Sanguinarine is an allosteric activator of AMP-activated protein kinase

Biochemical and Biophysical Research Communications

Volumn 413, Issue 2, 2011, Pages 259-263

  Choi, Jiwon ^a   He, Ningning ^a   Sung, Mi Kyung ^a   Yang, Young ^a   Yoon, Sukjoon ^a  

^a Sookmyung Women's University   (South Korea)

Author keywords

Allosteric activator; AMPK; Diabetes; Energy metabolism; Obesity; Sanguinarine

Indexed keywords

ACETYL COENZYME A CARBOXYLASE; HYDROXYMETHYLGLUTARYL COENZYME A REDUCTASE KINASE; HYDROXYMETHYLGLUTARYL COENZYME A REDUCTASE KINASE 1ALPHA1GAMMA; HYDROXYMETHYLGLUTARYL COENZYME A REDUCTASE KINASE 1BETA; HYDROXYMETHYLGLUTARYL COENZYME A REDUCTASE KINASE 2BETA; LIGAND; SANGUINARINE; UNCLASSIFIED DRUG;

ALLOSTERISM; ARTICLE; DOWN REGULATION; DRUG PROTEIN BINDING; ENZYME ACTIVATION; ENZYME PHOSPHORYLATION; HUMAN; HUMAN CELL; MOLECULAR DOCKING; PRIORITY JOURNAL; PROTEIN DOMAIN;

ALLOSTERIC REGULATION; AMP-ACTIVATED PROTEIN KINASES; BENZOPHENANTHRIDINES; ENZYME ACTIVATION; HUMANS; ISOQUINOLINES; MODELS, MOLECULAR; PROTEIN CONFORMATION;

EID: 80053115768     PISSN: 0006291X     EISSN: 10902104     Source Type: Journal    
DOI: 10.1016/j.bbrc.2011.08.081     Document Type: Article

References (39)

