Successful bridging from a peptide to a non peptide antagonist at the human tachykinin NK-2 receptor

被引：11

作者：

Altamura, M ^{[1
]}

Canfarini, F ^{[1
]}

Catalioto, RM ^{[1
]}

Guidi, A ^{[1
]}

Pasqui, F ^{[1
]}

Renzetti, AR ^{[1
]}

Triolo, A ^{[1
]}

Maggi, CA ^{[1
]}

机构：

[1] Menarini Ric SpA, I-50131 Florence, Italy

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2002年 / 12卷 / 20期

关键词：

D O I：

10.1016/S0960-894X(02)00539-5

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Non peptide products have been found to show nanomolar binding and functional affinities at the human tachykinin NK-2 receptor. The new antagonists do not possess stereogenic centers and their thermal behaviour in solution is featured by a peculiar set of conformational stereoisomers. A macroscopic viewpoint is preferentially adopted to rationalize the obtained results. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：2945 / 2948

页数：4

相关论文

共 28 条

[1]

ALTAMURA M, 2000, Patent No. 0008046

[2] MEN 11420 (Nepadutant), a novel glycosylated bicyclic peptide tachykinin NK2 receptor antagonist [J].

Catalioto, RM ;

Criscuoli, M ;

Cucchi, P ;

Giachetti, A ;

Giannotti, D ;

Giuliani, S ;

Lecci, A ;

Lippi, A ;

Patacchini, R ;

Quartara, L ;

Renzetti, AR ;

Tramontana, M ;

Arcamone, F ;

Maggi, CA .

BRITISH JOURNAL OF PHARMACOLOGY, 1998, 123 (01) :81-91

[3] One-pot neat reactions of carboxylic esters and alkylenediamines for efficient preparation of N-acylalkylenediamines [J].

Chou, WC ;

Tan, CW ;

Chen, SF ;

Ku, H .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (26) :10015-10017

[4] Conformationally interlocked amides: Remote asymmetric induction by mechanical transfer of stereochemical information [J].

Clayden, J ;

Pink, JH ;

Yasin, SA .

TETRAHEDRON LETTERS, 1998, 39 (1-2) :105-108

[5] GR159897 AND RELATED ANALOGS AS HIGHLY POTENT, ORALLY-ACTIVE NONPEPTIDE NEUROKININ NK2 RECEPTOR ANTAGONISTS [J].

COOPER, AWJ ;

ADAMS, HS ;

BELL, R ;

GORE, PM ;

MCELROY, AB ;

PRITCHARD, JM ;

SMITH, PW ;

WARD, P .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (16) :1951-1956

[6] Conformational studies by dynamic NMR.: 86.: Structure, stereodynamics, and cryogenic enantioseparation of the stereolabile isomers of o-dinaphthylphenyl derivatives [J].

Dell-Erba, C ;

Gasparrini, F ;

Grilli, S ;

Lunazzi, L ;

Mazzanti, A ;

Novi, M ;

Pierini, M ;

Tavani, C ;

Villani, C .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (05) :1663-1668

[7]

Emonds-Alt Xavier, 1993, Bioorganic and Medicinal Chemistry Letters, V3, P925, DOI 10.1016/S0960-894X(00)80694-0

[8] Biochemical and pharmacological activities of SR 144190, a new potent non-peptide tachykinin NK2 receptor antagonist [J].

EmondsAlt, X ;

Advenier, C ;

Cognon, C ;

Croci, T ;

Daoui, S ;

Ducoux, JP ;

Landi, M ;

Naline, E ;

Neliat, G ;

Poncelet, M ;

Proletto, V ;

VanBroeck, D ;

Vilain, P ;

Soubrie, P ;

LeFur, G ;

Maffrand, JP ;

Breliere, JC .

NEUROPEPTIDES, 1997, 31 (05) :449-458

[9] Discovery of potent cyclic pseudopeptide human tachykinin NK-2 receptor antagonists [J].

Giannotti, D ;

Perrotta, E ;

Di Bugno, C ;

Nannicini, R ;

Harmat, NJS ;

Giolitti, A ;

Patacchini, R ;

Renzetti, AR ;

Rotondaro, L ;

Giuliani, S ;

Altamura, M ;

Maggi, CA .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (22) :4041-4044

[10]

HARGITTAI I, 1995, SYMMETRY EYES CHEM, P70