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- Title
Novel C-5 Hydroxypropyl Pyrimidine Nucleosides: Synthesis and Structural Characterization.
- Authors
Salihović, M.; Osmanović, A.; Špirtović-Halilović, S.; Veljović, E.; Roca, S.; Šapčanin, A.; Završnik, D.
- Abstract
An interest in acyclic nucleoside analogues began in mid-1970s when acyclovir was first reported as a potent anti-herpes drug. Large arrays of uracil nonnucleoside derivatives synthesized after acyclovir possess variety of chemotherapeutic properties including anticancer, antiviral and antimicrobial activities. Moreover, many purine and pyrimidine nucleoside analogues have been the object of intensive chemical and pharmacological investigation due to their potential activity as antiviral, particularly anti-HIV agents. Taking into account the pharmacological potential of the cited class of compounds, C-5 hydroxypropyl pyrimidine nucleosides bearing acyclic side chain were synthesized as new nucleoside mimetics. The target N-acyclic C-5 hydroxypropyl pyrimidine nucleosides were obtained in good yields after base promoted hydrolysis of N-3-(2,3-dihydroxypropyl)- 5-(3-hydroxypropyl)-2-methoxypyrimidin-4-one and N-3-[4-hydroxy-(3-hydroxy methyl)butyl]-5-(3-hydroxypropyl)-2-methoxypyrimidin-4-one. The structures of all synthesized compounds were confirmed by nuclear magnetic resonance (NMR) and infrared (IR) spectroscopic techniques in addition to the use of elemental analysis method (CHN). Novel nucleoside analogues will be subjected to in vitro antiviral, antiproliferative and antimicrobial evaluation.
- Subjects
PYRIMIDINE nucleosides; ACYCLOVIR; ANTI-infective agents
- Publication
Bulletin of the Chemists & Technologists of Bosnia & Herzegovina / Glasnik Hemičara i Tehnologa Bosne i Hercegovine, 2016, p121
- ISSN
0367-4444
- Publication type
Article