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Volumn 6, Issue 5, 2015, Pages 926-934

Design of pyrazolo-pyrimidines as 11β-HSD1 inhibitors through optimisation of molecular electrostatic potential

Author keywords

[No Author keywords available]

Indexed keywords

11BETA HYDROXYSTEROID DEHYDROGENASE 1; 11BETA HYDROXYSTEROID DEHYDROGENASE 1 INHIBITOR; OXIDOREDUCTASE INHIBITOR; PYRAZOLOPYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 84929322078     PISSN: 20402503     EISSN: 20402511     Source Type: Journal    
DOI: 10.1039/c5md00043b     Document Type: Article
Times cited : (6)

References (35)
  • 2
    • 26844573524 scopus 로고    scopus 로고
    • Inhibition of 11β-HSD1 as a novel treatment for the metabolic syndrome: Do glucocorticoids play a role?
    • R. Thieringer A. Hermanowski-Vosatka Inhibition of 11β-HSD1 as a novel treatment for the metabolic syndrome: do glucocorticoids play a role? Expert Rev. Cardiovasc. Ther. 2005 3 911 924
    • (2005) Expert Rev. Cardiovasc. Ther. , vol.3 , pp. 911-924
    • Thieringer, R.1    Hermanowski-Vosatka, A.2
  • 3
    • 0032706949 scopus 로고    scopus 로고
    • Hypothalamic arousal, insulin resistance and Type 2 diabetes mellitus
    • P. Bjorntorp G. Holm R. Rosmond Hypothalamic arousal, insulin resistance and Type 2 diabetes mellitus Diabetic Med. 1999 16 373 383
    • (1999) Diabetic Med. , vol.16 , pp. 373-383
    • Bjorntorp, P.1    Holm, G.2    Rosmond, R.3
  • 4
    • 36549001222 scopus 로고    scopus 로고
    • Glucocorticoids and cardiovascular disease
    • B. R. Walker Glucocorticoids and cardiovascular disease Eur. J. Endocrinol. 2007 157 545 559
    • (2007) Eur. J. Endocrinol. , vol.157 , pp. 545-559
    • Walker, B.R.1
  • 6
    • 0029916575 scopus 로고    scopus 로고
    • 11β-Hydroxysteroid dehydrogenases: Key enzymes in determining tissue-specific glucocorticoid effects
    • C. R. W. Edwards R. Benediktsson R. S. Lindsay J. R. Seckl 11β-Hydroxysteroid dehydrogenases: key enzymes in determining tissue-specific glucocorticoid effects Steroids 1996 61 263 269
    • (1996) Steroids , vol.61 , pp. 263-269
    • Edwards, C.R.W.1    Benediktsson, R.2    Lindsay, R.S.3    Seckl, J.R.4
  • 7
    • 0041334187 scopus 로고    scopus 로고
    • 11beta-Hydroxysteroid dehydrogenase: Unexpected connections
    • E. A. Walker P. M. Stewart 11beta-Hydroxysteroid dehydrogenase: unexpected connections Trends Endocrinol. Metab. 2003 14 334 339
    • (2003) Trends Endocrinol. Metab. , vol.14 , pp. 334-339
    • Walker, E.A.1    Stewart, P.M.2
  • 8
    • 0035836756 scopus 로고    scopus 로고
    • Lack of tissue glucocorticoid reactivation in 11β-hydroxysteroid dehydrogenase type 1 knockout mice ameliorates age-related learning impairments
    • J. L. W. Yau J. Noble C. J. Kenyon C. Hibberd Y. Kotelevtsev J. J. Mullins J. R. Seckl Lack of tissue glucocorticoid reactivation in 11β-hydroxysteroid dehydrogenase type 1 knockout mice ameliorates age-related learning impairments Proc. Natl. Acad. Sci. U. S. A. 2001 98 4716 4721
    • (2001) Proc. Natl. Acad. Sci. U. S. A. , vol.98 , pp. 4716-4721
    • Yau, J.L.W.1    Noble, J.2    Kenyon, C.J.3    Hibberd, C.4    Kotelevtsev, Y.5    Mullins, J.J.6    Seckl, J.R.7
  • 9
    • 77952625669 scopus 로고    scopus 로고
    • 11β-Hydroxysteroid Dehydrogenase Type 1 Expression Is Increased in the Aged Mouse Hippocampus and Parietal Cortex and Causes Memory Impairments
    • M. C. Holmes R. N. Carter J. Noble S. Chitnis A. Dutia J. M. Paterson J. J. Mullins J. R. Seckl J. L. W. Yau 11β-Hydroxysteroid Dehydrogenase Type 1 Expression Is Increased in the Aged Mouse Hippocampus and Parietal Cortex and Causes Memory Impairments J. Neurosci. 2010 30 6916 6920
    • (2010) J. Neurosci. , vol.30 , pp. 6916-6920
