Synthesis of C-Nucleosides Related to Adenosine as Potential Antimalarials.

Abstract

A synthetic study of C-nucleoside analogs of adenosine for evaluation as potential antimalarials was undertaken. Strategically the synthetic route chosen because of its generality involves coupling of preformed nitrogen heterocyclic base and carbohydrate derivatives using an organometallic coupling reaction to effect the key glycosidic linkage. This synthetic sequence can be visualized as involving four discrete stages for investigation: (1) preparation of the precursor base and carbohydrate components, (2) protection of sensitive functional groups on the heterocyclic base, (3) coupling of the base and carbohydrate precursors to form a C-nucleoside and (4) elaboration of the desired base and carbohydrate substituents.

Document Details

Document Type
Technical Report
Publication Date
Nov 15, 1974
Accession Number
ADA014069

Entities

People

  • G. Doyle Davis Jr

Tags

DTIC Thesaurus Topics

  • Adenosine
  • Antimalarials
  • Carbohydrates
  • Chemical Compounds
  • Couplings
  • Nitrogen
  • Nucleosides
  • Organic Compounds
  • Precursors
  • Sequences
  • Test And Evaluation

Fields of Study

  • Chemistry

Readers

  • Molecular and Cellular Biochemistry
  • Organic Chemistry
  • Parasitology and Pharmacology of Malaria.