메뉴 건너뛰기




Volumn 45, Issue 5, 2010, Pages 615-623

QSAR, docking studies and pharmacophore identification of phenylmethyl phenoxy propyl amino propanoic acid derivatives as leukotriene A 4 hydrolase inhibitors

Author keywords

Docking; LTA 4 hydrolase; Molecular descriptor; Pharmacophore; QSAR

Indexed keywords

HYDROLASE INHIBITOR; LEUKOTRIENE A4 HYDROLASE; PHENYLMETHYL PHENOXY PROPYL AMINO PROPANOIC ACID; PROPIONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

EID: 77954596513     PISSN: 05134870     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (3)

References (37)
  • 1
    • 0022979525 scopus 로고
    • Leukotrienes in inflammation
    • J
    • Bray MA. Leukotrienes in inflammation [J]. Inflamm Res, 1986, 19: 87-99.
    • (1986) Inflamm Res , vol.19 , pp. 87-99
    • Bray, M.A.1
  • 2
    • 0021352632 scopus 로고
    • 4by colonic mucosa in inflammatory bowel disease
    • Sharon P, Stenson WF. Enhanced synthesis of leukotriene B4 by colonic mucosa in inflammatory bowel disease [J]. Gastroenterology, 1984, 86: 453-460. (Pubitemid 14154655)
    • (1984) Gastroenterology , vol.86 , Issue.3 , pp. 453-460
    • Sharon, P.1    Stenson, W.F.2
  • 6
    • 0028180442 scopus 로고
    • Leukotriene A(4) hydrolase in human bronchoalveolar lavage fluid
    • J
    • Munafo DA, Shindo K, Baker JR, et al. Leukotriene A(4) hydrolase in human bronchoalveolar lavage fluid [J]. J Clin Invest, 1994, 93: 1042-1050.
    • (1994) J Clin Invest , vol.93 , pp. 1042-1050
    • Munafo, D.A.1    Shindo, K.2    Baker, J.R.3
  • 7
    • 0142092620 scopus 로고    scopus 로고
    • 4and BLT1 control cytotoxic effector T cell recruitment to inflamed tissues
    • DOI 10.1038/ni972
    • Goodarzi K, Goodarzi M, Tager AM, et al. Leukotriene B4 and BLT1 control cytotoxic effector T cell recruitment to inflamed tissues [J]. Nat Immunol, 2003, 4: 965-973. (Pubitemid 37265917)
    • (2003) Nature Immunology , vol.4 , Issue.10 , pp. 965-973
    • Goodarzi, K.1    Goodarzi, M.2    Tager, A.M.3    Luster, A.D.4    Von Andrian, U.H.5
  • 9
    • 0142124327 scopus 로고    scopus 로고
    • Leukotriene B4 receptor BLT1 mediates early effector T cell recruitment
    • J
    • Tager AM, Bromley SK, Medoff BD, et al. Leukotriene B4 receptor BLT1 mediates early effector T cell recruitment [J]. Nat Immunol, 2003, 4: 982-990.
    • (2003) Nat Immunol , vol.4 , pp. 982-990
    • Tager, A.M.1    Bromley, S.K.2    Medoff, B.D.3
  • 10
    • 0025194604 scopus 로고
    • Leukotriene B4 in inflammation
    • J
    • Ford-Hutchinson AW. Leukotriene B4 in inflammation [J]. Crit Rev Immunol, 1990, 10: 1-12.
    • (1990) Crit Rev Immunol , vol.10 , pp. 1-12
    • Ford-Hutchinson, A.W.1
  • 11
    • 0034756223 scopus 로고    scopus 로고
    • Future advances in COPD therapy
    • J
    • Barnes PJ. Future advances in COPD therapy [J]. Respiration, 2001, 68: 441-448.
    • (2001) Respiration , vol.68 , pp. 441-448
    • Barnes, P.J.1
  • 12
    • 0028981040 scopus 로고
    • Leukotriene B4 plays a critical role in the progression of collagen-induced arthritis
    • J
    • Griffiths RJ, Pettipher ER, Koch K, et al. Leukotriene B4 plays a critical role in the progression of collagen-induced arthritis [J]. Proc Natl Acad Sci, 1995, 92: 517-521.
    • (1995) Proc Natl Acad Sci , vol.92 , pp. 517-521
    • Griffiths, R.J.1    Pettipher, E.R.2    Koch, K.3
  • 13
    • 0032509197 scopus 로고    scopus 로고
    • Involvement of leukotriene B4 in arthritis models
    • J
    • Tsuji F, Oki K, Fujisawa K, et al. Involvement of leukotriene B4 in arthritis models [J]. Life Sci, 1998, 64: PL51-56.
    • (1998) Life Sci , vol.64
