메뉴 건너뛰기




Volumn 23, Issue 6, 2014, Pages 2701-2711

In silico accounting of novel pyridazine analogues as h-PTP 1B inhibitors: Pharmacophore modelling, atom-based 3D QSAR and docking studies

Author keywords

3D QSAR; Glide; PHASE; PTP 1B; Pyridazine

Indexed keywords

HYDROGEN; PROTEIN TYROSINE PHOSPHATASE 1B INHIBITOR; PYRIDAZINE DERIVATIVE;

EID: 84898871173     PISSN: 10542523     EISSN: 15548120     Source Type: Journal    
DOI: 10.1007/s00044-013-0797-8     Document Type: Article
Times cited : (6)

References (28)
  • 1
    • 0031036223 scopus 로고    scopus 로고
    • Protein tyrosine phosphatase 1B complexes with the insulin receptor in vivo and is tyrosine-phosphorylated in the presence of insulin
    • 10.1074/jbc.272.3.1639
    • Bandopadhyay D, Kusari A, Kenner KA, Liu F, Chernoff J, Gustafson TA, Kusari J (1997) Protein tyrosine phosphatase 1B complexes with the insulin receptor in vivo and is tyrosine-phosphorylated in the presence of insulin. J Biol Chem 272:1639-1645
    • (1997) J Biol Chem , vol.272 , pp. 1639-1645
    • Bandopadhyay, D.1    Kusari, A.2    Kenner, K.A.3    Liu, F.4    Chernoff, J.5    Gustafson, T.A.6    Kusari, J.7
  • 2
    • 0028231388 scopus 로고
    • Crystal structure of human protein tyrosine phosphatase 1B
    • 8128219 10.1126/science.8128219
    • Barford D, Flint AJ, Tonks NK (1994) Crystal structure of human protein tyrosine phosphatase 1B. Science 263:1397-1404
    • (1994) Science , vol.263 , pp. 1397-1404
    • Barford, D.1    Flint, A.J.2    Tonks, N.K.3
  • 3
    • 84859444421 scopus 로고    scopus 로고
    • Discovery of novel and potent heterocyclic carboxylic acid derivatives as protein tyrosine phosphatase 1B inhibitors
    • 22424978 10.1016/j.bmcl.2012.02.070
    • Basu S, Prasad UV, Barawkar DA et al (2012) Discovery of novel and potent heterocyclic carboxylic acid derivatives as protein tyrosine phosphatase 1B inhibitors. Bioorg Med Chem Lett 22:2843-2849
    • (2012) Bioorg Med Chem Lett , vol.22 , pp. 2843-2849
    • Basu, S.1    Prasad, U.V.2    Barawkar, D.A.3
  • 4
    • 33845868822 scopus 로고    scopus 로고
    • PHASE: A new engine for pharmacophore perception, 3D QSAR model development, and 3D database screening: Methodology and preliminary results
    • 17124629 10.1007/s10822-006-9087-6
    • Dixon SL, Smondyrev AM, Knoll EH, Rao SN, Shaw DE, Friesner RA (2006) PHASE: a new engine for pharmacophore perception, 3D QSAR model development, and 3D database screening: methodology and preliminary results. J Comput Aided Mol Des 20:647-671
    • (2006) J Comput Aided Mol des , vol.20 , pp. 647-671
    • Dixon, S.L.1    Smondyrev, A.M.2    Knoll, E.H.3    Rao, S.N.4    Shaw, D.E.5    Friesner, R.A.6
  • 7
    • 1642310340 scopus 로고    scopus 로고
    • Glide: A new approach for rapid, accurate docking and scoring. 2. Enrichment factors in database screening
    • 15027866 10.1021/jm030644s
    • Halgren TA, Murphy RB, Friesner RA, Beard HS, Frye LL, Pollard WT, Banks JL (2004) Glide: a new approach for rapid, accurate docking and scoring. 2. Enrichment factors in database screening. J Med Chem 47:1750-1759
    • (2004) J Med Chem , vol.47 , pp. 1750-1759
    • Halgren, T.A.1    Murphy, R.B.2    Friesner, R.A.3    Beard, H.S.4    Frye, L.L.5    Pollard, W.T.6    Banks, J.L.7
