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Analogues of Arginine Vasopressin (AVP) Modified in the N-Thermal Part of the Molecule with N-Benzylglycine

Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
The synthesis and some pharmacological properties of five new analogues of arginine vasopressin (AVP) substituted with N-benzylglycine are described. All new peptides were tested for pressor and uterotonic activity. The results obtained imply that the structural change studied is in general incompatible with interaction of the analogues withV1A and OT receptors, however, in combination with suitable additional changes, may be of value in the design of new antagonists of these receptors.
Rocznik
Strony
823--830
Opis fizyczny
Bibliogr. 24 poz., rys.
Twórcy
  • Department of Chemistry, University of Gdańsk, Sobieskiego18, 80-952 Gdańsk, Poland
autor
  • Department of Chemistry, University of Gdańsk, Sobieskiego18, 80-952 Gdańsk, Poland
autor
  • Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 16610 Prague, Czech Republic
autor
  • Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 16610 Prague, Czech Republic
autor
  • Department of Chemistry, University of Gdańsk, Sobieskiego18, 80-952 Gdańsk, Poland
  • Institute of Organic Chemistry, Technical University, 90-924 Łódź, Poland
autor
  • Institute of Organic Chemistry, Technical University, 90-924 Łódź, Poland
Bibliografia
  • 1. Rascher W., Lang R.E. and Unger T., in Current Topics in Neuroendocrinology, Vol. IV, pp. 101—136 Springer Verlag, Berlin-Heildelberg 1985.
  • 2. Manning M. and Sawyer W.H., in Schrier R.W. Ed. Vasopressin, pp. 265-296, Butterworth Kent UK 1985.
  • 3. Kruszyński M., Lammek B., Mannig M., Seto J., Haidar J. and Sawyer W.H., J. Med Chem 23 364 (1980).
  • 4. Sawyer W.H., Grzonka Z. and Mannig M., Mol. Cell. Endocrinol., 22, 117 (1981).
  • 5. Sawyer W.H., Pang P.K.T., Seto J., Mc Enroe M., Lammek B. and Mannig M., Science, 212,49 (1981).
  • 6. Hlavacek J., in CRC Handbook of Neurohypophyseal Hormone Analogs (Eds. Joät K., Lebl M. and Brtnik F.), Vol. I, Part 2, pp. 109-129, CRC Press Inc. Boca Raton, Florida 1987.
  • 7. Mannig M., Bańkowski K. and Sawyer W.H., in Gash D.M. and Boyer G.J. Eds., Vasopressin, pp. 335-368, Plenum Publishing Corporation, NY 1987.
  • 8. Lammek B., Czaja M., Derdowska I., Rekowski P., Trzeciak H.I., Sikora P., Szkróbka W., Stojko R. and Kupryszewski G., J. Peptide Res., 49, 261 (1987).
  • 9. Lammek B., Czaja M., Derdowska I., Łempicka E., Sikora P., Szkróbka W and Trzeciak H.I., J. Peptide Res., 51, 149(1998).
  • 10. Rowley G., Greenleaf A.L. and Kenyon G.I., J. Am. Chem. Soc., 5542 (1971).
  • 11. Rekowski P. and Lammek B., Polish J. Chem., 71, 907 (1997).
  • 12. Hope D.B., Murti V.V.S. and Du Vigneaud V., J. Biol. Chem., 237, 1563 (1962).
  • 13. Kaczmarek K. and Zabrocki J., unpublished data.
  • 14. Kaiser E., Colescott R.I., Bossinger C.D. and Cook P., Anal. Biochem., 34, 595 (1970).
  • 15. Christensen T.C., in Peptides - Structure and Biological Function (E. Gross and J. Meienhofer Eds), p. 385, Pierce Chemical Company, Rockford, Illinois 1979.
  • 16. Stewart J.M., Solid Phase Peptide Synthesis, Pierce Chem. Corp., Rockford, USA, 1984.
  • 17. Holton P., Br. J. Pharmacol., 3, 328 (1948).
  • 18. Munsick R.A., Endocrinology, 66, 451 (1960).
  • 19. Dekanski J., Br. J. Pharmacol., 7, 567 (1952).
  • 20. Slaninovä J., Fundamental Biological Evaluation, in Handbook of Neurohypophyseal Hormone Analogs (Eds. Joät K., Lebl M. and Brtnik F.), Vol. I, Part 2, pp. 83-107, CRC Press Inc., Boca Raton, Florida 1987.
  • 21. Quitt P., Hellerbach J. and Vogler K., Helv. Chim. Acta, 47, 327 (1963).
  • 22. Moroder L., Hallett S., Wünsch E., Keller O. and Wersin G., Hoppe Seyler ’s Z. Physiol. Chem., 357, 1651 (1976).
  • 23. Zervas L., Winitz M. and Greenstein J.P., J. Org. Chem.,22, 1515(1955).
  • 24. Knorr R., Trzeciak A., Bannwarth W. and Gillessen D., Tetrahedron Lett., 30,1927 (1989).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ1-0020-0093
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