Ephedrannin A and B from roots of Ephedra sinica inhibit lipopolysaccharide-induced inflammatory mediators by suppressing nuclear factor-κB activation in RAW 264.7 macrophages

International Immunopharmacology

Volumn 10, Issue 12, 2010, Pages 1616-1625

  Kim, Ik Soo ^a   Park, Young Jun ^b   Yoon, Sung Jin ^b   Lee, Hee Bong ^a  

^a Kangwon National University   (South Korea)

^b Korea Research Institute of Bioscience and Biotechnology (KRIBB)   (South Korea)

Author keywords

Cytokines; Ephedra sinica; Ephedrannin A; Ephedrannin B; Inflammation; Nuclear factor kappa B (NF B)

Indexed keywords

ANTIINFLAMMATORY AGENT; EPHEDRANNIN A; EPHEDRANNIN B; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; INTERLEUKIN 1BETA; LIPOPOLYSACCHARIDE; MITOGEN ACTIVATED PROTEIN KINASE P38; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG;

ANTIINFLAMMATORY ACTIVITY; ARTICLE; CELL ACTIVATION; CELL STIMULATION; COLUMN CHROMATOGRAPHY; CYTOKINE PRODUCTION; DRUG ISOLATION; DRUG MECHANISM; DRUG STRUCTURE; ENZYME LINKED IMMUNOSORBENT ASSAY; EPHEDRA SINICA; EXTRACTION; GEL MOBILITY SHIFT ASSAY; HUMAN; IMMUNOCYTOCHEMISTRY; INFLAMMATION; MACROPHAGE; NONHUMAN; PLANT ROOT; POLYMERASE CHAIN REACTION; PRIORITY JOURNAL; PROTEIN PHOSPHORYLATION;

ANIMALS; ANTI-INFLAMMATORY AGENTS; BLOTTING, WESTERN; CELL LINE; ELECTROPHORETIC MOBILITY SHIFT ASSAY; EPHEDRA SINICA; GENE EXPRESSION; IMMUNOHISTOCHEMISTRY; INTERLEUKIN-1; LIPOPOLYSACCHARIDES; MACROPHAGES; MICE; MOLECULAR STRUCTURE; NF-KAPPA B; NITRIC OXIDE; NITRIC OXIDE SYNTHASE TYPE II; P38 MITOGEN-ACTIVATED PROTEIN KINASES; PLANT ROOTS; PROANTHOCYANIDINS; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; TRANSCRIPTION FACTOR RELA; TUMOR NECROSIS FACTOR-ALPHA;

EID: 78650031400     PISSN: 15675769     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.intimp.2010.09.019     Document Type: Article

References (47)