  • 8
    • 0036715628 scopus 로고    scopus 로고
    • Protein tyrosine phosphatase 1B inhibitors for diabetes
    • 12209150 10.1038/nrd895
    • Johnson TO, Ermolieff J, Jirousek MR (2002) Protein tyrosine phosphatase 1B inhibitors for diabetes. Nat Rev Drug Discov 1:696-709
    • (2002) Nat Rev Drug Discov , vol.1 , pp. 696-709
    • Johnson, T.O.1    Ermolieff, J.2    Jirousek, M.R.3
  • 9
    • 0035913529 scopus 로고    scopus 로고
    • Evaluation and reparametrization of the OPLS-AA force field for proteins via comparison with accurate quantum chemical calculations on peptides
    • 10.1021/jp003919d
    • Kaminski GA, Friesner RA, Tirado-Rives J, Jorgensen WL (2001) Evaluation and reparametrization of the OPLS-AA force field for proteins via comparison with accurate quantum chemical calculations on peptides. J Phys Chem B 105:6474-6487
    • (2001) J Phys Chem B , vol.105 , pp. 6474-6487
    • Kaminski, G.A.1    Friesner, R.A.2    Tirado-Rives, J.3    Jorgensen, W.L.4
  • 10
    • 0033942614 scopus 로고    scopus 로고
    • Increased energy expenditure, decreased adiposity, and tissue-specific insulin sensitivity in protein-tyrosine phosphatase 1B-deficient mice
    • 85999 10891488 10.1128/MCB.20.15.5479-5489.2000
    • Klaman LD, Boss O, Peroni OD et al (2000) Increased energy expenditure, decreased adiposity, and tissue-specific insulin sensitivity in protein-tyrosine phosphatase 1B-deficient mice. Mol Cell Biol 20:5479-5489
    • (2000) Mol Cell Biol , vol.20 , pp. 5479-5489
    • Klaman, L.D.1    Boss, O.2    Peroni, O.D.3
  • 11
    • 0036336284 scopus 로고    scopus 로고
    • Synthesis and biological activity of a novel class of pyridazine analogues as non-competitive reversible inhibitors of protein tyrosine phosphatase 1B (PTP 1B)
    • 12150865 10.1016/S0968-0896(02)00176-1
    • Liljebris C, Martinsson J, Tedenborg L, Williams M, Barker E, Duffy JES, Nygren A, James S (2002) Synthesis and biological activity of a novel class of pyridazine analogues as non-competitive reversible inhibitors of protein tyrosine phosphatase 1B (PTP 1B). Bioorg Med Chem 10:3197-3212
    • (2002) Bioorg Med Chem , vol.10 , pp. 3197-3212
    • Liljebris, C.1    Martinsson, J.2    Tedenborg, L.3    Williams, M.4    Barker, E.5    Duffy, J.E.S.6    Nygren, A.7    James, S.8
  • 12
    • 79959780557 scopus 로고    scopus 로고
    • Software and resources for computational medicinal chemistry
    • 10.4155/fmc.11.63
    • Lioa C, Sitzmann M, Pugliese A, Nicklaus MC (2011) Software and resources for computational medicinal chemistry. Future Med Chem 3:1057-1085
    • (2011) Future Med Chem , vol.3 , pp. 1057-1085
    • Lioa, C.1    Sitzmann, M.2    Pugliese, A.3    Nicklaus, M.C.4
  • 14
    • 84871446151 scopus 로고    scopus 로고
    • Accounting of ligand-receptor interactions to explore and design novel architecture for PTP 1B inhibition: A legitimate approach
    • 10.1002/cem.2480
    • Malla P, Kumar R, Kumar M (2012) Accounting of ligand-receptor interactions to explore and design novel architecture for PTP 1B inhibition: a legitimate approach. J Chemom 26:576-584
    • (2012) J Chemom , vol.26 , pp. 576-584
    • Malla, P.1    Kumar, R.2    Kumar, M.3
  • 15
    • 32944477948 scopus 로고    scopus 로고
