메뉴 건너뛰기




Volumn 338, Issue 1, 2011, Pages 205-213

Cinnamyl-3,4-dihydroxy-α-cyanocinnamate is a potent inhibitor of 5-lipoxygenase

Author keywords

[No Author keywords available]

Indexed keywords

12 HYDROXYICOSATETRAENOIC ACID; 15 HYDROXYICOSATETRAENOIC ACID; ARACHIDONATE 12 LIPOXYGENASE; ARACHIDONATE 15 LIPOXYGENASE; ARACHIDONATE 5 LIPOXYGENASE; CINNAMYL 3,4 DIHYDROXY ALPHA CYANOCINNAMATE; LEUKOTRIENE B4; LIPOXYGENASE INHIBITOR; UNCLASSIFIED DRUG; ZILEUTON;

EID: 79959497076     PISSN: 00223565     EISSN: 15210103     Source Type: Journal    
DOI: 10.1124/jpet.111.180794     Document Type: Article
Times cited : (28)

References (40)
  • 1
    • 70449373239 scopus 로고    scopus 로고
    • Inhibitors of the 5-lipoxygenase pathway in atherosclerosis
    • Bäck M (2009) Inhibitors of the 5-lipoxygenase pathway in atherosclerosis. Curr Pharm Des 15:3116-3132.
    • (2009) Curr Pharm Des , vol.15 , pp. 3116-3132
    • Bäck, M.1
  • 2
    • 36949063535 scopus 로고
    • Antioxidant determinations by the use of a stable free radical
    • Blois MS (1958) Antioxidant determinations by the use of a stable free radical. Nature 181:1199-1200.
    • (1958) Nature , vol.181 , pp. 1199-1200
    • Blois, M.S.1
  • 3
    • 0033588022 scopus 로고    scopus 로고
    • Lipoxygenases: Occurrence, functions, catalysis, and acquisition of substrate
    • Brash AR (1999) Lipoxygenases: occurrence, functions, catalysis, and acquisition of substrate. J Biol Chem 274:23679-23682.
    • (1999) J Biol Chem , vol.274 , pp. 23679-23682
    • Brash, A.R.1
  • 4
    • 0028961439 scopus 로고
    • Sequential induction of 5-lipoxygenase gene expression and activity in Mono Mac 6 cells by transforming growth factor beta and 1,25-dihydroxyvitamin D3
    • Brungs M, Rådmark O, Samuelsson B, and Steinhilber D (1995) Sequential induction of 5-lipoxygenase gene expression and activity in Mono Mac 6 cells by transforming growth factor beta and 1,25-dihydroxyvitamin D3. Proc Natl Acad Sci USA 92:107-111.
    • (1995) Proc Natl Acad Sci USA , vol.92 , pp. 107-111
    • Brungs, M.1    Rådmark, O.2    Samuelsson, B.3    Steinhilber, D.4
  • 5
    • 0034214325 scopus 로고    scopus 로고
    • Positional- and stereo-selectivity of fatty acid oxygenation catalysed by mouse (12S)-lipoxygenase isoenzymes
    • Bürger F, Krieg P, Marks F, and Fürstenberger G (2000) Positional- and stereo-selectivity of fatty acid oxygenation catalysed by mouse (12S)-lipoxygenase isoenzymes. Biochem J 348:329-335.
    • (2000) Biochem J , vol.348 , pp. 329-335
    • Bürger, F.1    Krieg, P.2    Marks, F.3    Fürstenberger, G.4
  • 6
    • 0030898073 scopus 로고    scopus 로고
    • Role of the 5-lipoxygenase-activating protein (FLAP) in murine acute inflammatory responses
    • DOI 10.1084/jem.185.6.1065
    • Byrum RS, Goulet JL, Griffiths RJ, and Koller BH (1997) Role of the 5-lipoxygenase-activating protein (FLAP) in murine acute inflammatory responses. J Exp Med 185:1065-1075. (Pubitemid 27136799)
    • (1997) Journal of Experimental Medicine , vol.185 , Issue.6 , pp. 1065-1075
    • Byrum, R.S.1    Goulet, J.L.2    Griffiths, R.J.3    Koller, B.H.4
  • 7
    • 0027945466 scopus 로고
    • Role of leukotrienes revealed by targeted disruption of the 5-lipoxygenase gene
    • DOI 10.1038/372179a0
