Direct AMP-activated protein kinase activators: a review of evidence from the patent literature

Bibliography

• Dyck JRB, Gao G, Widmer J, Regulation of 5'-AMP-activated protein kinase activity by the noncatalytic beta and γ subunits. J Biol Chem 1996;271:17798-803
   PubMed Web of Science ®Google Scholar
• Davies SP, Hawley SA, Woods A, Purification of the AMP-activated protein kinase on ATP-gamma-sepharose and analysis of its subunit structure. Eur J Biochem 1994;223:351-7
   PubMedGoogle Scholar
• Woods A, Cheung PCF, Smith FC, Characterization of AMP-activated protein kinase beta and gamma subunits. Assembly of the heterotrimeric complex in vitro. J Biol Chem 1996;271:10282-90
   PubMed Web of Science ®Google Scholar
• Stapleton D, Mitchelhill KI, Gao G, Mammalian AMP-activated protein kinase subfamily. J Biol Chem 1996;271:611-14
   PubMed Web of Science ®Google Scholar
• Cheung PCF, Salt IP, Davies SP, Characterization of AMP-activated protein kinase γ-subunit isoforms and their role in AMP binding. Biochem J 2000;346:659-69
   PubMed Web of Science ®Google Scholar
• Steinberg GR, Kemp BE. AMPK in health and disease. Physiol Rev 2009;89:1028-78
   Google Scholar
• Ignoul S, Eggermont J. CBS domains: structure, function and pathology in human proteins. Physiol Cell Physiol 2005;289:C1369-78
   PubMed Web of Science ®Google Scholar
• Chen L, Wang J, Zhang Y, AMP-activated protein kinase undergoes nucleotide-dependent conformational changes. Nat Struc Mol Biol 2012;19:716-18
   PubMed Web of Science ®Google Scholar
• Oakhill JS, Chen Z-P, Scott JW, beta-Subunit myristoylation is the gatekeeper for initiating metabolic stress sensing by AMP-activated protein kinase (AMPK). Proc Natl Acad Sci 2010;107:19237-41
   PubMed Web of Science ®Google Scholar
• Oakhill JS, Steel R, Chen Z-P, AMPK is a direct adenylate charge-regulated protein kinase. Science 2011;332:1433-5
   PubMed Web of Science ®Google Scholar
• Davies SP, Helps NR, Cohen PT, 5'-AMP inhibits dephosphorylation, as well as promoting phosphorylation, of the AMP-activated protein kinase. Studies using bacterially expressed human protein phosphatase-2C alpha and native bovine protein phosphatase-2AC. FEBS Lett 1995;377:421-5
   PubMed Web of Science ®Google Scholar
• Xiao B, Sanders MJ, Underwood E, Structure of mammalian AMPK and its regulation by ADP. Nature 2011;472:230-3
   PubMed Web of Science ®Google Scholar
• Scott JW, Hawley SA, Green KA, CBS domains form energy-sensing modules whose binding of adenosine ligands is disrupted by disease mutations. J Clin Invest 2004;113:274-84
   PubMed Web of Science ®Google Scholar
• Suter M, Riek U, Tuerk R, Dissecting the role of 5'-AMP for allosteric stimulation, activation, and deactivation of AMP-activated protein kinase. J Biol Chem 2006;281:32207-16
   PubMed Web of Science ®Google Scholar
• Adams J, Chen ZP, van Denderen BJ, Intrasteric control of AMPK via the gamma1 subunit AMP allosteric regulatory site. Protein Sci 2004;13:155-65
   PubMed Web of Science ®Google Scholar
• Hardie DG, Ross FA, Hawley SA. AMPK: a nutrient and Energy sensor that maintains energy homeostasis. Nat Rev Mol Cell Biol 2012;13:251-62
   PubMed Web of Science ®Google Scholar
• Salt IP, Palmer TM. Exploiting the anti-inflammatory effects of AMP-activated protein kinase activation. Exp Op Invest Drugs 2012;21:11561167
