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Green Synthesis and Evaluation of the Biological Activity of New Dihydropyridine Derivatives

二氢吡啶 化学 组合化学 生化工程 有机化学 工程类
作者
Nasim Khoshlahjeh Motamed,Kambiz Larijani,Elham Pournamdari,Hamid Saeidian,Fariba Zamani Hargalani
出处
期刊:Combinatorial Chemistry & High Throughput Screening [Bentham Science]
卷期号:27
标识
DOI:10.2174/0113862073298086240529073719
摘要

Aims and Objective: This work used silica-coated magnetic nanoparticles functionalized by iminodiacetic acid-cupper (Fe3O4@SiO2/IDA-Cu) to perform one-pot multicomponent reactions involving (1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione (curcumine), primary amines, and activated acetylenic compounds in an aqueous medium at room temperature and to produce 1,4- dihydropyridine-2,3-dicarboxylate in high yields. Further research on this area uses diphenylpicrylhydrazine (DPPH) radical trapping to investigate the antioxidant properties of some generated 6,6´- methylene bis-1,4-dihydropyridine-2,3-dicarboxylates. Scholarly research now underway concentrates on examining the antibacterial characteristics of chemical substances that have been produced. Materials and Methods: The reagents or solvents that the research team utilized were of analytical quality, which means that their physical and chemical characteristics were unaltered. The Ft-IR spectra of the prepared nanocatalysts and the synthesized 6,6´-methylene bis-1,4-dihydropyridine-2,3-dicarboxylates in a KBr medium were recorded using a Shimadzu IR-460 spectrometer. In addition, a Bruker DRX-400 AVANCE spectrometer was used to get the 1H and 13C NMR spectra of the produced compounds. To get the spectrum of the compounds generated, the spectrometer was calibrated to 400 MHz, the solvent was CDCl3, and the internal standard was TMS. It should be mentioned that the mass spectra of the generated compounds, which have an ionization capability of 70 eV, were obtained using the Finnigan MAT 8430 spectrometer. Using spectroscopy investigation, including X-ray diffraction (XRD), energy dispersive X-ray spectroscopy (EDX), scanning electron microscopy (SEM), and vibrating sample magnetometer (VSM), the synthetic catalyst Fe3O4@SiO2@IDA-Cu was approved for construction. Finnigan-MAT 8430 spectrometer was used to generate mass spectra of the chemicals that were created. To determine which element was present in the compounds that were formed, the Heraeus CHN-O-Rapid analyzer was used. Results: The current study focused on creating new 6,6´-methylene bis-1,4-dihydropyridine-2,3- dicarboxylates 4 by combining curcumine 1, primary amines 2, and activated acetylenic compounds 3 in three-component processes. The reactions were performed in a water-based solution at normal ambient temperature, using Fe3O4@SiO2@IDA-Cu as a nanocatalyst that may be used multiple times. The findings demonstrated that the synthesized compounds displayed a significant antioxidant potential in comparison to conventional antioxidants. Furthermore, the produced compounds were evaluated for their antibacterial efficacy against both gram-positive and gram-negative bacteria. Conclusion: In conclusion, the multicomponent reactions involving curcumin, primary amines, and activated acetylenic chemicals were investigated in a water-based setting at normal room temperature. The reactions were carried out using a new type of catalyst called Fe3O4@SiO2@IDA-Cu, which is an organometallic nanocatalyst. This led to the creation of new versions of 6,6´-methylene bis-1,4-dihydropyridine-2,3- dicarboxylates with antioxidants and antibacterial activity. other: --
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