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Volumn 50, Issue 22, 2007, Pages 5449-5456

Synthesis and structure-activity relationship for a novel class of potent and selective carbamate-based inhibitors of hormone selective lipase with acute in vivo antilipolytic effects

Author keywords

[No Author keywords available]

Indexed keywords

4 HYDROXYMETHYLPIPERIDINE 1 CARBOXYLIC ACID 4 (5 TRIFLUOROMETHYLPYRIDIN 2 YLOXY)PHENYL ESTER; 4 HYDROXYPIPERIDINE 1 CARBOXYLIC ACID 4 (5 TRIFLUOROMETHYLPYRIDIN 2 YLOXY)PHENYL ESTER; CARBAMIC ACID; CYTOCHROME P450 1A2; CYTOCHROME P450 2D6; CYTOCHROME P450 3A4; DEXTROMETHORPHAN; ERYTHROMYCIN; HORMONE SELECTIVE LIPASE INHIBITOR; HORMONE SENSITIVE LIPASE; PHENACETIN; UNCLASSIFIED DRUG;

EID: 35848941953     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm0607653     Document Type: Article
Times cited : (36)

References (39)
  • 1
    • 0026572747 scopus 로고
    • Pathogenesis of type 2 (non-insulin dependent) diabetes mellitus: A balanced overview
    • DeFronzo, R. A. Pathogenesis of type 2 (non-insulin dependent) diabetes mellitus: A balanced overview. Diabetologia 1992, 35, 389-397.
    • (1992) Diabetologia , vol.35 , pp. 389-397
    • DeFronzo, R.A.1
  • 2
    • 0036182137 scopus 로고    scopus 로고
    • Lipotoxic diseases
    • Unger, R. H. Lipotoxic diseases. Ann. Rev. Med. 2002, 53, 319-336.
    • (2002) Ann. Rev. Med , vol.53 , pp. 319-336
    • Unger, R.H.1
  • 4
    • 2442480339 scopus 로고    scopus 로고
    • Dysregulation of fatty acid metabolism in the etiology of type 2 diabetes
    • McGarry, J. D. Dysregulation of fatty acid metabolism in the etiology of type 2 diabetes. Diabetes 2002, 5, 17-18.
    • (2002) Diabetes , vol.5 , pp. 17-18
    • McGarry, J.D.1
  • 5
    • 0019739196 scopus 로고
    • Diabetic hypertriglyceridemia: Evidence for three clinical syndromes
    • Reaven, G. M.; Greenfield, M. S. Diabetic hypertriglyceridemia: Evidence for three clinical syndromes. Diabetes 1981, 30, 66-75.
    • (1981) Diabetes , vol.30 , pp. 66-75
    • Reaven, G.M.1    Greenfield, M.S.2
  • 6
    • 0036381998 scopus 로고    scopus 로고
    • Adipose tissue as a buffer for daily lipid flux
    • Frayn, K. N. Adipose tissue as a buffer for daily lipid flux. Diabetologia 2002, 45, 1201-1210.
    • (2002) Diabetologia , vol.45 , pp. 1201-1210
    • Frayn, K.N.1
  • 7
    • 0029151863 scopus 로고    scopus 로고
    • Unger, P. H. Lipotoxicity in the pathogenesis of obesity-dependent NIDDM. Genetic and clinical implications. Diabetes 1995, 44, 863-870.
    • Unger, P. H. Lipotoxicity in the pathogenesis of obesity-dependent NIDDM. Genetic and clinical implications. Diabetes 1995, 44, 863-870.
  • 8
    • 0031014830 scopus 로고    scopus 로고
    • Role of fatty acids in the pathogenesis of insulin resistance and NIDDM
    • Boden, G. Role of fatty acids in the pathogenesis of insulin resistance and NIDDM. Diabetes 1997, 46, 3-10.
    • (1997) Diabetes , vol.46 , pp. 3-10
    • Boden, G.1
  • 11
    • 0021032715 scopus 로고
    • Effect of fatty acids on glucose production and utilization in man
    • Ferranini, E.; Barret, E. J.; Bevilacqua, S.; DeFronzo, R. A. Effect of fatty acids on glucose production and utilization in man. J. Clin. Invest. 1983, 72, 1737-1747.
    • (1983) J. Clin. Invest , vol.72 , pp. 1737-1747
    • Ferranini, E.1    Barret, E.J.2    Bevilacqua, S.3    DeFronzo, R.A.4
  • 12
    • 0025775034 scopus 로고
    • Effects of lipid on basal carbohydrate metabolism in normal men
    • Boden, G.; Jadali, F. Effects of lipid on basal carbohydrate metabolism in normal men. Diabetes 1991, 40, 686-692.
