A novel chromone derivative with anti-inflammatory property via inhibition of ROS-dependent activation of TRAF6-ASK1-p38 pathway

PLoS ONE

Volumn 7, Issue 6, 2012, Pages

  Liu, Hailiang ^a   Xu, Rui ^a   Feng, Lili ^a   Guo, Wenjie ^a   Cao, Ning ^a   Qian, Cheng ^a   Teng, Peng ^a   Wang, Lu ^a   Wu, Xuefeng ^a   Sun, Yang ^a   Li, Jianxin ^a   Shen, Yan ^a   Xu, Qiang ^a  

^a NANJING UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

5,7 DIHYDROXY 3 (3 OXO 3 PHENYLPROP 1 EN 1 YL) 4H CHROMEN 4 ONE; APOPTOSIS SIGNAL REGULATING KINASE 1; CHROMONE DERIVATIVE; DCO 6; INDUCIBLE NITRIC OXIDE SYNTHASE; INTERLEUKIN 1BETA; INTERLEUKIN 6; LIPOPOLYSACCHARIDE; MESSENGER RNA; MITOGEN ACTIVATED PROTEIN KINASE; MITOGEN ACTIVATED PROTEIN KINASE P38; NITRIC OXIDE; REACTIVE OXYGEN METABOLITE; STRESS ACTIVATED PROTEIN KINASE; TUMOR NECROSIS FACTOR RECEPTOR ASSOCIATED FACTOR 6; UNCLASSIFIED DRUG; 5,7-DIHYDROXY-3-(3-OXO-3-PHENYLPROP-1-EN-1-YL)-4H-CHROMEN-4-ONE; ANTIINFLAMMATORY AGENT; MAP3K5 PROTEIN, MOUSE; TUMOR NECROSIS FACTOR ALPHA;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CONTROLLED STUDY; DOWN REGULATION; DRUG STRUCTURE; ENZYME ACTIVATION; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME MECHANISM; GENE; GENE EXPRESSION REGULATION; INDUCIBLE NITRIC OXIDE SYNTHASE GENE; INTERLEUKIN 1BETA GENE; INTERLEUKIN 6 GENE; MALE; MOUSE; NONHUMAN; PERITONEUM MACROPHAGE; PHARMACOLOGICAL BLOCKING; SEPTIC SHOCK; SIGNAL TRANSDUCTION; ANIMAL; BAGG ALBINO MOUSE; CELL CULTURE; CELL LINE; CELL SURVIVAL; CHEMICAL STRUCTURE; CHEMICALLY INDUCED DISORDER; CHEMISTRY; CYTOLOGY; DRUG EFFECT; GENE EXPRESSION; GENETICS; IMMUNOBLOTTING; MACROPHAGE; METABOLISM; REVERSE TRANSCRIPTION POLYMERASE CHAIN REACTION; TUMOR CELL LINE;

ANIMALS; ANTI-INFLAMMATORY AGENTS; CELL LINE; CELL LINE, TUMOR; CELL SURVIVAL; CELLS, CULTURED; CHROMONES; GENE EXPRESSION; IMMUNOBLOTTING; INTERLEUKIN-1BETA; LIPOPOLYSACCHARIDES; MACROPHAGES; MACROPHAGES, PERITONEAL; MALE; MAP KINASE KINASE KINASE 5; MICE; MICE, INBRED BALB C; MOLECULAR STRUCTURE; P38 MITOGEN-ACTIVATED PROTEIN KINASES; REACTIVE OXYGEN SPECIES; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; SHOCK, SEPTIC; SIGNAL TRANSDUCTION; TNF RECEPTOR-ASSOCIATED FACTOR 6; TUMOR NECROSIS FACTOR-ALPHA;

EID: 84862487899     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0037168     Document Type: Article

References (37)

