Bicyclic diazasugars 2. Synthesis and structures of L-arabinose and D- ribose analogues

Tetrahedron

Volumn 54, Issue 20, 1998, Pages 5097-5104

  Berges, David A ^a   Hong, Liwu ^a   Dalley, N Kent ^a  

^a Brigham Young University   (United States)

Author keywords

Aminals; Carbohydrate mimetics; Diaza compounds; Enzyme inhibitors; X Ray crystal structures

Indexed keywords

ARABINOSE; RIBOSE;

ARTICLE; CARBOHYDRATE ANALYSIS; CONFORMATIONAL TRANSITION; CRYSTAL STRUCTURE; CYCLIZATION; DRUG DESIGN; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 0032516257     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00249-X     Document Type: Article

References (17)

1. 1. Fleet, G. W. J. Topics Med. Chem. 1987, 149-162.
2. 2. Winchester, B. Biochem. Soc. Trans. 1992, 699-705.
3. 3. Elbein, A. D. FASEB J. 1991, 5, 3055-3063.
4. 4. Kaushal, G. P.; Elbein, A. D. Methods Enzymol. 1992, 230, 316-329.
5. 5. Wilkinson, S. Chem. Eng. News 1997, 75(26), 9-10.
6. 6. Lee, R. E.; Smith, M. D.; Nash, R. J.; Griffiths, R. C.; McNeil, M.; Grewal, R. K.; Yan, X.; Besra, G. S.; Brennan, P. J.; Fleet, G. W. J. Tetrahedron Lett. 1997, 38, 6733-6736.
7. 7. Elbein, A. D. Cell Biol. 1991, 2, 309-317.
8. 8. Goss, P. E.; Baker, M. A.; Carver, J. P.; Dennis, J. W. Clin. Cancer Res. 1995, 1, 935-944.
9. 9. Jacob, G. S. Curr. Opinion Struct. Biol. 1995, 5, 605-611.
10. 10. Kayakiri, H.; Takase, S.; Shibata, T.; Okamoto, M.; Terano, H.; Hashimoto, M. J. Org. Chem. 1989, 54, 4015-4016.
11. 11. Aoyama, T.; Naganawa, H.; Suda, H.; Uotani, K.; Aoyagi, T.; Takeuchi, T. J. Antibiot. 1992, 45, 1557-1558.
12. 12. Berges, D. A.; Ridges, M. D.; Dalley, N. K. J. Org. Chem. 1998, 63, 391-392.
13. 13. Dey, P. M. Biochim. Biophys. Acta 1973, 302, 393-398
14. 14. Dey, P. M. Biochim. Biophys. Acta 1983, 746, 8-13.
15. 15. Siriwardena, A. H.; Chiaroni, A.; Riche, C.; Grierson, D. S. J. Org. Chem. 1992, 57, 5661-5666.
16. 16. Marek, D.; Wadouachi, A.; Uzan, R.; Beaupere, D.; Nowogrocki, G.; Laplace, G. Tetrahedron Lett. 1996, 37, 49-52.
17. 17. Tatsuta, K.; Miura, S.; Gunji, H. Bull. Chem. Soc. Jpn. 1997, 70, 427-436.