    • Bicyclic and tricyclic thiophenes as protein tyrosine phosphatase 1B inhibitors
    • 16303309 10.1016/j.bmc.2005.11.005
    • Moretto AF, Kirincich SJ, Xu WX et al (2006) Bicyclic and tricyclic thiophenes as protein tyrosine phosphatase 1B inhibitors. Bioorg Med Chem 14:2162-2177
    • (2006) Bioorg Med Chem , vol.14 , pp. 2162-2177
    • Moretto, A.F.1    Kirincich, S.J.2    Xu, W.X.3
  • 16
    • 84876566858 scopus 로고    scopus 로고
    • Schrödinger, LLC, New York, NY
    • Prime, version 3.1 (2012) Schrödinger, LLC, New York, NY
    • (2012) Prime, Version 3.1
  • 17
    • 0031457541 scopus 로고    scopus 로고
    • Identification of a second aryl phosphate-binding site in protein tyrosine phosphatase 1B: A paradigm for inhibitor design
    • 28320 9391040 10.1073/pnas.94.25.13420
    • Puius YA, Zhao Y, Sullivan M, Lwarence DS, Almo SC, Zhang ZY (1997) Identification of a second aryl phosphate-binding site in protein tyrosine phosphatase 1B: a paradigm for inhibitor design. Proc Natl Acad Sci USA 94:13420-13425
    • (1997) Proc Natl Acad Sci USA , vol.94 , pp. 13420-13425
    • Puius, Y.A.1    Zhao, Y.2    Sullivan, M.3    Lwarence, D.S.4    Almo, S.C.5    Zhang, Z.Y.6
  • 18
    • 84874112920 scopus 로고    scopus 로고
    • Schrödinger, LLC, New York, NY
    • QikProp, version 3.5 (2012) Schrödinger, LLC, New York, NY
    • (2012) QikProp, Version 3.5
  • 19
    • 84862792991 scopus 로고    scopus 로고
    • Bromophenols as inhibitors of protein tyrosine phosphatase 1B with antidiabetic properties
    • 22444684 10.1016/j.bmcl.2012.02.074
    • Shi D, Li J, Jiang B, Guo S, Su H, Wang T (2012) Bromophenols as inhibitors of protein tyrosine phosphatase 1B with antidiabetic properties. Bioorg Med Chem Lett 22:2827-2832
    • (2012) Bioorg Med Chem Lett , vol.22 , pp. 2827-2832
    • Shi, D.1    Li, J.2    Jiang, B.3    Guo, S.4    Su, H.5    Wang, T.6
  • 20
    • 12844284644 scopus 로고    scopus 로고
    • Formylchromone derivatives as irreversible and selective inhibitors of human protein tyrosine phosphatase 1B. Kinetic and modelling studies
    • 15670940 10.1016/j.bmc.2004.11.006
    • Shim YS, Kim KC, Lee KA, Shrestha S, Lee KH, Kim CK, Cho H (2005) Formylchromone derivatives as irreversible and selective inhibitors of human protein tyrosine phosphatase 1B. Kinetic and modelling studies. Bioorg Med Chem 13:1325-1332
    • (2005) Bioorg Med Chem , vol.13 , pp. 1325-1332
    • Shim, Y.S.1    Kim, K.C.2    Lee, K.A.3    Shrestha, S.4    Lee, K.H.5    Kim, C.K.6    Cho, H.7
  • 21
    • 84892962658 scopus 로고    scopus 로고
    • The genetics of type 2 diabetes mellitus: A review
    • Singh S (2011) The genetics of type 2 diabetes mellitus: a review. J Sci Res 55:35-48
    • (2011) J Sci Res , vol.55 , pp. 35-48
    • Singh, S.1
  • 22
    • 33846397105 scopus 로고    scopus 로고
    • Benzothiazole benzimidazole (S)-isothiazolidinone derivatives as protein tyrosine phosphatase-1B inhibitors
    • 17097290 10.1016/j.bmcl.2006.10.079
    • Sparks RB, Polam P, Zhu W et al (2007) Benzothiazole benzimidazole (S)-isothiazolidinone derivatives as protein tyrosine phosphatase-1B inhibitors. Bioorg Med Chem Lett 17:736-740
    • (2007) Bioorg Med Chem Lett , vol.17 , pp. 736-740
    • Sparks, R.B.1    Polam, P.2    Zhu, W.3
  • 23
    • 77950859194 scopus 로고    scopus 로고