1. Akira S, Uematsu S, Takeuchi O, (2006) Pathogen Recognition and Innate Immunity. Cell 124: 783-801.
2. Underhill DM, Ozinsky A, (2002) Phagocytosis of microbes: complexity in action. Annu Rev Immunol 20: 825-852.
3. Li W, Ashok M, Li J, Yang H, Sama AE, et al. (2007) A major ingredient of green tea rescues mice from lethal sepsis partly by inhibiting HMGB1. PLoS One 2: e1153.
4. Takeuchi O, Akira S, (2010) Pattern recognition receptors and inflammation. Cell 140: 805-820.
5. Cohen J, (2002) The immunopathogenesis of sepsis. Nature 420: 885-891.
6. Medzhitov R, (2001) Toll-like receptors and innate immunity. Nat Rev Immunol 1: 135-145.
7. Schnare M, Barton GM, Holt AC, Takeda K, Akira S, et al. (2001) Toll-like receptors control activation of adaptive immune responses. Nat Immunol 2: 947-950.
8. Hoffmann JA, Reichhart JM, (2002) Drosophila innate immunity: an evolutionary perspective. Nat Immunol 3: 121-126.
9. Takatsuna H, Kato H, Gohda J, Akiyama T, Moriya A, et al. (2003) Identification of TIFA as an adapter protein that links tumor necrosis factor receptor-associated factor 6 (TRAF6) to interleukin-1 (IL-1) receptor-associated kinase-1 (IRAK-1) in IL-1 receptor signaling. Journal of Biological Chemistry 278: 12144-12150.
10. Funakoshi-Tago M, Tago K, Sonoda Y, Tominaga S, Kasahara T, (2003) TRAF6 and C-SRC induce synergistic AP-1 activation via PI3-kinase-AKT-JNK pathway. Eur J Biochem 270: 1257-1268.
11. Matsuzawa A, Saegusa K, Noguchi T, Sadamitsu C, Nishitoh H, et al. (2005) ROS-dependent activation of the TRAF6-ASK1-p38 pathway is selectively required for TLR4-mediated innate immunity. Nat Immunol 6: 587-592.
12. Nishitoh H, Matsuzawa A, Tobiume K, Saegusa K, Takeda K, et al. (2002) ASK1 is essential for endoplasmic reticulum stress-induced neuronal cell death triggered by expanded polyglutamine repeats. Genes Dev 16: 1345-1355.
13. Ichijo H, Nishida E, Irie K, ten Dijke P, Saitoh M, et al. (1997) Induction of apoptosis by ASK1, a mammalian MAPKKK that activates SAPK/JNK and p38 signaling pathways. Science 275: 90-94.
14. Matsuzawa A, Ichijo H, (2001) Molecular mechanisms of the decision between life and death: regulation of apoptosis by apoptosis signal-regulating kinase 1. J Biochem 130: 1-8.
15. Sharma SK, Kumar S, Chand K, Kathuria A, Gupta A, et al. (2011) An update on natural occurrence and biological activity of chromones. Curr Med Chem 18: 3825-3852.
16. Liu GB, Xu JL, Geng M, Xu R, Hui RR, et al. (2010) Synthesis of a novel series of diphenolic chromone derivatives as inhibitors of NO production in LPS-activated RAW264.7 macrophages. Bioorg Med Chem 18: 2864-2871.
17. Leon CG, Tory R, Jia J, Sivak O, Wasan KM, (2008) Discovery and development of toll-like receptor 4 (TLR4) antagonists: a new paradigm for treating sepsis and other diseases. Pharm Res 25: 1751-1761.
18. Hsu HY, Wen MH, (2002) Lipopolysaccharide-mediated reactive oxygen species and signal transduction in the regulation of interleukin-1 gene expression. J Biol Chem 277: 22131-22139.
19. Kristof AS, Marks-Konczalik J, Moss J, (2001) Mitogen-activated protein kinases mediate activator protein-1-dependent human inducible nitric-oxide synthase promoter activation. J Biol Chem 276: 8445-8452.
20. Guan Z, Buckman SY, Pentland AP, Templeton DJ, Morrison AR, (1998) Induction of cyclooxygenase-2 by the activated MEKK1-> SEK1/MKK4->p38 mitogen-activated protein kinase pathway. J Biol Chem 273: 12901-12908.
