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Volumn 5, Issue 6, 2010, Pages

Design of group IIA secreted/synovial phospholipase A2 inhibitors: An oxadiazolone derivative suppresses chondrocyte prostaglandin E2 secretion

Author keywords

[No Author keywords available]

Indexed keywords

3 [[4 [5(INDOL 1 YL)PENTOXY]BENZYL]] 4H 1,2,4 OXADIAZOL 5 ONE; CYCLOOXYGENASE 1; CYCLOOXYGENASE 2; INDUCIBLE NITRIC OXIDE SYNTHASE; INTERLEUKIN 1BETA; OXADIAZOLE DERIVATIVE; PHOSPHOLIPASE A2 GROUP II; PHOSPHOLIPASE A2 GROUP IIA; PROSTAGLANDIN E2; UNCLASSIFIED DRUG;

EID: 77956206306     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0010914     Document Type: Article
Times cited : (3)

References (37)
  • 5
    • 44149106595 scopus 로고    scopus 로고
    • Cyclooxygenase-2 selective non-steroidal anti-inflammatory drugs (etodolac, meloxicam, celecoxib, rofecoxib, etoricoxib, valdecoxib and lumiracoxib) for osteoarthritis and rheumatoid arthritis: A systematic review and economic evaluation
    • iii
    • Chen YF, Jobanputra P, Barton P, Bryan S, Fry-Smith A, et al. (2008) Cyclooxygenase-2 selective non-steroidal anti-inflammatory drugs (etodolac, meloxicam, celecoxib, rofecoxib, etoricoxib, valdecoxib and lumiracoxib) for osteoarthritis and rheumatoid arthritis: a systematic review and economic evaluation. Health Technol Assess 12: 1-278, iii.
    • (2008) Health Technol Assess , vol.12 , pp. 1-278
    • Chen, Y.F.1    Jobanputra, P.2    Barton, P.3    Bryan, S.4    Fry-Smith, A.5
  • 6
    • 33646470853 scopus 로고    scopus 로고
    • Cardiovascular outcomes in new users of coxibs and nonsteroidal antiinflammatory drugs: High-risk subgroups and time course of risk
    • Solomon DH, Avorn J, Sturmer T, Glynn RJ, Mogun H, et al. (2006) Cardiovascular outcomes in new users of coxibs and nonsteroidal antiinflammatory drugs: high-risk subgroups and time course of risk. Arthritis Rheum 54: 1378-1389.
    • (2006) Arthritis Rheum , vol.54 , pp. 1378-1389
    • Solomon, D.H.1    Avorn, J.2    Sturmer, T.3    Glynn, R.J.4    Mogun, H.5
  • 7
    • 0034739464 scopus 로고    scopus 로고
    • Roles of secretory phospholipases A(2) in inflammatory diseases and trauma
    • Nevalainen TJ, Haapamaki MM, Gronroos JM (2000) Roles of secretory phospholipases A(2) in inflammatory diseases and trauma. Biochim Biophys Acta 1488: 83-90.
    • (2000) Biochim Biophys Acta , vol.1488 , pp. 83-90
    • Nevalainen, T.J.1    Haapamaki, M.M.2    Gronroos, J.M.3
  • 11
    • 0029662071 scopus 로고    scopus 로고
    • 2 as an index of disease activity in rheumatoid arthritis. Prospective double blind study of 212 patients
    • 2 as an index of disease activity in rheumatoid arthritis. Prospective double blind study of 212 patients. J Rheumatol 23: 1162-1166.
    • (1996) J Rheumatol , vol.23 , pp. 1162-1166
    • Lin, M.K.1    Farewell, V.2    Vadas, P.3    Bookman, A.A.4    Keystone, E.C.5
  • 18
    • 38849126259 scopus 로고    scopus 로고
    • 2 inhibitors. Part 5: Synthesis and biological activity of 1-alkyl-4-[4,5-dihydro-1,2,4-[4H]-oxadiazol5-one-3-ylmethylbenz-49-yl(oyl)] piperazines
    • 2 inhibitors. Part 5: synthesis and biological activity of 1-alkyl-4-[4,5-dihydro-1,2,4-[4H]-oxadiazol5-one-3-ylmethylbenz-49-yl(oyl)] piperazines. Bioorg Med Chem 16: 1242-1253.
    • (2008) Bioorg Med Chem , vol.16 , pp. 1242-1253
    • Boukli, L.1    Touaibia, M.2    Meddad-Belhabich, N.3    Djimde, A.4    Park, C.H.5
