title: One-pot multi-component synthesis of 1,4-dihydropyridines using Zn(2+) @KSF and evaluating their antibacterial and antioxidant activities.
abstract: New 5-aryl-10-(4-(4-methoxyphenyl)thiazole-2-yl)-9,10-dihydropyrido[2,3-d:5,6-d']dipyrimidinone-2,4,6,8-(1H,3H,5H,7H)-tetraones 6a-d were synthesized through one-pot four-component reaction of aldehydes, barbituric acid, and thiazole using Zn(2+) @KSF under reflux condition. The key features of this reaction are: incorporating four heterocyclic rings, using a heterogeneous and efficient catalyst, high yield, and easy-to-setup reaction. The structure of the products was confirmed by FT-IR, (1)H NMR, and (13)C NMR spectra. The antibacterial activities of compounds 6a-d were screened against Escherichia coli, Micrococcus luteus, Pseudomonas aeruginosa, and Staphylococcus aureus bacterial strains using the zone inhibition method. Also, the 2,2-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activities of compounds 6a-d were evaluated. All compounds showed good antioxidant capacity in comparison to ascorbic acid. The IC50 values of the antioxidant activity were calculated. The proposed mechanism for antioxidant activity is discussed.
authors.affiliation: Department of Chemistry, Faculty of Science, University of Guilan, Rasht, Iran.
authors.forename: Nosrat O
authors.initials: NO
authors.lastname: Mahmoodi
authors.forename: Sahar
authors.initials: S
authors.lastname: Ramzanpour
authors.forename: Fateme
authors.initials: F
authors.lastname: Ghanbari Pirbasti
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D000975:Antioxidants / Q000138:chemical synthesis* / Q000494:pharmacology*; D001205:Ascorbic Acid / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects / Q000254:growth & development; D001713:Biphenyl Compounds / Q000737:chemistry; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D002384:Catalysis; D004095:Dihydropyridines / Q000138:chemical synthesis* / Q000494:pharmacology*; D052978:Disk Diffusion Antimicrobial Tests; D015195:Drug Design; D055772:Green Chemistry Technology; D015394:Molecular Structure; D010851:Picrates / Q000737:chemistry; D066244:Proton Magnetic Resonance Spectroscopy; D017550:Spectroscopy, Fourier Transform Infrared; D013329:Structure-Activity Relationship; D015032:Zinc / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D000975:Antioxidants; D001713:Biphenyl Compounds; D004095:Dihydropyridines; D010851:Picrates; C038806:1,4-dihydropyridine; C004931:1,1-diphenyl-2-picrylhydrazyl; D015032:Zinc; D001205:Ascorbic Acid
keywords: 1,4-Dihydropyridines; Antibacterial; Antioxidant; Barbituric acid; Zn2+@KSF