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Volumn 14, Issue 19, 2014, Pages 2175-2187

Recent advances in non-steroidal fxr antagonists development for therapeutic applications

Author keywords

Cholestasis; Farnesoid x receptor; Non steroidal antagonist; Pharmacological target

Indexed keywords

15 DEOXY DELTA12, 14 PROSTAGLANDIN J2; 3 [2 [2 CHLORO 4 [3 (2, 6 DICHLOROPHENYL) 5 ISOPROPYL 4 ISOXAZOLYLMETHOXY] PHENYL] VINYL] BENZOIC ACID; 4 HYDROXYACETOPHENONE; 4,5,6,7 TETRAHYDROBENZO [B]THIOPHENE; AGN34; ANDROGRAPHOLIDE; ATRACTYLODES MACROCEPHALA EXTRACT; LIOTHYRONINE; NON STEROIDAL FARNESOID X RECEPTOR ANTAGONIST; POLYUNSATURATED FATTY ACID; PYRAZOLONE DERIVATIVE; RECEPTOR BLOCKING AGENT; SESQUITERPENOID; THIOPHENE DERIVATIVE; TROGLITAZONE; TUBERATOLIDE; UNCLASSIFIED DRUG; ACETOPHENONE DERIVATIVE; CELL RECEPTOR; DRUG; FARNESOID X-ACTIVATED RECEPTOR;

EID: 84925856977     PISSN: 15680266     EISSN: 18734294     Source Type: Journal    
DOI: 10.2174/1568026614666141112101840     Document Type: Article
Times cited : (15)

References (60)
  • 2
    • 58249110568 scopus 로고    scopus 로고
    • Role of bile acids and bile acid receptor in metabolic regulation
    • Lefebvre, P.; Cariou, B.; Lien, F.; Kuipers, F.; Staels, B. Role of bile acids and bile acid receptor in metabolic regulation. Physiol. Rev., 2009, 89, 147-191.
    • (2009) Physiol. Rev , vol.89 , pp. 147-191
    • Lefebvre, P.1    Cariou, B.2    Lien, F.3    Kuipers, F.4    Staels, B.5
  • 5
    • 0033026760 scopus 로고    scopus 로고
    • Endogenous bile acids are ligands for the nuclear receptor FXR/BAR
    • Wang, H.; Chen, J.; Hollister, K.; Sowers, L.C.; Forman, B.M. Endogenous bile acids are ligands for the nuclear receptor FXR/BAR. Mol. Cell, 1999, 3, 543-553.
    • (1999) Mol. Cell , vol.3 , pp. 543-553
    • Wang, H.1    Chen, J.2    Hollister, K.3    Sowers, L.C.4    Forman, B.M.5
  • 6
    • 34247491040 scopus 로고    scopus 로고
    • A promising target for the metabolic syndrome?
    • Cariou, B.; Staels, B. FXR: A promising target for the metabolic syndrome? Trends Pharmacol. Sci., 2007, 28, 236-243.
    • (2007) Trends Pharmacol. Sci , vol.28 , pp. 236-243
    • Cariou, B.1    Staels, B.2
  • 7
    • 0034646603 scopus 로고    scopus 로고
    • Farnesoid X receptor to bile acids and represses cholesterol 7-hydroxylase gene (CYP7A1) transcription
    • Chiang, Y.L.; Kimmel, R.; Weinberger, C.; Stroup, D. Farnesoid X receptor to bile acids and represses cholesterol 7-hydroxylase gene (CYP7A1) transcription. J. Biol. Chem., 2000, 275, 10918-10924.
    • (2000) J. Biol. Chem , vol.275 , pp. 10918-10924
    • Chiang, Y.L.1    Kimmel, R.2    Weinberger, C.3    Stroup, D.4
  • 8
    • 0017600531 scopus 로고
    • Cholesterol 7-hydroxylase
    • Myant, N.B.; Mitropoulos, K.A. Cholesterol 7-hydroxylase. J. Lipid Res., 1977, 18, 135-153.