  • 19
    • 13844307284 scopus 로고    scopus 로고
    • 2. 2-Synthesis and structure-activity relationship studies of 4,5-dihydro-3-(4-tetradecyloxybenzyl)-1,2,4-4H-oxadiazol5-one (PMS1062) derivatives specific for group II enzyme
    • 2. 2-Synthesis and structure-activity relationship studies of 4,5-dihydro-3-(4-tetradecyloxybenzyl)-1,2,4-4H-oxadiazol5-one (PMS1062) derivatives specific for group II enzyme. Bioorg Med Chem 13: 1989-2007.
    • (2005) Bioorg Med Chem , vol.13 , pp. 1989-2007
    • Dong, C.Z.1    Ahamada-Himidi, A.2    Plocki, S.3    Aoun, D.4    Touaibia, M.5
  • 20
    • 22144489522 scopus 로고    scopus 로고
    • Molecular modeling, design, and synthesis of less lipophilic derivatives of 3-(4-tetradecyloxybenzyl)-4H-1,2,4-oxadiazol-5-one (PMS1062) specific for group II enzyme
    • Plocki S, Aoun D, Ahamada-Himidi A, Tavarès-Camarinha F, Dong CZ, et al. (2005) Molecular modeling, design, and synthesis of less lipophilic derivatives of 3-(4-tetradecyloxybenzyl)-4H-1,2,4-oxadiazol-5-one (PMS1062) specific for group II enzyme. Eur J Org Chem 2005: 2747-2757.
    • (2005) Eur J Org Chem , pp. 2747-2757
    • Plocki, S.1    Aoun, D.2    Ahamada-Himidi, A.3    Tavarès-Camarinha, F.4    Dong, C.Z.5
  • 21
    • 34147191563 scopus 로고    scopus 로고
    • 2. 4-glycerol derivatives of 4,5-dihydro-3-(4-tetradecyloxybenzyl)- 1,2,4-4H-oxadiazol-5-one with broad activities
    • 2. 4-glycerol derivatives of 4,5-dihydro-3-(4-tetradecyloxybenzyl)- 1,2,4-4H-oxadiazol-5-one with broad activities. J Med Chem 50: 1618-1626.
    • (2007) J Med Chem , vol.50 , pp. 1618-1626
    • Touaibia, M.1    Djimde, A.2    Cao, F.3    Boilard, E.4    Bezzine, S.5
  • 22
    • 33751499493 scopus 로고
    • Cycloadditions. 45. Annulation of heterocycles via intramolecular nitrile oxide-heterocycle cycloaddition reaction
    • Dehaen W, Hassner A (1991) Cycloadditions. 45. Annulation of heterocycles via intramolecular nitrile oxide-heterocycle cycloaddition reaction. J Org Chem 56: 896-900.
    • (1991) J Org Chem , vol.56 , pp. 896-900
    • Dehaen, W.1    Hassner, A.2
  • 24
    • 0018607849 scopus 로고
    • The hydrophobic fragmental constant; an estimation to a 1000 data point set
    • Rekker RF, De Kort HM (1979) The hydrophobic fragmental constant; an estimation to a 1000 data point set. Eur J Med Chem 14: 479-488.
    • (1979) Eur J Med Chem , vol.14 , pp. 479-488
    • Rekker, R.F.1    de Kort, H.M.2
  • 26
    • 0035932519 scopus 로고    scopus 로고
    • Cytokine pathways and joint inflammation in rheumatoid arthritis
    • Choy EH, Panayi GS (2001) Cytokine pathways and joint inflammation in rheumatoid arthritis. N Engl J Med 344: 907-916.
    • (2001) N Engl J Med , vol.344 , pp. 907-916
    • Choy, E.H.1    Panayi, G.S.2
  • 27
    • 0029086681 scopus 로고
    • Specificity of expression and effects of eicosanoid mediators in normal physiology and human diseases
    • Goetzl EJ, An S, Smith WL (1995) Specificity of expression and effects of eicosanoid mediators in normal physiology and human diseases. FASEB J 9: 1051-1058.
    • (1995) FASEB J , vol.9 , pp. 1051-1058
    • Goetzl, E.J.1    An, S.2    Smith, W.L.3
  • 28
    • 0030945182 scopus 로고    scopus 로고
    • Superinduction of cyclooxygenase-2 activity in human osteoarthritis-affected cartilage. Influence of nitric oxide
