WO2010065572A1 - Analogues sélectifs pour sstr1 - Google Patents

Analogues sélectifs pour sstr1 Download PDF

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Publication number
WO2010065572A1
WO2010065572A1 PCT/US2009/066305 US2009066305W WO2010065572A1 WO 2010065572 A1 WO2010065572 A1 WO 2010065572A1 US 2009066305 W US2009066305 W US 2009066305W WO 2010065572 A1 WO2010065572 A1 WO 2010065572A1
Authority
WO
WIPO (PCT)
Prior art keywords
peptide
sstrl
srif
terminus
phe
Prior art date
Application number
PCT/US2009/066305
Other languages
English (en)
Inventor
Judit Erchegyi
Jean E. F. Rivier
Jean Claude Reubi
Original Assignee
The Salk Institute For Biological Studies
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by The Salk Institute For Biological Studies filed Critical The Salk Institute For Biological Studies
Publication of WO2010065572A1 publication Critical patent/WO2010065572A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
    • C07K14/575—Hormones
    • C07K14/655—Somatostatins
    • C07K14/6555—Somatostatins at least 1 amino acid in D-form
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
    • A61K51/04—Organic compounds
    • A61K51/08—Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
    • A61K51/083—Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins the peptide being octreotide or a somatostatin-receptor-binding peptide
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
    • A61K51/04—Organic compounds
    • A61K51/08—Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
    • A61K51/088—Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins conjugates with carriers being peptides, polyamino acids or proteins

Abstract

L'invention porte sur des analogues courts de SRIF qui sont sélectifs pour SSTR1 par rapport aux quatre autres récepteurs de SRIF, comprenant un noyau à 6 chaînons dans lequel D-Agl(NMe, 2Np) et IAmp sont flanqués par des résidus ayant une extrémité de chaîne latérale aromatique, son extrémité C étant amidée, lesquels inhibent la liaison d'un radioligand SRIF universel au récepteur humain cloné SSTR1, mais pas aux autres récepteurs. Ces analogues sélectifs courts de SRIF comprennent l'hexapeptide cyclique : formule (I) où X représente H, 4Cl, 4F, 4NO2, 4NH2, 4NHCONH2, 4NHCONHOCH3, 4NHCONHOCH2-CH3 ou 4NHCONHOH, où Xaa représente Phe, Tyr ou l'iodotyrosine (ITyr) et où l'extrémité C est amidée. La tyrosine iodée radioactive peut être l'un des deux résidus flanquants, ou à l'extrémité N, qui comportera également un agent de conjugaison ou une liaison à une cytotoxine.
PCT/US2009/066305 2008-12-04 2009-12-02 Analogues sélectifs pour sstr1 WO2010065572A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US11998408P 2008-12-04 2008-12-04
US61/119,984 2008-12-04

Publications (1)

Publication Number Publication Date
WO2010065572A1 true WO2010065572A1 (fr) 2010-06-10

Family

ID=42026433

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2009/066305 WO2010065572A1 (fr) 2008-12-04 2009-12-02 Analogues sélectifs pour sstr1

Country Status (1)

Country Link
WO (1) WO2010065572A1 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9096684B2 (en) 2011-10-18 2015-08-04 Aileron Therapeutics, Inc. Peptidomimetic macrocycles
US9845287B2 (en) 2012-11-01 2017-12-19 Aileron Therapeutics, Inc. Disubstituted amino acids and methods of preparation and use thereof
US9957299B2 (en) 2010-08-13 2018-05-01 Aileron Therapeutics, Inc. Peptidomimetic macrocycles
US10213477B2 (en) 2012-02-15 2019-02-26 Aileron Therapeutics, Inc. Peptidomimetic macrocycles
US10227380B2 (en) 2012-02-15 2019-03-12 Aileron Therapeutics, Inc. Triazole-crosslinked and thioether-crosslinked peptidomimetic macrocycles
US10253067B2 (en) 2015-03-20 2019-04-09 Aileron Therapeutics, Inc. Peptidomimetic macrocycles and uses thereof
US10301351B2 (en) 2007-03-28 2019-05-28 President And Fellows Of Harvard College Stitched polypeptides
US10471120B2 (en) 2014-09-24 2019-11-12 Aileron Therapeutics, Inc. Peptidomimetic macrocycles and uses thereof