1. E.A. Abourashed, A.T. El-Alfy, I.A. Khan, and L. Walker Ephedra in perspective - a current review Phytother. Res. 17 2003 703 712
2. H. Hikino, C. Konno, H. Takana, and M. Tamada Anti-inflammatory principle of Ephedra herbs Chem. Pharm. Bull. Tokyo 28 1980 2900 2904
3. C. Konno, T. Mizuno, and H. Hikino Isolation and hypoglycemic activity of ephedrans A, B, C, D and E, glycans of Ephedra distachya herbs Planta Med. 51 1985 162 163
4. K. Aoki, T. Yamakuni, M. Yoshida, and Y. Ohizumi Ephedrae herba decreases lipopolysaccharide-induced cyclooxgenase-2 protein expression and NF-kappaB-dependent transcription in C6 rat glioma cells J. Pharmacol. Sci. 98 2005 327 330
5. R. Andraws, P. Chawla, and D.L. Brown Cardiovascular effects of ephedra alkaloids: a comprehensive review Prog. Cardiovasc. Dis. 47 2005 217 225
6. G. Ma, S.A. Bavadekar, Y.M. Davis, S.G. Lalchandani, R. Nagmani, B.T. Schaneberg, I.A. Khan, and D.R. Feller Pharmacological effects of ephedrine alkaloids on human {alpha}1- and {alpha}2-adrenergic receptor subtypes J. Pharmacol. Exp. Ther. 322 2007 214 221
7. C. Dollery Therapeutic drugs 1991 Churchill Livingstone Inc New York
8. L.L. Ding, S.S. Shi, J. Cui, S.C. Wang, and Z.T. Wang Advances in research of chemical constituents and pharmacological activites of Ephedra Zhongguo Zhong Yao Za Zhi 31 2006 1661 1664
9. H. Friedrich, and H. Wiedemeyer Quantitative determination of the tannin-precursors and the tannins in Ephedra helvetica Planta Med. 30 1976 223 231
10. F. Cottiglia, L. Bonsignore, L. Casu, D. Deidda, R. Pompei, M. Casu, and C. Floris Phenolic constituents from Ephedra nebrodensis Nat. Prod. Res. 19 2005 117 123
11. H. Hikino, Y. Kiso, M. Ogata, C. Konno, K. Aisaka, H. Kubota, N. Hirose, and T. Ishihara Pharmacological actions of analogues of feruloylhistamine, an imidazole alkaloid of Ephedra roots Planta Med. 50 1984 478 480
12. M. Tamada, K. Endo, H. Hikino, and C. Kabuto Structure of ephedradine A, a hypotensive principle of Ephedra roots Tetrahedron Lett. 20 1979 873 876
13. H. Hikino, K. Ogata, C. Konno, and S. Saito Hypotensive actions of ephedradines, macrocyclic spermine alkaloids of Ephedra roots Planta Med. 48 1983 290 293
14. H. Hikino, M. Takahashi, and C. Konno Structure of ephedrannin A, a hypotensive principle of Ephedra roots Tetrahedron Lett. 23 1982 673 676
15. G.F. Pierce Macrophages: important physiologic and pathologic sources of polypeptide growth factors Am. J. Respir. Cell Mol. Biol. 2 1990 233 234
16. S. Ambs, W.G. Merriam, W.P. Bennett, E. Felley-Bosco, M.O. Ogunfusika, S.M. Oser, S. Klein, P.G. Shields, T.R. Billiar, and C.C. Harris Frequent nitric oxide synthase-2 expression in human colon adenomas: implication for tumor angiogenesis and colon cancer progression Cancer Res. 58 1998 334 341
17. K.T. Wilson, S. Fu, K.S. Ramanujam, and S.J. Metzler Increased expression of inducible nitric oxide synthase and cyclooxygenase-2 in Barrett's esophagus and associated adenocarcinoma Cancer Res. 58 1998 2929 2934
18. Q.W. Xie, Y. Kashiwabara, and C. Nathan Role of transcription factor NF-κB/Rel in induction of nitric oxide synthase J. Biol. Chem. 269 1994 4705 4708 (Pubitemid 24239438)
19. E. Heiss, C. Herhaus, K. Klimo, H. Bartsch, and C. Gerhauser Nuclear factor κB is a molecular target for sulforaphane-mediated anti-inflammatory mechanisms J. Biol. Chem. 276 2001 32008 32015
20. F. Chen, V. Castranova, X. Shi, and L.M. Demers New insights into the role of nuclear factor-κB, a ubiquitous transcription factor in the initiation of diseases Clin. Chem. 45 1999 7 17
21. J.D. Dignam, R.M. Lebovitz, and R.G. Roeder Accurate transcription initiation by RNA polymerase II in a soluble extract from isolated mammalian nuclei Nucleic Acids Res. 11 1983 1475 1489
22. Y.M. Kim, R.V. Talanian, and T.R. Billiar Nitric oxide inhibits apoptosis by preventing increases in caspase-3-like activity via two distinct mechanisms J. Biol. Chem. 272 1997 31138 31148
23. M.M. Bradford A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding Anal. Biochem. 72 1976 248 254
24. Y.M. Kim, M.E. de Vera, S.C. Watkins, and T.R. Billiar Nitric oxide protects cultured rat hepatocytes from tumor necrosis factor-α-induced apoptosis by inducing heat shock protein 70 expression J. Biol. Chem. 272 1997 1402 1411
25. S.J. Lee, W.D. Nam, H.J. Na, Y.L. Cho, K.S. Ha, J.Y. Hwang, H. Lee, S.O. Kim, Y.G. Kwon, and Y.M. Kim CT20126, a novel immunosuppressant, prevents collagen-induced arthritis through the down-regulation of inflammatory gene expression by inhibiting NF-kB activation Biochem. Pharmacol. 76 2008 79 90