   Google Scholar
• Shaw RJ, Kosmatka M, Bardeesy N, The tumor suppressor LKB1 kinase directly activates AMP-activated kinase and regulates apoptosis in response to energy stress. Proc Natl Acad Sci 2004;101:3329-35
   PubMed Web of Science ®Google Scholar
• Carattino MD, Edinger RS, Grieser HJ, Epithelial sodium channel inhibition by AMP-activated protein kinase in oocytes and polarized renal epithelial cells. J Biol Chem 2005;280:17608-16
   PubMedGoogle Scholar
• Klein H, Garneau L, Trinh NT, Inhibition of the KCa3.1 channels by AMP-activated protein kinase in human airway epithelial cells. Am J Physiol Cell Physiol 2009;296:C285-95
   Google Scholar
• Kongsuphol P, Cassidy D, Hieke B, Mechanistic insight into control of CFTR by AMPK. J Biol Chem 2009;284:5645-53
   Google Scholar
• Kreneisz O, Benoit JP, Bayliss DA, AMP-activated protein kinase inhibits TREK channels. J Physiol 2009;587:5819-30
   Google Scholar
• Hardie DG, Carling D, Gamblin SJ. AMP-activated protein kinase: also regulated by ADP? Trends Biochem Sci 2011;36:470-7
   PubMed Web of Science ®Google Scholar
• Fogarty S, Hardie DG. Development of protein kinase activators: AMPK as a target in metabolic disorders and cancer. Biochim Biophys Acta 2010;1804:581-91
   PubMed Web of Science ®Google Scholar
• Yun H, Ha J. AMP-activated protein kinase modulators: a patent review. (2006-2010). Exp Op Ther Pat 2011;21:983-1005
   PubMed Web of Science ®Google Scholar
• Zhou G, Myers R, Li Y, Role of AMP-activated protein kinase in mechanism of metformin action. J Clin Invest 2001;108:1167-74
   PubMed Web of Science ®Google Scholar
• Hawley SA, Ross FA, Chevtzoff C, Use of cells ex pressing gamma subunit variants to identify diverse mechanisms of AMPK activation. Cell Metab 2010;11:554-65
   PubMed Web of Science ®Google Scholar
• Kou R, Sartoretto J, Michel T. Regulation of Rac1 by simvastatin in endothelial cells: differential roles of AMP-activated protein kinase and calmodulin-dependent kinase kinase-beta. J Biol Chem 2009;284:14734-43
   PubMed Web of Science ®Google Scholar
• Minokoshi Y, Kim YB, Peroni OD, Leptin stimulates fatty-acid oxidation by activating AMP-activated protein kinase. Nature 2002;415:339-43
   PubMed Web of Science ®Google Scholar
• Corton JM, Gillespie JG, Hawley SA, 5-aminoimidazole-4-carboxamide ribonucleoside: a specific method for activating AMP-activated protein kinase in intact cells? FEBS J 2005;229:558-65
   Google Scholar
• Fujii N, Jessen N, Goodyear LJ. AMP-activated protein kinase and the regulation of glucose transport. Am J Physiol Endocrinol Metab 2006;291:E877-7
   Google Scholar
• Guigas B, Bertrand L, Taleux N, 5-aminoimidazole-4-carboxamide-1-beta-D-ribofuranoside and metformin inhibit hepatic glucose phosphorylation by an AMP-activated protein kinase-independent effect on glucokinase translocation. Diabetes 2006;55:865-74
   PubMed Web of Science ®Google Scholar
• Abbott Laboratories. Preparation of substituted thieno[2,3-b]pyridones as activators for AMP-activated kinase for the treatment of diabetes and obesity. 2005; US20050038068
   Google Scholar
• Zhao G, Iyengar RR, Judd AS, Discovery and SAR development of thienopyridones: a class of small molecule AMPK activators. Bioorg Med Chem Lett 2007;17:3254-7
   Google Scholar