    • Tsuji, F.1    Oki, K.2    Fujisawa, K.3
  • 14
    • 0032821284 scopus 로고    scopus 로고
    • Psoriasis and the arachidonic acid cascade
    • J
    • Ikai KJ. Psoriasis and the arachidonic acid cascade [J]. J Dermatol Sci, 1999, 21: 135-146.
    • (1999) J Dermatol Sci , vol.21 , pp. 135-146
    • Ikai, K.J.1
  • 15
    • 0033847979 scopus 로고    scopus 로고
    • Preview of potential therapeutic applications of leukotriene B4 inhibitors in dermatology
    • J
    • Zhu YI, Stiller MJ. Preview of potential therapeutic applications of leukotriene B4 inhibitors in dermatology [J]. Skin Pharmacol Appl Skin Physiol, 2000, 13: 235-245.
    • (2000) Skin Pharmacol Appl Skin Physiol , vol.13 , pp. 235-245
    • Zhu, Y.I.1    Stiller, M.J.2
  • 16
    • 0022181066 scopus 로고
    • Leukotrienes augment interleukin 1 production by human monocytes
    • Rola-Pleszczynski M, Lemaire I. Leukotrienes augment interleukin 1 production by human monocytes [J]. J Immunol, 1985, 135: 3958-3961. (Pubitemid 16250375)
    • (1985) Journal of Immunology , vol.135 , Issue.6 , pp. 3958-3961
    • Rola-Pleszczynski, M.1    Lemaire, I.2
  • 18
    • 0021286902 scopus 로고
    • Leukotriene B4 produces hyperalgesia that is dependent on polymorpho-nuclear leukocytes
    • J
    • Levine JD, Lau W, Kwiat G, et al. Leukotriene B4 produces hyperalgesia that is dependent on polymorpho-nuclear leukocytes [J]. Science, 1984, 225: 743-745.
    • (1984) Science , vol.225 , pp. 743-745
    • Levine, J.D.1    Lau, W.2    Kwiat, G.3
  • 19
    • 0029661982 scopus 로고    scopus 로고
    • The PPARalpha-leukotriene B4 pathway to inflammation control
    • J
    • Devchand PR, Keller H, Peters JM, et al. The PPARalpha-leukotriene B4 pathway to inflammation control [J]. Nature, 1996, 384: 39-43.
    • (1996) Nature , vol.384 , pp. 39-43
    • Devchand, P.R.1    Keller, H.2    Peters, J.M.3
  • 21
    • 0031777089 scopus 로고    scopus 로고
    • Pharmacology of leukotriene receptor antagonists
    • J
    • Aharony D. Pharmacology of leukotriene receptor antagonists [J]. Am J Respir Crit Care Med, 1998, 157: S214-218.
    • (1998) Am J Respir Crit Care Med , vol.157
    • Aharony, D.1
  • 22
    • 77954599740 scopus 로고    scopus 로고
    • Lipoxin and novel aspirin triggered 15-epi-lipoxin (ATL): A jungle of cell-cell interact
    • J
    • Serbian CN. Lipoxin and novel aspirin triggered 15-epi-lipoxin (ATL): a jungle of cell-cell interact [J]. Prostaglandins, 1997, 53: 107-137.
    • (1997) Prostaglandins , vol.53 , pp. 107-137
    • Serbian, C.N.1
  • 23
    • 10944253095 scopus 로고    scopus 로고
    • Leukotriene A4 hydrolase/aminopeptidase, the gatekeeper of chemotactic leukotriene B4 biosynthesis
    • J
    • Haeggstroem JZ. Leukotriene A4 hydrolase/aminopeptidase, the gatekeeper of chemotactic leukotriene B4 biosynthesis [J]. J Biol Chem, 2004, 279: 50639-50642.
    • (2004) J Biol Chem , vol.279 , pp. 50639-50642
    • Haeggstroem, J.Z.1
  • 24
    • 0037059334 scopus 로고    scopus 로고
    • 4 hydrolase/aminopeptidase: Glutamate 271 is a catalytic residue with specific roles in two distinct enzyme mechanisms
    • DOI 10.1074/jbc.M106577200
    • Rudberg PC, Tholander F, Thunnissen MM, et al. Leukotriene A4 hydrolase/aminopeptidase glutamate 271 is a catalytic residue with specific roles in two instinct mechanisms [J]. J Biol Chem, 2002, 277: 1398-1404. (Pubitemid 34975657)
    • (2002) Journal of Biological Chemistry , vol.277 , Issue.2 , pp. 1398-1404
    • Rudberg, P.C.1    Tholander, F.2    Thunnissen, M.M.G.M.3    Haeggstrom, J.Z.4
  • 25
    • 0036682429 scopus 로고    scopus 로고
