Synthesis and biological activity of 2 `-fluoro-D-arabinofuranosylpyrazolo[3,4-d]pyrimidine nucleosides

Autor(en): Shortnacy-Fowler, AT
Tiwari, KN
Montgomery, JA
Buckheit, RW
Secrist, JA
Seela, FA
Stichwörter: 9-BETA-D-ARABINOFURANOSYLADENINE; Chemistry; Chemistry, Multidisciplinary; GLYCOSYLATION
Erscheinungsdatum: 1999
Herausgeber: WILEY-V C H VERLAG GMBH
Journal: HELVETICA CHIMICA ACTA
Volumen: 82
Ausgabe: 12
Startseite: 2240
Seitenende: 2245
Zusammenfassung: 
Coupling of 2-fluoro-3,5-di-O-benzoyl-alpha-D-arabinofuranosyl bromide with 4-methoxypyrazolo[3,4-d]pyrimidine gave an alpha-D/beta-D mixture of N-1- and N-2-coupled products. All the anomers were separated and deblocked to yield the corresponding nucleosides. The beta-D-anomer 7 was converted to the 4-amino derivative 11, which was deaminated by adenosine deaminase to give the 4-oxo compound 12. Compound 7 showed significant activity against human cytomegalovirus and hepatitis B virus, and compound 11 showed activity against human herpes virus 8. All the compounds were noncytotoxic in several human tumor-cell lines in culture.
ISSN: 0018019X
DOI: 10.1002/(SICI)1522-2675(19991215)82:12<2240::AID-HLCA2240>3.0.CO;2-2

Show full item record

Page view(s)

1
Last Week
0
Last month
0
checked on Mar 5, 2024

Google ScholarTM

Check

Altmetric