    • (1977) Lipid Res. , vol.18 , pp. 135-153
    • Myant, N.B.1    Mitropoulos, K.A.2
  • 10
    • 0035800772 scopus 로고    scopus 로고
    • Human bile salt export pump promoter is transactivated by the farnesoid X receptor/bile acid receptor
    • Ananthanarayanan, M.; Balasubramanian, N.; Makishima, M.; Mangelsdorf, D.J.; Suchy, F.J. Human bile salt export pump promoter is transactivated by the farnesoid X receptor/bile acid receptor. J. Biol. Chem., 2001, 276, 28857-28865.
    • (2001) J. Biol. Chem , vol.276 , pp. 28857-28865
    • Ananthanarayanan, M.1    Balasubramanian, N.2    Makishima, M.3    Mangelsdorf, D.J.4    Suchy, F.J.5
  • 11
    • 55549144718 scopus 로고    scopus 로고
    • FXR: A metabolic regulator and cell protector
    • Wang, Y.; Chen, W.; Moore, D.D.; Huang, W. FXR: a metabolic regulator and cell protector. Cell Res., 2008, 18, 1087-1095.
    • (2008) Cell Res , vol.18 , pp. 1087-1095
    • Wang, Y.1    Chen, W.2    Moore, D.D.3    Huang, W.4
  • 12
    • 70350292362 scopus 로고    scopus 로고
    • Bile-acidactivated receptors: Targeting TGR5 and farnesoid-X-receptor in lipid and glucose disorders
    • Fiorucci, S.; Mencarelli, A.; Palladino, G.; Cipriani, S. Bile-acidactivated receptors: targeting TGR5 and farnesoid-X-receptor in lipid and glucose disorders. Trends Pharmacol. Sci., 2009, 30, 570-580.
    • (2009) Trends Pharmacol. Sci , vol.30 , pp. 570-580
    • Fiorucci, S.1    Mencarelli, A.2    Palladino, G.3    Cipriani, S.4
  • 14
    • 33847044019 scopus 로고    scopus 로고
    • Spontaneous development of liver tumors in the absence of the bile acid receptor farnesoid X receptor
    • Yang, F.; Huang, X.; Yi, T.; Yen, Y.; Moore D.D.; Huang, W. Spontaneous development of liver tumors in the absence of the bile acid receptor farnesoid X receptor. Cancer Res., 2007, 67, 863-867.
    • (2007) Cancer Res , vol.67 , pp. 863-867
    • Yang, F.1    Huang, X.2    Yi, T.3    Yen, Y.4    Moore, D.D.5    Huang, W.6
  • 15
    • 0036164154 scopus 로고    scopus 로고
    • BAREing it all: The adoption of LXR and FXR and their roles in lipid homeostasis
    • Edwards, P.A.; Kast, H.R.; Anisfeld, A.M. BAREing it all: the adoption of LXR and FXR and their roles in lipid homeostasis. J. Lipid Res., 2002, 43, 2-12.
    • (2002) J. Lipid Res , vol.43 , pp. 2-12
    • Edwards, P.A.1    Kast, H.R.2    Anisfeld, A.M.3
  • 16
    • 33645983221 scopus 로고    scopus 로고
    • LXRs and FXR: The Yin and Yang of cholesterol and fat metabolism
    • Kalaany, N.Y.; Mangelsdorf, D.J. LXRs and FXR: the Yin and Yang of cholesterol and fat metabolism. Annu. Rev. Physiol., 2006, 68, 159-191.
    • (2006) Annu. Rev. Physiol , vol.68 , pp. 159-191
    • Kalaany, N.Y.1    Mangelsdorf, D.J.2
  • 19
    • 76549086983 scopus 로고    scopus 로고
    • Bile acidactivated receptors in the treatment of dyslipidemia and related disorders
    • Fiorucci, S.; Cipriani, S.; Baldelli, F.; Mencarelli, A. Bile acidactivated receptors in the treatment of dyslipidemia and related disorders. Prog. Lipid Res., 2010, 49, 171-185.
