메뉴 건너뛰기




Volumn 16, Issue 4, 2007, Pages 413-417

A consideration of PPAR-γ ligands with respect to lipophilicity: Current trends and perspectives

Author keywords

Binding affinity; Lipophilicity; PPAR ligands; Structure activity relationships; Thiazolidinediones; Transactivation

Indexed keywords

2,4 THIAZOLIDINEDIONE DERIVATIVE; CIGLITAZONE; NETOGLITAZONE; PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR GAMMA; PIOGLITAZONE; ROSIGLITAZONE; TROGLITAZONE;

EID: 34147107149     PISSN: 13543784     EISSN: None     Source Type: Journal    
DOI: 10.1517/13543784.16.4.413     Document Type: Editorial
Times cited : (16)

References (35)
  • 1
    • 0032505096 scopus 로고    scopus 로고
    • Ligand binding and co-activator assembly of the peroxisome proliferators activated receptor-γ
    • NOLTE RT, WISELY GB, WESTIN S et al.: Ligand binding and co-activator assembly of the peroxisome proliferators activated receptor-γ. Nature (1998) 395:137-143.
    • (1998) Nature , vol.395 , pp. 137-143
    • NOLTE, R.T.1    WISELY, G.B.2    WESTIN, S.3
  • 3
    • 0030047806 scopus 로고    scopus 로고
    • Differential expression of peroxisome proliferator-activated receptors (PPARs): Tissue distribution of PPAR-α, β- and -γ in the adult rat
    • BRAISSANT O, FOUFELLE F, SCOTTO C, DAUÇA M, WAHLI W: Differential expression of peroxisome proliferator-activated receptors (PPARs): tissue distribution of PPAR-α, β- and -γ in the adult rat. Endocrinology (1996) 137:354-366.
    • (1996) Endocrinology , vol.137 , pp. 354-366
    • BRAISSANT, O.1    FOUFELLE, F.2    SCOTTO, C.3    DAUÇA, M.4    WAHLI, W.5
  • 4
    • 8044260810 scopus 로고    scopus 로고
    • PPAR tissue distribution and interactions with other hormone-signaling pathways
    • LEMBERGER T, BRAISSANT O, JUGE-AUBRY C et al.: PPAR tissue distribution and interactions with other hormone-signaling pathways. Ann. NY Acad. Sci. (1996) 804:231-251.
    • (1996) Ann. NY Acad. Sci , vol.804 , pp. 231-251
    • LEMBERGER, T.1    BRAISSANT, O.2    JUGE-AUBRY, C.3
  • 5
    • 33745714392 scopus 로고    scopus 로고
    • PPARs and other nuclear receptors in inflammation
    • RIZZO G, FIORUCCI S: PPARs and other nuclear receptors in inflammation. Curr. Opin. Pharm. (2006) 6:1-7.
    • (2006) Curr. Opin. Pharm , vol.6 , pp. 1-7
    • RIZZO, G.1    FIORUCCI, S.2
  • 6
    • 4344568552 scopus 로고    scopus 로고
    • Peroxisome proliferator activated receptor-γ as cell cycle modulators
    • THEOCHARIS S, MARGELI A, VIELH P, KOURAKLIS G: Peroxisome proliferator activated receptor-γ as cell cycle modulators. Cancer Treat. Rev. (2004) 30:545-554.
    • (2004) Cancer Treat. Rev , vol.30 , pp. 545-554
    • THEOCHARIS, S.1    MARGELI, A.2    VIELH, P.3    KOURAKLIS, G.4
  • 7
    • 33750404258 scopus 로고    scopus 로고
    • Thiazolidinediones and risk for atherosclerosis: Pleiotropic effects of PPAR γ agonism
    • PATEL CB, DE LEMOS JA, WYNE KL, MCGUIRE DK: Thiazolidinediones and risk for atherosclerosis: pleiotropic effects of PPAR γ agonism. Diab. Vast. Dis. Res. (2006) 3:65-71.
