» Articles » PMID: 20178825

Structural Modifications of Nucleosides in Ionic Liquids

Overview
Journal Biochimie
Specialty Biochemistry
Date 2010 Feb 25
PMID 20178825
Citations 1
Authors
Affiliations
Soon will be listed here.
Abstract

Nucleoside chemistry represents an important research area for drug discovery, as many nucleoside analogs are prominent drugs and have been widely applied for cancer and viral chemotherapy. However, the synthesis of modified nucleosides presents a major challenge, which is further aggravated by poor solubility of these compounds in common organic solvents. Most of the currently available methods for nucleoside modification employ toxic high boiling solvents; require long reaction time and tedious workup methods. As such, there is constant effort to develop process chemistry in alternative medium to limit the use of organic solvents that are hazardous to the environment and can be deleterious to human health. One such approach is to use ionic liquids, which are 'designer materials' with unique and tunable physico-chemical properties. Studies have shown that methodologies using ionic liquids are highly efficient and convenient for the synthesis of nucleoside analogs, as demonstrated by the preparation of pharmaceutically important anti-viral drugs. This article summarizes recent efforts on nucleoside modification using ionic liquids.

Citing Articles

Immobilized Nucleoside 2'-Deoxyribosyltransferases from Extremophiles for Nucleoside Biocatalysis.

Antonio Hernandez Martinez S, Tang P, Parra-Saldivar R, Melchor-Martinez E, Czekster C ACS Omega. 2025; 10(1):1067-1076.

PMID: 39829460 PMC: 11740241. DOI: 10.1021/acsomega.4c08364.


Ionic liquids: prospects for nucleic acid handling and delivery.

Egorova K, Posvyatenko A, Larin S, Ananikov V Nucleic Acids Res. 2021; 49(3):1201-1234.

PMID: 33476366 PMC: 7897475. DOI: 10.1093/nar/gkaa1280.

References
1.
Carmine A, Brogden R, Heel R, Speight T, Avery G . Trifluridine: a review of its antiviral activity and therapeutic use in the topical treatment of viral eye infections. Drugs. 1982; 23(5):329-53. DOI: 10.2165/00003495-198223050-00001. View

2.
De Clercq E . HIV inhibitors targeted at the reverse transcriptase. AIDS Res Hum Retroviruses. 1992; 8(2):119-34. DOI: 10.1089/aid.1992.8.119. View

3.
Ranu B, Banerjee S . Ionic liquid as catalyst and reaction medium. The dramatic influence of a task-specific ionic liquid, [bmIm]OH, in Michael addition of active methylene compounds to conjugated ketones, carboxylic esters, and nitriles. Org Lett. 2005; 7(14):3049-52. DOI: 10.1021/ol051004h. View

4.
Kumar V, V Malhotra S . Synthesis of nucleoside-based antiviral drugs in ionic liquids. Bioorg Med Chem Lett. 2008; 18(20):5640-2. DOI: 10.1016/j.bmcl.2008.08.090. View

5.
Schinazi R, Mead J, Feorino P . Insights into HIV chemotherapy. AIDS Res Hum Retroviruses. 1992; 8(6):963-90. DOI: 10.1089/aid.1992.8.963. View