메뉴 건너뛰기




Volumn 135, Issue , 2017, Pages 126-138

A novel pyrazole-containing indolizine derivative suppresses NF-κB activation and protects against TNBS-induced colitis via a PPAR-γ-dependent pathway

Author keywords

Colitis; NF B; PPAR ; Pyrazole containing indolizine derivatives

Indexed keywords

3 (3,5 DIMETHYL 1H PYRAZOLE 1 CARBONYL) 5 METHYLINDOLIZINE 1 CARBONITRILE; 3 (3,5 DIMETHYL 1H PYRAZOLE 1 CARBONYL) 5,7 DIMETHYLINDOLIZINE 1 CARBONITRILE; 3 (3,5 DIMETHYL 1H PYRAZOLE 1 CARBONYL) 7 METHYLINDOLIZINE 1 CARBONITRILE; 3 (3,5 DIMETHYL 1H PYRAZOLE 1 CARBONYL)INDOLIZINE 1 CARBONITRILE; 3 (3,5 DIMETHYL 1H PYRAZOLE 1 CARBONYL)PYRROLO[2,1 A]ISOQUINOLINE 1 CARBONITRILE; AGENTS USED IN INFLAMMATORY BOWEL DISEASE; AMINOSALICYLIC ACID; ANTIINFLAMMATORY AGENT; ESCHERICHIA COLI LIPOPOLYSACCHARIDE; HISTONE H3; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; IMMUNOMODULATING AGENT; INDOLIZINE DERIVATIVE; INTERLEUKIN 12P70; INTERLEUKIN 1BETA; INTERLEUKIN 6; MYELOPEROXIDASE; NUCLEAR PROTEIN; PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR GAMMA; PROTECTIVE AGENT; PYRAZOLE DERIVATIVE; TRANSCRIPTION FACTOR RELA; TUMOR NECROSIS FACTOR; UNCLASSIFIED DRUG; 2-CHLORO-5-NITROBENZANILIDE; ANILIDE; INDOLIZINE; PYRAZOLE; TRINITROBENZENESULFONIC ACID;

EID: 85016578248     PISSN: 00062952     EISSN: 18732968     Source Type: Journal    
DOI: 10.1016/j.bcp.2017.03.013     Document Type: Article
Times cited : (30)

References (41)
  • 1
    • 79959216005 scopus 로고    scopus 로고
    • Genetics and pathogenesis of inflammatory bowel disease
    • Khor, B., Gardet, A., Xavier, R.J., Genetics and pathogenesis of inflammatory bowel disease. Nature 474:7351 (2011), 307–317.
    • (2011) Nature , vol.474 , Issue.7351 , pp. 307-317
    • Khor, B.1    Gardet, A.2    Xavier, R.J.3
  • 2
    • 84876309049 scopus 로고    scopus 로고
    • Recent trends in the prevalence of Crohn's disease and ulcerative colitis in a commercially insured US population
    • Kappelman, M.D., Moore, K.R., Allen, J.K., Cook, S.F., Recent trends in the prevalence of Crohn's disease and ulcerative colitis in a commercially insured US population. Dig. Dis. Sci. 58:2 (2013), 519–525.
    • (2013) Dig. Dis. Sci. , vol.58 , Issue.2 , pp. 519-525
    • Kappelman, M.D.1    Moore, K.R.2    Allen, J.K.3    Cook, S.F.4
  • 3
    • 77950792860 scopus 로고    scopus 로고
    • Targeting delivery of anti-TNFα oligonucleotide into activated colonic macrophages protects against experimental colitis
    • Zuo, L., Huang, Z., Dong, L., Xu, L., Zhu, Y.A., Zeng, K., Zhang, C., Chen, J., Zhang, J., Targeting delivery of anti-TNFα oligonucleotide into activated colonic macrophages protects against experimental colitis. Gut 59:4 (2010), 470–479.