    • (1991) Diabetes , vol.40 , pp. 686-692
    • Boden, G.1    Jadali, F.2
  • 13
    • 0031647224 scopus 로고    scopus 로고
    • Regulation of lipolysis in humans. Pathophysiological modulation in obesity, diabetes and hyperlipidemia
    • Large, V.; Arner, P. Regulation of lipolysis in humans. Pathophysiological modulation in obesity, diabetes and hyperlipidemia. Diabetes Metab. 1998, 24, 409-418.
    • (1998) Diabetes Metab , vol.24 , pp. 409-418
    • Large, V.1    Arner, P.2
  • 14
    • 0025963777 scopus 로고
    • The role of free fatty acid metabolism in the pathogenesis of insulin resistance in obesity and noninsulin-dependent diabetes mellitus
    • Groop, L. C.; Saloranta, C.; Shank, M.; Bonadonna, R. C.; Ferrannni, E.; DeFronzo, R. A. The role of free fatty acid metabolism in the pathogenesis of insulin resistance in obesity and noninsulin-dependent diabetes mellitus. J. Clin. Endocrinol. Metab. 1991, 72, 96-107.
    • (1991) J. Clin. Endocrinol. Metab , vol.72 , pp. 96-107
    • Groop, L.C.1    Saloranta, C.2    Shank, M.3    Bonadonna, R.C.4    Ferrannni, E.5    DeFronzo, R.A.6
  • 15
    • 84910011021 scopus 로고    scopus 로고
    • Review of metabolic and cardiovascular effects of oral antidiabetic agents: Beyond glucose-level lowering
    • Ginsberg, H.; Plutzky, J.; Sobel, E. Review of metabolic and cardiovascular effects of oral antidiabetic agents: Beyond glucose-level lowering. J. Cardiovasc. Risk 1999, 6, 337-346.
    • (1999) J. Cardiovasc. Risk , vol.6 , pp. 337-346
    • Ginsberg, H.1    Plutzky, J.2    Sobel, E.3
  • 16
  • 18
    • 0036794551 scopus 로고    scopus 로고
    • Hormone sensitive lipase: Control of intracellular tri-(di)-acylglycerol and cholesteryl ester hydrolyses
    • Kraemer, F. B.; Shen, W.-J. Hormone sensitive lipase: Control of intracellular tri-(di)-acylglycerol and cholesteryl ester hydrolyses. J. Lipid. Res. 2002, 43, 1585-1594.
    • (2002) J. Lipid. Res , vol.43 , pp. 1585-1594
    • Kraemer, F.B.1    Shen, W.-J.2
  • 19
    • 0030093040 scopus 로고    scopus 로고
    • Adipocyte hormone sensitive lipase: A major regulator of lipid metabolism
    • Langin, D.; Holm, C.; LaFontan, M. Adipocyte hormone sensitive lipase: a major regulator of lipid metabolism. Proc. Nutr. Soc. 1996, 55, 93-109.
    • (1996) Proc. Nutr. Soc , vol.55 , pp. 93-109
    • Langin, D.1    Holm, C.2    LaFontan, M.3
  • 24
    • 2442587378 scopus 로고    scopus 로고
    • In vitro SAR of (5-2H)-isoxazolonyl)ureas, potent inhibitors of hormone-sensitive lipase
    • Lowe, D. B. In vitro SAR of (5-2H)-isoxazolonyl)ureas, potent inhibitors of hormone-sensitive lipase. Bioorg. Med. Chem. Lett. 2004, 14, 3155-3159.
    • (2004) Bioorg. Med. Chem. Lett , vol.14 , pp. 3155-3159
    • Lowe, D.B.1
  • 28
    • 1542404606 scopus 로고    scopus 로고
    • C. de Jong, J.; Sørensen, L. G.; Tornqvist, H.; Jacobsen, P. Carbazates as potent inhibitors of hormone-sensitive lipase. Bioorg. Med. Chem. Lett. 2004, 14, 1741.
    • C. de Jong, J.; Sørensen, L. G.; Tornqvist, H.; Jacobsen, P. Carbazates as potent inhibitors of hormone-sensitive lipase. Bioorg. Med. Chem. Lett. 2004, 14, 1741.
  • 29
    • 0346962962 scopus 로고    scopus 로고
    • Synthesis and structure-activity relationship for a novel class of potent and selective carbamoyl-triazole based inhibitors of hormone sensitive lipase
    • Ebdrup, S.; Sørebseb, L. G.; Olsen, O. H.; Jacobsen, P. Synthesis and structure-activity relationship for a novel class of potent and selective carbamoyl-triazole based inhibitors of hormone sensitive lipase. J. Med. Chem. 2004, 47, 400-410.
    • (2004) J. Med. Chem , vol.47 , pp. 400-410