    • (2010) Prog. Lipid Res , vol.49 , pp. 171-185
    • Fiorucci, S.1    Cipriani, S.2    Baldelli, F.3    Mencarelli, A.4
  • 20
    • 67651123303 scopus 로고    scopus 로고
    • Farnesoid X receptor agonists in biliary tract disease
    • Fiorucci, S.; Baldelli, F. Farnesoid X receptor agonists in biliary tract disease. Curr. Opin. Gastroenterol., 2009, 25, 252-259.
    • (2009) Curr. Opin. Gastroenterol , vol.25 , pp. 252-259
    • Fiorucci, S.1    Baldelli, F.2
  • 28
    • 79960617989 scopus 로고    scopus 로고
    • Farnesoid X receptor agonist for the treatment of liver and metabolic disorders: Focus on 6-ethyl-CDCA
    • Fiorucci, S.; Cipriani, S.; Mencarelli, A.; Baldelli, F.; Bifulco, G.; Zampella, A. Farnesoid X receptor agonist for the treatment of liver and metabolic disorders: focus on 6-ethyl-CDCA. Mini-Rev. Med. Chem., 2011, 11, 753-762.
    • (2011) Mini-Rev. Med. Chem , vol.11 , pp. 753-762
    • Fiorucci, S.1    Cipriani, S.2    Mencarelli, A.3    Baldelli, F.4    Bifulco, G.5    Zampella, A.6
  • 32
    • 79952274483 scopus 로고    scopus 로고
    • Discovery of sulfated sterols from marine invertebrates as a new class of marine antagonists of farnesoid-X-receptor
    • Sepe, V.; Bifulco, G.; Renga, B.; D'Amore, C. Fiorucci, S.; Zampella, A. Discovery of sulfated sterols from marine invertebrates as a new class of marine antagonists of farnesoid-X-receptor. J. Med. Chem., 2011, 54, 1314-1320.
    • (2011) J. Med. Chem , vol.54 , pp. 1314-1320
    • Sepe, V.1    Bifulco, G.2    Renga, B.3    D'amore, C.4    Fiorucci, S.5    Zampella, A.6
  • 33
    • 0037199946 scopus 로고    scopus 로고
    • Lithocholic acid decreases expression of bile salt export pump through farnesoid X receptor antagonist activity
    • Yu, J.; Lo, J.; Huang, L.; Zhao, L.; Metzger, E.; Adams, A.; Meinke, P.T.; Wright, S.D.; Cui, J. Lithocholic acid decreases expression of bile salt export pump through farnesoid X receptor antagonist activity. J. Biol. Chem., 2002, 277, 31441-31447.
    • (2002) J. Biol. Chem , vol.277 , pp. 31441-31447
    • Yu, J.1    Lo, J.2    Huang, L.3    Zhao, L.4    Metzger, E.5    Adams, A.6    Meinke, P.T.7    Wright, S.D.8    Cui, J.9
  • 36
    • 67649867896 scopus 로고    scopus 로고
    • Differential modulation of farnesoid X receptor signaling pathway by the thiazolidinediones
    • Kaimal, R.; Song, X.; Yan, B.; King, R.; Deng, R. Differential modulation of farnesoid X receptor signaling pathway by the thiazolidinediones. J. Pharmacol. Exp. Ther., 2009, 330, 125-134.
    • (2009) J. Pharmacol. Exp. Ther , vol.330 , pp. 125-134
    • Kaimal, R.1    Song, X.2    Yan, B.3    King, R.4    Deng, R.5
  • 37
    • 33847780436 scopus 로고    scopus 로고
    • Design, synthesis, and evaluation of non-steroidal farnesoid X receptor (FXR) antagonist
    • Kainuma, M.; Makishima, M.; Hashimoto, Y.; Miyachi, H. Design, synthesis, and evaluation of non-steroidal farnesoid X receptor (FXR) antagonist. Bioorg. Med. Chem., 2007, 15, 2587-2600.