    • (2010) Gut , vol.59 , Issue.4 , pp. 470-479
    • Zuo, L.1    Huang, Z.2    Dong, L.3    Xu, L.4    Zhu, Y.A.5    Zeng, K.6    Zhang, C.7    Chen, J.8    Zhang, J.9
  • 5
    • 84860241737 scopus 로고    scopus 로고
    • Innate immune dysfunction in inflammatory bowel disease
    • Gersemann, M., Wehkamp, J., Stange, E.F., Innate immune dysfunction in inflammatory bowel disease. J. Intern. Med. 271:5 (2012), 421–428.
    • (2012) J. Intern. Med. , vol.271 , Issue.5 , pp. 421-428
    • Gersemann, M.1    Wehkamp, J.2    Stange, E.F.3
  • 6
    • 33847039159 scopus 로고    scopus 로고
    • Expression of peroxisome proliferator-activated receptor-γ in macrophage suppresses experimentally-induced colitis
    • Shah, Y.M., Morimura, K., Gonzalez, F.J., Expression of peroxisome proliferator-activated receptor-γ in macrophage suppresses experimentally-induced colitis. Am. J. Physiol. Gastrointest. liver Physiol. 292:2 (2007), G657–G666.
    • (2007) Am. J. Physiol. Gastrointest. liver Physiol. , vol.292 , Issue.2 , pp. G657-G666
    • Shah, Y.M.1    Morimura, K.2    Gonzalez, F.J.3
  • 7
    • 84960976805 scopus 로고    scopus 로고
    • Oroxyloside prevents dextran sulfate sodium-induced experimental colitis in mice by inhibiting NF-κB pathway through PPARγ activation
    • Wang, X., Sun, Y., Zhao, Y., Ding, Y., Zhang, X., Kong, L., Li, Z., Guo, Q., Zhao, L., Oroxyloside prevents dextran sulfate sodium-induced experimental colitis in mice by inhibiting NF-κB pathway through PPARγ activation. Biochem. Pharmacol. 106 (2016), 70–81.
    • (2016) Biochem. Pharmacol. , vol.106 , pp. 70-81
    • Wang, X.1    Sun, Y.2    Zhao, Y.3    Ding, Y.4    Zhang, X.5    Kong, L.6    Li, Z.7    Guo, Q.8    Zhao, L.9
  • 8
    • 84944460866 scopus 로고    scopus 로고
    • A Novel Peroxisome Proliferator-activated Receptor (PPAR)γ Agonist 2-Hydroxyethyl 5-chloro-4,5-didehydrojasmonate Exerts Anti-Inflammatory Effects in Colitis
    • Choo, J., Lee, Y., Yan, X.J., Noh, T.H., Kim, S.J., Son, S., Pothoulakis, C., Moon, H.R., Jung, J.H., Im, E., A Novel Peroxisome Proliferator-activated Receptor (PPAR)γ Agonist 2-Hydroxyethyl 5-chloro-4,5-didehydrojasmonate Exerts Anti-Inflammatory Effects in Colitis. J. Biol. Chem. 290:42 (2015), 25609–25619.
    • (2015) J. Biol. Chem. , vol.290 , Issue.42 , pp. 25609-25619
    • Choo, J.1    Lee, Y.2    Yan, X.J.3    Noh, T.H.4    Kim, S.J.5    Son, S.6    Pothoulakis, C.7    Moon, H.R.8    Jung, J.H.9    Im, E.10
  • 9
    • 20344363144 scopus 로고    scopus 로고
    • Rosiglitazone, an agonist of peroxisome proliferator-activated receptor gamma, reduces chronic colonic inflammation in rats
    • Sánchez-Hidalgo, M., Martín, A.R., Villegas, I., Alarcón De La Lastra, C., Rosiglitazone, an agonist of peroxisome proliferator-activated receptor gamma, reduces chronic colonic inflammation in rats. Biochem. Pharmacol. 69:12 (2005), 1733–1744.
