Licochalcone A potently inhibits tumor necrosis factor α-induced nuclear factor-κB activation through the direct inhibition of IκB kinase complex activation

Molecular Pharmacology

Volumn 76, Issue 4, 2009, Pages 745-753

  Funakoshi Tago, Megumi ^a   Tanabe, Saeko ^a   Tago, Kenji ^a   Itoh, Hiroshi ^b   Mashino, Tadahiko ^a   Sonoda, Yoshiko ^a   Kasahara, Tadashi ^b  

^a KEIO UNIVERSITY   (Japan)

^b NARA INSTITUTE OF SCIENCE AND TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1,1 DIMETHYL 2 PROPENYL; BENZENE DERIVATIVE; CXCL1 CHEMOKINE; CYSTEINE; ECHINATIN; GLYCOSIDE; I KAPPA B KINASE ALPHA; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; LICOCHALCONE A; MONOCYTE CHEMOTACTIC PROTEIN 1; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; DNA BINDING; DRUG BINDING; ENZYME ACTIVATION; ENZYME INHIBITION; MOUSE; NONHUMAN; NUCLEAR LOCALIZATION SIGNAL; PRIORITY JOURNAL; PROTEIN DEGRADATION; PROTEIN EXPRESSION;

ANIMALS; BASE SEQUENCE; CELL NUCLEUS; CHALCONES; DNA PRIMERS; ENZYME ACTIVATION; I-KAPPA B KINASE; MICE; NIH 3T3 CELLS; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; TRANSCRIPTION, GENETIC; TUMOR NECROSIS FACTOR-ALPHA;

EID: 70349337442     PISSN: 0026895X     EISSN: 15210111     Source Type: Journal    
DOI: 10.1124/mol.109.057448     Document Type: Article

References (37)

