Synthesis and bioactivity of fatty acid-conjugated GnRH derivatives

Life Sciences

Volumn 64, Issue 17, 1999, Pages 1543-1552

  Yahalom, Dror ^a   Koch, Yitzhak ^a   Ben Aroya, Nurit ^a   Fridkin, Mati ^a  

^a WEIZMANN INSTITUTE OF SCIENCE   (Israel)

Author keywords

Circular dichroism; Fatty acids; GnRH analogs; Transdermal delivery

Indexed keywords

ALIPHATIC CARBOXYLIC ACID; FATTY ACID; GONADORELIN; GONADORELIN DERIVATIVE; GONADORELIN RECEPTOR; TRIFLUOROETHANOL;

ARTICLE; BINDING AFFINITY; CIRCULAR DICHROISM; DRUG CONFORMATION; DRUG EFFICACY; DRUG PENETRATION; DRUG SYNTHESIS; HORMONE ACTION; HORMONE SYNTHESIS; HYDROPHILICITY; HYDROPHOBICITY; RECEPTOR AFFINITY; TRANSDERMAL DRUG ADMINISTRATION;

ADMINISTRATION, CUTANEOUS; ANIMALS; CIRCULAR DICHROISM; FATTY ACIDS; FEMALE; GONADOTROPIN-RELEASING HORMONE; LUTEINIZING HORMONE; PROTEIN CONFORMATION; RATS; RATS, WISTAR; RECEPTORS, LHRH; SKIN; SOLUBILITY;

EID: 0033582911     PISSN: 00243205     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0024-3205(99)00091-0     Document Type: Article

References (24)

1. 1. G. Emons and A.V. Schally, Hum Reprod 9 1364-1379 (1994).
2. 2. V. Ranade, J. Clin. Pharmacol. 31 401-418 (1991).
3. 3. P. Kurtzhals, S. Havelund, I. Jonassen, B. Kiehr, U.D. Larsen, U. Ribel and J. Markussen, Biochem. J. 312 725-731 (1995).
4. 4. I. Gozes and M. Fridkin, J. Clin. Invest. 90 810-814 (1992).
5. 5. I. Gozes, G. Lilling, R. Glazer, A. Ticher, I. Ashkenazi, A. Davidson, S. Rubinraut, M. Fridkin and D. Brenneman, J. Pharmacol. Exp. Ther. 273 161-167 (1995).
6. 6. N. Flinn, S. Coppard and I. Toth, Int. J. Pharm. 137 33-39 (1996).
7. 7. N. Yanihara, K. Tsuji, C. Yanaihara, T. Hashimoto, T. Kaneko, A. Arimura and A.V. Schally, Biochem. Biophys. Res. Commun. 51 165-173 (1973).
8. 8. J. Rivier, N. Ling, M. Monahan, C. Rivier, M. Brown and W. Vale, In Peptides: chemistry, structure and biology., R. Walter and J. Meienhofer (Eds), 863-870, Ann Arbor Science Publishers, Ann Arbor (1975).
9. 9. E. Hazum, R. Meidan, M. Liscovitch, D. Keinan, H.R. Lindner and Y. Koch, Mol Cell Endocrinol 30 291-301 (1983).
10. 10. E. Atherton and R. Sheppard, Solid phase peptide synthesis - a practical approach, IRL Press, Eynsham, Oxford, England (1989).
11. 11. M. Liscovitch, N. Ben-Aroya, R. Meidan and Y. Koch, Eur. J. Biochem. 140 191-197 (1984).
12. 12. Y. Koch, R. Meidan, P. Chobsieng and Z. Naor, J Reprod Fertil 50 347-348 (1977).
13. 13. T.A. Daane and A.F. Parlow, Endocrinology 88 653-667 (1971).
14. 14. Y. Koch, T. Baram, E. Hazum and M. Fridkin, Biochem Biophys Res Commun 74 488-491 (1977).
15. 15. J. Corish and O.I. Corrigan, J. Chem. Soc. Faraday Trans. 86 1317-1321 (1990).
16. 16. R.M. Brand, A. Wahl and P.L. Iversen, J. Pharm. Sci. 87 49-52 (1998).
17. 17. P. Marche, T. Montenay-Garestier, C. Helene and P. Fromageot, Biochemistry 15 5730-5737 (1976).
18. 18. S. Mabrey and I.M. Klotz, Biochemistry 15 234-242 (1976).
19. 19. M.J. Karten and J.E. Rivier, Endocr. Rev. 7 44-66 (1986).
20. 20. R. Freidinger, C. Colton, R. Saperstein, E. Brady, W. Randall and D. Veber, In Peptides: Structure and Function. Proceedings of the Ninth American Peptide Symposium, C. Deber, V. Hruby and K. Kopple (Eds), 549-552, Pierce Chemical Co, Rockforc, IL (1985).
21. 21. J.R. Reel, R.R. Humphrey, J.W. Vaitkus and W.C. Dermody, Endocr Res Commun 2 327-333 (1975).
22. 22. I. Yamazaki, In LHRH and its analogues - basic and clinical aspects, F. Labrie, A. Belanger and A. Dupont (Eds), 77-91, Elsevier Science Publishers B.V., Amsterdam (1984).
23. 23. M.Y. Lu, D. Lee and G.S. Rao, Pharm. Res. 9 1575-1579 (1992).
24. 24. H. Tomimatsu, T. Sakane, S. Yamashita, H. Sezaki, T. Sabato, M. Matsumura, N. Iwamoto, H. Ohde and F. Yoneda, In Proceedings of the International Symposium on Controlled Release and Bioactive Materials, 25, p. 477, Controlled Release Society, Inc. (1998).