Pingaew, RatchanokPrachayasittikul, SupalukPrachayasittikul, VirapongRuchirawat, SomsakWorachartcheewan, Apilak2010-11-172010-11-172010-11-17http://hdl.handle.net/2003/2747210.17877/DE290R-15807Bioactivities 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.enEXCLI Journal ; Vol. 9, 20104-phenylpyridine l-oxideantimicrobial activitysulfonium ionsulfoxidetetrahydropyridine610article (journal)