    • Chen XS, Sheller JR, Johnson EN, and Funk CD (1994) Role of leukotrienes revealed by targeted disruption of the 5-lipoxygenase gene. Nature 372:179-182. (Pubitemid 24347837)
    • (1994) Nature , vol.372 , Issue.6502 , pp. 179-182
    • Chen, X.-S.1    Sheller, J.R.2    Johnson, E.N.3    Funk, C.D.4
  • 10
    • 34548819617 scopus 로고    scopus 로고
    • Discovery of platelet-type 12-human lipoxygenase selective inhibitors by high-throughput screening of structurally diverse libraries
    • DOI 10.1016/j.bmc.2007.08.015, PII S0968089607007079
    • Deschamps JD, Gautschi JT, Whitman S, Johnson TA, Gassner NC, Crews P, and Holman TR (2007) Discovery of platelet-type 12-human lipoxygenase selective inhibitors by high-throughput screening of structurally diverse libraries. Bioorg Med Chem 15:6900-6908. (Pubitemid 47451802)
    • (2007) Bioorganic and Medicinal Chemistry , vol.15 , Issue.22 , pp. 6900-6908
    • Deschamps, J.D.1    Gautschi, J.T.2    Whitman, S.3    Johnson, T.A.4    Gassner, N.C.5    Crews, P.6    Holman, T.R.7
  • 11
    • 33646177187 scopus 로고    scopus 로고
    • Baicalein is a potent in vitro inhibitor against both reticulocyte 15-human and platelet 12-human lipoxygenases
    • Deschamps JD, Kenyon VA, and Holman TR (2006) Baicalein is a potent in vitro inhibitor against both reticulocyte 15-human and platelet 12-human lipoxygenases. Bioorg Med Chem 14:4295-4301.
    • (2006) Bioorg Med Chem , vol.14 , pp. 4295-4301
    • Deschamps, J.D.1    Kenyon, V.A.2    Holman, T.R.3
  • 12
    • 0038661167 scopus 로고    scopus 로고
    • Phosphorylation-and stimulus-dependent inhibition of cellular 5-lipoxygenase activity by nonredoxtype inhibitors
    • Fischer L, Szellas D, Rådmark O, Steinhilber D, and Werz O (2003) Phosphorylation-and stimulus-dependent inhibition of cellular 5-lipoxygenase activity by nonredoxtype inhibitors. FASEB J 17:949-951.
    • (2003) FASEB J , vol.17 , pp. 949-951
    • Fischer, L.1    Szellas, D.2    Rådmark, O.3    Steinhilber, D.4    Werz, O.5
  • 13
    • 0036679809 scopus 로고    scopus 로고
    • Prooxidant activity and cellular effects of the phenoxyl radicals of dietary flavonoids and other polyphenolics
    • DOI 10.1016/S0300-483X(02)00198-1, PII S0300483X02001981
    • Galati G, Sabzevari O, Wilson JX, and O'Brien PJ (2002) Prooxidant activity and cellular effects of the phenoxyl radicals of dietary flavonoids and other polyphenolics. Toxicology 177:91-104. (Pubitemid 34786247)
    • (2002) Toxicology , vol.177 , Issue.1 , pp. 91-104
    • Galati, G.1    Sabzevari, O.2    Wilson, J.X.3    O'Brien, P.J.4
  • 15
    • 79955138223 scopus 로고    scopus 로고
    • Role of 12-lipoxygenase in decreasing P-cadherin and increasing angiotensin II type 1 receptor expression according to glomerular size in type 2 diabetic rats
    • Guo QY, Miao LN, Li B, Ma FZ, Liu N, Cai L, and Xu ZG (2011) Role of 12-lipoxygenase in decreasing P-cadherin and increasing angiotensin II type 1 receptor expression according to glomerular size in type 2 diabetic rats. Am J Physiol Endocrinol Metab 300:E708-E716.
    • (2011) Am J Physiol Endocrinol Metab , vol.300
    • Guo, Q.Y.1    Miao, L.N.2    Li, B.3    Ma, F.Z.4    Liu, N.5    Cai, L.6    Xu, Z.G.7
  • 16
    • 34249274950 scopus 로고    scopus 로고
    • Platelet activation triggered by Chlamydia pneumoniae is antagonized by 12-lipoxygenase inhibitors but not cyclooxygenase inhibitors
