메뉴 건너뛰기




Volumn 18, Issue 2, 2007, Pages 507-513

Synthesis and binding affinity of a fluorine-substituted peroxisome proliferator-activated gamma (PPARγ) ligand as a potential positron emission tomography (PET) imaging agent

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; BINDING ENERGY; CHELATION; CYTOLOGY; FLUORINE; FLUORINE COMPOUNDS; LIGANDS; METABOLISM; PHYSIOLOGY; POSITRONS;

EID: 33947704130     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc060190o     Document Type: Article
Times cited : (5)

References (34)
  • 1
    • 0030842027 scopus 로고    scopus 로고
    • Peroxisome proliferator-activated receptor gamma and the control of adipogenesis
    • Brun, R. P., Kim, J. B., Hu, E., and Spiegelman, B. M. (1997) Peroxisome proliferator-activated receptor gamma and the control of adipogenesis. Curr. Opin. Lipidol. 8, 212-218.
    • (1997) Curr. Opin. Lipidol , vol.8 , pp. 212-218
    • Brun, R.P.1    Kim, J.B.2    Hu, E.3    Spiegelman, B.M.4
  • 2
    • 0028972026 scopus 로고
    • A prostaglandin J2 metabolite binds peroxisome proliferator-activated receptor γ and promotes adipocyte differentiation
    • Kliewer, S. A., Lenhard, J. M., Willson, T. M., Patel, I., Morris, D. C., and Lehmann, J. M. (1995) A prostaglandin J2 metabolite binds peroxisome proliferator-activated receptor γ and promotes adipocyte differentiation. Cell 83, 813-819.
    • (1995) Cell , vol.83 , pp. 813-819
    • Kliewer, S.A.1    Lenhard, J.M.2    Willson, T.M.3    Patel, I.4    Morris, D.C.5    Lehmann, J.M.6
  • 4
    • 0028180070 scopus 로고
    • mPPAR γ2: Tissue-specific regulator of an adipocyte enhancer
    • Tontonoz, P., Hu, E., Graves, R. A., Budavari, A. I., and Spiegelman, B. M. (1994) mPPAR γ2: tissue-specific regulator of an adipocyte enhancer. Genes Dev. 8, 1224-1234.
    • (1994) Genes Dev , vol.8 , pp. 1224-1234
    • Tontonoz, P.1    Hu, E.2    Graves, R.A.3    Budavari, A.I.4    Spiegelman, B.M.5
  • 7
    • 0033616795 scopus 로고    scopus 로고
    • Induction of solid tumor differentiation by the peroxisome proliferator-activated receptor-γ ligand troglitazone in patients with liposarcoma
    • Demetri, G. D., Fletcher, C. D. M., Mueller, E., Sarraf, F., Naujoks, R., Campbell, N., Spiegelman, B. M., and Singer, S. (1999) Induction of solid tumor differentiation by the peroxisome proliferator-activated receptor-γ ligand troglitazone in patients with liposarcoma. Proc. Natl. Acad. Sci. U.S.A. 96, 3951-3956.
    • (1999) Proc. Natl. Acad. Sci. U.S.A , vol.96 , pp. 3951-3956
    • Demetri, G.D.1    Fletcher, C.D.M.2    Mueller, E.3    Sarraf, F.4    Naujoks, R.5    Campbell, N.6    Spiegelman, B.M.7    Singer, S.8
  • 9
    • 0037899628 scopus 로고    scopus 로고
    • Use of the peroxisome proliferator-activated receptor (PPAR) γ ligand troglitazone as treatment for refractory breast cancer: A phase II study
    • Burstein, H. J., Demetri, G. D., Muller, E., Sarraf, P., Spiegelman, B. M., and Winer, E. P. (2003) Use of the peroxisome proliferator-activated receptor (PPAR) γ ligand troglitazone as treatment for refractory breast cancer: a phase II study. Breast Cancer Res. Treat. 79, 391-397.
    • (2003) Breast Cancer Res. Treat , vol.79 , pp. 391-397
    • Burstein, H.J.1    Demetri, G.D.2    Muller, E.3    Sarraf, P.4    Spiegelman, B.M.5    Winer, E.P.6
  • 10
    • 4143115845 scopus 로고    scopus 로고
    • The increased expression of peroxisome proliferator-activatated receptor-γ 1 in human breast cancer is mediated by selective promoter usage
    • Wang, X., Southard, R. C., and Kilgore, M. W. (2004) The increased expression of peroxisome proliferator-activatated receptor-γ 1 in human breast cancer is mediated by selective promoter usage. Cancer Res. 64, 5592-5596.
    • (2004) Cancer Res , vol.64 , pp. 5592-5596
    • Wang, X.1    Southard, R.C.2    Kilgore, M.W.3
  • 11
    • 18044376795 scopus 로고    scopus 로고
    • PPARs: Therapeutic targets for metabolic disease
