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Published on: May 31, 2024
A new sulfoxide analog of 1,2,3,6-tetrahydrophenylpyridine and antimicrobial activity
Supaluk Prachayasittikul1, Ratchanok Pingaew1, Apilak Worachartcheewan2
1Department of Chemistry, Faculty of Science, Srinakharinwirot University, Bangkok 10110, Thailand.
Abstract:
Bioactivities of thiotetrahydropyridines were previously described. Herein, a novel bioactive sulfoxide analog; N-acetyl-2-(1-adamantylsulfoxo)-3-acetoxy-4-phenyl-6-hydroxy-1,2,3,6-tetrahydropyridine (3) from the deoxydative substitution of 4-phenylpyridine 1-oxide is reported. Its structure was elucidated using spectral data including 2D-NMR, MS, IR and UV. The sulfoxide 3 exhibited antibacterial activity against Moraxella catarrhalis and Streptococcus pyogenes with minimum inhibitory concentration of 128 and 256 µg/mL, respectively.
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