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 language | English |
|---|---|
| Pages (from-to) | 3963-3965 |
| Number of pages | 3 |
| Journal | Bioorganic and Medicinal Chemistry Letters |
| Volume | 13 |
| Issue number | 22 |
| DOIs | |
| Publication status | Published - Nov 17 2003 |
ASJC Scopus subject areas
- Biochemistry
- Molecular Medicine
- Molecular Biology
- Pharmaceutical Science
- Drug Discovery
- Clinical Biochemistry
- Organic Chemistry
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Cite this
Kitade, Y., Kojima, H., Zulfiqur, F., Kim, H. S., & Wataya, Y. (2003). Synthesis of 2-fluoronoraristeromycin and its inhibitory activity against Plasmodium falciparum S-Adenosyl-L-homocysteine hydrolase. Bioorganic and Medicinal Chemistry Letters, 13(22), 3963-3965. https://doi.org/10.1016/j.bmcl.2003.08.074