    • (2005) Biochem. Pharmacol. , vol.69 , Issue.12 , pp. 1733-1744
    • Sánchez-Hidalgo, M.1    Martín, A.R.2    Villegas, I.3    Alarcón De La Lastra, C.4
  • 10
    • 84885629929 scopus 로고    scopus 로고
    • New therapeutic avenues in ulcerative colitis: thinking out of the box
    • Torres, J., Danese, S., Colombel, J.-F., New therapeutic avenues in ulcerative colitis: thinking out of the box. Gut 62:11 (2013), 1642–1652.
    • (2013) Gut , vol.62 , Issue.11 , pp. 1642-1652
    • Torres, J.1    Danese, S.2    Colombel, J.-F.3
  • 11
    • 33646007055 scopus 로고    scopus 로고
    • Synthesis, anticonvulsant, and anti-inflammatory activities of some new benzofuran-based heterocycles
    • Dawood, K.M., Abdel-Gawad, H., Ellithey, M., Mohamed, H.A., Hegazi, B., Synthesis, anticonvulsant, and anti-inflammatory activities of some new benzofuran-based heterocycles. Arch. Pharm. 339:3 (2006), 133–140.
    • (2006) Arch. Pharm. , vol.339 , Issue.3 , pp. 133-140
    • Dawood, K.M.1    Abdel-Gawad, H.2    Ellithey, M.3    Mohamed, H.A.4    Hegazi, B.5
  • 12
    • 84945465571 scopus 로고    scopus 로고
    • Synthesis, molecular docking and biological evaluation of novel bis-pyrazole derivatives for analgesic, anti-inflammatory and antimicrobial activities
    • Nayak, P.S., Narayana, B., Sarojini, B.K., Fernades, J., Bharath, B.R., Madhu, L.N., Synthesis, molecular docking and biological evaluation of novel bis-pyrazole derivatives for analgesic, anti-inflammatory and antimicrobial activities. Med. Chem. Res. 24:12 (2015), 4191–4206.
    • (2015) Med. Chem. Res. , vol.24 , Issue.12 , pp. 4191-4206
    • Nayak, P.S.1    Narayana, B.2    Sarojini, B.K.3    Fernades, J.4    Bharath, B.R.5    Madhu, L.N.6
  • 13
    • 84870910280 scopus 로고    scopus 로고
    • 1-[(3,5-Dimethyl-1H-pyrazol-1-yl)carbonyl]- 5-methylindolizine-3-carbonitrile
    • o3399-o3399
    • Gu, W.-J., Xie, W.-L., Wang, T.-T., 1-[(3,5-Dimethyl-1H-pyrazol-1-yl)carbonyl]- 5-methylindolizine-3-carbonitrile. Acta Crystallogr. Sect. E: Struct. Rep. Online, 68(Pt 12), 2012 o3399-o3399.
    • (2012) Acta Crystallogr. Sect. E: Struct. Rep. Online , vol.68
    • Gu, W.-J.1    Xie, W.-L.2    Wang, T.-T.3
  • 14
    • 84943586222 scopus 로고    scopus 로고
    • Dual TNF-α/IL-12p40 interference as a strategy to protect against colitis based on miR-16 precursors with macrophage targeting vectors
    • Huang, Z., Ma, J., Chen, M., Jiang, H., Fu, Y., Gan, J., Dong, L., Zhang, J., Chen, J., Dual TNF-α/IL-12p40 interference as a strategy to protect against colitis based on miR-16 precursors with macrophage targeting vectors. Mol. Ther. 23:10 (2015), 1611–1621.