    • (2006) Diab. Vast. Dis. Res , vol.3 , pp. 65-71
    • PATEL, C.B.1    DE LEMOS, J.A.2    WYNE, K.L.3    MCGUIRE, D.K.4
  • 8
    • 0034923501 scopus 로고    scopus 로고
    • Peroxisome proliferator-activated receptor γ and metabolic disease
    • WILLSON TM, LAMBERT MH, KLIEWER SA: Peroxisome proliferator-activated receptor γ and metabolic disease. Ann. Rev. Biochem. (2001) 70:341-367.
    • (2001) Ann. Rev. Biochem , vol.70 , pp. 341-367
    • WILLSON, T.M.1    LAMBERT, M.H.2    KLIEWER, S.A.3
  • 9
    • 0034632802 scopus 로고    scopus 로고
    • Molecular design, synthesis, and hypoglycemic activity of a series of thiazolidine-2,4-diones
    • OGUCHI M, WADA K, HONNA H et al.: Molecular design, synthesis, and hypoglycemic activity of a series of thiazolidine-2,4-diones. J. Med Chem. (2000) 43:3052-3066.
    • (2000) J. Med Chem , vol.43 , pp. 3052-3066
    • OGUCHI, M.1    WADA, K.2    HONNA, H.3
  • 10
    • 14044275170 scopus 로고    scopus 로고
    • Nitrolinoleic acid: An endogenous peroxisome proliferator-activated receptor γ ligand
    • SCHOPFER GJ, LIN Y, BAKER PRS et al.: Nitrolinoleic acid: an endogenous peroxisome proliferator-activated receptor γ ligand. Proc. Natl. Acad. Sci. USA (2005) 102:2340-2345.
    • (2005) Proc. Natl. Acad. Sci. USA , vol.102 , pp. 2340-2345
    • SCHOPFER, G.J.1    LIN, Y.2    BAKER, P.R.S.3
  • 11
    • 0029016829 scopus 로고
    • An antidiabetic thiazolidinedione is a high affinity ligand for peroxisome-proliferator-activated receptor γ (PPARγ)
    • LEHMANN JM, MOORE LB, SMITH-OLIVER TA et al.: An antidiabetic thiazolidinedione is a high affinity ligand for peroxisome-proliferator-activated receptor γ (PPARγ). J. Biol. Chem. (1995) 270:12953-12956.
    • (1995) J. Biol. Chem , vol.270 , pp. 12953-12956
    • LEHMANN, J.M.1    MOORE, L.B.2    SMITH-OLIVER, T.A.3
  • 12
    • 7844224790 scopus 로고    scopus 로고
    • N-(2-benzoylphenyl)-L-tyrosine PPARγ agonists. 1. Discovery of a novel series of potent antihyperglycemic and antihyperlipidemic agents
    • HENKE B. BLANCHARD SB, BRACKEEN MF et al.: N-(2-benzoylphenyl)-L-tyrosine PPARγ agonists. 1. Discovery of a novel series of potent antihyperglycemic and antihyperlipidemic agents. J. Med Chem. (1998) 41:5020-5036.
    • (1998) J. Med Chem , vol.41 , pp. 5020-5036
    • HENKE, B.1    BLANCHARD, S.B.2    BRACKEEN, M.F.3
  • 13
    • 7844226652 scopus 로고    scopus 로고
    • N-(2-benzoylphenyl)-L-tyrosine PPARγ agonists. 2. Structure-activity relationship and optimization of the phenyl alkyl ether moiety
    • COLLINS JL, BLANCHARD SB, BOSWELL EG et al.: N-(2-benzoylphenyl)-L-tyrosine PPARγ agonists. 2. Structure-activity relationship and optimization of the phenyl alkyl ether moiety. J. Med. Chem. (1998) 41:5037-5054.
