Synthesis, Spectral Characterization, Molecular Docking Studies, and
Biological Evaluation of Pyranoquinolinyl Acrylic Acid (PQAA)
Diastereomers as Antibacterial Agents Promoted by Indium (III) Triflate
in 1-Butyl-3-Methylimidazolium Tetrafluoroborate Ionic Liquid

K.      Venkatapathy; C.J.      Magesh

doi:10.2174/0115701786333234240725110033

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Abstract

In the present investigation, we report the multistep synthesis of pyranoquinolinyl acrylic acid (PQAA)/furoquinolinyl acrylic acid (FQAA) diastereomers via perkin condensation and reduction, followed by one-pot inverse electron demand Diels-Alder reaction among 2,3 dihydropyran, amine, and aromatic aldehyde mediated by indium (III) triflate in 1-butyl-3-methylimidazolium tetrafluoroborate (In(OTf)3/ [bmim]BF4) at 25.0-27.0oC. The pyranoquinolinyl acrylic acid/furoquinolinyl acrylic acid diastereomers were evaluated for their in vitro antibacterial activity. Molecular docking studies were carried out employing iGEMDOCK software to evaluate the mode of binding between UDP-N-acetylenolpyruvoyl glucosamine reductase and PQAA adducts. All the pyranoquinolinyl/ furoquinolinyl/tetrahydro-cyclopentaquinolinyl acrylic acid (PQAA/FQAA/CPQAA) diastereomers were thoroughly characterized by NMR, FT-IR, mass spectral, and CHN analysis.

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DOI https://dx.doi.org/10.2174/0115701786333234240725110033	Print ISSN 1570-1786
Publisher Name Bentham Science Publisher	Online ISSN 1875-6255

Letters in Organic Chemistry

Synthesis, Spectral Characterization, Molecular Docking Studies, and Biological Evaluation of Pyranoquinolinyl Acrylic Acid (PQAA) Diastereomers as Antibacterial Agents Promoted by Indium (III) Triflate in 1-Butyl-3-Methylimidazolium Tetrafluoroborate Ionic Liquid

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