    • (2015) Mol. Ther. , vol.23 , Issue.10 , pp. 1611-1621
    • Huang, Z.1    Ma, J.2    Chen, M.3    Jiang, H.4    Fu, Y.5    Gan, J.6    Dong, L.7    Zhang, J.8    Chen, J.9
  • 15
    • 0028861975 scopus 로고
    • Antibodies to interleukin 12 abrogate established experimental colitis in mice
    • Neurath, M.F., Fuss, I., Kelsall, B.L., Stüber, E., Strober, W., Antibodies to interleukin 12 abrogate established experimental colitis in mice. J. Exp. Med. 182:5 (1995), 1281–1290.
    • (1995) J. Exp. Med. , vol.182 , Issue.5 , pp. 1281-1290
    • Neurath, M.F.1    Fuss, I.2    Kelsall, B.L.3    Stüber, E.4    Strober, W.5
  • 16
    • 79952752154 scopus 로고    scopus 로고
    • β-Caryophyllene inhibits dextran sulfate sodium-induced colitis in mice through cb2 receptor activation and PPARγ pathway
    • Bento, A.F., Marcon, R., Dutra, R.C., Claudino, R.F., Cola, M., Pereira Leite, D.F., Calixto, J.B., β-Caryophyllene inhibits dextran sulfate sodium-induced colitis in mice through cb2 receptor activation and PPARγ pathway. Am. J. Pathol. 178:3 (2011), 1153–1166.
    • (2011) Am. J. Pathol. , vol.178 , Issue.3 , pp. 1153-1166
    • Bento, A.F.1    Marcon, R.2    Dutra, R.C.3    Claudino, R.F.4    Cola, M.5    Pereira Leite, D.F.6    Calixto, J.B.7
  • 17
    • 66149137296 scopus 로고    scopus 로고
    • Distinct cytokine patterns identified from multiplex profiles of murine DSS and TNBS-induced colitis
    • Alex, P., Zachos, N.C., Nguyen, T., Gonzales, L., Chen, T.E., Conklin, L.S., Centola, M., Li, X., Distinct cytokine patterns identified from multiplex profiles of murine DSS and TNBS-induced colitis. Inflamm. Bowel Dis. 15:3 (2009), 341–352.
    • (2009) Inflamm. Bowel Dis. , vol.15 , Issue.3 , pp. 341-352
    • Alex, P.1    Zachos, N.C.2    Nguyen, T.3    Gonzales, L.4    Chen, T.E.5    Conklin, L.S.6    Centola, M.7    Li, X.8
  • 19
    • 34347262689 scopus 로고    scopus 로고
    • Chemically induced mouse models of intestinal inflammation
    • Wirtz, S., Neufert, C., Weigmann, B., Neurath, M.F., Chemically induced mouse models of intestinal inflammation. Nat. Protocols 2:3 (2007), 541–546.
    • (2007) Nat. Protocols , vol.2 , Issue.3 , pp. 541-546
    • Wirtz, S.1    Neufert, C.2    Weigmann, B.3    Neurath, M.F.4
  • 20
    • 80054926247 scopus 로고    scopus 로고
    • Recent progress in synthesis and bioactivity studies of indolizines
    • Singh, G.S., Mmatli, E.E., Recent progress in synthesis and bioactivity studies of indolizines. Eur. J. Med. Chem. 46:11 (2011), 5237–5257.
    • (2011) Eur. J. Med. Chem. , vol.46 , Issue.11 , pp. 5237-5257
    • Singh, G.S.1    Mmatli, E.E.2
  • 22
    • 84896506393 scopus 로고    scopus 로고
    • Rational design, synthesis and evaluation of chromone-indole and chromone-pyrazole based conjugates: Identification of a lead for anti-inflammatory drug
    • Shaveta, A., Singh, M., Kaur, S., Sharma, R., Bhatti Singh, P., Rational design, synthesis and evaluation of chromone-indole and chromone-pyrazole based conjugates: Identification of a lead for anti-inflammatory drug. Eur. J. Med. Chem. 77 (2014), 185–192.