    • (1998) J. Med. Chem , vol.41 , pp. 5037-5054
    • COLLINS, J.L.1    BLANCHARD, S.B.2    BOSWELL, E.G.3
  • 14
    • 0031013395 scopus 로고    scopus 로고
    • Peroxisome proliferator-activated receptors α and γ are activated by indomethacin and other non-steroidal anti-inflammatory drugs
    • LEHMANN JM, LENHARD JM, OLIVER BB, RINGOLD GM, KLIEWER SA: Peroxisome proliferator-activated receptors α and γ are activated by indomethacin and other non-steroidal anti-inflammatory drugs. J. Biol. Chem. (1997) 272:3406-3410.
    • (1997) J. Biol. Chem , vol.272 , pp. 3406-3410
    • LEHMANN, J.M.1    LENHARD, J.M.2    OLIVER, B.B.3    RINGOLD, G.M.4    KLIEWER, S.A.5
  • 15
    • 0041668076 scopus 로고    scopus 로고
    • Rapid increase in the use of oral antidiabetic drugs in the United States, 1990 - 2001
    • WYSOWSKI DK, ARMSTRONG G, GOVERNALE L: Rapid increase in the use of oral antidiabetic drugs in the United States, 1990 - 2001. Diabetes Care (2003) 26:1852-1855.
    • (2003) Diabetes Care , vol.26 , pp. 1852-1855
    • WYSOWSKI, D.K.1    ARMSTRONG, G.2    GOVERNALE, L.3
  • 16
    • 0030062325 scopus 로고    scopus 로고
    • The structure-activity relationship between peroxisome proliferator-activated receptor γ. Agonism and the anti-hyperglycemic activity of thiazolidinediones
    • WILLSON TM, COBB JE, COWAN DJ et al.: The structure-activity relationship between peroxisome proliferator-activated receptor γ. Agonism and the anti-hyperglycemic activity of thiazolidinediones. J. Med. Chem. (1996) 39:665-668.
    • (1996) J. Med. Chem , vol.39 , pp. 665-668
    • WILLSON, T.M.1    COBB, J.E.2    COWAN, D.J.3
  • 17
    • 20444497357 scopus 로고    scopus 로고
    • Receptor-independent action of PPAR thiazolidinedione agonists: Is mitochondrial function the key?
    • FEINSTEIN DL, SPANGOLO A, AKAR C et al.: Receptor-independent action of PPAR thiazolidinedione agonists: is mitochondrial function the key? Biochem. Pharmacol. (2005) 70:177-188.
    • (2005) Biochem. Pharmacol , vol.70 , pp. 177-188
    • FEINSTEIN, D.L.1    SPANGOLO, A.2    AKAR, C.3
  • 18
    • 0032970182 scopus 로고    scopus 로고
    • Three dimensional quantitative structure-activity relationships (3-D QSAR) of antihyperglycemic agents
    • KULKARNI SS, GEDIYA LK, KULKARNI VM: Three dimensional quantitative structure-activity relationships (3-D QSAR) of antihyperglycemic agents. Bioorg. Med. Chem. (1999) 7:1475-1485.
    • (1999) Bioorg. Med. Chem , vol.7 , pp. 1475-1485
    • KULKARNI, S.S.1    GEDIYA, L.K.2    KULKARNI, V.M.3
  • 19
    • 17144443830 scopus 로고    scopus 로고
    • Interaction between peroxisome proliferator-activated receptor γ and its agonists: Docking study of oximes having 5-benzyl-2,4-thiazolidinedione
    • IWATA Y, MIYAMOTO S, TAKAMURA M, YANAGISAWA H, KASUYA A: Interaction between peroxisome proliferator-activated receptor γ and its agonists: docking study of oximes having 5-benzyl-2,4-thiazolidinedione. J. Mol. Graph. Model. (2001) 19:536-542.