    • Berger, J. P., Akiyama, T. E., and Meinke, P. T. (2005) PPARs: therapeutic targets for metabolic disease. Trends Pharmacol. Sci. 26, 244-251.
    • (2005) Trends Pharmacol. Sci , vol.26 , pp. 244-251
    • Berger, J.P.1    Akiyama, T.E.2    Meinke, P.T.3
  • 12
    • 0035011748 scopus 로고    scopus 로고
    • Fluorine-substituted ligands for the peroxisome proliferator-activated receptor gamma (PPARγ): Potential imaging agents for metastatic tumors
    • Kim, S-H., Jonson, S. D., Welch, M. J., and Katzenellenbogen, J. A. (2001) Fluorine-substituted ligands for the peroxisome proliferator-activated receptor gamma (PPARγ): Potential imaging agents for metastatic tumors. Bioconjugate Chem. 12, 439-450.
    • (2001) Bioconjugate Chem , vol.12 , pp. 439-450
    • Kim, S.-H.1    Jonson, S.D.2    Welch, M.J.3    Katzenellenbogen, J.A.4
  • 13
    • 7844224790 scopus 로고    scopus 로고
    • Henke, B. R., Blanchard, S. G., Brackeen, M. F., Brown, K. K., Cobb, J. E., Collins, J. L., Harrington, W. W., Jr., Hashim, M. A., Hull-Ryde, E. A., Kaldor, I., Kliewer, S. A., Lake, D. H., Leesnitzer, L. M., Lehmann, J. M., Lenhard, J. M., Orband-Miller, L. A., Miller, J. F., Mook, R. A., Jr., Noble, S. A., Oliver, W., Jr., Parks, D. J., Plunket, K. D., Szewczyk, J. R., and Willson, T. M. (1998) N-(2-Benzoylphenyl)-L-tyrosine PPARγ agonists. 1. Discovery of a novel series of potent antihyperglycemic and antihyperlipidemic agents. J. Med. Chem. 41, 5020-5036.
    • Henke, B. R., Blanchard, S. G., Brackeen, M. F., Brown, K. K., Cobb, J. E., Collins, J. L., Harrington, W. W., Jr., Hashim, M. A., Hull-Ryde, E. A., Kaldor, I., Kliewer, S. A., Lake, D. H., Leesnitzer, L. M., Lehmann, J. M., Lenhard, J. M., Orband-Miller, L. A., Miller, J. F., Mook, R. A., Jr., Noble, S. A., Oliver, W., Jr., Parks, D. J., Plunket, K. D., Szewczyk, J. R., and Willson, T. M. (1998) N-(2-Benzoylphenyl)-L-tyrosine PPARγ agonists. 1. Discovery of a novel series of potent antihyperglycemic and antihyperlipidemic agents. J. Med. Chem. 41, 5020-5036.
  • 20
    • 33947465643 scopus 로고
    • Polymethine dyes. I. A comparison of several vinylogous series in which the polymethine chains are terminated by aryl groups
    • Tuemmler, W. B., and Wildi, B. S. (1958) Polymethine dyes. I. A comparison of several vinylogous series in which the polymethine chains are terminated by aryl groups. J. Am. Chem. Soc. 80, 3772-3777.
    • (1958) J. Am. Chem. Soc , vol.80 , pp. 3772-3777
    • Tuemmler, W.B.1    Wildi, B.S.2
  • 21
    • 13844280938 scopus 로고    scopus 로고
    • Assay development and data analysis of receptor-ligand binding based on scintillation proximity assay
    • Sun, S., Almaden, J., Carlson, T. J., Barker, J., and Gehring, M. R. (2005) Assay development and data analysis of receptor-ligand binding based on scintillation proximity assay. Metab. Eng. 7, 38-44.
    • (2005) Metab. Eng , vol.7 , pp. 38-44
    • Sun, S.1    Almaden, J.2    Carlson, T.J.3    Barker, J.4    Gehring, M.R.5
  • 22
    • 0032989265 scopus 로고    scopus 로고
    • Brown, K. K., Henke, B. R., Blanchard, S. G., Cobb, J. E., Mook, R., Kaldor, I., Kliewer, S. A., Lehmann, J. M., Lenhard, J. M., Harrington, W. W., Novak, P. J., Faison, W., Binz, J. G., Hashim, M. A., Oliver, W. O., Brown, H. R., Parks, D. J., Plunket, K. D., Tong, W. Q., Menius, J. A., Adkison, K., Noble, S. A., and Wilson, T. M. (1999) A novel N-aryl tyrosine activator of peroxisome proliferator-activated receptor-gamma reverses the diabetic phenotype of the Zucker diabetic fatty rat. Diabetes 48, 1415-1424.
    • Brown, K. K., Henke, B. R., Blanchard, S. G., Cobb, J. E., Mook, R., Kaldor, I., Kliewer, S. A., Lehmann, J. M., Lenhard, J. M., Harrington, W. W., Novak, P. J., Faison, W., Binz, J. G., Hashim, M. A., Oliver, W. O., Brown, H. R., Parks, D. J., Plunket, K. D., Tong, W. Q., Menius, J. A., Adkison, K., Noble, S. A., and Wilson, T. M. (1999) A novel N-aryl tyrosine activator of peroxisome proliferator-activated receptor-gamma reverses the diabetic phenotype of the Zucker diabetic fatty rat. Diabetes 48, 1415-1424.