    • (2014) Eur. J. Med. Chem. , vol.77 , pp. 185-192
    • Shaveta, A.1    Singh, M.2    Kaur, S.3    Sharma, R.4    Bhatti Singh, P.5
  • 23
    • 84893455385 scopus 로고    scopus 로고
    • Colon-targeted celecoxib ameliorates TNBS-induced rat colitis: a potential pharmacologic mechanism and therapeutic advantages
    • Lee, Y., Kim, W., Hong, S., Park, H., Yum, S., Yoon, J.-H., Jung, Y., Colon-targeted celecoxib ameliorates TNBS-induced rat colitis: a potential pharmacologic mechanism and therapeutic advantages. Eur. J. Pharmacol. 726 (2014), 49–56.
    • (2014) Eur. J. Pharmacol. , vol.726 , pp. 49-56
    • Lee, Y.1    Kim, W.2    Hong, S.3    Park, H.4    Yum, S.5    Yoon, J.-H.6    Jung, Y.7
  • 26
    • 84979035726 scopus 로고    scopus 로고
    • Andrographolide derivative AL-1 ameliorates TNBS-induced colitis in mice: involvement of NF-кB and PPAR-γ signaling pathways
    • Yang, Y., Yan, H., Jing, M., Zhang, Z., Zhang, G., Sun, Y., Shan, L., Yu, P., Wang, Y., Xu, L., Andrographolide derivative AL-1 ameliorates TNBS-induced colitis in mice: involvement of NF-кB and PPAR-γ signaling pathways. Sci. Rep., 6, 2016, 29716.
    • (2016) Sci. Rep. , vol.6 , pp. 29716
    • Yang, Y.1    Yan, H.2    Jing, M.3    Zhang, Z.4    Zhang, G.5    Sun, Y.6    Shan, L.7    Yu, P.8    Wang, Y.9    Xu, L.10
  • 27
    • 77954425357 scopus 로고    scopus 로고
    • Topical rosiglitazone treatment improves ulcerative colitis by restoring peroxisome proliferator-activated receptor-[gamma] activity
    • Pedersen, G., Brynskov, J., Topical rosiglitazone treatment improves ulcerative colitis by restoring peroxisome proliferator-activated receptor-[gamma] activity. Am. J. Gastroenterol. 105:7 (2010), 1595–1603.
    • (2010) Am. J. Gastroenterol. , vol.105 , Issue.7 , pp. 1595-1603
    • Pedersen, G.1    Brynskov, J.2
  • 28
    • 29144461456 scopus 로고    scopus 로고
    • Thiazolidinediones: pleiotropic drugs with potent anti-inflammatory properties for tissue protection
    • Buckingham, R.E., Thiazolidinediones: pleiotropic drugs with potent anti-inflammatory properties for tissue protection. Hepatol. Res. 33:2 (2005), 167–170.
    • (2005) Hepatol. Res. , vol.33 , Issue.2 , pp. 167-170
    • Buckingham, R.E.1
  • 29
    • 33744966571 scopus 로고    scopus 로고
    • Curcumin inhibits trinitrobenzene sulphonic acid-induced colitis in rats by activation of peroxisome proliferator-activated receptor gamma
    • Zhang, M., Deng, C., Zheng, J., Xia, J., Sheng, D., Curcumin inhibits trinitrobenzene sulphonic acid-induced colitis in rats by activation of peroxisome proliferator-activated receptor gamma. Int. Immunopharmacol. 6:8 (2006), 1233–1242.
    • (2006) Int. Immunopharmacol. , vol.6 , Issue.8 , pp. 1233-1242
    • Zhang, M.1    Deng, C.2    Zheng, J.3    Xia, J.4    Sheng, D.5
  • 33
    • 15444376847 scopus 로고    scopus 로고
    • Activation of nuclear factor κB in colonic mucosa from patients with collagenous and ulcerative colitis
    • Andresen, L., Jørgensen, V.L., Perner, A., Hansen, A., Eugen-Olsen, J., Rask-Madsen, J., Activation of nuclear factor κB in colonic mucosa from patients with collagenous and ulcerative colitis. Gut 54:4 (2005), 503–509.