26. H. Tao, L. Wang, Z. Cui, D. Zhao, and Y. Liu Dimeric proanthocyanidins from the roots of Ephedra sinica Planta Med. Lett. 74 2008 1823 1825
27. N.A. Thornberry, H.G. Bull, J.R. Calaycay, K.T. Chapman, A.D. Howard, M.J. Kostura, D.K. Miller, S.M. Molineaux, J.R. Weidner, J. Aunins, K.O. Elliston, J.M. Ayala, F.J. Casano, J. Chin, G.J.-F. Ding, L.A. Egger, E.P. Gaffney, G. Limjuco, O.C. Palyha, S.M. Raju, A.M. Rolando, J.P. Salley, T.-T. Yamin, T.D. Lee, J.E. Shively, M. MacCross, R.A. Mumford, J.A. Schmidt, and M.J. Tocci A novel heterodimeric cysteine protease is required for interleukin-1 beta processing in monocytes Nature 356 1992 768 774
28. R.A. Black, C.T. Rauch, C.J. Kozlosky, J.J. Peschon, J.L. Slack, M.F. Wolfson, B.J. Castner, K.L. Stocking, P. Reddy, S. Srinivasan, N. Nelson, N. Boiani, K.A. Schooley, M. Gerhart, R. Davis, J.N. Fitzner, R.S. Johnson, R.J. Paxton, C.J. March, and D.P. Cerretti A metalloproteinase disintegrin that releases tumour-necrosis factor-alpha from cells Nature 385 1997 729 733
29. A.R. Bilia, I. Morelli, M. Hamburger, and K. Hostettmann Flavans and A-type procyanidines from Prunus prostrata Phytochemistry 43 1996 887 892
30. M.S.M. Rawat, G. Pant, D. Prasad, R.K. Joshi, and C.B. Pande Plant growth inhibitors (proanthocyanidins) from Prunus armeniaca Biochem. Syst. Ecol. 26 1998 13 23
31. D. Prasad, G. Pant, M.S.M. Rawat, and A. Nagatsu Constituents of Rhamnus virgatus (Rhamnaceae) Biochem. Syst. Ecol. 28 2000 1027 1030
32. K.C. Spencer Specificity of action of allelochemicals; diversification of glycoside G.R. Waller, Allelochemicals: role in agriculture and forestry, ACS symposium series 330 1987 American Chemical Society Washinton, DC. 275 288
33. Y.H. Chang, S.T. Lee, and W.W. Lin Effects of cannabinoids on LPS-stimulated inflammatory mediator release from macrophage: involvement of eicosanoids J. Cell. Biochem. 81 2001 715 723
34. H. Tilg, A. Wilmer, W. Vogel, M. Herold, B. Nolchen, G. Judmaier, and C. Huber Serum levels of cytokines in chronic liver diseases Gastroenterology 103 1992 264 274
35. A. Bertolini, A. Ottani, and M. Sandrini Dual acting anti-inflammatory drugs: a reappraisal Pharmacol. Res. 44 2001 437 450
36. N.P. Turrin, and S. Rivest Molecular and cellular immune mediators of neuroprotection Mol. Neurobiol. 34 2006 221 242
37. Y.L. Lin, S.H. Tsai, S.Y. Lin-Shiau, C.T. Ho, and J.K. Lin Theaflavin-3,3′-digallate from black tea blocks the nitric oxide synthase by down-regulating the activation of NF-kappaB in macrophages Eur. J. Pharmacol. 367 1999 379 388
38. Y.J. Surh, K.S. Chun, H.H. Cha, S.S. Han, Y.S. Keum, K.K. Park, and S.S. Lee Molecular mechanisms underlying chemopreventive activities of anti-inflammatory phytochemicals: down-regulation of COX-2 and iNOS through suppression of NF-κB activation Mutat. Res. 480-481 2001 243 268
39. L. Allen-Hall, J.T. Arnason,. Cano, and R.M. Lafrenie Uncaria tomentosa acts as a potent TNF-α inhibitor through NF-κB J. Ethnopharm. 127 2010 685 693
40. F. Yang, Williem J.S. de Villers, C.J. McClain, and G.W. Varilek Green tea polyphenols block endotoxin-induced tumor necrosis factor-production and lethality in a murine model J. Nutr. 128 1998 2334 2340
41. I. Brouet, and H. Ohshima Curcumin, an anti-tumour promoter and anti-inflammatory agent, inhibits induction of nitric oxide synthase in activated macrophages Biochem. Biophys. Res. Comm. 206 1995 533 540
42. S.H. Tsai, S.Y.L. Shiau, and J.K. Lin Suppression of nitric oxide synthase and the down-regulation of the activation of NF-κB in macrophages by resveratrol Br. J. Pharm. 126 1999 673 680
43. 2-terminal kinase activation J. Pharmacol. Exp. Ther. 315 2005 1188 1195
44. S.J. Lee, S.K. Bai, K.S. Lee, S. Namkoong, H.J. Na, K.S. Ha, J.A. Han, S.V. Yim, K. Chang, Y.G. Kwon, S.K. Lee, and Y.M. Kim Astaxanthin inhibits nitric oxide production and inflammatory gene expression by suppressing IκB kinase-dependent NF-κB activation Mol. Cell 16 2003 97 105
45. Z. Dong, W. Ma, C. Huang, and C.S. Yang Inhibition of tumor promoter-induced activator protein 1 activation and cell transformation by tea polyphenols, (-)-epigallocatechin gallate, and theaflavins Cancer Res. 57 1997 4414 4419
46. B. Kaminska MAPK signaling pathways as molecular targets for anti-inflammatory therapy-from molecular mechanisms to therapeutic benefits Biochim. Biophys. Acta 1754 2005 253 262
47. S. Akira, and K. Takeda Toll-like receptor signaling Nat. Rev. Immunol. 4 2004 499 511