An efficient one-pot synthesis, structure, antimicrobial and antioxidant investigations of some novel quinolyldibenzo[b,e][1,4]diazepinones

Bioorganic & Medicinal Chemistry Letters
Narsidas J ParmarRajni Kant

Abstract

A highly improved one-pot procedure for the synthesis of diazepinones, which incorporate a bioactive quinoline nucleus, under catalyst-, and solvent-free environment has been developed. The method allowed us to achieve the products in high yields without requiring a chromatographic separation. All new quinolyldibenzo[b,e][1,4]diazepinones 6a-h thus obtained were further treated to achieve N10-allylated products 7a-h by a simple allylation. The structure of all new synthesized compounds was established based on elemental analysis, mass, (1)H NMR, (13)C NMR, IR spectral data, 2D NMR experiments, and single crystal X-ray study. From in vitro antimicrobial activity studies it revealed all are active against Gram positive (Streptococcus pneumoniae, Clostridium tetani, and Bacillus subtilis), Gram negative (Salmonella typhi, Vibrio chlolerae and Escherichia coli), M. Tuberculosis H37RV bacteria, and fungus like Candia albicans and Aspergillus fumigatus. All were also found to display good antioxidant activity of a ferric reducing power.

References

Jun 5, 2003·Neuropsychopharmacology : Official Publication of the American College of Neuropsychopharmacology·David A ShapiroRichard Mailman

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Citations

Jul 18, 2014·Journal of Enzyme Inhibition and Medicinal Chemistry·Sandeep SinghManish K Gupta
Apr 25, 2015·Chemistry Central Journal·Maheshwaran VelusamyPonnuswamy Mondikalipudur Nanjappagounder
Dec 4, 2014·Organic & Biomolecular Chemistry·Ahmed KamalPavan Kumar Machiraju
May 28, 2019·Molecular Diversity·Gaurangkumar C BrahmbhattMange Ram Yadav
Jun 17, 2020·Molecular Diversity·Abdolali Alizadeh, Akram Bagherinejad
Apr 27, 2021·Organic & Biomolecular Chemistry·Hassan FarhidAhmad Shaabani

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