    • (2005) Gut , vol.54 , Issue.4 , pp. 503-509
    • Andresen, L.1    Jørgensen, V.L.2    Perner, A.3    Hansen, A.4    Eugen-Olsen, J.5    Rask-Madsen, J.6
  • 34
    • 34248180165 scopus 로고    scopus 로고
    • Evaluation of the effect of pyrrolidine dithiocarbamate in suppressing inflammation in mice with dextran sodium sulfate-induced colitis
    • Hirata, I., Yasumoto, S., Toshina, K., Inoue, T., Nishikawa, T., Murano, N., Murano, M., Wang, F.Y., Katsu, K., Evaluation of the effect of pyrrolidine dithiocarbamate in suppressing inflammation in mice with dextran sodium sulfate-induced colitis. World J. Gastroenterol. 13:11 (2007), 1666–1671.
    • (2007) World J. Gastroenterol. , vol.13 , Issue.11 , pp. 1666-1671
    • Hirata, I.1    Yasumoto, S.2    Toshina, K.3    Inoue, T.4    Nishikawa, T.5    Murano, N.6    Murano, M.7    Wang, F.Y.8    Katsu, K.9
  • 36
    • 28944446431 scopus 로고    scopus 로고
    • The many faces of PPARγ
    • Lehrke, M., Lazar, M.A., The many faces of PPARγ. Cell 123:6 (2005), 993–999.
    • (2005) Cell , vol.123 , Issue.6 , pp. 993-999
    • Lehrke, M.1    Lazar, M.A.2
  • 37
    • 84871766892 scopus 로고    scopus 로고
    • PPARγ is an E3 ligase that induces the degradation of NFκB/p65
    • Hou, Y., Moreau, F., Chadee, K., PPARγ is an E3 ligase that induces the degradation of NFκB/p65. Nat. Commun., 3, 2012, 1300.
    • (2012) Nat. Commun. , vol.3 , pp. 1300
    • Hou, Y.1    Moreau, F.2    Chadee, K.3
  • 38
    • 0347756655 scopus 로고    scopus 로고
    • Commensal anaerobic gut bacteria attenuate inflammation by regulating nuclear-cytoplasmic shuttling of PPAR-[gamma] and RelA
    • Kelly, D., Campbell, J.I., King, T.P., Grant, G., Jansson, E.A., Coutts, A.G.P., Pettersson, S., Conway, S., Commensal anaerobic gut bacteria attenuate inflammation by regulating nuclear-cytoplasmic shuttling of PPAR-[gamma] and RelA. Nat. Immunol. 5:1 (2004), 104–112.
    • (2004) Nat. Immunol. , vol.5 , Issue.1 , pp. 104-112
    • Kelly, D.1    Campbell, J.I.2    King, T.P.3    Grant, G.4    Jansson, E.A.5    Coutts, A.G.P.6    Pettersson, S.7    Conway, S.8
  • 39
    • 85013130638 scopus 로고    scopus 로고
    • Sinigrin inhibits production of inflammatory mediators by suppressing NF-kappaB/MAPK pathways or NLRP3 inflammasome activation in macrophages
    • Lee, H.W., Lee, C.G., Rhee, D.K., Um, S.H., Pyo, S., Sinigrin inhibits production of inflammatory mediators by suppressing NF-kappaB/MAPK pathways or NLRP3 inflammasome activation in macrophages. Int. Immunopharmacol. 45 (2017), 163–173.
    • (2017) Int. Immunopharmacol. , vol.45 , pp. 163-173
    • Lee, H.W.1    Lee, C.G.2    Rhee, D.K.3    Um, S.H.4    Pyo, S.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.