Synthesis of 2-fluoronoraristeromycin and its inhibitory activity against Plasmodium falciparum S-Adenosyl-L-homocysteine hydrolase

Yukio Kitade, Hiroharu Kojima, Fazila Zulfiqur, Hye Sook Kim, Yusuke Wataya

Research output: Contribution to journalArticle

41 Citations (Scopus)

Abstract

Palladium-coupling reaction of (1S, 4R)-cis-4-acetoxy-2-cyclopenten-1-ol with sodium salt of 2-fluoroadenine resulted in the formation of (1S,4R)-4-(6-amino-2-fluoro-9H-purin-9-yl)cyclopent-2-en-1-ol. Subsequent oxidation was carried out with osmium tetraoxide (OsO4) in the presence of 4-methylmorpholine N-oxide (NMO) to give 2-fluoronoraristeromycin, possessing significant inhibitory activity against recombinant Plasmodium falciparum SAH hydrolase.

Original languageEnglish
Pages (from-to)3963-3965
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume13
Issue number22
DOIs
Publication statusPublished - Nov 17 2003

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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