Synthesis of 3'-C-hydroxymethyl-substituted pyrimidine and purine nucleosides as potential anti-hepatitis C virus (HCV) agents

Xiaojuan Pei; Won Jun Choi; Yu Min Kim; Long Xuan Zhao; Lak Shin Jeong

doi:10.1007/s12272-001-1236-z

Synthesis of 3'-C-hydroxymethyl-substituted pyrimidine and purine nucleosides as potential anti-hepatitis C virus (HCV) agents

Arch Pharm Res. 2008 Jul;31(7):843-9. doi: 10.1007/s12272-001-1236-z. Epub 2008 Aug 14.

Authors

Xiaojuan Pei¹, Won Jun Choi, Yu Min Kim, Long Xuan Zhao, Lak Shin Jeong

Affiliation

¹ Laboratory of Medicinal Chemistry, College of Pharmacy, Ewha Womans University, Seoul, Korea.

PMID: 18704325
DOI: 10.1007/s12272-001-1236-z

Abstract

On the basis of potent anti-hepatitis C virus (HCV) activity of 2'-C-hydroxymethyladenosine, 3'-C-hydroxymethyl-substituted pyrimidine and purine nucleosides as potential anti-HCV agents were designed and synthesized from D-xylose via stereoselective Grignard reaction and conversion of the vinyl into hydroxymethyl group as key steps.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antiviral Agents / chemical synthesis*
Antiviral Agents / pharmacology*
Drug Design
Hepacivirus / drug effects*
Indicators and Reagents
Magnetic Resonance Spectroscopy
Models, Molecular
Molecular Conformation
Purine Nucleosides / chemical synthesis*
Purine Nucleosides / pharmacology*
Pyrimidine Nucleosides / chemical synthesis*
Pyrimidine Nucleosides / pharmacology*

Substances

Antiviral Agents
Indicators and Reagents
Purine Nucleosides
Pyrimidine Nucleosides