    • (2007) Bioorg. Med. Chem , vol.15 , pp. 2587-2600
    • Kainuma, M.1    Makishima, M.2    Hashimoto, Y.3    Miyachi, H.4
  • 38
    • 84866903943 scopus 로고    scopus 로고
    • Discovery and optimization of 1,3,4-trisubstituted-pyrazolone derivatives as novel, potent, and nonsteroidal farnesoid X receptor (FXR) selective antagonists
    • Huang, H.; Yu, Y.; Gao, Z.; Zhang, Y.; Li, C.; Xu, X.; Jin, H.; Yan, W.; Ma, R.; Zhu, J.; Shen, X.; Jiang, H.; Chen, L.; Li, J. Discovery and optimization of 1,3,4-trisubstituted-pyrazolone derivatives as novel, potent, and nonsteroidal farnesoid X receptor (FXR) selective antagonists. J. Med. Chem., 2012, 55, 7037-7053.
    • (2012) J. Med. Chem , vol.55 , pp. 7037-7053
    • Huang, H.1    Yu, Y.2    Gao, Z.3    Zhang, Y.4    Li, C.5    Xu, X.6    Jin, H.7    Yan, W.8    Ma, R.9    Zhu, J.10    Shen, X.11    Jiang, H.12    Chen, L.13    Li, J.14
  • 39
    • 0037466407 scopus 로고    scopus 로고
    • Guggulsterone antagonizes farnesoid X receptor induction of bile salt export pump but activates pregnane X receptor to inhibit cholesterol 7-hydroxylase gene
    • Owsley, E.; Chiang, Y.L. Guggulsterone antagonizes farnesoid X receptor induction of bile salt export pump but activates pregnane X receptor to inhibit cholesterol 7-hydroxylase gene. Biochem. Biophys. Res. Commun., 2003, 304, 191-195.
    • (2003) Biochem. Biophys. Res. Commun , vol.304 , pp. 191-195
    • Owsley, E.1    Chiang, Y.L.2
  • 41
    • 0003295132 scopus 로고    scopus 로고
    • Guggulsterone is a farnesoid X receptor antagonist in coactivator association assays but acts to enhance transcription of bile salt export pump
    • Cui, J.; Huang, L.; Zhao, A.; Lew, J.; Yu, J.; Sahoo, S.; Meinke, P.T.; Royo, I.; Pelaez, F.; Wright, S.D. Guggulsterone is a farnesoid X receptor antagonist in coactivator association assays but acts to enhance transcription of bile salt export pump. J. Biol. Chem., 2003, 278, 10214-10220.
    • (2003) J. Biol. Chem , vol.278 , pp. 10214-10220
    • Cui, J.1    Huang, L.2    Zhao, A.3    Lew, J.4    Yu, J.5    Sahoo, S.6    Meinke, P.T.7    Royo, I.8    Pelaez, F.9    Wright, S.D.10
  • 43
    • 0025336149 scopus 로고
    • Effects of N-3 fatty acids on lipid metabolism
    • Nestel, P. J. Effects of N-3 fatty acids on lipid metabolism. Annu. Rev. Nutr., 1990, 10, 149-167.
    • (1990) Annu. Rev. Nutr , vol.10 , pp. 149-167
    • Nestel, P.J.1
  • 44
    • 0032814457 scopus 로고    scopus 로고
    • Regulation of gene expression by dietary fat
    • Jump, D.B., Clarke, S.D. Regulation of gene expression by dietary fat. Annu. Rev. Nutr., 1999. 19, 63-90.
    • (1999) Annu. Rev. Nutr , vol.19 , pp. 63-90
    • Jump, D.B.1    Clarke, S.D.2
  • 45
    • 3943108870 scopus 로고    scopus 로고
    • Polyunsaturated fatty acids are FXR ligands and differentially regulate expression of FXR targets
    • Zhao, A.; Yu, J.; Lew, J.; Huang, L.; Wright, D.S.; Cui, J. Polyunsaturated fatty acids are FXR ligands and differentially regulate expression of FXR targets. DNA. Cell. Biol., 2004, 23. 519-526.
