2-(2,4-dihydroxyphenyl)-5-(E)-propenylbenzofuran promotes endothelial nitric oxide synthase activity in human endothelial cells

Biochemical Pharmacology

Volumn 84, Issue 6, 2012, Pages 804-812

  Ladurner, Angela ^a   Atanasov, Atanas G ^a   Heiss, Elke H ^a   Baumgartner, Lisa ^b   Schwaiger, Stefan ^b   Rollinger, Judith M ^b   Stuppner, Hermann ^b   Dirsch, Verena M ^a  

^a UNIVERSITY OF VIENNA   (Austria)

^b UNIVERSITY OF INNSBRUCK   (Austria)

Author keywords

AMPK; Benzofuran derivative; Ca 2+; CaMKK ; Endothelial nitric oxide synthase (eNOS)

Indexed keywords

2 (2,4 DIHYDROXYPHENYL) 5 PROPENYLBENZOFURAN; ADENYLATE KINASE; ANTIINFLAMMATORY AGENT; ARGININE; CITRULLINE; ENDOTHELIAL NITRIC OXIDE SYNTHASE; ETHYLENE GLYCOL 1,2 BIS(2 AMINOPHENYL) ETHER N,N,N',N' TETRAACETIC ACID; FLUORESCENT DYE; LIGNAN DERIVATIVE; PROTEIN KINASE B; THREONINE; UNCLASSIFIED DRUG;

ARTICLE; CALCIUM CELL LEVEL; CHELATION; CONTROLLED STUDY; DRUG INHIBITION; DRUG ISOLATION; DRUG STRUCTURE; ENZYME ACTIVITY; GEL ELECTROPHORESIS; HUMAN; HUMAN CELL; HUMAN CELL CULTURE; IMMUNOBLOTTING; KRAMERIA LAPPACEA; MEDICINAL PLANT; PRIORITY JOURNAL; PROTEIN PHOSPHORYLATION; QUANTITATIVE ANALYSIS; SIGNAL TRANSDUCTION; UMBILICAL VEIN ENDOTHELIAL CELL;

AMP-ACTIVATED PROTEIN KINASES; CALCIUM; CALCIUM-CALMODULIN-DEPENDENT PROTEIN KINASE KINASE; CHELATING AGENTS; FURANS; HUMAN UMBILICAL VEIN ENDOTHELIAL CELLS; HUMANS; INTRACELLULAR SPACE; KRAMERIACEAE; LIGNANS; NITRIC OXIDE; NITRIC OXIDE SYNTHASE TYPE III; PHOSPHORYLATION; PROTO-ONCOGENE PROTEINS C-AKT; SIGNAL TRANSDUCTION; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84864960778     PISSN: 00062952     EISSN: 18732968     Source Type: Journal    
DOI: 10.1016/j.bcp.2012.06.029     Document Type: Article

References (46)

