Structure-activity relationship of linear peptide Bu-His6-DPhe7-Arg8-Trp9-Gly10-NH2 at the human melanocortin-1 and-4 receptors:: DPhe7 and Trp9 substitution

被引：16

作者：

Danho, W ^{[1
]}

Swistok, J ^{[1
]}

Cheung, AWH ^{[1
]}

Kurylko, G ^{[1
]}

Franco, L ^{[1
]}

Chu, XJ ^{[1
]}

Chen, L ^{[1
]}

Yagaloff, K ^{[1
]}

机构：

[1] Hoffmann La Roche Inc, Roche Res Ctr, Nutley, NJ 07110 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 04期

关键词：

D O I：

10.1016/S0960-894X(02)01052-1

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of pentapeptides. based on hMC4R pentapeptide agonist (Bu-His(6)-DPhe(7)-Arg(8)-Trp(9)-Gly(10)-NH2), was prepared in which either DPhe or Trp(9) residue as systematically substituted. A number of interesting DPhe surrogates (D-Thi, D-3-CF(3)Phe. D-2-Nal and D-3,4-diClPhe) as well as Trp surrogates (2-Nal and Bta) were identified in this studs. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：649 / 652

页数：4

共 26 条

[1] POTENT AND PROLONGED ACTING CYCLIC LACTAM ANALOGS OF ALPHA-MELANOTROPIN - DESIGN BASED ON MOLECULAR-DYNAMICS [J].

ALOBEIDI, F ;

CASTRUCCI, AMD ;

HADLEY, ME ;

HRUBY, VJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (12) :2555-2561

[2] DESIGN OF A NEW CLASS OF SUPERPOTENT CYCLIC ALPHA-MELANOTROPINS BASED ON QUENCHED DYNAMIC SIMULATIONS [J].

ALOBEIDI, F ;

HADLEY, ME ;

PETTITT, BM ;

HRUBY, VJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (09) :3413-3416

[3] Potent and selective peptide agonists of α-melanotropin action at human melanocortin receptor 4:: Their synthesis and biological evaluation in vitro [J].

Bednarek, MA ;

MacNeil, T ;

Tang, R ;

Kalyani, RN ;

Van der Ploeg, LHT ;

Weinberg, DH .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2001, 286 (03) :641-645

[4] Selective, high affinity peptide antagonists of α-melanotropin action at human melanocortin receptor 4:: Their synthesis and biological evaluation in vitro [J].

Bednarek, MA ;

MacNeil, T ;

Kalyani, RN ;

Tang, R ;

Van der Ploeg, LHT ;

Weinberg, DH .

JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (22) :3665-3672

[5] Structure-function studies on the cyclic peptide MT-II, lactam derivative of α-melanotropin [J].

Bednarek, MA ;

Silva, MV ;

Arison, B ;

MacNeil, T ;

Kalyani, RN ;

Huang, RRC ;

Weinberg, DH .

PEPTIDES, 1999, 20 (03) :401-409

[6] Analogs of MTII, lactam derivatives of α-melanotropin, modified at the N-terminus, and their selectivity at human melanocortin receptors 3, 4, and 5 [J].

Bednarek, MA ;

Macneil, T ;

Kalyani, RN ;

Tang, R ;

Van der Ploeg, LHT ;

Weinberg, DH .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1999, 261 (01) :209-213

[7] A novel selective melanocortin-4 receptor agonist reduces food intake in rats and mice without producing aversive consequences [J].

Benoit, SC ;

Schwartz, MW ;

Lachey, JL ;

Hagan, MM ;

Rushing, PA ;

Blake, KA ;

Yagaloff, KA ;

Kurylko, G ;

Franco, L ;

Danhoo, W ;

Seeley, RJ .

JOURNAL OF NEUROSCIENCE, 2000, 20 (09) :3442-3448

[8]

Chen L., 2001, [No title captured], Patent No. [WO 01/74844, 2001-10-11, 0174844]

[9] Structure-activity relationship of linear peptide Bu-His-DPhe-Arg-Trp-Gly-NH2 at the human melanocortin-1 and-4 receptors:: Histidine substitution [J].

Cheung, AWH ;

Danho, W ;

Swistok, J ;

Qi, LD ;

Kurylko, G ;

Rowan, K ;

Yeon, M ;

Franco, L ;

Chu, XJ ;

Chen, L ;

Yagaloff, K .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (01) :133-137

[10] Structure-activity relationship of linear peptide Bu-His-DPhe-Arg-Trp-Gly-NH2 at the human melanocortin-1 and-4 receptors:: Arginine substitution [J].

Cheung, AWH ;

Danho, W ;

Swistok, J ;

Qi, L ;

Kurylko, G ;

Franco, L ;

Yagaloff, K ;

Chen, L .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (17) :2407-2410

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