Synthesis,stereochemistry and antimicrobial studies of novel oxime ethers of aza/diazabicycles |
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| Authors: | Paramasivam Parthiban Gopalakrishnan Aridoss Paramasivam Rathika Venkatachalam Ramkumar Senthamaraikannan Kabilan |
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| Institution: | 1. Department of Chemistry, Annamalai University, Annamalainagar 608 002, India;2. Division of Image Science and Information Engineering, Pukyong National University, Busan 608 739, Republic of Korea;3. Department of Microbiology, Annamalai University, Annamalainagar 608 002, India;4. Department of Chemistry, Indian Institute of Technology, Madras, Chennai 600 036, India |
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| Abstract: | Two series of bicyclic oxime ethers viz, 2,4-diaryl-3-azabicyclo3.3.1]nonan-9-one O-benzyloximes 13–24 and 2,4,6,8-tetraaryl-3,7-diazabicyclo3.3.1]nonan-9-one O-benzyloximes 31–36 were synthesized and stereochemistry was established by their spectral (1D and 2D NMR) and crystal studies. Synthesized oxime ethers were screened for their in vitro antimicrobial activity against a set of pathogenic bacteria (Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhi, Escherichia coli and Klebsiella pneumoniae) and fungi (Candida albicans, Candida-51, Rhizopus sp., Aspergillus niger and Aspergillus flavus) by twofold serial dilution method, respectively, using Ciprofloxacin and Amphotericin B as standards. Most of the molecules expressed promising antimicrobial profile against the tested pathogens and even a few compounds 16, 21, 22, 33 and 34 were better than standard drugs. |
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