21. Kirkwood KL, Rossa C Jr, (2009) The potential of p38 MAPK inhibitors to modulate periodontal infections. Curr Drug Metab 10: 55-67.
22. Dai JN, Zong Y, Zhong LM, Li YM, Zhang W, et al. (2011) Gastrodin inhibits expression of inducible NO synthase, cyclooxygenase-2 and proinflammatory cytokines in cultured LPS-stimulated microglia via MAPK pathways. PLoS One 6: e21891.
23. Zhu W, Downey JS, Gu J, Di Padova F, Gram H, et al. (2000) Regulation of TNF expression by multiple mitogen-activated protein kinase pathways. J Immunol 164: 6349-6358.
24. Ho FM, Lai CC, Huang LJ, Kuo TC, Chao CM, et al. (2004) The anti-inflammatory carbazole, LCY-2-CHO, inhibits lipopolysaccharide-induced inflammatory mediator expression through inhibition of the p38 mitogen-activated protein kinase signaling pathway in macrophages. Br J Pharmacol 141: 1037-1047.
25. Thannickal VJ, Fanburg BL, (2000) Reactive oxygen species in cell signaling. American Journal of Physiology-Lung Cellular and Molecular Physiology 279: L1005-L1028.
26. Kamata H, Hirata H, (1999) Redox regulation of cellular signalling. Cellular Signalling 11: 1-14.
27. Haschemi A, Chin BY, Jeitler M, Esterbauer H, Wagner O, et al. (2011) Carbon monoxide induced PPARgamma SUMOylation and UCP2 block inflammatory gene expression in macrophages. PLoS One 6: e26376.
28. Schindler JF, Monahan JB, Smith WG, (2007) p38 pathway kinases as anti-inflammatory drug targets. J Dent Res 86: 800-811.
29. Underwood DC, Osborn RR, Kotzer CJ, Adams JL, Lee JC, et al. (2000) SB 239063, a potent p38 MAP kinase inhibitor, reduces inflammatory cytokine production, airways eosinophil infiltration, and persistence. J Pharmacol Exp Ther 293: 281-288.
30. Badger AM, Bradbeer JN, Votta B, Lee JC, Adams JL, et al. (1996) Pharmacological profile of SB 203580, a selective inhibitor of cytokine suppressive binding protein/p38 kinase, in animal models of arthritis, bone resorption, endotoxin shock and immune function. J Pharmacol Exp Ther 279: 1453-1461.
31. Branger J, van den Blink B, Weijer S, Madwed J, Bos CL, et al. (2002) Anti-inflammatory effects of a p38 mitogen-activated protein kinase inhibitor during human endotoxemia. J Immunol 168: 4070-4077.
32. Cohen S, Fleischmann R, (2010) Kinase inhibitors: a new approach to rheumatoid arthritis treatment. Curr Opin Rheumatol 22: 330-335.
33. Ramos L, Pena G, Cai B, Deitch EA, Ulloa L, (2010) Mast cell stabilization improves survival by preventing apoptosis in sepsis. J Immunol 185: 709-716.
34. Dyrager C, Mollers LN, Kjall LK, Alao JP, Diner P, et al. (2011) Design, Synthesis, and Biological Evaluation of Chromone-Based p38 MAP Kinase Inhibitors. J Med Chem.
35. Wang L, Shen Y, Song R, Sun Y, Xu J, et al. (2009) An anticancer effect of curcumin mediated by down-regulating phosphatase of regenerating liver-3 expression on highly metastatic melanoma cells. Mol Pharmacol 76: 1238-1245.
36. Song R, Qian F, Li YP, Sheng X, Cao SX, et al. (2009) Phosphatase of regenerating liver-3 localizes to cyto-membrane and is required for B16F1 melanoma cell metastasis in vitro and in vivo. PLoS One 4: e4450.
37. Xu J, Cao S, Wang L, Xu R, Chen G, et al. (2011) VEGF promotes the transcription of the human PRL-3 gene in HUVEC through transcription factor MEF2C. PLoS One 6: e27165.