Steroid-based receptors with tunable cavities; a series of polyhydroxylated macrocycles of varying size and flexibility

Chemical Communications

Volumn , Issue 3, 1996, Pages 453-455

  Davis, Anthony P ^a   Menzer, Stephan ^b   Walsh, John J ^a   Williams, David J ^b  

^a TRINITY COLLEGE DUBLIN   (Ireland)

^b IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

DRUG RECEPTOR; MACROCYCLIC COMPOUND;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; MOLECULAR DYNAMICS; X RAY CRYSTALLOGRAPHY;

EID: 0030046547     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/cc9960000453     Document Type: Article

References (13)

1. A. P. Davis and J. J. Walsh, J. Chem. Soc., Chem. Commun., 1996, 449.
2. A. P. Davis and J. J. Walsh, Tetrahedron Lett., 1994, 35, 4865.
3. J. Inanaga, K. Hirata, H. Saeki, T. Katsuki and M. Yamaguchi, Bull. Soc. Chem. Jpn., 1979, 52, 1989.
4. F. Mohamadi, N. G. J. Richards, W. C. Guida, R. Liskamp, C. Caufield, G. Chang, T. Hendrickson and W. C. Still, J. Comput. Chem., 1990, 11, 440.
5. Carbohydrate receptors derived from cholic acid: (a) R. P. Bonar-Law, A. P. Davis, and B. A. Murray, Angew. Chem., Int. Ed. Engl., 1990, 29, 1407; (b) K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; (c) R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259.
6. Carbohydrate receptors derived from cholic acid: (a) R. P. Bonar-Law, A. P. Davis, and B. A. Murray, Angew. Chem., Int. Ed. Engl., 1990, 29, 1407; (b) K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; (c) R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259.
7. Carbohydrate receptors derived from cholic acid: (a) R. P. Bonar-Law, A. P. Davis, and B. A. Murray, Angew. Chem., Int. Ed. Engl., 1990, 29, 1407; (b) K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; (c) R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259.
8. Other carbohydrate receptors operating via hydrogen bonding in organic solvents; Y. Kikuchi, Y. Tanaka, S. Sutaro, K. Kobayashi, H. Toi and Y. Aoyama, J. Am. Chem. Soc., 1992, 114, 10302 (and references cited therin); R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573 ; P. B. Savage, S. K. Holmgren, J. M. Desper and S. H. Gellman, Pure Appl. Chem., 1993, 65, 461; G. Das and A. D. Hamilton, J. Am. Chem. Soc., 1994, 116, 11139; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv Chim. Acta, 1995, 78, 367; For relevant work on cyclitols, see: C.-Y. Huang, L. A. Cabell and E. V. Ansyln, J. Am. Chem. Soc., 1994, 116, 2778.
9. Other carbohydrate receptors operating via hydrogen bonding in organic solvents; Y. Kikuchi, Y. Tanaka, S. Sutaro, K. Kobayashi, H. Toi and Y. Aoyama, J. Am. Chem. Soc., 1992, 114, 10302 (and references cited therin); R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573 ; P. B. Savage, S. K. Holmgren, J. M. Desper and S. H. Gellman, Pure Appl. Chem., 1993, 65, 461; G. Das and A. D. Hamilton, J. Am. Chem. Soc., 1994, 116, 11139; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv Chim. Acta, 1995, 78, 367; For relevant work on cyclitols, see: C.-Y. Huang, L. A. Cabell and E. V. Ansyln, J. Am. Chem. Soc., 1994, 116, 2778.
10. Other carbohydrate receptors operating via hydrogen bonding in organic solvents; Y. Kikuchi, Y. Tanaka, S. Sutaro, K. Kobayashi, H. Toi and Y. Aoyama, J. Am. Chem. Soc., 1992, 114, 10302 (and references cited therin); R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573 ; P. B. Savage, S. K. Holmgren, J. M. Desper and S. H. Gellman, Pure Appl. Chem., 1993, 65, 461; G. Das and A. D. Hamilton, J. Am. Chem. Soc., 1994, 116, 11139; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv Chim. Acta, 1995, 78, 367; For relevant work on cyclitols, see: C.-Y. Huang, L. A. Cabell and E. V. Ansyln, J. Am. Chem. Soc., 1994, 116, 2778.
11. Other carbohydrate receptors operating via hydrogen bonding in organic solvents; Y. Kikuchi, Y. Tanaka, S. Sutaro, K. Kobayashi, H. Toi and Y. Aoyama, J. Am. Chem. Soc., 1992, 114, 10302 (and references cited therin); R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573 ; P. B. Savage, S. K. Holmgren, J. M. Desper and S. H. Gellman, Pure Appl. Chem., 1993, 65, 461; G. Das and A. D. Hamilton, J. Am. Chem. Soc., 1994, 116, 11139; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv Chim. Acta, 1995, 78, 367; For relevant work on cyclitols, see: C.-Y. Huang, L. A. Cabell and E. V. Ansyln, J. Am. Chem. Soc., 1994, 116, 2778.
12. Other carbohydrate receptors operating via hydrogen bonding in organic solvents; Y. Kikuchi, Y. Tanaka, S. Sutaro, K. Kobayashi, H. Toi and Y. Aoyama, J. Am. Chem. Soc., 1992, 114, 10302 (and references cited therin); R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573 ; P. B. Savage, S. K. Holmgren, J. M. Desper and S. H. Gellman, Pure Appl. Chem., 1993, 65, 461; G. Das and A. D. Hamilton, J. Am. Chem. Soc., 1994, 116, 11139; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv Chim. Acta, 1995, 78, 367; For relevant work on cyclitols, see: C.-Y. Huang, L. A. Cabell and E. V. Ansyln, J. Am. Chem. Soc., 1994, 116, 2778.
13. Other carbohydrate receptors operating via hydrogen bonding in organic solvents; Y. Kikuchi, Y. Tanaka, S. Sutaro, K. Kobayashi, H. Toi and Y. Aoyama, J. Am. Chem. Soc., 1992, 114, 10302 (and references cited therin); R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573 ; P. B. Savage, S. K. Holmgren, J. M. Desper and S. H. Gellman, Pure Appl. Chem., 1993, 65, 461; G. Das and A. D. Hamilton, J. Am. Chem. Soc., 1994, 116, 11139; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv Chim. Acta, 1995, 78, 367; For relevant work on cyclitols, see: C.-Y. Huang, L. A. Cabell and E. V. Ansyln, J. Am. Chem. Soc., 1994, 116, 2778.