  • 23
    • 0344412801 scopus 로고
    • β-Diketones. I. Synthesis and reactions of some 2-benzoylcyclanones
    • Campbell, R. D., and Gilow, H. N. (1960) β-Diketones. I. Synthesis and reactions of some 2-benzoylcyclanones. J. Am. Chem. Soc. 82, 2389-2393.
    • (1960) J. Am. Chem. Soc , vol.82 , pp. 2389-2393
    • Campbell, R.D.1    Gilow, H.N.2
  • 27
    • 0018572852 scopus 로고    scopus 로고
    • Martin, L. L., Klioze, S. S., Worm, M., Crichlow, C. A., Geyer, H. M., III, and Kruse, H. (1979) Synthesis of spiro[isobenzofuran-1(3H), 4′-piperidines] as potential central nervous system agents. 5. Conformationally mobile analogs derived by furan ring opening. J. Med. Chem. 22, 1347-1354.
    • Martin, L. L., Klioze, S. S., Worm, M., Crichlow, C. A., Geyer, H. M., III, and Kruse, H. (1979) Synthesis of spiro[isobenzofuran-1(3H), 4′-piperidines] as potential central nervous system agents. 5. Conformationally mobile analogs derived by furan ring opening. J. Med. Chem. 22, 1347-1354.
  • 28
    • 0032501446 scopus 로고    scopus 로고
    • Accelerating effect introduced by the structure of α-amino acid in the copper-catalyzed coupling reaction of aryl halides with α-amino acids. synthesis of benzolactam-V8
    • Ma, D., Zhang, Y., Yao, J., Wu, S., and Tao, F. (1998) Accelerating effect introduced by the structure of α-amino acid in the copper-catalyzed coupling reaction of aryl halides with α-amino acids. synthesis of benzolactam-V8. J. Am. Chem. Soc. 120, 12459-12467.
    • (1998) J. Am. Chem. Soc , vol.120 , pp. 12459-12467
    • Ma, D.1    Zhang, Y.2    Yao, J.3    Wu, S.4    Tao, F.5
  • 29
    • 0141854366 scopus 로고    scopus 로고
    • Mild method for ullmann coupling reaction of amines and aryl halides
    • Ma, D., Cai, Q., and Zhang, H. (2003) Mild method for ullmann coupling reaction of amines and aryl halides. Org. Lett. 5, 2453-2455.
    • (2003) Org. Lett , vol.5 , pp. 2453-2455
    • Ma, D.1    Cai, Q.2    Zhang, H.3
  • 30
    • 0014443615 scopus 로고
    • Antimalarial activity of guanylhydrazone salts of aromatic ketones. I. Active substituent patterns
    • DoAmaral, J. R., Blanz, J. E., Jr., and French, F. A. (1969) Antimalarial activity of guanylhydrazone salts of aromatic ketones. I. Active substituent patterns. J. Med. Chem. 12, 21-25.
    • (1969) J. Med. Chem , vol.12 , pp. 21-25
    • DoAmaral, J.R.1    Blanz Jr., J.E.2    French, F.A.3
  • 31
    • 0037389826 scopus 로고    scopus 로고
    • Control of the fading properties of photochromic 3,3-diaryl-3H-naphtho[2,1-b]pyrans
    • Gabbutt, C. D., Heron, B., and Instone, A. C. (2003) Control of the fading properties of photochromic 3,3-diaryl-3H-naphtho[2,1-b]pyrans. Heterocycles 60, 843-855.
    • (2003) Heterocycles , vol.60 , pp. 843-855
    • Gabbutt, C.D.1    Heron, B.2    Instone, A.C.3
  • 33
    • 1142276334 scopus 로고    scopus 로고
    • Efficient palladium/copper cocatalyzed C-N coupling reaction of unactivated aryl bromide of iodide with amino acid under microwave heating
    • Xu, L.-W., Xia, C.-C., Li, J.-W., Li, F.-W., and Zhou, S.-L. (2004) Efficient palladium/copper cocatalyzed C-N coupling reaction of unactivated aryl bromide of iodide with amino acid under microwave heating. Catal. Commun. 5, 121-123.
    • (2004) Catal. Commun , vol.5 , pp. 121-123
    • Xu, L.-W.1    Xia, C.-C.2    Li, J.-W.3    Li, F.-W.4    Zhou, S.-L.5
  • 34
    • 0034847422 scopus 로고    scopus 로고
    • Synthesis of SB-214857 using copper catalysed amination of arylbromides with L-aspartic acid
    • Clement, J-B., Hayes, J. F., Sheldrake, H. M., Sheldrake, P. W., and Wells, A. S. (2001) Synthesis of SB-214857 using copper catalysed amination of arylbromides with L-aspartic acid. Synlett 9, 1423-1427.
    • (2001) Synlett , vol.9 , pp. 1423-1427
    • Clement, J.-B.1    Hayes, J.F.2    Sheldrake, H.M.3    Sheldrake, P.W.4    Wells, A.S.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.