1. T.F. Luscher, and M. Barton Biology of the endothelium Clin Cardiol 20 1997 II-3 II-10
2. S. Kinlay, P. Libby, and P. Ganz Endothelial function and coronary artery disease Curr Opin Lipidol 12 2001 383 389
3. A. Chatterjee, S.M. Black, and J.D. Catravas Endothelial nitric oxide (NO) and its pathophysiologic regulation Vascul Pharmacol 49 2008 134 140
4. J. Davignon, and P. Ganz Role of endothelial dysfunction in atherosclerosis Circulation 109 2004 III27 III32
5. U. Forstermann, and T. Munzel Endothelial nitric oxide synthase in vascular disease: from marvel to menace Circulation 113 2006 1708 1714
6. J. Loscalzo Nitric oxide insufficiency, platelet activation, and arterial thrombosis Circ Res 88 2001 756 762
7. R. De Caterina, P. Libby, H.B. Peng, V.J. Thannickal, T.B. Rajavashisth, and M.A. Gimbrone Jr. Nitric oxide decreases cytokine-induced endothelial activation Nitric oxide selectively reduces endothelial expression of adhesion molecules and proinflammatory cytokines J Clin Invest 96 1995 60 68
8. N.O. Rizzo, E. Maloney, M. Pham, I. Luttrell, H. Wessells, and S. Tateya Reduced NO-cGMP signaling contributes to vascular inflammation and insulin resistance induced by high-fat feeding Arterioscler Thromb Vasc Biol 30 2010 758 765
9. U. Forstermann Nitric oxide and oxidative stress in vascular disease Pflugers Arch 459 2010 923 939
10. D.M. Dudzinski, and T. Michel Life history of eNOS: partners and pathways Cardiovasc Res 75 2007 247 260
11. L. Li, B. Bressler, R. Prameya, K. Dorovini-Zis, and C. Van Breemen Agonist-stimulated calcium entry in primary cultures of human cerebral microvascular endothelial cells Microvasc Res 57 1999 211 226
12. T. Michel, and P.M. Vanhoutte Cellular signaling and NO production Pflugers Arch 459 2010 807 816
13. I. Fleming, and R. Busse Molecular mechanisms involved in the regulation of the endothelial nitric oxide synthase Am J Physiol Regul Integr Comp Physiol 284 2003 R1 R12
14. C.A. Schmitt, and V.M. Dirsch Modulation of endothelial nitric oxide by plant-derived products Nitric Oxide 21 2009 77 91
15. P.F. Mount, B.E. Kemp, and D.A. Power Regulation of endothelial and myocardial NO synthesis by multi-site eNOS phosphorylation J Mol Cell Cardiol 42 2007 271 279
16. Z. Halici, G.O. Dengiz, F. Odabasoglu, H. Suleyman, E. Cadirci, and M. Halici Amiodarone has anti-inflammatory and anti-oxidative properties: an experimental study in rats with carrageenan-induced paw edema Eur J Pharmacol 566 2007 215 221
17. Z.F. Hu, L.L. Chen, J. Qi, Y.H. Wang, H. Zhang, and B.Y. Yu Two new benzofuran derivatives with anti-inflammatory activity from Liriope spicata var. prolifera Fitoterapia 82 2011 190 192
18. K.Y. Hur, H.J. Seo, E.S. Kang, S.H. Kim, S. Song, and E.H. Kim Therapeutic effect of magnesium lithospermate B on neointimal formation after balloon-induced vascular injury Eur J Pharmacol 586 2008 226 233
19. K.P. Fung, L.H. Zeng, J. Wu, H.N. Wong, C.M. Lee, and P.M. Hon Demonstration of the myocardial salvage effect of lithospermic acid B isolated from the aqueous extract of Salvia miltiorrhiza Life Sci 52 1993 PL239 PL244
20. S.K. Lee, B. Cui, R.R. Mehta, A.D. Kinghorn, and J.M. Pezzuto Cytostatic mechanism and antitumor potential of novel 1H-cyclopenta[b]benzofuran lignans isolated from Aglaia elliptica Chem Biol Interact 115 1998 215 228
21. G.D. Kapche, C.D. Fozing, J.H. Donfack, G.W. Fotso, D. Amadou, and A.N. Tchana Prenylated arylbenzofuran derivatives from Morus mesozygia with antioxidant activity Phytochemistry 70 2009 216 221
22. R.Q. Mei, Y.H. Wang, G.H. Du, G.M. Liu, L. Zhang, and Y.X. Cheng Antioxidant Lignans from the Fruits of Broussonetia papyrifera J Nat Prod 72 2009 621 625
23. M. Carini, G. Aldini, M. Orioli, and Facino R.M. Antioxidant photoprotective activity of a lipophilic extract containing neolignans from Krameria triandra roots Planta Med 68 2002 193 197
24. B. Simpson The past and present uses of rhatany (Krameria, Krameriaceae) Econ Bot 45 1991 397 409