    • Holmes, M.C.1    Carter, R.N.2    Noble, J.3    Chitnis, S.4    Dutia, A.5    Paterson, J.M.6    Mullins, J.J.7    Seckl, J.R.8    Yau, J.L.W.9
  • 11
    • 84894070010 scopus 로고    scopus 로고
    • Medicinal Chemistry of Inhibitors of 11β-Hydroxysteroid Dehydrogenase Type 1 (11β-HSD1)
    • J. S. Scott F. W. Goldberg A. V. Turnbull Medicinal Chemistry of Inhibitors of 11β-Hydroxysteroid Dehydrogenase Type 1 (11β-HSD1) J. Med. Chem. 2014 57 4466 4486
    • (2014) J. Med. Chem. , vol.57 , pp. 4466-4486
    • Scott, J.S.1    Goldberg, F.W.2    Turnbull, A.V.3
  • 12
    • 38149133022 scopus 로고    scopus 로고
    • 11β-Hydroxysteroid dehydrogenase type 1 inhibitors as therapeutic agents
    • S. P. Webster T. D. Pallin 11β-Hydroxysteroid dehydrogenase type 1 inhibitors as therapeutic agents Expert Opin. Ther. Pat. 2007 17 1407 1422
    • (2007) Expert Opin. Ther. Pat. , vol.17 , pp. 1407-1422
    • Webster, S.P.1    Pallin, T.D.2
  • 13
    • 67649362287 scopus 로고    scopus 로고
    • 11β-hydroxysteroid dehydrogenase type 1 inhibitors: A review of recent patents
    • C. D. Boyle T. J. Kowalski 11β-hydroxysteroid dehydrogenase type 1 inhibitors: a review of recent patents Expert Opin. Ther. Pat. 2009 19 801 825
    • (2009) Expert Opin. Ther. Pat. , vol.19 , pp. 801-825
    • Boyle, C.D.1    Kowalski, T.J.2
  • 14
    • 77955590502 scopus 로고    scopus 로고
    • 11β-Hydroxysteroid dehydrogenase type 1 inhibitors for the treatment of type 2 diabetes
    • S. A. Morgan J. W. Tomlinson 11β-Hydroxysteroid dehydrogenase type 1 inhibitors for the treatment of type 2 diabetes Expert Opin. Invest. Drugs 2010 19 1067 1076
    • (2010) Expert Opin. Invest. Drugs , vol.19 , pp. 1067-1076
    • Morgan, S.A.1    Tomlinson, J.W.2
  • 15
    • 77955630861 scopus 로고    scopus 로고
    • For the INCB13739-202 Principal Investigators the 11-β-Hydroxysteroid Dehydrogenase Type 1 Inhibitor INCB13739 Improves Hyperglycemia in Patients with Type 2 Diabetes Inadequately Controlled by Metformin Monotherapy
    • J. Rosenstock S. Banarer V. A. Fonseca S. E. Inzucchi W. Sun W. Yao G. Hollis R. Flores R. Levy W. V. Williams J. R. Seckl R Huber for the INCB13739-202 Principal Investigators The 11-β-Hydroxysteroid Dehydrogenase Type 1 Inhibitor INCB13739 Improves Hyperglycemia in Patients With Type 2 Diabetes Inadequately Controlled by Metformin Monotherapy Diabetes Care 2010 33 1516 1522
    • (2010) Diabetes Care , vol.33 , pp. 1516-1522
    • Rosenstock, J.1    Banarer, S.2    Fonseca, V.A.3    Inzucchi, S.E.4    Sun, W.5    Yao, W.6    Hollis, G.7    Flores, R.8    Levy, R.9    Williams, W.V.10    Seckl, J.R.11    Huber, R.12
  • 21
    • 0037146943 scopus 로고    scopus 로고
    • Effects of adrenalectomy on AGRP, POMC, NPY and CART gene expression in the basal hypothalamus of fed and fasted rats
    • E. Savontaus I. M. Conwell S. L. Wardlaw Effects of adrenalectomy on AGRP, POMC, NPY and CART gene expression in the basal hypothalamus of fed and fasted rats Brain Res. 2002 958 130 138
    • (2002) Brain Res. , vol.958 , pp. 130-138
    • Savontaus, E.1    Conwell, I.M.2    Wardlaw, S.L.3
  • 22
    • 0023779936 scopus 로고
    • Glucocorticoid Regulation of Proopiomelanocortin Messenger Ribonucleic Acid Content of Rat Hypothalamus
    • S. Beaulieu B. Gagné N. Barden Glucocorticoid Regulation of Proopiomelanocortin Messenger Ribonucleic Acid Content of Rat Hypothalamus Mol. Endocrinol. 1988 2 727 731
    • (1988) Mol. Endocrinol. , vol.2 , pp. 727-731
    • Beaulieu, S.1    Gagné, B.2    Barden, N.3
  • 25
    • 0032410164 scopus 로고    scopus 로고
    • Estimation of blood-brain barrier crossing of drugs using molecular size and shape, and H-bonding descriptors
    • H. Van d. W. G. Camenisch G. Folkers J. R. Chretien O. A. Raevsky Estimation of blood-brain barrier crossing of drugs using molecular size and shape, and H-bonding descriptors J. Drug Targeting 1998 6 151 165