    • Ebdrup, S.1    Sørebseb, L.G.2    Olsen, O.H.3    Jacobsen, P.4
  • 30
    • 13844314649 scopus 로고    scopus 로고
    • Structure-activity relationship for aryl and heteroaryl boronic acid inhibitors of hormone-sensitive lipase
    • Ebdrup, S.; Jacobsen, P.; Dhanda Farrington, A.; Vedsø, P. Structure-activity relationship for aryl and heteroaryl boronic acid inhibitors of hormone-sensitive lipase. Bioorg. Med. Chem. 2005, 13, 2305-2312.
    • (2005) Bioorg. Med. Chem , vol.13 , pp. 2305-2312
    • Ebdrup, S.1    Jacobsen, P.2    Dhanda Farrington, A.3    Vedsø, P.4
  • 31
    • 12444339774 scopus 로고    scopus 로고
    • Potent quinoxaline-based inhibitors of PDGF receptor tyrosin kinase activity. Part 2: The synthesis and biological activities of RPR127963, an orally bioavailable inhibitor
    • Wei, H.; Myers, R.; Hanney, B.; Spada, A. P.; Bilder, G.; Galzcinski, H.; Amin, D.; Needle, S.; Page, K.; Jazzosi, Z.; Perrone, M. H. Potent quinoxaline-based inhibitors of PDGF receptor tyrosin kinase activity. Part 2: The synthesis and biological activities of RPR127963, an orally bioavailable inhibitor. Bioorg. Med. Chem. Lett. 2003, 13, 3097-3100.
    • (2003) Bioorg. Med. Chem. Lett , vol.13 , pp. 3097-3100
    • Wei, H.1    Myers, R.2    Hanney, B.3    Spada, A.P.4    Bilder, G.5    Galzcinski, H.6    Amin, D.7    Needle, S.8    Page, K.9    Jazzosi, Z.10    Perrone, M.H.11
  • 34
    • 0032004883 scopus 로고    scopus 로고
    • Human hormone sensitive lipase - Expression and large-scale purification from a baculovirus/insect cell system
    • Contreras, J. A.; Danielsson, B.; Johansson, C.; Osterlund, T.; Langin, D.; Holm, C. Human hormone sensitive lipase - Expression and large-scale purification from a baculovirus/insect cell system. Protein Expression Purif. 1998, 12, 93-99.
    • (1998) Protein Expression Purif , vol.12 , pp. 93-99
    • Contreras, J.A.1    Danielsson, B.2    Johansson, C.3    Osterlund, T.4    Langin, D.5    Holm, C.6
  • 35
    • 0025880194 scopus 로고
    • Phospholipase activity of milk lipoprotein lipase
    • Bengtson-Olivecrona, G.; Olivecrona, T. Phospholipase activity of milk lipoprotein lipase. Methods Enzymol. 1991, 197, 345-356.
    • (1991) Methods Enzymol , vol.197 , pp. 345-356
    • Bengtson-Olivecrona, G.1    Olivecrona, T.2
  • 37
    • 0032572851 scopus 로고    scopus 로고
    • An efficient new protocol for the formation of unsymmetrical tri- and tetrasubstituted ureas
    • Batey, R. A.; Santhakumar, V.; Yoshina-Ishii, C.; Tayler, S. D. An efficient new protocol for the formation of unsymmetrical tri- and tetrasubstituted ureas. Tetrahedron Lett. 1998, 39, 6267-6270.
    • (1998) Tetrahedron Lett , vol.39 , pp. 6267-6270
    • Batey, R.A.1    Santhakumar, V.2    Yoshina-Ishii, C.3    Tayler, S.D.4
  • 38
    • 0027534365 scopus 로고    scopus 로고
    • Konakahara, T.; Ozaki, T.; Sato, K.; Gold, B. A Convenient method for the synthesis of activated N-methylcarbamates. Synthesis 1993, 1, 103-106.
    • Konakahara, T.; Ozaki, T.; Sato, K.; Gold, B. A Convenient method for the synthesis of activated N-methylcarbamates. Synthesis 1993, 1, 103-106.
  • 39
    • 84970599638 scopus 로고
    • Evaluation of the elbs persulfate oxidation reaction for the preparation of aryloxyphenoxypropionate herbicides
    • Watson, K. G.; Serban, A. Evaluation of the elbs persulfate oxidation reaction for the preparation of aryloxyphenoxypropionate herbicides. Aust. J. Chem. 1995, 48, 8, 1503-1510.
    • (1995) Aust. J. Chem , vol.48 , Issue.8 , pp. 1503-1510
    • Watson, K.G.1    Serban, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.