Facile synthesis and antimicrobial activity of bis(fused 4H‐pyrans) incorporating piperazine as novel hybrid molecules: Michael's addition approach

Abstract

A new series of bis(4H-chromene), bis (pyrano[3,2-c]chromene), and bis (pyrano [2,3-c]pyrazole) each linked to the piperazine core via ether linkages was synthesized. The target compounds are probably formed through a three-component reaction involving two equivalents of each malononitrile and the corresponding active methylene compounds, such as dimedone, 4-hydroxycoumarine, or 5-methyl-2,4-dihydro-3H-pyrazol-3-one. Several spectral methods and elemental analyses were used to deduce the chemical structures of the novel compounds. Furthermore, all synthesized compounds were tested for antimicrobial activity, which revealed promising inhibitory results against a variety of multidrugresistant microbial strains. These findings were compared to those obtained in the in silico molecular docking study. The docking results improved the activity of new derivatives as potentially effective antimicrobial agents.

Synthesis of Novel Diphenyl Ether-Based Bis-Heterocycles as Novel Hybrid Molecules via Michael and Other Cyclocondensation Reactions

“…Hybridization may lead to the development of anticancer drugs that are both safer and more potent than those now available on the market. , Furthermore, due to their extraordinary lipophilicity, hydrophobicity, ability to penetrate cell walls, and resistance to degradation, diaryl ether substructures are important in various medications and recently discovered agrochemicals. , They have been discovered to have a variety of bioactivities, including antiviral, anticancer, antibacterial, β-glucuronidase enzyme inhibitory action, radical scavenging, cytotoxicity, antitubercular, and antitubulin activity. − Bis-heterocyclic compounds are among the popular scaffolds frequently found in drugs and pharmaceutically relevant substances because combining different heterocycle systems produces novel hybrid molecules that may be more biologically active than their separate components. There have been several reports of the antibacterial, anticancer, antiallergic, and other disease-fighting effects of bis-heterocycles. , Encouraged by the findings above and as part of our ongoing research interest in the synthesis of heterocycles and their bis-heterocyclic analogues, − we present the design and synthesis of novel hybrid molecules composed of diphenyl ether linked to various heterocyclic systems. In this context, we recently investigated the Hantzsch reaction for the manufacture of bis-dihydropyridine and their corresponding fused derivatives based on diphenyl ether, and their antibacterial activity against various bacterial strains was evaluated .…”

Utility of 2-Chloro-N-arylacetamide and 1,1′-(Piperazine-1,4-diyl)bis(2-chloroethanone) as Versatile Precursors for Novel Mono- and Bis[thienopyridines]

“…Furthermore, AdipoRon VI (Figure ), a phenoxyacetamide drug, has received considerable attention as a potential treatment for cardiovascular disease, obesity, diabetes, and nonalcoholic fatty liver disease. Moreover, compounds with a 2-phenoxy- N -phenylacetamide core structure have garnered a lot of attention due to their antibacterial, antiparasitic, anticancer, and antiviral properties. , The piperazine scaffold has also been reported to exhibit antibacterial, antituberculosis, anticancer, antiviral, anti-inflammatory, antipsychotic, anti-Alzheimer’s, antifungal, antidiabetic, as well as analgesic, anticonvulsant, and antimalarial properties. − Figure depicts many medications that have a piperazine core as a fundamental structural feature. Furthermore, over the last few decades, the concept of molecular hybridization has received a lot of attention in the field of drug design.…”

New frontiers review of some recent conservation techniques of organic and inorganic archaeological artefacts against microbial deterioration

“…The use of molecular and chemical tools (mass spectrometry and next-generation sequencing) in the field of heritage conservation has highlighted the intriguing potential of a variety of diverse nanomaterials (Beata, 2020). Antimicrobial Activities of novel chemical molecules were evaluated by Geweely (2009aGeweely ( , 2011, Ghozlan et al (2015), Salem et al (2022), Geweely 10.3389/fmicb.2023 Frontiers in Microbiology 02 frontiersin.org and Kamel et al (2022). Several pathological states of soft tissues and internal organs made it possible for researchers to determine the origin of antiques, the course of development and the appearance of a wide range of infections in historical contexts (Shin and Bianucci, 2021).…”