Constrained Peptidomimetics for TRH: cis-Peptide Bond Analogs

Author:

Tong Yunsong,Olczak Jacek,Zabrocki Janusz,Gershengorn Marvin C,Marshall Garland R,Moeller Kevin D

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference31 articles.

1. For reviews on the biology of TRH see: Thyrotropin-Releasing Hormone: Biomedical Significance; Metcalf Olson, G. L., Cheung, H. C., Voss, M. E., Hill, D. E., Kahn, M., Madison, V. S., Cook, C. M., Sepinwall, J. Eds.; Proceedings of the Biotech USA 89 Meeting, San Francisco, October 1989.

2. For recent examples see: (a) Olson, G. L.; Cheung, H.-C.; Chaing, E.; Madison, V. S.; Sepinwall, J.; Vincent, G. P.; Winokur, A.; Gary, K. A. J. Med. Chem. 1995, 38, 2866.

3. (b) Coa, J.; O'Donnell, D.; Vu, H.; Payza, K.; Pou, C.; Godbout, C.; Jakob, A.; Pelletier, M.; Lembo, P.; Ahmad, S.; Walker, P. J. Bio. Chem. 1998, 273, 32281, and references therein.

4. For approaches to understanding TRH/TRH-R1 binding see: (a) Hinkle, P. M.; Woroch, E. L.; Tashjian, G. H. J. Biol. Chem. 1974, 249, 3085. (b) Goren, H. J.; Bauce, L. G.; Vale, W. Mol. Pharmacol. 1977, 13, 606. (c) Kamiya, K.; Takamoto, M.; Wada, Y.; Fujino, M.; Nishikawa, M. J. Chem. Soc., Chem. Commun. 1980, 438. (d) Sharif, N. A.; To, Z.; Whiting, R. L. Biochem. Biophys. Res. Commun. 1989, 161, 1306. (E) Vonhof, S.; Feuerstein, G. Z.; Cohen, L. A.; Labroo, V. M. Eur. J. Pharmacol. 1990, 180, 1. (f) Perlman, J. H.; Laakkonen, L. J.; Guarnieri, F.; Osman, R.; Gershengorn, M. C. Biochemistry 1996, 35, 7643. (g) Laakkonen, L. J.; Guarnieri, F.; Perlman, J. H.; Gershengorn, M. C.; Osman, R. Biochemistry 1996, 35, 7651.

5. For an overview of the approach to active site modeling utilized see: (a) Beusen, D. D.; Shands, E. F. B.; Karasek, S. F.; Marshall, G. R.; Dammkoehler, R. A. J. Mol. Struct. (Theochem) 1996, 370, 157.

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