| Title | Exploring the hydrophilic and hydrophobic cluster of oxytocin: a pathway leading to antagonistic action | |
| Authors | D. Theodoropoulos1 and P. Cordopatis2
Departments of 1. Chemistry and 2. Pharmacy, University of Patras 26 500, Greece |
|
| Citation | Theodoropoulos, D., Cordopatis, P.: Exploring the hydrophilic and hydrophobic cluster of oxytocin: a pathway leading to antagonistic action, Epitheorese Klin. Farmakol. Farmakokinet. 9(2-3): 99-102 (1995) | |
| Publication Date | 1995 | |
| Full Text Language | English | |
| Order – Buy | Ηλεκτρονική Μορφή: pdf (10 €) – Digital Type: pdf (10 €)
pharmakonpress[at]pharmakonpress[.]gr |
|
| Keywords | Oxytocin, vasopressin, synthetic analogs, structure-activity studies. | |
| Other Terms | review article | |
| Summary | A systematic effort to relate the proposed three-dimensional structure of the neurohypophyseal hormones oxytocin and vasopressin to their biological activity has fed, from our part, to synthetic analogs with specifically modified activity profiles. These analogs were prepared either by solid phase synthesis or individual couplings in solution and resulted from modifications in the 20-membered ring structure or/and the flexible terminal portion of the hormones. Topological differences in the hydrophilic-hydrophobic balance of the hormone molecules account for differences in specific activity, in view of the importance of oxytocin inhibitors for utilization clinically as tocolytics in cases of preterm delivery or threatened abortion, the general requirements for the design of antioxytocic peptides are also discussed. Emphasis is given in the conversion of weak agonists to antagonists by examination of positions 3 and 5 of the cyclic portion of the molecule, which were also found to be critical to the antagonistic activity. | |
| References | 1. R. Walter: In: Structure Activity Relationships of Protein and Polypeptide Hormones (M. Margoulies and F. Greenwood, Eds), pp. 181-193, Excerpta Medica Foundation, Amsterdam, 1971
2. D. Urry, R. Walter: Proc. Nail. Acad. Sci. USA 68: 956-958 (1971) 3. R. Walter, I. Schwartz, J. Darnell, D. Urry: Proc. Natl. Acad. Sci. USA 68: 1355-1359 (1971) 4. R. Walter: Fed. Proc. 36: 1872-1878 (1977) 5. Th. Caplaheris, P. Cordopatis, J. Matsoukas, D. Theodoropoulos: Tetrahedron 34: 969-972 (1978) 6. D. Theodoropoulos, M. Liakopoulou, C. Smith: Peptides Proc. 14th EPS. (A. Loffet Ed.), p. 505, Editions de l’ Université de Bruxelles, 1976 7. R. Walter, G. Stahl, Th. Caplaneris, P. Cordopatis, D. Theodoropoulos: J. Med, Chem. 22: 890 (1979) 8. C. Smith, R. Walter, G. Stavropoulos, D. Theodoropoulos: J. Med. Chem. 23: 217 (1980) 9. G. Stahl, C. Smith, R. Walter, T. Tsegenidis, G. Stavropoulos, P. Cordopatis, D. Theodoropoulos: J. Med. Chem. 23: 213 (1980) 10. D. Theodoropoulos, P. Cordopatis, D. Dalietos, A. Fürst, T. Lee: Eur. J. Med. Chem. 22: 453 (1987) 11. G. Gazis, J. Glass, I. Schwartz, G. Stavropoulos, D. Theodoropoulos: int. J. Peptide Protein Res. 34: 353 (1989) 12. Y. Ting, C. Smith, G. Stahl, R. Walter, P. Cordopatis, D. Theodoropoulos: J. Med. Chem. 23: 693 (1980) 13. P. Anagnostaras, P. Cordopatis, D. Theodoropoulos: Eur. J. Med. Chem. 16: 171 (1981) 14. P. Anagnostaras, P. Cordopatis, J. Matsoukas, G. Stavropoulos, D. Theodoropoulos: Tetrahedron 34: 973 (1978) 15. J. Matsoukas, P. Cordopatis, D. Theodoropoulos: J. Org. Chem. 42: 2105 (1977) 16. K. Barlos, D. Theodoropoulos: Z Naturforsch. 37: 886 (1982) 17. K. Barlos, D. Papaioannou, P. Cordopatis, D. Theodoropoulos: Tetrahedron 39: 475 (1983) 18. D. Gazis, I. Schwartz, P. Cordopatis, D. Theodoropoulos: Int. J. Peptide Protein Res. 27: 679 (1986) 19. P. Cordopatis, D. Theodoropoulos: unpublished results. 20. S. Guttman, R. Boissonnas: Hetv. Chim. Acta 46: 1626 (1963) 21 N. Assimomytis, E. Manessi-Zoupa, P. Cordopatis, D. Theodoropoulos: Collect. Czech. Chem. Comm. (2/1994) 22. S. Hill, Y. Chan, V. Hruby: Int. J. Peptides Proteins Res. 38: 32 (1991) and references cited therein. 23. P. Hill, J. Slaninova, V. Hruby: Peptides, Proc. 10th American Peptide Symposium 1987 (G. Marshall, Ed.), p. 468, ESCOM-Leiden, 1988 |
|
| Relative Papers |
Online ISSN 1011-6575
Άρθρα Δημοσιευμένα σε αυτό το Περιοδικό Καταχωρούνται στα:
- Chemical Abstracts
- Elsevier’s Bibliographic Databases: Scopus, EMBASE, EMBiology, Elsevier BIOBASE SCImago Journal and Country Rank Factor
Articles published in this Journal are Indexed or Abstracted in: • Chemical Abstracts • Elsevier’s Bibliographic Databases: Scopus, EMBASE, EMBiology, Elsevier BIOBASE SCImago Journal and Country Rank Factor
Συντακτικη Επιτροπή-Editorial Board
| ΕΤΗΣΙΑ ΣΥΝΔΡΟΜΗ 1995 – ANNUAL SUBSCRIPTION 1995 | |
| Γλώσσα Πλήρους Κειμένου – Full Text Language | Αγγλικά – English |
| Παραγγελία – Αγορά – Order – Buy | Ηλεκτρονική Μορφή: pdf (70 €) – Digital Type: pdf (70 €)
pharmakonpress[at]pharmakonpress[.]gr |
| Έντυπη Μορφή (70 € + έξοδα αποστολής) – Printed Type (70 € + shipping)
pharmakonpress[at]pharmakonpress[.]gr |
|