    • (1998) J. Drug Targeting , vol.6 , pp. 151-165
    • Van, D.W.H.1    Camenisch, G.2    Folkers, G.3    Chretien, J.R.4    Raevsky, O.A.5
  • 26
    • 84856046963 scopus 로고    scopus 로고
    • Knowledge-Based, Central Nervous System (CNS) Lead Selection and Lead Optimization for CNS Drug Discovery
    • A. K. Ghose T. Herbertz R. L. Hudkins B. D. Dorsey J. P. Mallamo Knowledge-Based, Central Nervous System (CNS) Lead Selection and Lead Optimization for CNS Drug Discovery ACS Chem. Neurosci. 2012 3 50 68
    • (2012) ACS Chem. Neurosci. , vol.3 , pp. 50-68
    • Ghose, A.K.1    Herbertz, T.2    Hudkins, R.L.3    Dorsey, B.D.4    Mallamo, J.P.5
  • 27
    • 25844495011 scopus 로고    scopus 로고
    • Medicinal chemical properties of successful central nervous system drugs
    • H. Pajouhesh G. R. Lenz Medicinal chemical properties of successful central nervous system drugs NeuroRx 2005 2 541 553
    • (2005) NeuroRx , vol.2 , pp. 541-553
    • Pajouhesh, H.1    Lenz, G.R.2
  • 28
    • 35748934487 scopus 로고    scopus 로고
    • The influence of drug-like concepts on decision-making in medicinal chemistry
    • P. D. Leeson B. Springthorpe The influence of drug-like concepts on decision-making in medicinal chemistry Nat. Rev. Drug Discovery 2007 6 881 890
    • (2007) Nat. Rev. Drug Discovery , vol.6 , pp. 881-890
    • Leeson, P.D.1    Springthorpe, B.2
  • 29
    • 1942453243 scopus 로고    scopus 로고
    • Ligand efficiency: A useful metric for lead selection
    • A. L. Hopkins C. R. Groom A. Alex Ligand efficiency: a useful metric for lead selection Drug Discovery Today 2004 9 430 431
    • (2004) Drug Discovery Today , vol.9 , pp. 430-431
    • Hopkins, A.L.1    Groom, C.R.2    Alex, A.3
  • 30
    • 0034609833 scopus 로고    scopus 로고
    • Fast Calculation of Molecular Polar Surface Area as a Sum of Fragment-Based Contributions and Its Application to the Prediction of Drug Transport Properties
    • P. Ertl B. Rohde P. Selzer Fast Calculation of Molecular Polar Surface Area as a Sum of Fragment-Based Contributions and Its Application to the Prediction of Drug Transport Properties J. Med. Chem. 2000 43 3714 3717
    • (2000) J. Med. Chem. , vol.43 , pp. 3714-3717
    • Ertl, P.1    Rohde, B.2    Selzer, P.3
  • 31
    • 37049077770 scopus 로고
    • Prediction of hydrogen bond basicity from computed molecular electrostatic properties: Implications for comparative molecular field analysis
    • P. W. Kenny Prediction of hydrogen bond basicity from computed molecular electrostatic properties: implications for comparative molecular field analysis J. Chem. Soc., Perkin Trans. 2 1994 199 202
    • (1994) J. Chem. Soc., Perkin Trans. 2 , pp. 199-202
    • Kenny, P.W.1
  • 32
    • 66249086550 scopus 로고    scopus 로고
    • Hydrogen Bonding, Electrostatic Potential, and Molecular Design
    • P. W. Kenny Hydrogen Bonding, Electrostatic Potential, and Molecular Design J. Chem. Inf. Model. 2009 49 1234 1244
    • (2009) J. Chem. Inf. Model. , vol.49 , pp. 1234-1244
    • Kenny, P.W.1
  • 34
    • 0019166075 scopus 로고
    • Solubility and partitioning I: Solubility of nonelectrolytes in water
    • S. H. Yalkowsky S. C. Valvani Solubility and partitioning I: Solubility of nonelectrolytes in water J. Pharm. Sci. 1980 69 912 922
    • (1980) J. Pharm. Sci. , vol.69 , pp. 912-922
    • Yalkowsky, S.H.1    Valvani, S.C.2
  • 35
    • 81555204763 scopus 로고    scopus 로고
    • Matched Molecular Pairs as a Medicinal Chemistry Tool
    • E. Griffen A. G. Leach G. R. Robb D. J. Warner Matched Molecular Pairs as a Medicinal Chemistry Tool J. Med. Chem. 2011 54 7739 7750
    • (2011) J. Med. Chem. , vol.54 , pp. 7739-7750
    • Griffen, E.1    Leach, A.G.2    Robb, G.R.3    Warner, D.J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.