Synthesis and Antimicrobial Studies of Some Quinolinylpyrimidine Derivatives

Abstract

The quinolinylpyrimidine derivatives were prepared by the condensation of quinolinyl chalcones with urea (or thiourea) under basic conditions by using both conventional and microwave heating. Their IR, 1H NMR, 13C NMR, mass spectra and CHN analyses confirmed the prepared compounds. The newly prepared quinolinylpyrimidine derivatives were screened for antimicrobial activities against the bacterial strains viz. S. aureus, Shigella, Salmonela, P. aeroginosa, B. Subtilus and E. coli and found considerably active against S. aureus, P. aeroginosa and E. coli.

Synthesis of 4-arylethyl-6-arylpyrimidine-2-thiols through aza-Michael addition/nucleophilic addition/aromatization tandem reactions

“…All products 2a-r were characterized by proton nuclear magnetic resonance ( 1 H NMR), carbon-13 nuclear magnetic resonance ( 13 C NMR), infrared (IR) and elemental analysis. A plausible mechanism is illustrated for the synthesis of 2a in Scheme 2 [16,18,20]. As can be seen, the initial aza-Michael addition reaction generates the intermediate product A.…”

“…Synthesis of substituted pyrimidine-2-thiols involves the reactions of β-enaminoamides with thiourea under basic conditions [16] and the reactions of chalcones with thiourea [17][18][19][20]. In this paper, we report a facile preparation of 4-arylethyl-6-arylpyrimidine-2-thiols by reactions of divinyl ketones with thiourea through aza-Michael addition/nucleophilic addition/aromatization tandem processes.…”

Synthesis, in vitro Anticancer Activity Evaluation and Docking Investigations of Novel Aromatic Chalcones

“…The IR spectra were recorded on Schimadzu FTIR 8201PC Spectrophotometers.1H-NMR spectra were determined on a Bruker Ultra shield 500 spectrometers using tetramethylsilane (TMS) as an internal reference.All the starting materials are commercially available. A number of known and novel (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)Aromatic chalcone derivatives were prepared by a Claisen-Schmidth condensation [25]of the appropriate aldehyde and acetophenone derivatives(scheme 1).General procedure for the synthesis of chalcones: a solution of substituted acetophenone(5mM) and aromatic aldehyde(5mM) in ethanol(15mM) was cooled to 5-100c in a nice bath. The cooled solution was treated with adding a small portion of pulverized potassium hydroxide(10mM).The reaction mixture was magnetically stirred for 60 minutes and then left overnight or longer, monitored by thin layer chromatography using developing solvent nhexane-acetone(5:1).The resulting dark solution was diluted with ice water and carefully acidified using dilute hydrochloric acid.Thechalcone which separated as a yellow solid was collected by filtration after washing with water and further purified by crystallization from methanol.…”

“…1H NMR, IR spectra were consistent with the assigned structures. Compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19) were synthesized different Aromatic chalcones with different substituents on Aromatic rings A,B (Table 1). …”

“…At present, there is a growing interest in the discovery of new anticancer agents to bate against inhibition of MCF-7 human breast cancer cells growth [1] , inhibition of cyclooxygenase-2 in RAW264.7 cells [2]and inhibition of iN-OS protein expression.Chalcones(1,3-diphenyl-propene-1-one) pertaining to the flavanoid family both natural as well as synthetic products have been revised for their wide biological activities such as anticancer [3][4][5][6][7][8][9] antiinvasive [10]antituberculosi [11]antifungal [12],antibacterial [13], antitmour [14],antiinflammator [15],antioxidant [16].Studies on the bioavailability of Aromatic chalcones from natural sources are limited, but synthetic Aromatic chalcones have been reported to have a wide range of biological properties, especially anticancer ,antibacterial [17][18][19]and antifungal activities [20].In an effort to develop potent anticancer agents a series of Aromatic chalcones we have reported the process synthesis of Aromatic chalcones as well as their inhibitory activity against the human tumour cell lines of Jurkat and HL-60. Many efforts are being made to treat different types of cancer over the past few decades.Cancer is treated either by removing the excess growth or radiation therapy or by chemotherapy.…”