Lithium-Acetate-Mediated Biginelli One-Pot Multicomponent Synthesis under Solvent-Free Conditions and Cytotoxic Activity against the Human Lung Cancer Cell Line A549 and Breast Cancer Cell Line MCF7

Abstract

Various Biginelli compounds (dihydropyrimidinones) have been synthesized efficiently and in high yields under mild, solvent-free, and eco-friendly conditions in a one-pot reaction of 1,3-dicarbonyl compounds, aldehydes, and urea/thiourea/acetyl thiourea using lithium-acetate as a novel catalyst without the addition of any proton source. Comparative catalytic efficiency of lithium-acetate and polyphosphoric acid to catalyze Biginelli condensation is also studied under neat conditions. The reaction is carried out in the absence of any solvent and represents an improvement of the classical Biginelli protocol and an advantage in comparison with FeCl3 ·6H2O, NiCl2 ·6H2O and CoCl2 ·6H2O that were used with HCl as a cocatalyst. Compared to classical Biginelli reaction conditions, the present method has advantages of good yields, short reaction times, and experimental simplicity. The obtained products have been identified by spectral (1H NMR and IR) data and their melting points. The prepared compounds are evaluated for anticancer activity against two human cancer cell lines (lung cancer cell line A549 and breast cancer cell line MCF7).

Green Route for Efficient Synthesis of Novel Amino Acid Schiff Bases as Potent Antibacterial and Antifungal Agents and Evaluation of Cytotoxic Effects

“…In continuation of our work to develop green methodologies for the synthesis of organic compounds [33][34][35][36], herein we wish to report a mild and highly efficient procedure for the synthesis of 3-[1-(5-amino-[1,3,4]-thiadiazol-2yl)substitutedethylimino]-5-substituted-2,3-dihydro-indol-2-one derivatives (4) using water as a green solvent and citric acid as a green catalyst (Scheme 1). 4 was synthesized by the one-pot multicomponent condensation reaction of substituted 1H-indole-2,3diones (1), various amino acids (2), and thiosemicarbazide (3) in the presence of lemon juice.…”

Environ-Economic Synthesis and Characterization of Some New 1,2,4-Triazole Derivatives as Organic Fluorescent Materials and Potent Fungicidal Agents

“…In continuation of our work to develop greener and expeditious protocols for the synthesis of heterocyclic compounds [44][45][46][47][48], herein we wish to report a highly efficient procedure for the synthesis of new substituted-2H-1,2,4-triazole phenol derivatives (4) and spiro (indole-triazole) propanoic acid derivatives (5) using water (containing 1-2 mL of alcohol) by the reaction of 4-chloro-2-nitro aniline (1)/amino acids (1 ) and aromatic aldehydes (2)/1H indole-2,3-diones (2 ), respectively, with thiosemicarbazide (3) yielding triazole (4)/spiro indole-triazole (5) derivatives in high yields and shorter reaction displaying excellent florescent property (Scheme 1).…”

Synthesis, characterization and prediction of anticancer potentiality of some novel green nanoparticles by molecular docking and ADMET techniques

“…Synthesis of Biginelli compounds compound 1 and compound 2 were synthesized following the literature method [15] and characterized using spectral analysis.…”