Identification of Benzimidazole Diamides as Selective Inhibitors of the Nucleotide-Binding Oligomerization Domain 2 (NOD2) Signaling Pathway

PLoS ONE

Volumn 8, Issue 8, 2013, Pages

  Rickard, David J ^a   Sehon, Clark A ^a   Kasparcova, Viera ^a   Kallal, Lorena A ^a   Zeng, Xin ^a   Montoute, Monica N ^a   Chordia, Tushar ^a   Poore, Derek D ^a   Li, Hu ^a   Wu, Zining ^a   Eidam, Patrick M ^a   Haile, Pamela A ^a   Yu, Jong ^a   Emery, John G ^a   Marquis, Robert W ^a   Gough, Peter J ^a   Bertin, John ^a  

^a GLAXOSMITHKLINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZIMIDAZOLE DIAMIDE DERIVATIVE; CASPASE RECRUITMENT DOMAIN PROTEIN 15; CASPASE RECRUITMENT DOMAIN PROTEIN 4; GSK 669; GSK 717; INTERLEUKIN 8; PROTEIN INHIBITOR; SINGLE STRANDED RNA; TOLL LIKE RECEPTOR 2; UNCLASSIFIED DRUG;

ARTICLE; CONCENTRATION RESPONSE; CONTROLLED STUDY; CYTOKINE PRODUCTION; DRUG DETERMINATION; DRUG EFFECT; DRUG MECHANISM; DRUG SCREENING; ENZYME INHIBITION; HUMAN; HUMAN CELL; IC 50; MONOCYTE; PRIMARY CELL CULTURE; PROTEIN EXPRESSION; PROTEIN METHYLATION; SIGNAL TRANSDUCTION; STRUCTURE ACTIVITY RELATION;

AMIDES; BENZIMIDAZOLES; CYTOKINES; HEK293 CELLS; HUMANS; MAP KINASE SIGNALING SYSTEM; MONOCYTES; NF-KAPPA B; NOD2 SIGNALING ADAPTOR PROTEIN; SIGNAL TRANSDUCTION; STRUCTURE-ACTIVITY RELATIONSHIP; TOLL-LIKE RECEPTOR 2;

EID: 84881019813     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0069619     Document Type: Article

References (29)

