Synthesis,spectral, crystal and antimicrobial studies of biologically potent oxime ethers of nitrogen,oxygen and sulfur heterocycles |
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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, Chidambaram 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, Chidambaram 608 002, India;4. Department of Chemistry, Indian Institute of Technology-Madras, Chennai 600 036, India |
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| Abstract: | Three series of oxime ethers viz, 2,6-diarylpiperidin-4-one O-benzyloximes 5a–o, 2,6-diaryltetrahydropyran-4-one O-benzyloximes 7a–e and 2,6-diaryltetrahydrothiopyran-4-one O-benzyloximes 11a–b and 12a–c were synthesized and stereochemistry is established by their spectral and single crystal analysis. A SAR study has been carried out for the above oxime ethers against a panel of antibacterial (Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhi and Escherichia coli) and antifungal agents (Candida albicans, Candida-51, Rhizopus sp., Aspergillus niger, Aspergillus flavus and Cryptococcus neoformans), respectively, using Ciprofloxacin and Amphotericin B as standards. Most of the chloro/methyl/methoxy substituted compounds exerted moderate to good activity against all the tested organisms; moreover, some compounds (5i, 5l, 5n, 5o, 7c2, 7d1, 7d2, 7e, 11b and 12c) exhibited promising activity than standard drugs. |
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