• Iyengar RR, Zhao G, Judd AS, Discovery and SAR studies of thienopyridones: A class of small molecule AMPK activators. 233rd ACS National Meeting; 25 – 29 March 2007; MEDI-231 Chicago, IL, United States
   Google Scholar
• Iyengar RR, Zhao G, Judd AS, Discovery and SAR studies of thienopyridones: A class of small molecule AMPK activators. 230th ACS National Meeting; August 28 – September 1 2005; MEDI-377 Washington, DC, United States
   Google Scholar
• Cool B, Zinker B, Chiou W, Identification and characterization of a small molecule AMPK activator that treats key components of type 2 diabetes and the metabolic syndrome. Cell Metabol 2006;3:403-16
   PubMed Web of Science ®Google Scholar
• Goeransson O, McBride A, Hawley SA, Mechanism of action of A-769662, a valuable tool for activation of AMP-activated protein kinase. J Biol Chem 2007;282:32549-60
   Google Scholar
• Sanders MJ, Ali ZS, Hegarty BD, Defining the mechanism of activation of AMP-activated protein kinase by the small molecule A-769662, a member of the thienopyridone family. J Biol Chem 2007;282:32539-48
   PubMed Web of Science ®Google Scholar
• Scott JW, van Denderen BJW, Jorgensen SB, Thienopyridone drugs are selective activators of AMP-activated protein kinase beta1-containing complexes. Chem Biol 2008;15:1220-30
   PubMedGoogle Scholar
• Zhou Y, Wang D, Zhu Q, Inhibitory effects of A-769662, a novel activator of AMP-activated protein kinase, on 3T3-L1 adipogenesis. Biol Pharm Bull 2009;32:993-8
   PubMedGoogle Scholar
• Huang X, Wullschleger S, Shpiro N, Important role of the LKB1-AMPK pathway in suppressing tumorigenesis in PTEN-deficient mice. Biochem J 2008;412:211-21
   PubMed Web of Science ®Google Scholar
• Kim AS, Miller EJ, Wright TM, A small molecule AMPK activator protects the heart against ischemia-reperfusion injury. J Mol Cell Cardiol 2011;51:24-32
   PubMed Web of Science ®Google Scholar
• Moreno D, Knecht E, Viollet B, A769662, a novel activator of AMP-activated protein kinase, inhibits non-proteolytic components of the 26S proteasome by an AMPK-independent mechanism. FEBS Lett 2008;582:2650-4
   PubMed Web of Science ®Google Scholar
• Benziane B, Bjoernholm M, Lantier L, AMP-activated protein kinase activator A-769662 is an inhibitor of the Na+-K+-ATPase. Am J Physiol 2009;297:C1554-66
   Google Scholar
• Treebak JT, Birk JB, Hansen BF, A-769662 activates AMPK beta1-containing complexes but induces glucose uptake through a PI3-kinase-dependent pathway in mouse skeletal muscle. Am J Physiol 2009;297:C1041-52
   Google Scholar
• Merck Patent GMBH. Use of thienopyridone derivatives as AMPK activators and pharmaceutical compositions containing them. 2007; WO2007019914
   Google Scholar
• Merck Patent GMBH. Thienopyridone derivatives as AMP-activated protein kinase (AMPK) activators and their preparation, pharmaceutical compositions, and use in the treatment of diseases. 2009; WO2009124636
   Google Scholar
• Merck Patent GMBH. Preparation of thieno[2,3-b]pyridin-6-one derivatives as AMP-activated protein kinase (AMPK) activators. 2009; WO2009135580
   Google Scholar
• Merck Patent GMBH. Imidazole derivatives as AMPK activators, their preparation, pharmaceutical compositions, and use in therapy. 2008; WO2008006432
   Google Scholar
• Merck Patent GMBH. Preparation of quinoxalinediones as AMPK activators. 2009; WO2009152909
   Google Scholar
