-6,7-methylendioxy-1,2,3,4-tetrahydroquinolines (DM series) were synthesized using three-component reaction of 3,4-methylendioxyaniline, benzaldehydes and isoeugenol. Purified and characterized tetrahydroquinoline molecules were tested in vitro for potential antitumor and cytotoxic activities. It was observed a strong relationship between selective cytotoxic activity on U937 and HeLa cells and the substitutions presented in aryl ring of position C-2 of the synthesized tetrahydroquinoline derivatives. Tested molecules, called DM108, DM116 and DM118, resulted in active compounds having a greater SI compared with colchicine and doxorubicin, reference compounds.
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Financial support from Patrimonio Autónomo Fondo Nacional de Financiamiento para la Ciencia, la Tecnología y la Innovación, Francisco José de Caldas, contract RC-3662011, is gratefully acknowledged. D.R.M.A. thanks COLCIENCIAS for the doctoral fellowship.
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Kouznetsov, V.V., Merchan-Arenas, D.R., Tangarife-Castaño, V. et al. Synthesis and cytotoxic evaluation of novel 2-aryl-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-6,7-methylendioxy-1,2,3,4-tetrahydroquinolines, podophyllotoxin-like molecules. Med Chem Res 25, 429–437 (2016). https://doi.org/10.1007/s00044-015-1486-6
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DOI: https://doi.org/10.1007/s00044-015-1486-6