    • DOI 10.1016/j.ejphar.2007.03.024, PII S0014299907003445
    • Kälvegren H, Andersson J, Grenegård M, and Bengtsson T (2007) Platelet activation triggered by Chlamydia pneumoniae is antagonized by 12-lipoxygenase inhibitors but not cyclooxygenase inhibitors. Eur J Pharmacol 566:20-27. (Pubitemid 46805092)
    • (2007) European Journal of Pharmacology , vol.566 , Issue.1-3 , pp. 20-27
    • Kalvegren, H.1    Andersson, J.2    Grenegard, M.3    Bengtsson, T.4
  • 17
    • 0037122987 scopus 로고    scopus 로고
    • Clinical practice. Chronic urticaria and angioedema
    • Kaplan AP (2002) Clinical practice. Chronic urticaria and angioedema. N Engl J Med 346:175-179.
    • (2002) N Engl J Med , vol.346 , pp. 175-179
    • Kaplan, A.P.1
  • 18
    • 0028998879 scopus 로고
    • A leukocyte type of 12-lipoxygenase is expressed in human vascular and mononuclear cells. Evidence for upregulation by angiotensin II
    • Kim JA, Gu JL, Natarajan R, Berliner JA, and Nadler JL (1995) A leukocyte type of 12-lipoxygenase is expressed in human vascular and mononuclear cells. Evidence for upregulation by angiotensin II. Arterioscler Thromb Vasc Biol 15:942-948.
    • (1995) Arterioscler Thromb Vasc Biol , vol.15 , pp. 942-948
    • Kim, J.A.1    Gu, J.L.2    Natarajan, R.3    Berliner, J.A.4    Nadler, J.L.5
  • 19
    • 0021957037 scopus 로고
    • Studies on scutellariae radix; XIII. Effects of various flavonoids on arachidonate metabolism in leukocytes
    • Kimura Y, Okuda H, and Arichi S (1985) Studies on scutellariae radix; XIII. Effects of various flavonoids on arachidonate metabolism in leukocytes. Planta Med 51:132-136.
    • (1985) Planta Med , vol.51 , pp. 132-136
    • Kimura, Y.1    Okuda, H.2    Arichi, S.3
  • 20
    • 33744550207 scopus 로고    scopus 로고
    • Inflammation and immune regulation by 12/15-lipoxygenases
    • DOI 10.1016/j.plipres.2006.02.003, PII S0163782706000178
    • Kühn H and O'Donnell VB (2006) Inflammation and immune regulation by 12/15-lipoxygenases. Prog Lipid Res 45:334-356. (Pubitemid 43818131)
    • (2006) Progress in Lipid Research , vol.45 , Issue.4 , pp. 334-356
    • Kuhn, H.1    O'Donnell, V.B.2
  • 21
    • 0031594888 scopus 로고    scopus 로고
    • 2 generation in rat 3Y1 fibroblasts
    • DOI 10.1074/jbc.273.3.1733
    • Kuwata H, Nakatani Y, Murakami M, and Kudo I (1998) Cytosolic phospholipase A2 is required for cytokine-induced expression of type IIA secretory phospholipase A2 that mediates optimal cyclooxygenase-2-dependent delayed prostaglandin E2 generation in rat 3Y1 fibroblasts. J Biol Chem 273:1733-1740. (Pubitemid 28133704)
    • (1998) Journal of Biological Chemistry , vol.273 , Issue.3 , pp. 1733-1740
    • Kuwata, H.1    Nakatani, Y.2    Murakami, M.3    Kudo, I.4
  • 22
    • 0026725367 scopus 로고
    • Designing therapeutically effective 5-lipoxygenase inhibitors
    • McMillan RM and Walker ER (1992) Designing therapeutically effective 5-lipoxygenase inhibitors. Trends Pharmacol Sci 13:323-330.
    • (1992) Trends Pharmacol Sci , vol.13 , pp. 323-330
    • McMillan, R.M.1    Walker, E.R.2
  • 23
    • 0025882287 scopus 로고
    • Immunocytochemical localization of arachidonate 15-lipoxygenase in erythrocytes, leukocytes, and airway cells