• Mercury Therapeutics, Inc. AMP kinase modulators. 2009; WO2009100130
   Google Scholar
• Blazquez C, Woods A, De Ceballos ML, The AMP-activated protein kinase is involved in the regulation of ketone body production by astrocytes. J Neurochem 1999;73:1674-82
   Google Scholar
• Merck Sharp & Dohme Corp., Metabasis Therapeutics, Inc. Novel cyclic benzimidazole derivatives useful anti-diabetic agents. 2010; WO2010036613
   Google Scholar
• Merck Sharp & Dohme Corp., Metabasis Therapeutics, Inc. Novel cyclic benzimidazole derivatives useful anti-diabetic agents. 2010; WO2010047982
   Google Scholar
• Merck Sharp & Dohme Corp., Metabasis Therapeutics, Inc. Novel cyclic benzimidazole derivatives useful anti-diabetic agents. 2010; WO2010051176
   Google Scholar
• Merck Sharp & Dohme Corp., Metabasis Therapeutics, Inc. Novel cyclic benzimidazole derivatives as AMP-activated protein kinase activators and anti-diabetic agents and their preparation. 2010; WO2010051206
   Google Scholar
• Merck Sharp & Dohme Corp. Novel cyclic benzimidazole derivatives useful anti-diabetic agents. 2011; WO2011106273
   Google Scholar
• Merck Sharp & Dohme Corp. Novel cyclic azabenzimidazole derivatives useful as anti-diabetic agents. 2012; WO2012116145
   Google Scholar
• GlaxoSmithKline LLC. Pyrrolopyridone derivatives as activators of AMPK and their preparation and use in the treatment of diseases. 2011; WO2011029855
   Google Scholar
• GlaxoSmithKline LLC. Preparation of pyrrolo[3,2-d]pyrimidin-3-yl derivatives used as activators of AMPK. 2011; WO2011138307
   Google Scholar
• Mirguet O, Bouillot A, Daugan A, Discovery of AMPK direct activators for the treatment of diabetes. 243rd ACS National Meeting; 25 – 29 March 2012; MEDI-189 San Diego, CA, United States
   Google Scholar
• GlaxoSmithKline LLC. 1H-pyrollo[3,2-d]pyrimidinedione derivatives. 2012; WO2012119979
   Google Scholar
• GlaxoSmithKline LLC. Quinolinone derivatives. 2012; WO2012119978
   Google Scholar
• F. Hoffmann-La Roche AG. Preparation of alkene oxindole derivatives as activators of AMP activated protein kinase. 2011; WO2011032320
   Google Scholar
• F. Hoffmann-La Roche AG. Preparation of alkene oxindole derivatives as activators of AMP activated protein kinase. 2011; WO2011033099
   Google Scholar
• F. Hoffmann-La Roche AG. Spiro-cyclopropane-indolinone derivatives as AMPK modulators and their preparation, pharmaceutical compositions and use in the treatment of diseases. 2011; WO2011069298
   Google Scholar
• F. Hoffmann-La Roche AG. Sprio indole–cyclopropane indolinones useful as AMPK modulators. 2011; WO2011070039
   Google Scholar
• F. Hoffmann-La Roche AG. Preparation of 3,3-dimethyl-1,2,3,4-tetrahydroquinoline derivatives as activators of AMP-activated protein kinase (AMPK). 2011; WO2011128251
   Google Scholar
• F. Hoffmann-La Roche AG. Preparation of novel tetrahydroquinoline derivatives as AMPK. 2012; WO2012001020
   Google Scholar
• Poxel. Thieno [2,3-B] pyredinedione activators of AMPK and theraputic uses thereof. 2011; WO2011080277
   Google Scholar
• Shionogi & Co., Ltd. Hetero ring-fused imidazole derivative having AMPK activating effect. 2012; WO2012033149
   Google Scholar
• Pang T, Zhang Z-S, Gu M, Small Molecule antagonizes autoinhibition and activates AMP-activated protein kinase in cells. J Biol Chem 2008;283:16051-60
   PubMed Web of Science ®Google Scholar