8-aza-7-deaza-dideoxyadenosine: Synthesis and conversion into allopurinol 2’,3’-dideoxyribofuranoside

Chemical and Pharmaceutical Bulletin

Volumn 36, Issue 10, 1988, Pages 4153-4156

  Seela, Frank ^a   Kaiser, Klaus ^a  

^a UNIVERSITY OF OSNABRÜCK   (Germany)

Author keywords

8 aza 7 deaza 2 ,3 dideoxyadenosine; adenosine deaminase; allopurinol 2 ,3 dideoxyribofuranoside; anti HIV activity; Barton deoxygenation; N glycosylic bond stability; pyrazolo 3,4 d pyrimidine

Indexed keywords

2',3' DIDEOXY 8 AZA 7 DEAZAADENOSINE; ADENOSINE DEAMINASE; ALLOPURINOL 2',3' DIDEOXYRIBOSIDE; UNCLASSIFIED DRUG;

DRUG ANALYSIS; DRUG METABOLISM; DRUG SYNTHESIS; HUMAN IMMUNODEFICIENCY VIRUS; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; ULTRAVIOLET SPECTROPHOTOMETRY;

EID: 0023771632     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.36.4153     Document Type: Article

References (8)

1. P. A. Furman, J. A. Fyfe, M. H. St. Clair, K. Weinhold, J. L. Rideout G. A. Freeman, S. Nusinoff Lehrman, D. P. Bolognesi, S. Broder, H. Mitsuya, and D. W. Barry, Proc. Natl. Acad. Sci. U.S.A., 83, 8333 (1986).
2. E. De Clercq, J. Med. Chem., 29, 1561 (1986).
3. H. Mitsuya and S. Broder, Nature (London), 325, 773 (1987).
4. F. Seela and H. Steker, Helv. Chim. Acta, 68, 563 (1985).
5. F. Seela and K. Kaiser “Nucleic Acid Chemistry,” Vol. 4, ed. by L. B. Townsend and R. S. Tipson, John Wiley & Sons, New York, in press.
6. M. J. Robins, J. S. Wilson, and F. Hansske, J. Am. Chem. Soc., 105, 4059 (1983).
7. F. Seela and H.-P. Muth, Justus Liebigs Ann. Chem., 1988, 215.
8. E. De Clercq, (personal communication).