    • (2001) J. Mol. Graph. Model , vol.19 , pp. 536-542
    • IWATA, Y.1    MIYAMOTO, S.2    TAKAMURA, M.3    YANAGISAWA, H.4    KASUYA, A.5
  • 21
    • 0028966069 scopus 로고
    • Lipophilicity of amphoteric molecules expressed by the true partition coefficient
    • TAKACS-NOVAK K, JÓZAN M, SZÁS G: Lipophilicity of amphoteric molecules expressed by the true partition coefficient. Int. J. Pharm (1995) 113:47-55.
    • (1995) Int. J. Pharm , vol.113 , pp. 47-55
    • TAKACS-NOVAK, K.1    JÓZAN, M.2    SZÁS, G.3
  • 22
    • 23944432683 scopus 로고    scopus 로고
    • Investigation of the retention/pH profile of zwitterionic fluoroquinolones by means of reversed phase and ion-pair high performance liquid chromatography
    • PISTOS C, TSANTILI-KAKOULIDOU A, KOUPPARIS M: Investigation of the retention/pH profile of zwitterionic fluoroquinolones by means of reversed phase and ion-pair high performance liquid chromatography. J. Pharm. Biomed. Anal. (2005) 39:438-443.
    • (2005) J. Pharm. Biomed. Anal , vol.39 , pp. 438-443
    • PISTOS, C.1    TSANTILI-KAKOULIDOU, A.2    KOUPPARIS, M.3
  • 24
    • 0002854293 scopus 로고    scopus 로고
    • Lipophilicity in drug action and toxicology
    • Mannhold R, Kubinyi H, Timmerman H Eds, Wiley VCH, Weinheim, Germany
    • PLISKA V, TESTA B, VAN DE WATERBEEMD H: Lipophilicity in drug action and toxicology. In: Methods and Principles in Medicinal Chemistry. (Volume 4). Mannhold R, Kubinyi H, Timmerman H (Eds), Wiley VCH, Weinheim, Germany (1996).
    • (1996) Methods and Principles in Medicinal Chemistry , vol.4
    • PLISKA, V.1    TESTA, B.2    VAN DE WATERBEEMD, H.3
  • 25
    • 0023546523 scopus 로고
    • Hydrophobicity and central nervous system agents: On the principle of minimal hydrophobicity in drug design
    • HANSCH C, BJORKROTH JP, LEO A: Hydrophobicity and central nervous system agents: on the principle of minimal hydrophobicity in drug design. J. Pharm. Sci. (1987) 76:663-687.
    • (1987) J. Pharm. Sci , vol.76 , pp. 663-687
    • HANSCH, C.1    BJORKROTH, J.P.2    LEO, A.3
  • 26
    • 0031024171 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • LIPINSKI CA, LOMBARDO F, DOMINY BW, FEENEY PJ: Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv. Drug. Deliv. Rev. (1997) 23:3-25.
    • (1997) Adv. Drug. Deliv. Rev , vol.23 , pp. 3-25
    • LIPINSKI, C.A.1    LOMBARDO, F.2    DOMINY, B.W.3    FEENEY, P.J.4
  • 27
    • 34548488486 scopus 로고    scopus 로고
    • Calculation of lipophilicity. A classification of method
    • Testa B, Krämer SD, Wunderli-Allenspach H, Folkers G Eds, Verlag Helvetica Chimica Acta, Wiley VCH, Zürich, Switzerland
    • MANNHOLD R: Calculation of lipophilicity. A classification of method. In: Pharmacokinetic Profiling in Drug Research: Biological, Physicochemical, and Computational Strategies. Testa B, Krämer SD, Wunderli-Allenspach H, Folkers G (Eds), Verlag Helvetica Chimica Acta, Wiley VCH, Zürich, Switzerland (2006):333-352.