    • (2004) DNA. Cell. Biol , vol.23 , pp. 519-526
    • Zhao, A.1    Yu, J.2    Lew, J.3    Huang, L.4    Wright, D.S.5    Cui, J.6
  • 46
    • 79951546028 scopus 로고    scopus 로고
    • Tuberatolides, potent FXR antagonists from the Korean marine Tunicate Botryllus tuberatus
    • Choi, H.; Hwang, H.; Chin, J.; Kim, E.; Lee, J.; Nam, S.; Lee, B.; Rho, B.; Kang, H. Tuberatolides, potent FXR antagonists from the Korean marine Tunicate Botryllus tuberatus. J. Nat. Prod., 2011, 74, 90-94.
    • (2011) J. Nat. Prod , vol.74 , pp. 90-94
    • Choi, H.1    Hwang, H.2    Chin, J.3    Kim, E.4    Lee, J.5    Nam, S.6    Lee, B.7    Rho, B.8    Kang, H.9
  • 47
    • 84862798442 scopus 로고    scopus 로고
    • Sesquiterpenoids from Atractylodes macrocephala act as farnesoid X receptor and progesterone receptor modulators
    • Tsai, C.; Liang, J.; Lin, H. Sesquiterpenoids from Atractylodes macrocephala act as farnesoid X receptor and progesterone receptor modulators. Bioorg. Med. Chem. Lett., 2012, 22, 2326-2329.
    • (2012) Bioorg. Med. Chem. Lett , vol.22 , pp. 2326-2329
    • Tsai, C.1    Liang, J.2    Lin, H.3
  • 49
    • 0001360833 scopus 로고
    • Naturally occuring terpene derivatives. 241. New sesquiterpene lactones from Aster umbellatus
    • Bohlmann, F.; Dutta, L.N.; Knauf, W.; Robinson, H.; King, R.M. Naturally occuring terpene derivatives. 241. New sesquiterpene lactones from Aster umbellatus. Phytochemistry, 1980, 19, 433-436.
    • (1980) Phytochemistry , vol.19 , pp. 433-436
    • Bohlmann, F.1    Dutta, L.N.2    Knauf, W.3    Robinson, H.4    King, R.M.5
  • 50
    • 84884991556 scopus 로고    scopus 로고
    • Identification of 15d-PGJ2 as an antagonist of farnesoid X receptor: Molecular modeling with biological evaluation
    • Xu, X.; Lu, Y.; Chen, L.; Chen, J.; Luo, X.; Shen, X. Identification of 15d-PGJ2 as an antagonist of farnesoid X receptor: molecular modeling with biological evaluation. Steroids, 2013, 78, 813-822.
    • (2013) Steroids , vol.78 , pp. 813-822
    • Xu, X.1    Lu, Y.2    Chen, L.3    Chen, J.4    Luo, X.5    Shen, X.6
  • 51
    • 84896384526 scopus 로고    scopus 로고
    • Synthesis and discovery of andrographolide derivatives as non-steroidal farnesoid X receptor (FXR) antagonists
    • Liu, Z.; Law, W.; Wang, D.; Nie, X.; Sheng, D.; Song, G.; Guo, Kai.; Wei, P.; Ouyang, P.; Wong, C.; Zhou G. Synthesis and discovery of andrographolide derivatives as non-steroidal farnesoid X receptor (FXR) antagonists. RSC Adv., 2014, 4, 13533-13545.
    • (2014) RSC Adv , vol.4 , pp. 13533-13545
    • Liu, Z.1    Law, W.2    Wang, D.3    Nie, X.4    Sheng, D.5    Song, G.6    Guo, K.7    Wei, P.8    Ouyang, P.9    Wong, C.10    Zhou, G.11
  • 52
    • 84867870692 scopus 로고    scopus 로고
    • Discovery of new non-steroidal FXR ligands via a virtual screening workflow based on Phase shape and induced fit docking
    • Fu, J.; Si, P.; Zheng, M.; Chen, L.; Shen, X.; Tang, Y.; Li, W. Discovery of new non-steroidal FXR ligands via a virtual screening workflow based on Phase shape and induced fit docking. Bioorg. Med. Chem. Lett., 2012, 22, 6848-6853.
