Synthesis of the natural enantiomer of neplanocin B

Nadège Hamon; Jean-Pierre Uttaro; Christophe Mathé; Christian Périgaud

doi:10.1016/j.bioorg.2010.07.003

Synthesis of the natural enantiomer of neplanocin B

Bioorg Chem. 2010 Dec;38(6):275-8. doi: 10.1016/j.bioorg.2010.07.003. Epub 2010 Aug 16.

Authors

Nadège Hamon¹, Jean-Pierre Uttaro, Christophe Mathé, Christian Périgaud

Affiliation

¹ Institut des Biomolécules Max Mousseron, UMR CNRS-UM, Université Montpellier, France.

PMID: 20817216
DOI: 10.1016/j.bioorg.2010.07.003

Abstract

(-)-Neplanocin B, the natural isomer of a component of the neplanocin family was diasteroselectively synthesized from 2,3-O-isopropylidene-D-1,4-ribonolactone. However, when evaluated against several DNA and RNA viruses in cell culture experiments, it did not show any antiviral activity.

Publication types

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

MeSH terms

Actinomycetales / chemistry
Adenosine / analogs & derivatives
Adenosine / chemical synthesis
Adenosine / pharmacology
Antiviral Agents / chemical synthesis*
Antiviral Agents / pharmacology
Humans
Stereoisomerism
Virus Diseases / drug therapy
Viruses / drug effects

Substances

Antiviral Agents
neplanocin B
Adenosine