Synthesis and dopamine receptor modulating activity of unsubstituted and substituted triproline analogues of L-prolyl-L-leucyl-glycinamide (PLG)

Bioorganic and Medicinal Chemistry Letters

Volumn 9, Issue 16, 1999, Pages 2349-2352

  Baures, Paul W ^a   Pradhan, Ashish ^b   Ojala, William H ^c   Gleason, William B ^c   Mishra, Ram K ^b   Johnson, Rodney L ^a  

^a Department of Medicinal Chemistry ^*  (United States)

^b MCMASTER UNIVERSITY   (Canada)

^c UNIVERSITY OF MINNESOTA MEDICAL SCHOOL   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIPARKINSON AGENT; APOMORPHINE; DOPAMINE 2 RECEPTOR; DOPAMINE RECEPTOR; PROLINE DERIVATIVE; PROLYLLEUCYLGLYCINAMIDE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; DRUG CONFORMATION; DRUG POTENCY; DRUG RECEPTOR BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; INTRAPERITONEAL DRUG ADMINISTRATION; NONHUMAN; PARKINSON DISEASE; RAT; REACTION ANALYSIS; STRUCTURE ACTIVITY RELATION;

ANIMALS; MSH RELEASE-INHIBITING HORMONE; PROTEIN CONFORMATION; RATS; RECEPTORS, DOPAMINE;

EID: 0033575676     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(99)00386-8     Document Type: Article

References (25)

1. Chiu, S.; Paulose, C. S.; Mishra, R. K. Peptides 1981, 2, 105.
2. Bhargava, H. N. Gen. Pharmacol. 1983, 14, 609.
3. Das, S.; Bhargava, H. N. Pharmacology 1985, 31, 241.
4. Srivastava, L. K.; Bajwa, S. B.; Johnson, R. L.; Mishra, R. K. J. Neurochem. 1988, 50, 960.
5. Kostrzewa, R. M.; Kastin, A. J.; Sobrain, S. K. Pharmacol. Biochem. Behav. 1978, 9, 375.
6. Smith, J. R.; Morgan, M. Gen. Pharmacol. 1982, 13, 203.
7. Ott, M. C.; Mishra, R. K.; Johnson, R. L. Brain. Res. 1996, 737, 287.
8. Mishra, R. K.; Marcotte, E. R.; Chugh, A.; Barlas, C.; Whan, D.; Johnson, R. L. Peptides 1997, 18, 1209.
9. Ehrensing, R. H.; Kastin, A. J.; Larsons, P. F.; Bishop, G. A. Dis. Nerv. Sys. 1977, 38, 303.
10. Schneider, E.; Fischer, P. A.; Jacobi, P.; Reh, W. Arzneim.-Forsch./Drug Res. 1978, 28, 1296.
11. van der Velde, C. D. Peptides 1983, 4, 297.
12. Mishra, R. K.; Chiu, S.; Singh, A. N.; Kazmi, S. M. I.; Rajakumar, A.; Johnson, R. L. Drugs Future 1986, 11, 203.
13. Yu, K.-L.; Rajakumar, G.; Srivastava, L. K.; Mishra, R. K.; Johnson, R. L. J. Med. Chem. 1988, 31, 1430.
14. Sreenivasan, U.; Mishra, R. K.; Johnson, R. L. J. Med. Chem. 1993, 36, 256.
15. Subasinghe, N. L.; Bontems, R. J.; McIntee, E.; Mishra, R. K.; Johnson, R. L. J. Med. Chem. 1993, 36, 2356.
16. Genin, M. J.; Mishra, R. K.; Johnson, R. L. J. Med. Chem. 1993, 36, 3481.
17. Baures, P. W.; Ojala, W. H.; Gleason, W. B.; Mishra, R. K.; Johnson, R. L. J. Med. Chem. 1994, 37, 3677.
18. Baures, P. W.; Ojala, W. H.; Costain, W. J.; Ott, M. C.; Pradhan, A.; Gleason, W. B.; Mishra, R. K.; Johnson, R. L. J. Med. Chem. 1997, 40, 3594.
19. Johnson, R. L.; Rajakumar, G.; Mishra, R. K. J. Med. Chem. 1986, 29, 2100.
20. Bean, J. W.; Kopple, K. D.; Peishoff, C. E. J. Am. Chem. Soc. 1992, 114, 5328.
21. Chalmers, D. K.; Marshall, G. R. J. Am. Chem. Soc. 1995, 117, 5927.
22. Baures, P.W.; Ojala, W. H.; Gleason, W. B.; Johnson, R. L. J. Peptide Res. 1997, 50, 1.
23. + requires 323.2083).
24. Herdeis, C.; Hubmann, H. P.; Lotter, H. Tetrahedron: Asymmetry 1994, 5, 351.
25. Colorless plate-shaped crystals of 12 were grown from EtOAc/hexane. All measurements were made on a Rigaku diffractometer with graphite monochromated Cu Kα radiation (λ = 1.54178 Å) using the ω-2θ scan mode at 173(1) K. The authors have deposited atomic coordinates for this structure with the Cambridge Crystallographic Data Centre. The structure has been given the deposition number CCDC 128894. The coordinates can be obtained, upon request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK or via the Internet at http://www.ccdc.cam.ac.uk.