Ionic Liquid-Assisted Fabrication of Bioactive Heterogeneous Magnetic Nanocatalyst with Antioxidant and Antibacterial Activities for the Synthesis of Polyhydroquinoline Derivatives

Abstract

Antibacterial materials have obtained much attention in recent years due to the presence of hazardous agents causing oxidative stress and observation of pathogens. However, materials with antioxidant and antibacterial activities can cause toxicity due to their low biocompatibility and safety profile, urging scientists to follow new ways in the synthesis of such materials. Ionic liquids have been employed as a green and environmentally solvent for the fabrication of electrically conductive polymers. In the present study, an antibacterial poly(p-phenylenediamine)@Fe3O4 (PpPDA@Fe3O4) nanocomposite was fabricated using [HPy][HSO4] ionic liquid. The chemical preparation of PpPDA@Fe3O4 nanocomposite was initiated through the oxidative polymerization of p-phenylenediamine by ammonium persulfate in the presence of [HPy][HSO4]. The PpPDA@Fe3O4 nanocomposite exhibited antibacterial properties against Gram-negative (Escherichia coli) and Gram-positive (Bacillus subtilis) bacteria. The PpPDA@Fe3O4 nanocomposite was employed as a heterogeneous nanocatalysis for one-pot synthesis of polyhydroquinoline derivatives using aromatic aldehyde, dimedone, benzyl acetoacetate, and ammonium acetate. Polyhydroquinoline derivatives were synthesized in significant yields (90–97%) without a difficult work-up procedure in short reaction times. Additionally, PpPDA@Fe3O4 nanocatalyst was recycled for at least five consecutive catalytic runs with a minor decrease in the catalytic activity. In this case, 11 derivatives of polyhydroquinoline showed in vitro antioxidant activity between 70–98%.

Fast synthesis of [1,2,3]-triazole derivatives on a Fe/Cu-embedded nano-catalytic substrate

“…18 In this regard, heterogeneous catalytic systems based on MNPs are widely used due to their easy separation by using an external magnet. 19–36 Over the past few decades, MNPs with a unique size and structure have garnered significant attention due to their distinct physical and chemical properties. 37,38 A multitude of strategies have been developed to synthesize a variety of magnetic nanomaterials, including iron, cobalt, nickel, alloys, iron oxide, metal ferrite, and more.…”

Water compatible silica supported iron trifluoroacetate and trichloroacetate: as prominent and recyclable Lewis acid catalysts for solvent-free green synthesis of hexahydroquinoline-3-carboxamides

“…They have pharmacological effects, such as vasodilators, antihypertensive, bronchodilators, antiatherosclerotic, hepatoprotective, anticancer, anti-mutagenic, neuroprotective, and anti-diabetic characteristics. 35,36 1,4-DHPs, which are 1,4-substituted, form a signicant family of Ca 2+ channel blockers 37 and are one of the most signicant classes of medications used to treat cardiovascular disease. 38 Furthermore, quinolines, particularly 1,4-DHPs have a number of pharmacological activities, including antianginal, anti-inammatory action, anti-tumour, anti-tubercular activity, analgesic activity, and antithrombotic.…”

Novel Polyhydroquinoline-Hydrazide-Linked Schiff’s Base Derivatives: Multistep Synthesis, Antimicrobial, and Calcium-Channel-Blocking Activities

“…They are a noticeable class of privileged compounds that are highly recognized in the field of medicines and organic chemistry [ 2 , 3 , 4 , 5 ] due to their pharmacological and biological activities. Some of the derivatives are well-known calcium- (Ca 2+ )-channel blockers [ 6 ] and have been reported to have anti-tubercular [ 7 ] bronchodilator properties [ 8 ], neuroprotection [ 9 ] anti-hyperglycemic [ 10 ], anti-diabetic [ 11 , 12 ], anti-inflammatory [ 13 ], platelet anti-aggregation [ 14 ], neuroprotective [ 15 ], anticancer [ 16 ], antibacterial [ 17 ], and antioxidant activities [ 18 ]. In addition, these compounds are used as calcium-channel blockers for the treatment of cardiovascular diseases, such as hypertension [ 19 ].…”