Potent integrin antagonists from a small library of RGD-including cyclic pseudopeptides

被引：89

作者：

Belvisi, L

Bernardi, A

Checchia, A

Manzoni, L

Potenza, D

Scolastico, C

Castorina, M

Cupelli, A

Giannini, G

Carminati, P

Pisano, C

机构：

[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

[2] Sigma tau, Res & Dev, I-00040 Pomezia, Italy

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 07期

关键词：

D O I：

10.1021/ol007049u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A small library of cyclic RGD pseudopentapeptides incorporating stereoisomeric 6,5- and 7,5-fused bicyclic lactams was synthesized with the aim of developing active and selective integrin antagonists. The solid-phase synthesis and activity of these RGD derivatives is described, The approach led to two of the most active known inhibitors of alpha (v)beta (3) receptor.

引用

页码：1001 / 1004

页数：4

共 20 条

[1] Angiolini M, 2000, EUR J ORG CHEM, V2000, P2571
[2] Type II' to type I beta-turn swap changes specificity for integrins
Bach, AC
Espina, JR
Jackson, SA
Stouten, PFW
Duke, JL
Mousa, SA
DeGrado, WF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (01) : 293 - 294
[3] Belvisi L, 2000, EUR J ORG CHEM, V2000, P2563
[4] 1-HYDROXY-7-AZABENZOTRIAZOLE - AN EFFICIENT PEPTIDE COUPLING ADDITIVE
CARPINO, LA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) : 4397 - 4398
[5] CHENG Y, 1973, BIOCHEM PHARMACOL, V22, P3099
[6] N-methylated cyclic RGD peptides as highly active and selective αvβ3 integrin antagonists
Dechantsreiter, MA
Planker, E
Mathä, B
Lohof, E
Hölzemann, G
Jonczyk, A
Goodman, SL
Kessler, H
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (16) : 3033 - 3040
[7] Ligands to the integrin receptor αvβ3
Duggan, ME
Hutchinson, JH
[J]. EXPERT OPINION ON THERAPEUTIC PATENTS, 2000, 10 (09) : 1367 - 1383
[8] Structural and functional aspects of RGD-containing cyclic pentapeptides as highly potent and selective integrin alpha(v)beta(3) antagonists
Haubner, R
Gratias, R
Diefenbach, B
Goodman, SL
Jonczyk, A
Kessler, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (32) : 7461 - 7472
[9] Cyclic RGD peptides containing beta-turn mimetics
Haubner, R
Schmitt, W
Holzemann, G
Goodman, SL
Jonczyk, A
Kessler, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (34) : 7881 - 7891
[10] Haubner R., 1997, ANGEW CHEM INT EDIT, V36, P1374

← 1 2 →