From Angiotensin IV to Small Peptidemimetics Inhibiting Insulin-Regulated Aminopeptidase.

aminopeptidase N angiotensin IV cystinyl aminopeptidase insulin-regulated aminopeptidase peptidemimetics

Journal

Frontiers in pharmacology

ISSN: 1663-9812

Titre abrégé: Front Pharmacol

Pays: Switzerland

ID NLM: 101548923

Informations de publication

Date de publication:
2020

Historique:

received: 03 08 2020

accepted: 18 09 2020

entrez: 12 11 2020

pubmed: 13 11 2020

medline: 13 11 2020

Statut: epublish

Résumé

It was reported three decades ago that intracerebroventricular injection of angiotensin IV (Ang IV, Val-Tyr-Ile-His-Pro-Phe) improved memory and learning in the rat. There are several explanations for these positive effects of the hexapeptide and related analogues on cognition available in the literature. In 2001, it was proposed that the insulin-regulated aminopeptidase (IRAP) is a main target for Ang IV and that Ang IV serves as an inhibitor of the enzyme. The focus of this review is the efforts to stepwise transform the hexapeptide into more drug-like Ang IV peptidemimetics serving as IRAP inhibitors. Moreover, the discovery of IRAP inhibitors by virtual and substance library screening and direct design applying knowledge of the structure of IRAP and of related enzymes is briefly presented.

Identifiants

DOI: 10.3389/fphar.2020.590855 PMID: 33178027 PMC: PMC7593869

pubmed: 33178027

doi: 10.3389/fphar.2020.590855

pii: 590855

pmc: PMC7593869

doi:

Types de publication

Journal Article Review

Langues

eng

Pagination

590855

Informations de copyright

Références

J Neurosci. 1999 May 15;19(10):3952-61

pubmed: 10234025

Proc Natl Acad Sci U S A. 1994 Dec 20;91(26):12673-5

pubmed: 7809099

Eur J Pharmacol. 2006 Sep 28;546(1-3):19-27

pubmed: 16919623

ACS Chem Neurosci. 2016 Oct 19;7(10):1383-1392

pubmed: 27501164

Mol Cell Endocrinol. 2009 Nov 13;311(1-2):77-86

pubmed: 19643163

J Biol Chem. 1996 Jan 5;271(1):56-61

pubmed: 8550619

J Pharmacol Exp Ther. 2013 Jan;344(1):141-54

pubmed: 23055539

J Neurosci Res. 2012 Sep;90(9):1743-55

pubmed: 22535512

ACS Med Chem Lett. 2020 Jun 02;11(7):1429-1434

pubmed: 32676150

Eur J Pharmacol. 2013 Feb 28;702(1-3):93-102

pubmed: 23376157

Peptides. 1998;19(8):1339-48

pubmed: 9809647

Pharmacol Ther. 2007 Dec;116(3):417-27

pubmed: 17900701

Neuroscience. 1988 Dec;27(3):777-83

pubmed: 3252173

CNS Neurosci Ther. 2008 Winter;14(4):315-39

pubmed: 19040556

Neuron. 1998 Sep;21(3):545-59

pubmed: 9768841

Brain Res. 1992 Jun 26;583(1-2):340-3

pubmed: 1504842

J Pharmacol Exp Ther. 2010 Apr;333(1):161-73

pubmed: 20086056

Hypertension. 1995 May;25(5):924-7

pubmed: 7737728

Eur J Biochem. 2000 Jan;267(1):46-52

pubmed: 10601849

Prog Neurobiol. 2008 Feb;84(2):157-81

pubmed: 18160199

Nat Rev Drug Discov. 2002 Nov;1(11):859-66

pubmed: 12415246

J Immunol. 2015 Sep 15;195(6):2842-51

pubmed: 26259583

J Chromatogr A. 1996 Feb 2;723(1):43-9

pubmed: 8819821

Org Biomol Chem. 2011 Oct 26;9(22):7727-33

pubmed: 21979439

Eur J Pharmacol. 2008 May 6;585(1):2-13

pubmed: 18374328

ACS Med Chem Lett. 2019 Feb 13;10(5):708-713

pubmed: 31097987

Neurosci Biobehav Rev. 2018 Sep;92:209-225

pubmed: 29733881

J Biol Chem. 1997 Sep 12;272(37):23323-7

pubmed: 9287343

J Neurochem. 2003 Jul;86(2):344-50

pubmed: 12871575

Prog Neurobiol. 2011 Sep 15;95(1):49-67

pubmed: 21777652

Biochem J. 2005 Aug 15;390(Pt 1):351-7

pubmed: 15885030

Curr Top Med Chem. 2010;10(14):1361-79

pubmed: 20536415

J Neurosci. 2015 Aug 26;35(34):11960-75

pubmed: 26311777

J Pept Sci. 2006 Nov;12(11):705-13

pubmed: 16967438

Am J Physiol Endocrinol Metab. 2007 Oct;293(4):E1092-102

pubmed: 17684103

Proc Natl Acad Sci U S A. 1994 Aug 16;91(17):8017-21

pubmed: 8058750

Bioorg Med Chem. 2019 Dec 15;27(24):115177

pubmed: 31711716

J Renin Angiotensin Aldosterone Syst. 2008 Dec;9(4):226-37

pubmed: 19126664

FEBS Lett. 2016 Mar;590(6):696-704

pubmed: 26921848

ACS Omega. 2018 Apr 30;3(4):4509-4521

pubmed: 30023895

J Med Chem. 1997 Mar 14;40(6):903-19

pubmed: 9083479

Eur J Pharmacol. 2000 Sep 29;405(1-3):63-72

pubmed: 11033315

J Pharmacol Exp Ther. 2012 Mar;340(3):539-48

pubmed: 22129598

Mol Pharmacol. 2016 Apr;89(4):413-24

pubmed: 26769413

J Med Chem. 2014 Jan 23;57(2):278-95

pubmed: 24044773

J Pharmacol Exp Ther. 2003 Apr;305(1):205-11

pubmed: 12649370

Curr Neurol Neurosci Rep. 2010 May;10(3):207-14

pubmed: 20425036

Mol Pharmacol. 2010 Oct;78(4):600-7

pubmed: 20628006

J Pharmacol Exp Ther. 2014 Nov;351(2):390-402

pubmed: 25187433

Bioorg Med Chem. 2001 Mar;9(3):763-72

pubmed: 11310611

Nat Rev Mol Cell Biol. 2002 Apr;3(4):267-77

pubmed: 11994746

J Biol Chem. 1995 Oct 6;270(40):23612-8

pubmed: 7559527

Brain Res. 2001 Apr 6;897(1-2):114-21

pubmed: 11282364

Nat Neurosci. 2011 Mar;14(3):285-93

pubmed: 21346746

Clin Sci (Lond). 2011 Oct;121(7):297-303

pubmed: 21542804

Assay Drug Dev Technol. 2016 Apr;14(3):180-93

pubmed: 27078680

Future Med Chem. 2012 Jul;4(11):1409-38

pubmed: 22857532

J Pharmacol Exp Ther. 2011 Oct;339(1):35-44

pubmed: 21719467

J Cheminform. 2019 Apr 2;11(1):26

pubmed: 30941533

Curr Pharm Des. 2009;15(31):3656-70

pubmed: 19925418

Mol Cell Endocrinol. 2009 Apr 29;302(2):159-66

pubmed: 19071192

Arch Biochem Biophys. 1992 Feb 1;292(2):388-92

pubmed: 1731608

J Alzheimers Dis. 2019;67(2):469-480

pubmed: 30664507

Brain Res Bull. 1993;32(5):497-502

pubmed: 8221142

Regul Pept. 1996 Dec 3;67(2):123-30

pubmed: 8958583

J Med Chem. 2010 Nov 25;53(22):8059-71

pubmed: 21047126

Neuroscience. 1998 Dec;87(3):607-13

pubmed: 9758227

J Med Chem. 2008 Feb 28;51(4):1026-34

pubmed: 18220330

J Med Chem. 2011 Apr 14;54(7):1961-2004

pubmed: 21381769

Proc Natl Acad Sci U S A. 2013 Dec 3;110(49):19890-5

pubmed: 24248368

Nature. 2012 Feb 19;483(7387):87-91

pubmed: 22343895

J Med Chem. 2015 Feb 12;58(3):1524-43

pubmed: 25635706

Regul Pept. 1992 Aug 13;40(3):409-19

pubmed: 1438983

J Pept Sci. 2011 Aug;17(8):545-53

pubmed: 21538707

J Med Chem. 2016 Oct 13;59(19):9107-9123

pubmed: 27606717

Eur J Biochem. 2000 Apr;267(8):2297-306

pubmed: 10759854

Annu Rev Neurosci. 2008;31:47-67

pubmed: 18284372

Neurobiol Learn Mem. 2009 Jul;92(1):19-26

pubmed: 19233301

Proc Natl Acad Sci U S A. 2019 Dec 16;:

