Fast and efficient microwave synthetic methods for some new 2(1H)-pyridone arabinosides

Abstract

Two series of novel 3-cyano-2-(2 ″ ,3 ″ ,4 ″ -tri-Oacetyl-β -d -arabinopyranosyloxy)pyridones 5a -h and 9a,b were synthesized. Microwave irradiation has been used to obtain these products in high yield under milder conditions by the reaction of 2(1 H )-pyridone or its salt with an activated arabinose. The silyl method was used to obtain the same nucleosides 5a -h and 9a,b . Triethylamine was used to remove the acetyl protecting groups from the sugar moiety and to produce the free nucleosides 6a -h and 10a,b in 85 -91% yield.

An Eco-Friendly Technique: Solvent-Free Microwave Synthesis and Docking Studies of Some New Pyridine Nucleosides and Their Pharmacological Significance

“…All of these facts prove the importance of pyridine derivatives as promising bioactive agents. In addition, some pyridine-2(1 H )-one derivatives have been shown to be hopeful antineoplastic active agents for the treatment of cancers [15] and to possess potential activity against different microorganisms [16,17,18]. This guided us to prepare novel pyridine nucleoside analogues in solvent-free medium using microwave irradiation as an economic, fast, ecofriendly, and efficient method for getting these promising candidates.…”

Green Technique-Solvent Free Microwave Synthesis and Antimicrobial Evaluation of New Thiopyridine Arabinosides

“…It has been reported to be an expeditious, simple, economical and environmentally benign synthetic methodology [9,10,11,12,13,14]. Thus, in continuation of our interest in developing green microwave syntheses of different novel functionalized pyridine compounds and their nucleosides with potentially significant medicinal and pharmacological applications due to their antagonistic activity against human cancer cells and antimicrobial activity [15,16,17], we were prompted to utilize a straightforward microwave-assisted route for the synthesis of thiopyridyl arabinosides as potential antimicrobial agents.…”

The synthesis and evaluation of the bactericidal activity of 4-(4-chloro-1H-imidazol-5-yl)-2-oxo-1,2-dihydropyridin-3-carbonitriles

“…Сполуки цього типу характеризуються широким діапазоном хемоте-рапевтичної дії: антифібролітичної [2], протипух-линної [3,4], протималярійної [5], кардіотоніч-ної [6], бактерицидної [6,7]. Не менш важливим є використання 3-ціано-2-піридонових скафол-дів для дизайну на їх основі потенційно біоак-тивних конденсованих [8][9][10][11] та гібридних [12,13] структур. Розроблені на теперішній час син-тетичні підходи до 3-ціано-2-піридонів зазвичай стосуються їх 4,6-діарилзаміщених похідних і ба-зується на багатокомпонентній конденсації аро-матичних альдегідів, ацетофенонів, етилу ціано-ацетату та ацетату амонію або ціаноацетаміду [3,5,[14][15][16][17][18].…”