    • Amin AR, Attur M, Patel RN, Thakker GD, Marshall PJ, et al. (1997) Superinduction of cyclooxygenase-2 activity in human osteoarthritis-affected cartilage. Influence of nitric oxide. J Clin Invest 99: 1231-1237.
    • (1997) J Clin Invest , vol.99 , pp. 1231-1237
    • Amin, A.R.1    Attur, M.2    Patel, R.N.3    Thakker, G.D.4    Marshall, P.J.5
  • 29
    • 0028861879 scopus 로고
    • Nitric oxide production and inducible nitric oxide synthase expression in inflammatory arthritides
    • Sakurai H, Kohsaka H, Liu MF, Higashiyama H, Hirata Y, et al. (1995) Nitric oxide production and inducible nitric oxide synthase expression in inflammatory arthritides. J Clin Invest 96: 2357-2363.
    • (1995) J Clin Invest , vol.96 , pp. 2357-2363
    • Sakurai, H.1    Kohsaka, H.2    Liu, M.F.3    Higashiyama, H.4    Hirata, Y.5
  • 30
    • 36649010414 scopus 로고    scopus 로고
    • Anisotropic, Polarizable Molecular Mechanics Studies of Inter- and Intramolecular Interactions and Ligand-Macromolecule Complexes. A Bottom-Up Strategy
    • Gresh N, Cisneros GA, Darden TA, Piquemal JP (2007) Anisotropic, Polarizable Molecular Mechanics Studies of Inter- and Intramolecular Interactions and Ligand-Macromolecule Complexes. A Bottom-Up Strategy. J Chem Theory Comput 3: 1960-1986.
    • (2007) J Chem Theory Comput , vol.3 , pp. 1960-1986
    • Gresh, N.1    Cisneros, G.A.2    Darden, T.A.3    Piquemal, J.P.4
  • 31
    • 0000501772 scopus 로고
    • Improvements of the continuum model. 1. Application to the calculation of the vaporization thermodynamic quantities of nonassociated liquids
    • Langlet J, Claverie P, Caillet J, Pullman A (1988) Improvements of the continuum model. 1. Application to the calculation of the vaporization thermodynamic quantities of nonassociated liquids. J Phys Chem 92: 1617-1631.
    • (1988) J Phys Chem , vol.92 , pp. 1617-1631
    • Langlet, J.1    Claverie, P.2    Caillet, J.3    Pullman, A.4
  • 32
    • 33947672364 scopus 로고    scopus 로고
    • Binding of 5- phospho-D-arabinonohydroxamate and 5-phospho-D-arabinonate inhibitors to zinc phosphomannose isomerase from Candida albicans studied by polarizable molecular mechanics and quantum mechanics
    • Roux C, Gresh N, Perera LE, Piquemal JP, Salmon L (2007) Binding of 5- phospho-D-arabinonohydroxamate and 5-phospho-D-arabinonate inhibitors to zinc phosphomannose isomerase from Candida albicans studied by polarizable molecular mechanics and quantum mechanics. J Comput Chem 28: 938-957.
    • (2007) J Comput Chem , vol.28 , pp. 938-957
    • Roux, C.1    Gresh, N.2    Perera, L.E.3    Piquemal, J.P.4    Salmon, L.5
  • 35
    • 18244420377 scopus 로고    scopus 로고
    • Peroxisome proliferator-activated receptor-gamma down-regulates chondrocyte matrix metalloproteinase-1 via a novel composite element
    • Francois M, Richette P, Tsagris L, Raymondjean M, Fulchignoni-Lataud MC, et al. (2004) Peroxisome proliferator-activated receptor-gamma down-regulates chondrocyte matrix metalloproteinase-1 via a novel composite element. J Biol Chem 279: 28411-28418.
    • (2004) J Biol Chem , vol.279 , pp. 28411-28418
    • Francois, M.1    Richette, P.2    Tsagris, L.3    Raymondjean, M.4    Fulchignoni-Lataud, M.C.5
  • 37
    • 0017184389 scopus 로고
    • A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding
    • Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72: 248-254.
    • (1976) Anal Biochem , vol.72 , pp. 248-254
    • Bradford, M.M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.