    • (2006) Pharmacokinetic Profiling in Drug Research: Biological, Physicochemical, and Computational Strategies , pp. 333-352
    • MANNHOLD, R.1
  • 29
    • 34147185774 scopus 로고    scopus 로고
    • Physicochemical profile of nimesulide. Exploring the interplay of lipophilicity, solubility and ionization
    • In Press
    • DELLIS D, GIAGINIS C, TSANTILI-KAKOULIDOU A: Physicochemical profile of nimesulide. Exploring the interplay of lipophilicity, solubility and ionization. J. Pharm. Biomed. Anal. (In Press).
    • J. Pharm. Biomed. Anal
    • DELLIS, D.1    GIAGINIS, C.2    TSANTILI-KAKOULIDOU, A.3
  • 30
    • 3042583122 scopus 로고    scopus 로고
    • 3D QSAR studies on peroxisome proliferator-activated receptor γ agonists using CoMFA and CoMSIA
    • LIAO C, XIE A, ZHOU J, SHI L, LI Z, LU XP: 3D QSAR studies on peroxisome proliferator-activated receptor γ agonists using CoMFA and CoMSIA. J. Mol. Model. (2004) 10:165-177.
    • (2004) J. Mol. Model , vol.10 , pp. 165-177
    • LIAO, C.1    XIE, A.2    ZHOU, J.3    SHI, L.4    LI, Z.5    LU, X.P.6
  • 31
    • 0032822247 scopus 로고    scopus 로고
    • Three-dimensional quantitative structure-activity relationship (3D-QSAR) of antidiabetic thiazolidinediones
    • KUROGI Y: Three-dimensional quantitative structure-activity relationship (3D-QSAR) of antidiabetic thiazolidinediones. Drug Des. Discov. (1999) 16:109-118.
    • (1999) Drug Des. Discov , vol.16 , pp. 109-118
    • KUROGI, Y.1
  • 32
    • 0346040431 scopus 로고    scopus 로고
    • Pharmacophore identification and 3D-QSAR studies in N-(2-benzoyl phenyl)-L-tyrosines as PPAR agonists
    • RATHI L, KASHAW SK, DIXIT A, PANDEY G, SAXENA AK: Pharmacophore identification and 3D-QSAR studies in N-(2-benzoyl phenyl)-L-tyrosines as PPAR agonists. Bioorg. Med. Chem. (2004) 12:63-69.
    • (2004) Bioorg. Med. Chem , vol.12 , pp. 63-69
    • RATHI, L.1    KASHAW, S.K.2    DIXIT, A.3    PANDEY, G.4    SAXENA, A.K.5
  • 33
    • 33745172856 scopus 로고    scopus 로고
    • 2D QSAR of PPARγ agonist binding and transactivation
    • RUCKER C, SCARSI M, MERINGER M: 2D QSAR of PPARγ agonist binding and transactivation. Bioorg. Med. Chem. (2006) 14:5178-5195.
    • (2006) Bioorg. Med. Chem , vol.14 , pp. 5178-5195
    • RUCKER, C.1    SCARSI, M.2    MERINGER, M.3
  • 34
    • 0034073605 scopus 로고    scopus 로고
    • Property distribution of drug-related chemical databases
    • OPREA TI: Property distribution of drug-related chemical databases. J. Comput-Aided Mol. Des. (2000) 14:251-264.
    • (2000) J. Comput-Aided Mol. Des , vol.14 , pp. 251-264
    • OPREA, T.I.1
  • 35
    • 33846844392 scopus 로고    scopus 로고
    • Investigation of the lipophilic behavior of the PPARγ ligands thiazolidinediones as an important issue for their action
    • GIAGINIS C, THEOCHARIS S, TSANTILI-KAKOULIDOU A: Investigation of the lipophilic behavior of the PPARγ ligands thiazolidinediones as an important issue for their action. Drugs Fut. (2006) 31:A44.
    • (2006) Drugs Fut , vol.31
    • GIAGINIS, C.1    THEOCHARIS, S.2    TSANTILI-KAKOULIDOU, A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.