Authors: Facchinetti, V.; Guimarães, F.A.; De Souza, M.V.N.; Gomes, C.R.B.; De Souza, M.C.B.V.; Wardell, J.L.; Wardell, S.M.S.V.; Vasconcelos, T.R.A.
Abstract
A series of ethyl (substituted)phenyl-4-oxothiazolidin-3-yl)-1-ethyl-4-oxo-1,4-dihydroquinoline-3-carboxylates () has been prepared from reactions between aminoquinolones with arenealdehydes and mercaptoacetic acid. The critical intermediates, a and , were obtained from appropriate amines by a sequence of steps involving (i) reaction with diethylethoxymethylenemalonate, (ii) thermal cyclization in diphenyl ether, (iii) ethylation and (iv) Pd/C catalyzed reduction. New compounds were fully identified and characterized by NMR (1H and 13C) and specifically for by X-ray crystallography. Compounds were found not to exhibit activity at 10 uM concentrations against gastric ascitis (AGP-01), gastric adenocarcinoma kind intestinal (ACP-02), colon (HCT-116) and murine melanome (B16F10) cancer cells. However, none exhibited cytotoxicity against normal cells human fibroblast (MRC-5), murine fibroblast (NIH3T3) and normal human melanocyte (Melan-A).Keywords: thiazolidinones, cancer, dihydroquinolines Document Type: Research Article DOI: Publication date: 1 de Julho de 2015 [:en]
Abstract
A series of ethyl (substituted)phenyl-4-oxothiazolidin-3-yl)-1-ethyl-4-oxo-1,4-dihydroquinoline-3-carboxylates () has been prepared from reactions between aminoquinolones with arenealdehydes and mercaptoacetic acid. The critical intermediates, a and , were obtained from appropriate amines by a sequence of steps involving (i) reaction with diethylethoxymethylenemalonate, (ii) thermal cyclization in diphenyl ether, (iii) ethylation and (iv) Pd/C catalyzed reduction. New compounds were fully identified and characterized by NMR (1H and 13C) and specifically for by X-ray crystallography. Compounds were found not to exhibit activity at 10 uM concentrations against gastric ascitis (AGP-01), gastric adenocarcinoma kind intestinal (ACP-02), colon (HCT-116) and murine melanome (B16F10) cancer cells. However, none exhibited cytotoxicity against normal cells human fibroblast (MRC-5), murine fibroblast (NIH3T3) and normal human melanocyte (Melan-A).
Keywords: thiazolidinones, cancer, dihydroquinolines Document Type: Research Article DOI: Publication date: 1 de Julho de 2015 [:]