    • Synthesis of potent leukotriene A(4) hydrolase inhibitors identification of 3-(methyl (3-(4-(phenylmethyl) phenoxy) propyl) amino) propanoic acid
    • J
    • Penning TD, Russel MA, Chen BB, et al. Synthesis of potent leukotriene A(4) hydrolase inhibitors identification of 3-(methyl (3-(4-(phenylmethyl) phenoxy) propyl) amino) propanoic acid [J]. J Med Chem, 2002, 45: 3482-3490.
    • (2002) J Med Chem , vol.45 , pp. 3482-3490
    • Penning, T.D.1    Russel, M.A.2    Chen, B.B.3
  • 26
    • 45849128761 scopus 로고    scopus 로고
    • MDL Information systems, Inc
    • MDL ISIS Draw 2.5. MDL Information systems, Inc, 2002.
    • (2002) MDL ISIS Draw 2.5
  • 28
    • 5544242529 scopus 로고    scopus 로고
    • MMFF VI. MMFF94s option for energy minimization studies
    • J
    • HalgrenTA. MMFF VI. MMFF94s option for energy minimization studies [J]. J Comput Chem, 1999, 20: 720-729.
    • (1999) J Comput Chem , vol.20 , pp. 720-729
    • Halgren, T.A.1
  • 29
    • 0026730489 scopus 로고
    • Structure-based strategies for drug design and discovery
    • J
    • Kuntz ID. Structure-based strategies for drug design and discovery [J]. Science, 1992, 257: 1078-1082.
    • (1992) Science , vol.257 , pp. 1078-1082
    • Kuntz, I.D.1
  • 30
    • 84860134058 scopus 로고    scopus 로고
    • PDB entry 3CHR
    • RCSB Protein Data Bank. http://www.rcsb.org/pdb, (PDB entry 3CHR).
    • RCSB Protein Data Bank
  • 31
    • 0029970338 scopus 로고    scopus 로고
    • Evolutionary optimization in quantitative structure-activity relationship: An application of genetic neural networks
    • DOI 10.1021/jm9507035
    • So S, Karplus M. Evolutionary optimization in quantitative structure-activity relationship: an application of genetic neural networks [J]. J Med Chem, 1996, 39: 1521-1530. (Pubitemid 26108787)
    • (1996) Journal of Medicinal Chemistry , vol.39 , Issue.7 , pp. 1521-1530
    • So, S.-S.1    Karplus, M.2
  • 32
    • 0028467707 scopus 로고
    • Application of genetic function approximation to quantitative structure-activity relationships and quantitative structure-property relationships
    • J
    • Rogers D, Hopfinger AJ. Application of genetic function approximation to quantitative structure-activity relationships and quantitative structure-property relationships [J]. J Chem Inf Comput Sci, 1994, 34: 854-866.
    • (1994) J Chem Inf Comput Sci , vol.34 , pp. 854-866
    • Rogers, D.1    Hopfinger, A.J.2
  • 34
    • 0035478854 scopus 로고    scopus 로고
    • Random Forest
    • J
    • Breiman L. Random Forest [J]. Machine Learning, 2001, 45: 5-32.
    • (2001) Machine Learning , vol.45 , pp. 5-32
    • Breiman, L.1
  • 35
    • 15144358589 scopus 로고    scopus 로고
    • Synthesis and dihydrofolate reductase inhibitor activities of 2, 4-diamino-5-deaza- and 2,4-diamino-5, 10-dideaza lipophilic antifolates
    • J
    • Gangjee A, Vidwans AP, Vasudevan A, et al. Synthesis and dihydrofolate reductase inhibitor activities of 2, 4-diamino-5-deaza- and 2,4-diamino-5, 10-dideaza lipophilic antifolates [J]. J Med Chem, 1998, 41: 3426-3434.
    • (1998) J Med Chem , vol.41 , pp. 3426-3434
    • Gangjee, A.1    Vidwans, A.P.2    Vasudevan, A.3
  • 36
    • 0037763817 scopus 로고    scopus 로고
    • Comparative evaluation of 11 scoring functions for molecular docking
    • DOI 10.1021/jm0203783
    • Wang R, Lu Y, Wang S. Comparative evaluation of 11 scoring functions for molecular docking [J]. J Med Chem, 2003, 46: 2287-2303. (Pubitemid 36637914)
    • (2003) Journal of Medicinal Chemistry , vol.46 , Issue.12 , pp. 2287-2303
    • Wang, R.1    Lu, Y.2    Wang, S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.