1. Lecat A, Piette J, Legrand-Poels S, (2010) The protein NOD2: an innate receptor more complex than previously assumed. Biochem Pharmacol 80: 2021-2031.
2. Inohara N, Ogura Y, Fontalba A, Gutierrez O, Pons F, et al. (2003) Host recognition of bacterial muramyl dipeptide mediated through NOD2. J Biol Chem 278: 5509-5512.
3. Mo JY, Boyle JP, Howard CB, Monie TP, Davis BK, et al. (2012) Pathogen sensing by nucleotide-binding domain-containing protein-2 (NOD2) is mediated by direct binding to muramyl dipeptide and ATP. J Biol Chem 287: 23057-23067.
4. Hasegawa M, Fujimoto Y, Lucas PC, Nakano H, Fukase K, et al. (2008) A critical role of RICK/RIP2 polyubiquitination in Nod-induced NF-κB activation. EMBO J 27: 373-383.
5. Inohara N, Koseki T, Lin J, del Peso L, Lucas PC, et al. (2000) An induced proximity model for NF-κB activation in the Nod1/RICK and RIP signaling pathways. J Biol Chem 275: 27823-27831.
6. Li J, Moran T, Swanson E, Julian C, Harris J, et al. (2004) Regulation of IL-8 and IL-1β expression in Crohn's disease associated NOD2/CARD15 mutations. Hum Mol Genet 13: 1715-1725.
7. Kobayashi KS, Chamaillard M, Ogura Y, Henegariu O, Inohara N, et al. (2005) Nod2-dependent regulation of innate and adaptive immunity in the intestinal tract. Science 307: 731-734.
8. Park JH, Kim YG, McDonald C, Kanneganti TD, Hasegawa M, et al. (2007) RICK/RIP2 mediates innate immune responses induced through Nod1 and Nod2 but not TLRs. J Immunol 178: 2380-2386.
9. Netea MG, Ferwerda G, de Jong DJ, Jansen T, Jacobs L, et al. (2005) Nucleotide-binding oligomerization domain-2 modulates specific TLR pathways for the induction of cytokine release. J Immunol 174: 6518-6523.
10. van Heel DA, Ghosh S, Hunt KA, Mathew CG, Forbes A, et al. (2005) Synergy between TLR9 and NOD2 innate immune response is lost in genetic Crohn's disease. Gut 54: 1553-1557.
11. Magalhaes JG, Fritz JH, Le Bourhis L, Sellge G, Travassos LH, et al. (2008) NOD2-dependent Th2 polarization of antigen-specific immunity. J Immunol 181: 7925-7935.
12. Geddes K, Magalhaes JG, Girardin SE, (2009) Unleashing the therapeutic potential of NOD-like receptors. Nat Rev Drug Disc 8: 465-479.
13. Rose CD, Martin TM, Wouters CH, (2011) Blau syndrome revisited. Curr Opin Rheumatol 23: 411-418.
14. Strober W, Watanabe T, (2011) NOD2, an intracellular innate immune sensor involved in host defense and Crohn's disease. Mucosal Immunol 4: 484-495.
15. Sato H, Williams HRT, Spagnolo P, Abdallah A, Ahmad T, et al. (2010) CARD15/NOD2 polymorphisms are associated with severe pulmonary sarcoidosis. Eur Respir J 35: 324-330.
16. Hysi P, Kabesch M, Moffatt MF, Schedel M, Carr D, et al. (2005) NOD1 variation, immunoglobulin E and asthma. Hum Mol Genet 14: 935-941.
17. Huang S, Zhao L, Kim K, Lee DS, Hwang DH, (2008) Inhibition of Nod2 signaling and target gene expression by curcumin. Mol Pharmacol 74: 274-281.
18. Bielig H, Velder J, Saiai A, Menning M, Meemboor S, et al. (2010) Anti-inflammatory arene-chromium complexes acting as specific inhibitors of NOD2 signaling. ChemMedChem 5: 2065-2071.
19. Condreay JP, Witherspoon SM, Clay WC, Kost TA, (1999) Transient and stable gene expression in mammalian cells transduced with a recombinant baculovirus vector. Proc Natl Acad Sci USA 96: 127-132.
20. Zhao L, Kwon M-J, Huang S, Lee JY, Fukase K, et al. (2007) Differential modulation of Nods signaling pathways by fatty acids in human colonic epithelial HCT116 cells. J Biol Chem 282: 11618-11628.
21. Ogura Y, Bonen DK, Inohara N, Nicolae DL, Chen FF, et al. (2001) A frameshift mutation in NOD2 associated with susceptibility to Crohn's disease. Nature 411: 603-606.
22. Ogura Y, Inohara N, Benito A, Chen FF, Yamaoka S, et al. (2001) Nod2, a Nod1/Apaf-1 family member that is restricted to monocytes and activates NF-κB. J Biol Chem 276: 4812-4818.
23. Sabbah A, Chang TH, Harnach R, Frohlich V, Tominaga K, et al. (2009) Activation of innate immune antiviral responses by Nod2. Nat Immunol 10: 1073-1080.
24. Marina-Garcia N, Franchi L, Kim Y-G, Hu Y, Smith DE, et al. (2009) Clathrin- and dynamin-dependent endocytic pathway regulates muramyl dipeptide internalization and NOD2 activation. J Immunol 182: 4321-4327.
25. Barnich N, Hisamatsu T, Aguirre JE, Xavier R, Reinecker H-C, et al. (2005) GRIM-19 interacts with nucleotide oligomerization domain 2 and serves as downstream effector of anti-bacterial function in intestinal epithelial cells. J Biol Chem 280: 19021-19026.
26. Zurek B, Schoultz I, Neerincx A, Napolitano LM, Birkner K, et al. (2012) TRIM27 negatively regulates NOD2 by ubiquitination and proteasomal degradation. PLoS ONE 7: e41255.
27. Askari N, Correa RG, Zhai D, Reed JC, (2012) Expression, purification and characterization of recombinant NOD1 (NLRC1): a NLR family member. J Biotech 157: 75-81.
28. Correa RG, Khan PM, Askari N, Zhai D, Gerlic M, et al. (2011) Discovery and characterization of 2-aminobenzimidazole derivatives as selective NOD1 inhibitors. Chemistry Biology 18: 825-832.
29. Khan PM, Correa RG, Divlianska DB, Peddibhotla S, Sessions EH, et al. (2011) Identification of inhibitors of NOD1-induced nuclear factor-κB activation. ACS Med Chem Lett 2: 780-785.