    • (2012) Bioorg. Med. Chem. Lett , vol.22 , pp. 6848-6853
    • Fu, J.1    Si, P.2    Zheng, M.3    Chen, L.4    Shen, X.5    Tang, Y.6    Li, W.7
  • 53
    • 84896729024 scopus 로고    scopus 로고
    • Discovery and SAR study of hydroxyacetophenone derivatives as potent, nonsteroidal farnesoid X receptor (FXR) antagonists
    • Liu, P.; Xu, X.; Chen, L.; Ma, L.; Shen, X.; Hu, L. Discovery and SAR study of hydroxyacetophenone derivatives as potent, nonsteroidal farnesoid X receptor (FXR) antagonists. Bioorg. Med. Chem., 2014, 22, 1596-1607.
    • (2014) Bioorg. Med. Chem , vol.22 , pp. 1596-1607
    • Liu, P.1    Xu, X.2    Chen, L.3    Ma, L.4    Shen, X.5    Hu, L.6
  • 54
    • 22844440938 scopus 로고    scopus 로고
    • Nuclear receptor antagonists designed based on the helix-folding inhibition hypothesis
    • Hashimoto, Y.; Miyachi, H. Nuclear receptor antagonists designed based on the helix-folding inhibition hypothesis. Bioorg. Med. Chem., 2005, 13, 5080-5093.
    • (2005) Bioorg. Med. Chem , vol.13 , pp. 5080-5093
    • Hashimoto, Y.1    Miyachi, H.2
  • 58
    • 84891511757 scopus 로고    scopus 로고
    • Effects of a farnesoid X receptor antagonist on hepatic lipid metabolism in primates
    • Amano, Y.; Shimada, M.; Miura, S.; Adachi, R.; Tozawa, R. Effects of a farnesoid X receptor antagonist on hepatic lipid metabolism in primates. Eur. J. Pharmacol., 2014, 723, 108-115.
    • (2014) Eur. J. Pharmacol , vol.723 , pp. 108-115
    • Amano, Y.1    Shimada, M.2    Miura, S.3    Adachi, R.4    Tozawa, R.5
  • 59
    • 84901692493 scopus 로고    scopus 로고
    • Antidyslipidemic effects of a farnesoid X receptor antagonist in primates
    • Amano, Y.; Shimada, M.; Miura, S.; Adachi, R.; Tozawa, R. Antidyslipidemic effects of a farnesoid X receptor antagonist in primates. Life. Sci., 2014, 106, 25-31.
    • (2014) Life. Sci , vol.106 , pp. 25-31
    • Amano, Y.1    Shimada, M.2    Miura, S.3    Adachi, R.4    Tozawa, R.5
  • 60
    • 84879060437 scopus 로고    scopus 로고
    • Fiorucci, Stefano. Binding mechanism of the farnesoid X receptor marine antagonist Suvanine reveals a strategy to forestall drug modulation on nuclear receptors. Design, synthesis, and biological evaluation of novel ligands
    • Di Leva, F.S.; Festa, C.; D’Amore, C.; De Marino, S.; Renga, B.; D’Auria, M.V.; Novellino, Ettore.; Limongelli, Vittorio.; Zampella, A; Fiorucci, Stefano. Binding mechanism of the farnesoid X receptor marine antagonist Suvanine reveals a strategy to forestall drug modulation on nuclear receptors. Design, synthesis, and biological evaluation of novel ligands. J. Med. Chem., 2013, 56, 4701-4717.
    • (2013) J. Med. Chem , vol.56 , pp. 4701-4717
    • Di Leva, F.S.1    Festa, C.2    D’Amore, C.3    De Marino, S.4    Renga, B.5    D’Auria, M.V.6    Novellino, E.7    Limongelli, V.8    Zampella, A.9


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