Synthesis of bis-abasic cyclic dinucleotide, bis-(3→5)-cyclic bis(1,4-anhydro-2-deoxy-D-erythro-pentitol-3-phosphate), an inhibitor of HIV-1 integrase

Tetrahedron

Volumn 53, Issue 32, 1997, Pages 11033-11038

  Chenault, H Keith ^a   Mandes, Robert F ^a  

^a UNIVERSITY OF DELAWARE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; BIS(3-5) CYCLIC BIS(1,4 ANHYDRO 2 DEOXY DEXTRO ERYTHROPENTITOL 3 PHOSPHATE); CYCLIC NUCLEOTIDE; INTEGRASE; NUCLEOTIDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CYCLIZATION; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN IMMUNODEFICIENCY VIRUS 1; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS;

HUMAN IMMUNODEFICIENCY VIRUS; HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 0030801036     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00363-3     Document Type: Article

References (19)

1. Panka, D.; Dennis, D. J. Biol. Chem. 1985, 260, 1427-1431.
2. Hsu, C.-Y. J.; Dennis, D. Nucleic Acids Res. 1982, 10, 5637-5647.
3. Dennis, D., personal communication.
4. Sylvester, J. E.; Dennis, D. Biochem. Biophys. Res. Commun. 1977, 75, 667-673.
5. Hsu, C.-Y. J.; Dennis, D.; Jones, R. A. Nucleosides Nudeotides 1985, 4, 377-389.
6. Barker, R.; Fletcher, H. G., Jr. J. Org. Chem. 1961, 26, 4605-4609.
7. Bennek, J. A.; Gray, G. R. J. Org. Chem. 1987, 52, 892-897.
8. Ogilvie, K. K.; Schifman, A. L.; Penney, C. L. Can. J. Chem. 1979, 57, 2230-2238.
9. Sabesan, S.; Neira, S. Carbohydr. Res. 1992, 223, 169-185.
10. Ogilvie, K. K.; Beaucage, S. L.; Schifman, A. L.; Theriault, N. Y.; Sadana, K. L. Can. J. Chem. 1978, 56, 2768-2780.
11. Letsinger, R. L.; Lunsford, W. B. J. Am. Chem. Soc. 1976, 98, 3655-3661.
12. Lindh, I.; Stawinski, J. J. Org. Chem. 1989, 54, 1338-1342.
13. Lohrmann, R.; Khorana, H. G. J. Am. Chem. Soc. 1966, 88, 829-833.
14. Taguchi, Y.; Mushika, Y. Bull. Chem. Soc. Jpn. 1975, 48, 1528-1532.
15. Crawley, T. N.; Letters, R. Carbohydr. Res. 19, 373-381.
16. Blankenship, R. M.; Burdett, K. A.; Swenton, J. S. J. Org. Chem. 1974, 39, 2300-2301.
17. Corey, E. J.; Ponder, J. W.; Ulrich, P. Tetrahedron Lett. 1980, 21, 137-140.
18. Mazunder, A.; Neamati, N.; Sunder, S.; Jaworska-Maslanka, M.; Wickstrom, E.; Zeng, F.; Jones, R. A.; Mandes, R. F.; Chenault, H. K.; Pommier, Y. J. Biol. Chem. in press.
19. Corey, E. J.; Venkateswarlu, A. J. Am. Chem. Soc. 1972, 94, 6190-6191.