1. Carling D. The AMP-activated protein kinase cascade - a unifying system for energy control. Trends Biochem. Sci. 2004, 29:18-24.
2. Woods A., Johnstone S.R., Dickerson K., Leiper F.C., Fryer L.G., Neumann D., Schlattner U., Wallimann T., Carlson M., Carling D. LKB1 is the upstream kinase in the AMP-activated protein kinase cascade. Curr. Biol. 2003, 13:2004-2008.
3. Hawley S.A., Pan D.A., Mustard K.J., Ross L., Bain J., Edelman A.M., Frenguelli B.G., Hardie D.G. Calmodulin-dependent protein kinase kinase-beta is an alternative upstream kinase for AMP-activated protein kinase. Cell Metab. 2005, 2:9-19.
4. Momcilovic M., Hong S.P., Carlson M. Mammalian TAK1 activates Snf1 protein kinase in yeast and phosphorylates AMP-activated protein kinase in vitro. J. Biol. Chem. 2006, 281:25336-25343.
5. Mitchelhill K.I., Stapleton D., Gao G., House C., Michell B., Katsis F., Witters L.A., Kemp B.E. Mammalian AMP-activated protein kinase shares structural and functional homology with the catalytic domain of yeast Snf1 protein kinase. J. Biol. Chem. 1994, 269:2361-2364.
6. Crute B.E., Seefeld K., Gamble J., Kemp B.E., Witters L.A. Functional domains of the alpha1 catalytic subunit of the AMP-activated protein kinase. J. Biol. Chem. 1998, 273:35347-35354.
7. Iseli T.J., Walter M., van Denderen B.J., Katsis F., Witters L.A., Kemp B.E., Michell B.J., Stapleton D. AMP-activated protein kinase beta subunit tethers alpha and gamma subunits via its C-terminal sequence (186-270). J. Biol. Chem. 2005, 280:13395-13400.
8. Hudson E.R., Pan D.A., James J., Lucocq J.M., Hawley S.A., Green K.A., Baba O., Terashima T., Hardie D.G. A novel domain in AMP-activated protein kinase causes glycogen storage bodies similar to those seen in hereditary cardiac arrhythmias. Curr. Biol. 2003, 13:861-866.
9. Sullivan J.E., Brocklehurst K.J., Marley A.E., Carey F., Carling D., Beri R.K. Inhibition of lipolysis and lipogenesis in isolated rat adipocytes with AICAR, a cell-permeable activator of AMP-activated protein kinase. FEBS Lett. 1994, 353:33-36.
10. Lochhead P.A., Salt I.P., Walker K.S., Hardie D.G., Sutherland C. 5-Aminoimidazole-4-carboxamide riboside mimics the effects of insulin on the expression of the 2 key gluconeogenic genes PEPCK and glucose-6-phosphatase. Diabetes 2000, 49:896-903.
11. Zhang L., He H., Balschi J.A. Metformin and phenformin activate AMP-activated protein kinase in the heart by increasing cytosolic AMP concentration. Am. J. Physiol. Heart Circ. Physiol. 2007, 293:H457-466.
12. Boyle J.G., Logan P.J., Ewart M.A., Reihill J.A., Ritchie S.A., Connell J.M., Cleland S.J., Salt I.P. Rosiglitazone stimulates nitric oxide synthesis in human aortic endothelial cells via AMP-activated protein kinase. J. Biol. Chem. 2008, 283:11210-11217.
13. Pang T., Zhang Z.S., Gu M., Qiu B.Y., Yu L.F., Cao P.R., Shao W., Su M.B., Li J.Y., Nan F.J., Li J. Small molecule antagonizes autoinhibition and activates AMP-activated protein kinase in cells. J. Biol. Chem. 2008, 283:16051-16060.
14. Goransson O., McBride A., Hawley S.A., Ross F.A., Shpiro N., Foretz M., Viollet B., Hardie D.G., Sakamoto K. Mechanism of action of A-769662, a valuable tool for activation of AMP-activated protein kinase. J. Biol. Chem. 2007, 282:32549-32560.
15. Turner N., Li J.Y., Gosby A., To S.W., Cheng Z., Miyoshi H., Taketo M.M., Cooney G.J., Kraegen E.W., James D.E., Hu L.H., Li J., Ye J.M. Berberine and its more biologically available derivative, dihydroberberine, inhibit mitochondrial respiratory complex I: a mechanism for the action of berberine to activate AMP-activated protein kinase and improve insulin action. Diabetes 2008, 57:1414-1418.
16. Breen D.M., Sanli T., Giacca A., Tsiani E. Stimulation of muscle cell glucose uptake by resveratrol through sirtuins and AMPK. Biochem. Biophys. Res. Commun. 2008, 374:117-122.
17. Fang X.K., Gao J., Zhu D.N. Kaempferol and quercetin isolated from Euonymus alatus improve glucose uptake of 3T3-L1 cells without adipogenesis activity. Life Sci. 2008, 82:615-622.
18. Hawley S.A., Ross F.A., Chevtzoff C., Green K.A., Evans A., Fogarty S., Towler M.C., Brown L.J., Ogunbayo O.A., Evans A.M., Hardie D.G. Use of cells expressing gamma subunit variants to identify diverse mechanisms of AMPK activation. Cell Metab. 2010, 11:554-565.