    • Self-organizing molecular field analysis of 2,4-thiazolidinediones: A 3D-QSAR model for the development of human PTP1B inhibitors
    • 20236737 10.1016/j.ejmech.2010.02.042
    • Thareja S, Aggarwal S, Bhardwaj TR, Kumar M (2010a) Self-organizing molecular field analysis of 2,4-thiazolidinediones: a 3D-QSAR model for the development of human PTP1B inhibitors. Eur J Med Chem 45:2537-2546
    • (2010) Eur J Med Chem , vol.45 , pp. 2537-2546
    • Thareja, S.1    Aggarwal, S.2    Bhardwaj, T.R.3    Kumar, M.4
  • 24
    • 77954708887 scopus 로고    scopus 로고
    • Self-organizing molecular field analysis on pyridazine analogues as protein tyrosine phosphatase (PTP 1B) inhibitors
    • 10.2174/157018010791306605
    • Thareja S, Aggarwal S, Bhardwaj TR, Kumar M (2010b) Self-organizing molecular field analysis on pyridazine analogues as protein tyrosine phosphatase (PTP 1B) inhibitors. Lett Drug Des Discov 7:395-401
    • (2010) Lett Drug des Discov , vol.7 , pp. 395-401
    • Thareja, S.1    Aggarwal, S.2    Bhardwaj, T.R.3    Kumar, M.4
  • 25
    • 77950846292 scopus 로고    scopus 로고
    • Sulphonamides as inhibitors of protein tyrosine phosphatase 1B: A three-dimensional quantitative structure-Activity relationship study using self-organizing molecular field analysis approach
    • 20410637 10.1248/cpb.58.526
    • Thareja S, Kokil GR, Aggarwal S, Bhardwaj TR, Kumar M (2010c) Sulphonamides as inhibitors of protein tyrosine phosphatase 1B: a three-dimensional quantitative structure-Activity relationship study using self-organizing molecular field analysis approach. Chem Pharm Bull 58:526-532
    • (2010) Chem Pharm Bull , vol.58 , pp. 526-532
    • Thareja, S.1    Kokil, G.R.2    Aggarwal, S.3    Bhardwaj, T.R.4    Kumar, M.5
  • 26
    • 84860342332 scopus 로고    scopus 로고
    • Protein tyrosine phosphatase 1B inhibitors: A molecular level legitimate approach for the management of diabetes mellitus
    • 20814956 10.1002/med.20219
    • Thareja S, Aggarwal S, Bhardwaj TR, Kumar M (2012) Protein tyrosine phosphatase 1B inhibitors: a molecular level legitimate approach for the management of diabetes mellitus. Med Res Rev 32:459-517
    • (2012) Med Res Rev , vol.32 , pp. 459-517
    • Thareja, S.1    Aggarwal, S.2    Bhardwaj, T.R.3    Kumar, M.4
  • 27
    • 79959906648 scopus 로고    scopus 로고
    • Pyrrolo[2,3-c]azepine derivatives: A new class of potent protein tyrosine phosphatase 1B inhibitors
    • 21696953 10.1016/j.bmcl.2011.05.052
    • Xie J, Tian J, Su L, Huang M, Zhu X, Ye F, Wan Y (2011) Pyrrolo[2,3-c]azepine derivatives: a new class of potent protein tyrosine phosphatase 1B inhibitors. Bioorg Med Chem Lett 21:4306-4309
    • (2011) Bioorg Med Chem Lett , vol.21 , pp. 4306-4309
    • Xie, J.1    Tian, J.2    Su, L.3    Huang, M.4    Zhu, X.5    Ye, F.6    Wan, Y.7
  • 28
    • 34247362854 scopus 로고    scopus 로고
    • PTP 1B as a drug target: Recent developments in PTP 1B inhibitor discovery
    • 17467573 10.1016/j.drudis.2007.03.011
    • Zhang S, Zhang ZY (2007) PTP 1B as a drug target: recent developments in PTP 1B inhibitor discovery. Drug Discov Today 12:373-381
    • (2007) Drug Discov Today , vol.12 , pp. 373-381
    • Zhang, S.1    Zhang, Z.Y.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.