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US5750499A (en) 1995-10-18 1998-05-12 The Salk Institute For Biological Studies Receptor-selective somatostatin analogs
US5807983A (en) 1995-12-28 1998-09-15 The Salk Institute For Biological Studies GNRH antagonist betides
US6579967B1 (en) 1999-12-14 2003-06-17 The Salk Institute For Biological Studies Receptor-selective somatostatin analogs
US7019109B2 (en) 2001-03-16 2006-03-28 The Salk Institute For Bilogical Studies SSTR1-selective analogs
US7238775B2 (en) 2002-07-24 2007-07-03 The Salk Institute For Biological Studies Receptor(SSTR4)-selective somatostatin analogs

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3773919A (en) 1969-10-23 1973-11-20 Du Pont Polylactide-drug mixtures
US4372884A (en) 1975-08-06 1983-02-08 The Salk Institute For Biological Studies Pharmaceutically active peptides
US5750499A (en) 1995-10-18 1998-05-12 The Salk Institute For Biological Studies Receptor-selective somatostatin analogs
US5807983A (en) 1995-12-28 1998-09-15 The Salk Institute For Biological Studies GNRH antagonist betides
US6579967B1 (en) 1999-12-14 2003-06-17 The Salk Institute For Biological Studies Receptor-selective somatostatin analogs
US7019109B2 (en) 2001-03-16 2006-03-28 The Salk Institute For Bilogical Studies SSTR1-selective analogs
US7238775B2 (en) 2002-07-24 2007-07-03 The Salk Institute For Biological Studies Receptor(SSTR4)-selective somatostatin analogs

Non-Patent Citations (14)

* Cited by examiner, † Cited by third party
Title
ERCHEGYI JUDIT ET AL: "Novel, potent, and radio-iodinatable somatostatin receptor 1 (sst1) selective analogues.", JOURNAL OF MEDICINAL CHEMISTRY 14 MAY 2009, vol. 52, no. 9, 14 May 2009 (2009-05-14), pages 2733 - 2746, XP002574802, ISSN: 1520-4804 *
ERCHEGYI JUDIT ET AL: "Somatostatin receptor 1 selective analogues: 2. N(alpha)-Methylated scan.", JOURNAL OF MEDICINAL CHEMISTRY 27 JAN 2005, vol. 48, no. 2, 27 January 2005 (2005-01-27), pages 507 - 514, XP009061249, ISSN: 0022-2623 *
GEORGE LIAPAKIS ET AL.: "Development of a Selective Agonist at the Somatostatin Receptor Sutype SSTR1", THE JOURNAL OF PHARMACOLOGY AND EXPERIEMENTAL THERAPEUTICS, vol. 276, no. 3, 1996, pages 1089 - 1094, XP000644414
GRACE CHRISTY RANI R ET AL: "Somatostatin receptor 1 selective analogues: 4. Three-dimensional consensus structure by NMR", JOURNAL OF MEDICINAL CHEMISTRY, vol. 48, no. 2, 27 January 2005 (2005-01-27), pages 523 - 533, XP002574801, ISSN: 0022-2623 *
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JIANG ET AL.: "Orthogonally protected N?methyl-substituted-aminoglycine", PROTEIN AND PEPTIDE LETT., vol. 3, 1996, pages 219 - 224
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SCHRODER; LUBKE: "The Peptides", 1965, ACADEMIC PRESS

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10301351B2 (en) 2007-03-28 2019-05-28 President And Fellows Of Harvard College Stitched polypeptides
US9957299B2 (en) 2010-08-13 2018-05-01 Aileron Therapeutics, Inc. Peptidomimetic macrocycles
US9096684B2 (en) 2011-10-18 2015-08-04 Aileron Therapeutics, Inc. Peptidomimetic macrocycles
US9522947B2 (en) 2011-10-18 2016-12-20 Aileron Therapeutics, Inc. Peptidomimetic macrocycles
US10308699B2 (en) 2011-10-18 2019-06-04 Aileron Therapeutics, Inc. Peptidomimetic macrocycles
US10213477B2 (en) 2012-02-15 2019-02-26 Aileron Therapeutics, Inc. Peptidomimetic macrocycles
US10227380B2 (en) 2012-02-15 2019-03-12 Aileron Therapeutics, Inc. Triazole-crosslinked and thioether-crosslinked peptidomimetic macrocycles
US9845287B2 (en) 2012-11-01 2017-12-19 Aileron Therapeutics, Inc. Disubstituted amino acids and methods of preparation and use thereof
US10669230B2 (en) 2012-11-01 2020-06-02 Aileron Therapeutics, Inc. Disubstituted amino acids and methods of preparation and use thereof
US10471120B2 (en) 2014-09-24 2019-11-12 Aileron Therapeutics, Inc. Peptidomimetic macrocycles and uses thereof
US10253067B2 (en) 2015-03-20 2019-04-09 Aileron Therapeutics, Inc. Peptidomimetic macrocycles and uses thereof

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