19. Mahady G.B., Beecher C.W. Quercetin-induced benzophenanthridine alkaloid production in suspension cell cultures of Sanguinaria canadensis. Planta Med. 1994, 60:553-557.
20. Kuftinec M.M., Mueller-Joseph L.J., Kopczyk R.A. Sanguinaria toothpaste and oral rinse regimen clinical efficacy in short- and long-term trials. J. Can. Dent. Assoc. 1990, 56:31-33.
21. Faddeeva M.D., Beliaeva T.N. Sanguinarine and ellipticine cytotoxic alkaloids isolated from well-known antitumor plants. Intracellular targets of their action. Tsitologiia 1997, 39:181-208.
22. Giri P., Kumar G.S. Specific binding and self-structure induction to poly(A) by the cytotoxic plant alkaloid sanguinarine. Biochim. Biophys. Acta 2007, 1770:1419-1426.
23. Maiti M., Nandi R., Chaudhuri K. Sanguinarine: a monofunctional intercalating alkaloid. FEBS Lett. 1982, 142:280-284.
24. Bai L.P., Zhao Z.Z., Cai Z., Jiang Z.H. DNA-binding affinities and sequence selectivity of quaternary benzophenanthridine alkaloids sanguinarine, chelerythrine, and nitidine. Bioorg. Med. Chem. 2006, 14:5439-5445.
25. +-ATPase. Eur. J. Pharmacol. 1979, 60:373-377.
26. Chaturvedi M.M., Kumar A., Darnay B.G., Chainy G.B., Agarwal S., Aggarwal B.B. Sanguinarine (pseudochelerythrine) is a potent inhibitor of NF-kappaB activation, IkappaBalpha phosphorylation, and degradation. J. Biol. Chem. 1997, 272:30129-30134.
27. Wang B.H., Lu Z.X., Polya G.M. Inhibition of eukaryote protein kinases by isoquinoline and oxazine alkaloids. Planta Med. 1997, 63:494-498.
28. Rodems S.M., Hamman B.D., Lin C., Zhao J., Shah S., Heidary D., Makings L., Stack J.H., Pollok B.A. A FRET-based assay platform for ultra-high density drug screening of protein kinases and phosphatases. Assay Drug Dev. Technol. 2002, 1:9-19.
29. Thompson J.D., Higgins D.G., Gibson T.J. CLUSTAL W: improving the sensitivity of progressive multiple sequence alignment through sequence weighting, position-specific gap penalties and weight matrix choice. Nucleic Acids Res. 1994, 22:4673-4680.
30. Jacobson M.P., Pincus D.L., Rapp C.S., Day T.J., Honig B., Shaw D.E., Friesner R.A. A hierarchical approach to all-atom protein loop prediction. Proteins 2004, 55:351-367.
31. W.L. DeLano. The PyMOL Molecular Graphics System, 2002. http://www.pymol.org.
32. Malikova J., Zdarilova A., Hlobilkova A. Effects of sanguinarine and chelerythrine on the cell cycle and apoptosis. Biomed. Pap. Med. Fac. Univ. Palacky Olomouc. Czech Repub. 2006, 150:5-12.
33. Cheung P.C., Salt I.P., Davies S.P., Hardie D.G., Carling D. Characterization of AMP-activated protein kinase gamma-subunit isoforms their role in AMP binding. Biochem. J. 2000, 346(3):659-669.
34. Vavvas D., Apazidis A., Saha A.K., Gamble J., Patel A., Kemp B.E., Witters L.A., Ruderman N.B. Contraction-induced changes in acetyl-CoA carboxylase and 5'-AMP-activated kinase in skeletal muscle. J. Biol. Chem. 1997, 272:13255-13261.
35. Salt I.P., Johnson G., Ashcroft S.J., Hardie D.G. AMP-activated protein kinase is activated by low glucose in cell lines derived from pancreatic beta cells, and may regulate insulin release. Biochem. J. 1998, 335(3):533-539.
36. Scott J.W., van Denderen B.J., Jorgensen S.B., Honeyman J.E., Steinberg G.R., Oakhill J.S., Iseli T.J., Koay A., Gooley P.R., Stapleton D., Kemp B.E. Thienopyridone drugs are selective activators of AMP-activated protein kinase beta1-containing complexes. Chem. Biol. 2008, 15:1220-1230.
37. Amodeo G.A., Rudolph M.J., Tong L. Crystal structure of the heterotrimer core of Saccharomyces cerevisiae AMPK homologue SNF1. Nature 2007, 449:492-495.
38. Sanders M.J., Ali Z.S., Hegarty B.D., Heath R., Snowden M.A., Carling D. 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, 282:32539-32548.
39. Cool B., Zinker B., Chiou W., Kifle L., Cao N., Perham M., Dickinson R., Adler A., Gagne G., Iyengar R., Zhao G., Marsh K., Kym P., Jung P., Camp H.S., Frevert E. Identification and characterization of a small molecule AMPK activator that treats key components of type 2 diabetes and the metabolic syndrome. Cell Metab. 2006, 3:403-416.