pubmed: 31843903

Protein Sci. 2015 Feb;24(2):190-9

pubmed: 25408552

J Alzheimers Dis. 2015;45(4):985-1000

pubmed: 25649658

J Med Chem. 2011 Jun 9;54(11):3779-92

pubmed: 21476495

Trends Neurosci. 2003 Jul;26(7):360-8

pubmed: 12850432

J Med Chem. 2017 Apr 13;60(7):2963-2972

pubmed: 28328206

Neuropeptides. 2008 Jun;42(3):301-9

pubmed: 18359517

Nat Neurosci. 2001 Nov;4(11):1086-92

pubmed: 11687814

Neuron. 2001 Nov 20;32(4):673-82

pubmed: 11719207

FASEB J. 2008 Dec;22(12):4209-17

pubmed: 18716029

Neuroscience. 2004;124(2):341-9

pubmed: 14980384

Peptides. 1999;20(8):915-20

pubmed: 10503768

J Med Chem. 2009 Sep 24;52(18):5612-8

pubmed: 19757839

Curr Med Chem. 2019;26(15):2715-2729

pubmed: 29446724

BMC Neurosci. 2008 Dec 03;9 Suppl 2:S15

pubmed: 19090988

Biochem Pharmacol. 2004 Sep 1;68(5):893-900

pubmed: 15294452

Neuropeptides. 2008 Feb;42(1):31-7

pubmed: 18093649

Neurobiol Learn Mem. 2010 Jan;93(1):19-30

pubmed: 19660563

Front Biosci. 2003 May 01;8:s410-20

pubmed: 12700100

Peptides. 2002 Aug;23(8):1465-70

pubmed: 12182948

J Med Chem. 2008 Apr 10;51(7):2291-6

pubmed: 18386881

Nature. 2012 Feb 19;483(7387):92-5

pubmed: 22343892

Brain Res Brain Res Rev. 2002 Jun;39(1):29-54

pubmed: 12086707

Int J Mol Sci. 2018 Mar 15;19(3):

pubmed: 29543776

J Biol Chem. 2001 Dec 28;276(52):48623-6

pubmed: 11707427

ChemistryOpen. 2020 Mar 02;9(3):325-337

pubmed: 32154052

Curr Protein Pept Sci. 2017;18(8):809-818

pubmed: 28164758

J Pept Sci. 2007 Jul;13(7):434-44

pubmed: 17559064

Bioorg Med Chem. 2008 Jul 15;16(14):6924-35

pubmed: 18556208

Top Curr Chem. 2015;360:1-38

pubmed: 25370521

Br J Pharmacol. 2011 Sep;164(1):37-47

pubmed: 21470200

J Med Chem. 2014 Feb 27;57(4):1368-77

pubmed: 24471437

Nat Struct Biol. 2001 Feb;8(2):131-5

pubmed: 11175901

Drug News Perspect. 2009 Apr;22(3):133-9

pubmed: 19440555

ChemistryOpen. 2014 Dec;3(6):256-63

pubmed: 25558444

Brain Res. 1996 Apr 22;717(1-2):1-11

pubmed: 8738247

Eur J Biochem. 2001 Jun;268(11):3259-66

pubmed: 11389728

J Comp Neurol. 2005 Jul 11;487(4):372-90

pubmed: 15906313

Med Res Rev. 2015 May;35(3):464-519

pubmed: 24894913

J Neurochem. 2020 May;153(4):485-494

pubmed: 31556456

Neuroscience. 2000;99(2):229-32

pubmed: 10938428

Peptides. 1994;15(8):1399-406

pubmed: 7700843

Curr Opin Chem Biol. 2014 Dec;23:1-7

pubmed: 25173825

Nat Rev Drug Discov. 2008 Jul;7(7):608-24

pubmed: 18591981

Peptides. 1993 Sep-Oct;14(5):949-54

pubmed: 8284271