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

被引：19

作者：

Baures, PW

Pradhan, A

Ojala, WH

Gleason, WB

Mishra, RK

Johnson, RL ^{[1
]}

机构：

[1] Univ Minnesota, Dept Med Chem, Minneapolis, MN 55455 USA

[2] Univ Minnesota, Ctr Biomed Engn, Minneapolis, MN 55455 USA

[3] Univ Minnesota, Dept Lab Med & Pathol, Minneapolis, MN 55455 USA

[4] McMaster Univ, Dept Psychiat & Biobehav Sci, Hamilton, ON L8N 3Z5, Canada

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1999年 / 9卷 / 16期

关键词：

D O I：

10.1016/S0960-894X(99)00386-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Triprolines Pro-Pro-Pro-NH2 (4), Pro-Pro-D-Pro-NH2 (5), Pro-Pro(trans-3-Me)-D-Pro-NH2 (6), and Pro-Pro(cis-3-Me)-D-Pro-NH2 (7) were made as conformationally constrained analogues of Pro-Leu-Gly-NH2. Triprolines 4-6 produced significant increases in the high- and low-affinity state ratio (R-H/R-L) of the dopamine receptor, but only 4 was found to increase apomorphine induced rotations in 6-hydroxydopamine-lesioned rats. (C) 1999 Elsevier Science Ltd. All rights reserved.

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页码：2349 / 2352

页数：4

相关论文

共 23 条

[11] SYNTHESIS OF HOMOCHIRAL 3-SUBSTITUTED GLUTAMIC ACIDS AND PROLINES FROM PYROGLUTAMIC ACID [J].

HERDEIS, C ;

HUBMANN, HP ;

LOTTER, H .

TETRAHEDRON-ASYMMETRY, 1994, 5 (03) :351-354

[12] DOPAMINE RECEPTOR MODULATION BY PRO-LEU-GLY-NH2 ANALOGS POSSESSING CYCLIC AMINO-ACID-RESIDUES AT THE C-TERMINAL POSITION [J].

JOHNSON, RL ;

RAJAKUMAR, G ;

MISHRA, RK .

JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (10) :2100-2104

[13] POTENTIATION OF APOMORPHINE ACTION IN RATS BY L-PROLYL-L-LEUCYL-GLYCINE AMIDE [J].

KOSTRZEWA, RM ;

KASTIN, AJ ;

SOBRIAN, SK .

PHARMACOLOGY BIOCHEMISTRY AND BEHAVIOR, 1978, 9 (03) :375-378

[14]

MISHRA R K, 1986, Drugs of the Future, V11, P203

[15] Modulation of dopamine receptor agonist-induced rotational behavior in 6-OHDA-lesioned rats by a peptidomimetic analogue of Pro-Leu-Gly-NH2 (PLG) [J].

Mishra, RK ;

Marcotte, ER ;

Chugh, A ;

Barlas, C ;

Whan, D ;

Johnson, RL .

PEPTIDES, 1997, 18 (08) :1209-1215

[16] Modulation of dopaminergic neurotransmission in the 6-hydroxydopamine lesioned rotational model by peptidomimetic analogues of L-prolyl-L-leucyl-glycinamide [J].

Ott, MC ;

Mishra, RK ;

Johnson, RL .

BRAIN RESEARCH, 1996, 737 (1-2) :287-291

[17]

SCHNEIDER E, 1978, ARZNEIMITTEL-FORSCH, V28-2, P1296

[18] THE EFFECTS OF PROLYL-LEUCYL-GLYCINE AMIDE ON DRUG-INDUCED ROTATION IN LESIONED RATS [J].

SMITH, JR ;

MORGAN, M .

GENERAL PHARMACOLOGY, 1982, 13 (03) :203-207

[19] SYNTHESIS AND DOPAMINE RECEPTOR MODULATING ACTIVITY OF LACTAM CONFORMATIONALLY CONSTRAINED ANALOGS OF PRO-LEU-GLY-NH2 [J].

SREENIVASAN, U ;

MISHRA, RK ;

JOHNSON, RL .

JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (02) :256-263

[20] INTERACTION OF L-PROLYL-L-LEUCYL GLYCINAMIDE WITH DOPAMINE-D2 RECEPTOR - EVIDENCE FOR MODULATION OF AGONIST AFFINITY STATES IN BOVINE STRIATAL MEMBRANES [J].

SRIVASTAVA, LK ;

BAJWA, SB ;

JOHNSON, RL ;

MISHRA, RK .

JOURNAL OF NEUROCHEMISTRY, 1988, 50 (03) :960-968