25. B.B. Simpson Krameriaceae Flora Neotropica 1989 1 108
26. L. Baumgartner, S. Sosa, A.G. Atanasov, A. Bodensieck, N. Fakhrudin, and J. Bauer Lignan derivatives from Krameria lappacea roots inhibit acute inflammation in vivo and pro-inflammatory mediators in vitro J Nat Prod 74 2011 1779 1786
27. C.J. Edgell, C.C. McDonald, and J.B. Graham Permanent cell line expressing human factor VIII-related antigen established by hybridization Proc Natl Acad Sci USA 80 1983 3734 3737
28. C.A. Schmitt, N. Handler, E.H. Heiss, T. Erker, and V.M. Dirsch No evidence for modulation of endothelial nitric oxide synthase by the olive oil polyphenol hydroxytyrosol in human endothelial cells Atherosclerosis 195 2007 e58 e64
29. J. O'Brien, I. Wilson, T. Orton, and F. Pognan Investigation of the Alamar Blue (resazurin) fluorescent dye for the assessment of mammalian cell cytotoxicity Eur J Biochem 267 2000 5421 5426
30. C.A. Schmitt, E.H. Heiss, Y. Aristei, T. Severin, and V.M. Dirsch Norfuraneol dephosphorylates eNOS at threonine 495 and enhances eNOS activity in human endothelial cells Cardiovasc Res 81 2009 750 757
31. C.G. Schalkwijk, B. van Dam, C.D. Stehouwer, and V.W. van Hinsbergh Mevastatin increases eNO synthase expression and inhibits lipid peroxidation in human endothelial cells Clin Hemorheol Microcirc 37 2007 179 184
32. S. Sen-Banerjee, S. Mir, Z. Lin, A. Hamik, G.B. Atkins, and H. Das Kruppel-like factor 2 as a novel mediator of statin effects in endothelial cells Circulation 112 2005 720 726
33. R. Heller, A. Unbehaun, B. Schellenberg, B. Mayer, G. Werner-Felmayer, and E.R. Werner l-ascorbic acid potentiates endothelial nitric oxide synthesis via a chemical stabilization of tetrahydrobiopterin J Biol Chem 276 2001 40 47
34. A. Huang, J.A. Vita, R.C. Venema, and J.F. Keaney Jr. Ascorbic acid enhances endothelial nitric-oxide synthase activity by increasing intracellular tetrahydrobiopterin J Biol Chem 275 2000 17399 17406
35. Z.P. Chen, K.I. Mitchelhill, B.J. Michell, D. Stapleton, I. Rodriguez-Crespo, and L.A. Witters AMP-activated protein kinase phosphorylation of endothelial NO synthase FEBS Lett 443 1999 285 289
36. B.J. Michell, J.E. Griffiths, K.I. Mitchelhill, I. Rodriguez-Crespo, T. Tiganis, and S. Bozinovski The Akt kinase signals directly to endothelial nitric oxide synthase Curr Biol 9 1999 845 848
37. 2+/calmodulin-dependent protein kinase kinase-beta acts upstream of AMP-activated protein kinase in mammalian cells Cell Metab 2 2005 21 33
38. B. Fisslthaler, and I. Fleming Activation and signaling by the AMP-activated protein kinase in endothelial cells Circ Res 105 2009 114 127
39. M.T. Swulius, and M.N. Waxham Ca(2+)/calmodulin-dependent protein kinases Cell Mol Life Sci 65 2008 2637 2657
40. D. Chin, and A.R. Means Calmodulin: a prototypical calcium sensor Trends Cell Biol 10 2000 322 328
41. Q. Xu, and L.Y. Si Protective effects of AMP-activated protein kinase in the cardiovascular system J Cell Mol Med 14 2010 2604 2613
42. S. Devaraj, N. Torok, M.R. Dasu, D. Samols, and I. Jialal Adiponectin decreases C-reactive protein synthesis and secretion from endothelial cells: evidence for an adipose tissue-vascular loop Arterioscler Thromb Vasc Biol 28 2008 1368 1374
43. M. Igata, H. Motoshima, K. Tsuruzoe, K. Kojima, T. Matsumura, and T. Kondo Adenosine monophosphate-activated protein kinase suppresses vascular smooth muscle cell proliferation through the inhibition of cell cycle progression Circ Res 97 2005 837 844
44. I. Fleming, B. Fisslthaler, S. Dimmeler, B.E. Kemp, and R. Busse Phosphorylation of Thr(495) regulates Ca(2+)/calmodulin-dependent endothelial nitric oxide synthase activity Circ Res 88 2001 E68 E75
45. I. Fleming Molecular mechanisms underlying the activation of eNOS Pflugers Arch 459 2010 793 806
46. 2+ signaling in the regulation of endothelial permeability Vascul Pharmacol 39 2002 173 185