A new sulfoxide analog of 1,2,3,6-tetrahydrophenylpyridine and antimicrobial activity

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 elu...

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Autores principales: Prachayasittikul, Supaluk, Pingaew, Ratchanok, Worachartcheewan, Apilak, Ruchirawat, Somsak, Prachayasittikul, Virapong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Leibniz Research Centre for Working Environment and Human Factors 2010
Materias:
Original Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5698883/
https://www.ncbi.nlm.nih.gov/pubmed/29255393
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author Prachayasittikul, Supaluk
Pingaew, Ratchanok
Worachartcheewan, Apilak
Ruchirawat, Somsak
Prachayasittikul, Virapong
author_facet Prachayasittikul, Supaluk
Pingaew, Ratchanok
Worachartcheewan, Apilak
Ruchirawat, Somsak
Prachayasittikul, Virapong
author_sort Prachayasittikul, Supaluk
collection PubMed
description 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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spelling pubmed-56988832017-12-18 A new sulfoxide analog of 1,2,3,6-tetrahydrophenylpyridine and antimicrobial activity Prachayasittikul, Supaluk Pingaew, Ratchanok Worachartcheewan, Apilak Ruchirawat, Somsak Prachayasittikul, Virapong EXCLI J Original Article 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. Leibniz Research Centre for Working Environment and Human Factors 2010-09-27 /pmc/articles/PMC5698883/ /pubmed/29255393 Text en Copyright © 2010 Prachayasittikul et al. http://www.excli.de/documents/assignment_of_rights.pdf This is an Open Access article distributed under the following Assignment of Rights http://www.excli.de/documents/assignment_of_rights.pdf. You are free to copy, distribute and transmit the work, provided the original author and source are credited.
spellingShingle Original Article
Prachayasittikul, Supaluk
Pingaew, Ratchanok
Worachartcheewan, Apilak
Ruchirawat, Somsak
Prachayasittikul, Virapong
A new sulfoxide analog of 1,2,3,6-tetrahydrophenylpyridine and antimicrobial activity
title A new sulfoxide analog of 1,2,3,6-tetrahydrophenylpyridine and antimicrobial activity
title_full A new sulfoxide analog of 1,2,3,6-tetrahydrophenylpyridine and antimicrobial activity
title_fullStr A new sulfoxide analog of 1,2,3,6-tetrahydrophenylpyridine and antimicrobial activity
title_full_unstemmed A new sulfoxide analog of 1,2,3,6-tetrahydrophenylpyridine and antimicrobial activity
title_short A new sulfoxide analog of 1,2,3,6-tetrahydrophenylpyridine and antimicrobial activity
title_sort new sulfoxide analog of 1,2,3,6-tetrahydrophenylpyridine and antimicrobial activity
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5698883/
https://www.ncbi.nlm.nih.gov/pubmed/29255393
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