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Synthesis, stereochemistry and antimicrobial studies of novel oxime ethers of aza/diazabicycles
Venkatachalam Ramkumar
Published in
2009
PMID: 19879756
Volume: 19
   
Issue: 24
Pages: 6981 - 6985
Abstract
Two series of bicyclic oxime ethers viz, 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-one O-benzyloximes 13-24 and 2,4,6,8-tetraaryl-3,7-diazabicyclo[3.3.1]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. © 2009 Elsevier Ltd. All rights reserved.
About the journal
JournalBioorganic and Medicinal Chemistry Letters
ISSN0960894X
Open AccessNo
Concepts (38)
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    Amphotericin b
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    Antiinfective agent
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    Ciprofloxacin
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    OXIME DERIVATIVE
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    Antibacterial activity
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    Antifungal activity
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    Antimicrobial activity
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    Article
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    ASPERGILLUS FLAVUS
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    Aspergillus niger
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    Candida albicans
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    Controlled study
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    Crystal structure
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    Dilution
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    Drug inhibition
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    Drug screening
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    Drug synthesis
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    Escherichia coli
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    In vitro study
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    KLEBSIELLA PNEUMONIAE
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    Nonhuman
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    Nuclear magnetic resonance spectroscopy
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    Pseudomonas aeruginosa
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    RHIZOPUS
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    Salmonella typhi
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    Staphylococcus aureus
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    Stereochemistry
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    Anti-bacterial agents
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    Antifungal agents
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    Bacteria
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    Bicyclo compounds
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    Ethers
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    Fungi
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    Oximes
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    ASPERGILLUS FLAVUS
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    Candida
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    KLEBSIELLA PNEUMONIAE
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    RHIZOPUS