Nucleic acid component analogues: Design and direct route to novel 2-(β-L-arabino- and β-D-xylopyranosylthio)pyridine glycosides as potential antimicrobial agents
Paper ID : 1064-ISCH
Authors
Galal Elgemeie *1, Ayman Abdelfattah Bastawy Farag2, Nahed Fathy3, Suzan Khayyat4
1Chemistry Department, Faculty of Science, Helwan University
2Pharmaceutical Chemistry Department, Faculty of Pharmacy, Ahram canadian university
3Photo Chemistry Department, National Research Center, Dokki, Cairo
4Jeddah Science Departments, College of Girls, Kingdom of Saudi Arabia
Abstract
Nucleosides serve as fundamental components in biological systems and exhibit a broad spectrum of biological activities. As a result, there has been a significant focus on discovering new nucleoside analogs that are both non-toxic and selective. My laboratory's research is dedicated to designing and synthesizing analogs of naturally occurring metabolites.
The sodium salts of 2-formyl-1-cycloalkanones and α-(hydroxymethy1ene)alkanones, when reacted with cyanothioacetamide, produced equivalent cycloalkane ring fused pyridine-2(1H)-thiones and substituted pyridone-2(1H)-thiones. The corresponding pyridine S-glycosides were obtained in good yields from the later compounds by a successful coupling reaction with protected bromoarabinose or bromoxylose in KOH-acetone at room temperature. After ten minutes of room temperature reaction between the later compounds and NH3-MeOH, excellent yields of the deprotected derivatives were produced. Using spectral data and fundamental analyses, the structure of the newly synthesized compounds were proved (IR, 1H NMR, and 13C NMR). All prepared thioglycoside substances had their antibacterial properties assessed and screened. Some thioglycoside derivatives turned out to be potent antibacterial agents.
Keywords
2-(β-L-arabino- and β-D-xylopyranosylthio)pyridine, antimicrobial agents
Status: Abstract Accepted (Poster Presentation)