Title:
CYCLIC PEPTIDES AS PROTEIN TARGETING AGENTS
Document Type and Number:
WIPO Patent Application WO/2014/205317
Kind Code:
A3
Abstract:
Peptides having activity as protein binding agents are disclosed. The peptides have the following structure (I):(I) including stereoisomers, pharmaceutically acceptable salts and prodrugs thereof, wherein R, R1, L1, L2, G, M, Y1 Y2 and SEQ are as defined herein. Methods associated with preparation and use of such peptides, as well as pharmaceutical compositions comprising such peptides, are also disclosed.
Inventors:
HEATH JAMES R (US)
NAG ARUNDHATI (US)
DAS SAMIR (US)
ROHDE ROSEMARY DYANE (US)
UMEDA AIKO (US)
NAG ARUNDHATI (US)
DAS SAMIR (US)
ROHDE ROSEMARY DYANE (US)
UMEDA AIKO (US)
Application Number:
PCT/US2014/043354
Publication Date:
March 05, 2015
Filing Date:
June 20, 2014
Export Citation:
Assignee:
CALIFORNIA INST OF TECHN (US)
International Classes:
A61K49/00; A61K51/08; C07K5/06; C07K5/08; C07K5/10; C07K7/06
Domestic Patent References:
| WO2012021874A1 | 2012-02-16 | |||
| WO2013009869A2 | 2013-01-17 |
Foreign References:
| US20060008848A1 | 2006-01-12 |
Other References:
CHRISTOPHER J. BROWN ET AL: "Stapled Peptides with Improved Potency and Specificity That Activate p53", ACS CHEMICAL BIOLOGY, vol. 8, no. 3, 15 March 2013 (2013-03-15), pages 506 - 512, XP055139125, ISSN: 1554-8929, DOI: 10.1021/cb3005148
MARIO SCRIMA ET AL: "Cu I -Catalyzed Azideâ??Alkyne Intramolecular i -to-( i +4) Side-Chain-to-Side-Chain Cyclization Promotes the Formation of Helix-Like Secondary Structures", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 2010, no. 3, 1 January 2010 (2010-01-01), pages 446 - 457, XP055139031, ISSN: 1434-193X, DOI: 10.1002/ejoc.200901157
MARTIN EMPTING ET AL: ""Triazole Bridge": Disulfide-Bond Replacement by Ruthenium-Catalyzed Formation of 1,5-Disubstituted 1,2,3-Triazoles", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, vol. 50, no. 22, 23 May 2011 (2011-05-23), pages 5207 - 5211, XP055139035, ISSN: 1433-7851, DOI: 10.1002/anie.201008142
SONIA CANTEL ET AL: "Synthesis and Conformational Analysis of a Cyclic Peptide Obtained via i to i +4 Intramolecular Side-Chain to Side-Chain Azide-Alkyne 1,3-Dipolar Cycloaddition", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 73, no. 15, 1 August 2008 (2008-08-01), pages 5663 - 5674, XP055139029, ISSN: 0022-3263, DOI: 10.1021/jo800142s
STEPHEN A. COCHRANE ET AL: "Investigation of the ring-closing metathesis of peptides in water", ORGANIC & BIOMOLECULAR CHEMISTRY, vol. 11, no. 4, 1 January 2013 (2013-01-01), pages 630, XP055139122, ISSN: 1477-0520, DOI: 10.1039/c2ob26938d
PUNNA SREENIVAS ET AL: "Head-to-tail peptide cyclodimerization by copper-catalyzed azide-alkyne cycloaddition", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, WILEY - V C H VERLAG GMBH & CO. KGAA, DE, vol. 44, no. 15, 8 April 2005 (2005-04-08), pages 2215 - 2220, XP002567966, ISSN: 1433-7851, [retrieved on 20050203], DOI: 10.1002/ANIE.200461656
TAL-GAN Y ET AL: "Backbone Cyclic Peptide Inhibitors of Protein Kinase B (PKB/Akt)", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 54, no. 14, 28 July 2011 (2011-07-28), pages 5154 - 5164, XP002697059, ISSN: 0022-2623, [retrieved on 20110622], DOI: 10.1021/JM2003969
MARIO SCRIMA ET AL: "Cu I -Catalyzed Azideâ??Alkyne Intramolecular i -to-( i +4) Side-Chain-to-Side-Chain Cyclization Promotes the Formation of Helix-Like Secondary Structures", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 2010, no. 3, 1 January 2010 (2010-01-01), pages 446 - 457, XP055139031, ISSN: 1434-193X, DOI: 10.1002/ejoc.200901157
MARTIN EMPTING ET AL: ""Triazole Bridge": Disulfide-Bond Replacement by Ruthenium-Catalyzed Formation of 1,5-Disubstituted 1,2,3-Triazoles", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, vol. 50, no. 22, 23 May 2011 (2011-05-23), pages 5207 - 5211, XP055139035, ISSN: 1433-7851, DOI: 10.1002/anie.201008142
SONIA CANTEL ET AL: "Synthesis and Conformational Analysis of a Cyclic Peptide Obtained via i to i +4 Intramolecular Side-Chain to Side-Chain Azide-Alkyne 1,3-Dipolar Cycloaddition", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 73, no. 15, 1 August 2008 (2008-08-01), pages 5663 - 5674, XP055139029, ISSN: 0022-3263, DOI: 10.1021/jo800142s
STEPHEN A. COCHRANE ET AL: "Investigation of the ring-closing metathesis of peptides in water", ORGANIC & BIOMOLECULAR CHEMISTRY, vol. 11, no. 4, 1 January 2013 (2013-01-01), pages 630, XP055139122, ISSN: 1477-0520, DOI: 10.1039/c2ob26938d
PUNNA SREENIVAS ET AL: "Head-to-tail peptide cyclodimerization by copper-catalyzed azide-alkyne cycloaddition", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, WILEY - V C H VERLAG GMBH & CO. KGAA, DE, vol. 44, no. 15, 8 April 2005 (2005-04-08), pages 2215 - 2220, XP002567966, ISSN: 1433-7851, [retrieved on 20050203], DOI: 10.1002/ANIE.200461656
TAL-GAN Y ET AL: "Backbone Cyclic Peptide Inhibitors of Protein Kinase B (PKB/Akt)", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 54, no. 14, 28 July 2011 (2011-07-28), pages 5154 - 5164, XP002697059, ISSN: 0022-2623, [retrieved on 20110622], DOI: 10.1021/JM2003969
Attorney, Agent or Firm:
HARWOOD, Eric, A. et al. (Suite 5400701 Fifth Avenu, Seattle WA, US)
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