1. Barrett K, Taylor-Fishwick DA, Cope AP, Kissonerghis AM, Gray PW, Feldmann M, and Foxwell BM (1991) Cloning, expression and cross-linking analysis of the murine p55 tumor necrosis factor receptor. Eur J Immunol 21:1649-1656.
2. Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72:248-254.
3. Byun MS, Choi J, and Jue DM (2006) Cysteine-179 of IkappaB kinase beta plays a critical role in enzyme activation by promoting phosphorylation of activation loop serines. Exp Mol Med 38:546-552. (Pubitemid 44704053)
4. Chen G and Goeddel DV (2002) TNF-R1 signaling: a beautiful pathway. Science 296:1634-1635.
5. Chen M, Christensen SB, Blom J, Lemmich E, Nadelmann L, Fich K, Theander TG, and Kharazmi A (1993) Licochalcone A, a novel antiparasitic agent with potent activity against human pathogenic protozoan species of Leishmania. Antimicrob Agents Chemother 37:2550-2556. (Pubitemid 23357845)
6. Chow JC, Young DW, Golenbock DT, Christ WJ, and Gusovsky F (1999) Toll-like receptor-4 mediates lipopolysaccharide-induced signal transduction. J Biol Chem 274:10689-10692. (Pubitemid 129528264)
7. DiDonato JA, Hayakawa M, Rothwarf DM, Zandi E, and Karin M (1997) A cytokineresponsive IkappaB kinase that activates the transcription factor NF-kappaB. Nature 388:548-554. (Pubitemid 27339997)
8. DiDonato J, Mercurio F, Rosette C, Wu-Li J, Suyang H, Ghosh S, and Karin M (1996) Mapping of the inducible IkappaB phosphorylation sites that signal its ubiquitination and degradation. Mol Cell Biol 16:1295-1304. (Pubitemid 26095599)
9. Fukai T, Marumo A, Kaitou K, Kanda T, Terada S, and Nomura T (2002) Anti- Helicobacter pylori flavonoids from licorice extract. Life Sci 71:1449-1463. (Pubitemid 34786288)
10. Funakoshi-Tago M, Shimizu T, Tago K, Nakamura M, Itoh H, Sonoda Y, and Kasahara T (2008) Celecoxib potently inhibits TNFalpha-induced nuclear translocation and activation of NF-kappaB. Biochem Pharmacol 76:662-671.
11. Funakoshi-Tago M, Sonoda Y, Tanaka S, Hashimoto K, Tago K, Tominaga S, and Kasahara T (2003) Tumor necrosis factor-induced nuclear factor κB activation is impaired in focal adhesion kinase-deficient fibroblasts. J Biol Chem 278:29359-29365. (Pubitemid 36935853)
12. Furuhashi I, Iwata S, Shibata S, Sato T, and Inoue H (2005) Inhibition by licochalcone A, a novel flavonoid isolated from liquorice root, of IL-1beta-induced PGE2 production in human skin fibroblasts. J Pharm Pharmacol 57:1661-1666. (Pubitemid 41752280)
13. Furusawa J, Funakoshi-Tago M, Tago K, Mashino T, Inoue H, Sonoda Y, and Kasahara T (2009). Licochalcone A significantly suppresses LPS signaling path- way through the inhibition of NF-κB p65 phosphorylation at serine 276. Cell Signal 21:778-785.
14. Haraguchi H, Ishikawa H, Mizutani K, Tamura Y, and Kinoshita T (1998) Antioxidative and superoxide scavenging activities of retrochalcones in Glycyrrhiza inflata. Bioorg Med Chem 6:339-347. (Pubitemid 28144484)
15. Hatano T, Kagawa H, Yasuhara T, and Okuda T (1988) Two new flavonoids and other constituents in licorice root: their relative astringency and radical scavenging effects. Chem Pharm Bull (Tokyo) 36:2090-2097. (Pubitemid 18184659)
16. Hayden MS and Ghosh S (2008) Shared principles in NF-kappaB signaling. Cell 132:344-362.
17. Heller RA, Song K, Onasch MA, Fischer WH, Chang D, and Ringold GM (1990) Complementary DNA cloning of a receptor for tumor necrosis factor and demonstration of a shed form of the receptor. Proc Natl Acad Sci U S A 87:6151-6155. (Pubitemid 20258974)
18. Hsu H, Huang J, Shu HB, Baichwal V, and Goeddel DV (1996) TNF-dependent recruitment of the protein kinase RIP to the TNF receptor-1 signaling complex. Immunity 4:387-396. (Pubitemid 26174054)
19. Hsu H, Xiong J, and Goeddel DV (1995) The TNF receptor 1-associated protein TRADD signals cell death and NF-kappa B activation. Cell 81:495-504.
20. Jobin C, Bradham CA, Russo MP, Juma B, Narula AS, Brenner DA, and Sartor RB (1999) Curcumin blocks cytokine-mediated NF-kappa B activation and proinflammatory gene expression by inhibiting inhibitory factor I-kappa B kinase activity. J Immunol 163:3474-3483. (Pubitemid 29431852)
21. Liao W, Xiao Q, Tchikov V, Fujita K, Yang W, Wincovitch S, Garfield S, Conze D, El-Deiry WS, Schütze S, et al. (2008) CARP-2 is an endosome-associated ubiquitin ligase for RIP and regulates TNF-induced NF-kappaB activation. Curr Biol 18:641-649.
22. Liu ZG (2003) Adding facets to TNF signaling. The JNK angle. Mol Cell 12:795-796. Review.
23. Liu ZG, Hsu H, Goeddel DV, and Karin M (1996) Dissection of TNF receptor 1 effector functions: JNK activation is not linked to apoptosis while NF-kappaB activation prevents cell death. Cell 87:565-576. (Pubitemid 26374329)
24. Mercurio F, Zhu H, Murray BW, Shevchenko A, Bennett BL, Li J, Young DB, Barbosa M, Mann M, Manning A, et al. (1997) IKK-1 and IKK-2: cytokine-activated IkappaB kinases essential for NF-kappaB activation. Science 278:860-866. (Pubitemid 27467923)
25. Mukaida N, Mahe Y, and Matsushima K (1990) Cooperative interaction of nuclear factor-kappa B- and cis-regulatory enhancer binding protein-like factor binding elements in activating the interleukin-8 gene by pro-inflammatory cytokines. J Biol Chem 265:21128-21133. (Pubitemid 120014130)
26. Palombella VJ, Rando OJ, Goldberg AL, and Maniatis T (1994) The ubiquitinproteasome pathway is required for processing the NF-kappa B1 precursor protein and the activation of NF-kappa B. Cell 78:773-785. (Pubitemid 24294453)
27. Pandey MK, Sandur SK, Sung B, Sethi G, Kunnumakkara AB, and Aggarwal BB (2007) Butein, a tetrahydroxychalcone, inhibits nuclear factor (NF)-κB and NF-κB-regulated gene expression through direct inhibition of IκBα kinase β on cysteine 179 residue. J Biol Chem 282:17340-17350. (Pubitemid 47100316)
28. Park HJ, Son DJ, Lee CW, Choi MS, Lee US, Song HS, Lee JM, and Hong JT (2007) Melittin inhibits inflammatory target gene expression and mediator generation via interaction with IkappaB kinase. Biochem Pharmacol 73:237-247.
29. Ping D, Boekhoudt GH, Rogers EM, and Boss JM (1999) Nuclear factor-kappa B p65 mediates the assembly and activation of the TNF-responsive element of the murine monocyte chemoattractant-1 gene. J Immunol 162:727-734. (Pubitemid 29035393)
30. Rossi A, Kapahi P, Natoli G, Takahashi T, Chen Y, Karin M, and Santoro MG (2000) Anti-inflammatory cyclopentenone prostaglandins are direct inhibitors of IkappaB kinase. Nature 403:103-108. (Pubitemid 30038530)
31. Rothe M, Wong SC, Henzel WJ, and Goeddel DV (1994) A novel family of putative signal transducers associated with the cytoplasmic domain of the 75 kDa tumor necrosis factor receptor. Cell 78:681-692. (Pubitemid 24268590)
32. Ryffel B, Brockhaus M, Greiner B, Mihatsch MJ, and Gudat F (1991) Tumour necrosis factor receptor distribution in human lymphoid tissue. Immunology 74: 446-452.
33. Shibata S (2000) A drug over the millennia: pharmacognosy, chemistry, and pharmacology of licorice. Yakugaku Zasshi 120:849-862.
34. Wajant H, Pfizenmaier K, and Scheurich P (2003) Tumor necrosis factor signaling. Cell Death Differ 10:45-65.
35. Yamaoka S, Courtois G, Bessia C, Whiteside ST, Weil R, Agou F, Kirk HE, Kay RJ, and Israël A (1998) Complementation cloning of NEMO, a component of the IkappaB kinase complex essential for NF-kappaB activation. Cell 93:1231-1240. (Pubitemid 28307427)
36. Zandi E, Rothwarf DM, Delhase M, Hayakawa M, and Karin M (1997) The IkappaB kinase complex (IKK) contains two kinase subunits, IKKalpha and IKKbeta, necessary for IkappaB phosphorylation and NF-kappaB activation. Cell 91:243-252. (Pubitemid 27456391)
37. Zhang YH, Lin JX, and Vilcek J (1990) Interleukin-6 induction by tumor necrosis factor and interleukin-1 in human fibroblasts involves activation of a nuclear factor binding to a kappa B-like sequence. Mol Cell Biol 10:3818-3823. (Pubitemid 20198213)