A new, potent urotensin II receptor peptide agonist containing a pen residue at the disulfide bridge

被引：87

作者：

Grieco, P

Carotenuto, A

Campiglia, P

Zampelli, E

Patacchini, R

Maggi, CA

Novellino, E

Rovero, P

机构：

[1] Univ Salerno, Dept Pharmaceut Sci, I-84084 Fisciano, Italy

[2] Univ Naples Federico II, Dept Pharmaceut & Toxicol Chem, I-80131 Naples, Italy

[3] Menarini Ric SpA, Dept Pharmacol, I-50131 Florence, Italy

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2002年 / 45卷 / 20期

关键词：

D O I：

10.1021/jm025549i

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Replacing Cys(5) by Pen (penicillamine, beta,beta-dimethylcysteine) in the cyclic C-terminal U-II octapeptide, U-II(4-11), we have obtained a potent urotensin II (U-II) receptor agonist. Conformational analysis of solution NMR data indicated that the putative biologically active conformation of U-II is stabilized by introduction of a Pen residue. To the best of our knowledge, this is the most potent U-II receptor agonist reported to date.

引用

页码：4391 / 4394

页数：4

共 30 条

[1] Human urotensin-II is a potent vasoconstrictor and agonist for the orphan receptor GPR14
Ames, RS
Sarau, HM
Chambers, JK
Willette, RN
Alyar, NV
Romanic, AM
Louden, CS
Foley, JJ
Sauermelch, CF
Coatney, RW
Ao, ZH
Disa, J
Holmes, SD
Stadel, JM
Martin, JD
Liu, WS
Glover, GI
Wilson, S
McNulty, DE
Ellis, CE
Elshourbagy, NA
Shabon, U
Trill, JJ
Hay, DWP
Ohlstein, EH
Bergsma, DJ
Douglas, SA
[J]. NATURE, 1999, 401 (6750) : 282 - 286
[2] PRACTICAL ASPECTS OF TWO-DIMENSIONAL TRANSVERSE NOE SPECTROSCOPY
BAX, A
DAVIS, DG
[J]. JOURNAL OF MAGNETIC RESONANCE, 1985, 63 (01) : 207 - 213
[3] Effects of human urotensin II in isolated vessels of various species;: comparison with other vasoactive agents
Camarda, V
Rizzi, A
Calò, G
Gendron, G
Perron, SI
Kostenis, E
Zamboni, P
Mascoli, F
Regoli, D
[J]. NAUNYN-SCHMIEDEBERGS ARCHIVES OF PHARMACOLOGY, 2002, 365 (02) : 141 - 149
[4] CHAN WY, 1974, J PHARMACOL EXP THER, V190, P77
[5] Cloning of the cDNA encoding the urotensin II precursor in frog and human reveals intense expression of the urotensin II gene in motoneurons of the spinal cord
Coulouarn, Y
Lihrmann, I
Jegou, S
Anouar, Y
Tostivint, H
Beauvillain, JC
Conlon, JM
Bern, HA
Vaudry, H
[J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1998, 95 (26) : 15803 - 15808
[6] Human urotensin-II, the most potent mammalian vasoconstrictor identified to date, as a therapeutic target for the management of cardiovascular disease
Douglas, SA
Ohlstein, EH
[J]. TRENDS IN CARDIOVASCULAR MEDICINE, 2000, 10 (06) : 229 - 237
[7] Identification of nonpeptidic urotensin II receptor antagonists by virtual screening based on a pharmacophore model derived from structure-activity relationships and nuclear magnetic resonance studies on urotensin II
Flohr, S
Kurz, M
Kostenis, E
Brkovich, A
Fournier, A
Klabunde, T
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (09) : 1799 - 1805
[8] GRIECO P, 2001, PEPTIDES WAVE FUTURE, P630
[9] Torsion angle dynamics for NMR structure calculation with the new program DYANA
Guntert, P
Mumenthaler, C
Wuthrich, K
[J]. JOURNAL OF MOLECULAR BIOLOGY, 1997, 273 (01) : 283 - 298
[10] TOPOGRAPHICALLY DESIGNED ANALOGS OF [D-PEN,D-PEN5]ENKEPHALIN
HRUBY, VJ
TOTH, G
GEHRIG, CA
KAO, LF
KNAPP, R
LUI, GK
YAMAMURA, HI
KRAMER, TH
DAVIS, P
BURKS, TF
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (06) : 1823 - 1830

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