Aspartic-acid-loaded starch-functionalized Mn–Fe–Ca ferrite magnetic nanoparticles as novel green heterogeneous nanomagnetic catalyst for solvent-free synthesis of dihydropyrimidine derivatives as potent antibacterial agents

• Published in: Research on chemical intermediates Vol. 45; no. 5; pp. 3251 - 3271
• Main Authors: Afradi, Nahid, Foroughifar, Naser, Pasdar, Hoda, Qomi, Mahnaz
• Format: Journal Article
• Language: English
• Published: Dordrecht Springer Netherlands 15.05.2019; Springer Nature; Springer Nature B.V
• Subjects: Acetylacetone; Acids; Aldehydes; Antibacterial materials; Aromatic compounds; Aspartic acid; Bacteria; Catalysis; Catalysts; Catalytic activity; Chemical synthesis; Chemistry; Chemistry and Materials Science; Chemistry, Multidisciplinary; Derivatives; E coli; Energy dispersive X ray spectroscopy; Ferrites; Fourier transforms; Gram-positive bacteria; Infrared analysis; Inorganic Chemistry; Iron; Magnetic measurement; Magnetic saturation; Nanoparticles; Physical Chemistry; Physical Sciences; Reaction time; Scanning electron microscopy; Science & Technology; Solvents; Spectroscopic analysis; Spectrum analysis; X-ray diffraction; Ferrite nanoparticles; Reusable nanocatalyst; Multicomponent reaction; Modified amino acid; Biological activity; DESIGN; FE3O4 NANOPARTICLES; ECO-FRIENDLY SYNTHESIS; CALCIUM-CHANNEL BLOCKERS; HIGHLY EFFICIENT; REUSABLE CATALYST; FACILE SYNTHESIS; AMINO-ACIDS; BIOLOGICAL EVALUATION; IONIC LIQUIDS
• ISSN: 0922-6168; 1568-5675
• DOI: 10.1007/s11164-019-03791-7

Mn 0.5 Fe 0.25 Ca 0.25 Fe 2 O 4 @starch@aspartic acid magnetic nanoparticles (MNPs) as a new green nanocatalyst were designed and synthesized by a coprecipitation procedure. The structure of the aspartic-acid-loaded starch-functionalized Mn 0.5 Fe 0.25 Ca 0.25 Fe 2 O 4 nanoparticles was evaluated by powder X-ray diffraction analysis, Fourier-transform infrared spectroscopy, vibrating-sample magnetometry, scanning electron microscopy, energy-dispersive X-ray spectroscopy, and thermogravimetric analysis. The ferrite magnetic nanoparticles exhibited superparamagnetic nature with saturation magnetization of 35 emu/g. The impact of the MnFeCaFe 2 O 4 @starch@aspartic acid MNPs was investigated in synthesis of 3,4-dihydropyrimidine derivatives by multicomponent reaction between thiourea/urea, acetylacetone, and various aryl aldehydes under solvent-free conditions. Facile workup, short reaction time, superb yield, and use of a reusable catalyst are the advantages of this method. The magnetic nanocatalyst was easily recovered and reused six times without considerable reduction in its catalytic activity. The in vitro antibacterial activity of all synthesized pyrimidine derivatives was studied by agar well diffusion assay technique against four pathogenic bacterial strains, namely Staphylococcus aureus (ATCC no. 6538) and Staphylococcus epidermidis (ATCC no. 12228) as Gram-positive bacteria and Pseudomonas aeruginosa (ATCC no. 9027) and Escherichia coli (ATCC no. 8739) as Gram-negative bacteria. All compounds exhibited greater antibacterial activity compared with the reference drug ciprofloxacin. Graphical abstract