    • Nadel JA, Conrad DJ, Ueki IF, Schuster A, and Sigal E (1991) Immunocytochemical localization of arachidonate 15-lipoxygenase in erythrocytes, leukocytes, and airway cells. J Clin Invest 87:1139-1145.
    • (1991) J Clin Invest , vol.87 , pp. 1139-1145
    • Nadel, J.A.1    Conrad, D.J.2    Ueki, I.F.3    Schuster, A.4    Sigal, E.5
  • 26
    • 77649172085 scopus 로고    scopus 로고
    • 5-Lipoxygenase inhibitors: A review of recent developments and patents
    • Pergola C and Werz O (2010) 5-Lipoxygenase inhibitors: a review of recent developments and patents. Expert Opin Ther Pat 20:355-375.
    • (2010) Expert Opin Ther Pat , vol.20 , pp. 355-375
    • Pergola, C.1    Werz, O.2
  • 28
    • 37249031393 scopus 로고    scopus 로고
    • Lipoxygenase inhibitors: A comparative QSAR study review and evaluation of new QSARs
    • DOI 10.1002/med.20099
    • Pontiki E and Hadjipavlou-Litina D (2008) Lipoxygenase inhibitors: a comparative QSAR study review and evaluation of new QSARs. Med Res Rev 28:39-117. (Pubitemid 350274961)
    • (2008) Medicinal Research Reviews , vol.28 , Issue.1 , pp. 39-117
    • Pontiki, E.1    Hadjipavlou-Litina, D.2
  • 29
    • 34347397335 scopus 로고    scopus 로고
    • 5-Lipoxygenase: Regulation of expression and enzyme activity
    • DOI 10.1016/j.tibs.2007.06.002, PII S0968000407001442
    • Rådmark O, Werz O, Steinhilber D, and Samuelsson B (2007) 5-Lipoxygenase: regulation of expression and enzyme activity. Trends Biochem Sci 32:332-341. (Pubitemid 47021417)
    • (2007) Trends in Biochemical Sciences , vol.32 , Issue.7 , pp. 332-341
    • Radmark, O.1    Werz, O.2    Steinhilber, D.3    Samuelsson, B.4
  • 30
    • 0020429373 scopus 로고
    • Selective inhibition of platelet lipoxygenase by baicalein
    • DOI 10.1016/0006-291X(82)91081-6
    • Sekiya K and Okuda H (1982) Selective inhibition of platelet lipoxygenase by baicalein. Biochem Biophys Res Commun 105:1090-1095. (Pubitemid 13219433)
    • (1982) Biochemical and Biophysical Research Communications , vol.105 , Issue.3 , pp. 1090-1095
    • Sekiya, K.1    Okuda, H.2
  • 31
    • 0029916421 scopus 로고    scopus 로고
    • Platelet lipoxygenase in spontaneously hypertensive rats
    • Stern N, Kisch ES, and Knoll E (1996) Platelet lipoxygenase in spontaneously hypertensive rats. Hypertension 27:1149-1152. (Pubitemid 26142813)
    • (1996) Hypertension , vol.27 , Issue.5 , pp. 1149-1152
    • Stern, N.1    Kisch, E.S.2    Knoll, E.3
  • 33
    • 0034630108 scopus 로고    scopus 로고
    • 15-Lipoxygenation of leukotriene A(4). Studies of 12- and 15-lipoxygenase efficiency to catalyze lipoxin formation
    • Tornhamre S, Elmqvist A, and Lindgren JA (2000) 15-Lipoxygenation of leukotriene A(4). Studies Of 12- and 15-lipoxygenase efficiency to catalyze lipoxin formation. Biochim Biophys Acta 1484:298-306.
    • (2000) Biochim Biophys Acta , vol.1484 , pp. 298-306
    • Tornhamre, S.1    Elmqvist, A.2    Lindgren, J.A.3
  • 34
    • 0035212880 scopus 로고    scopus 로고
    • Pathophysiological role of leukotrienes in dermatological diseases: Potential therapeutic implications
    • Wedi B and Kapp A (2001) Pathophysiological role of leukotrienes in dermatological diseases: potential therapeutic implications. BioDrugs 15:729-743.
    • (2001) BioDrugs , vol.15 , pp. 729-743
    • Wedi, B.1    Kapp, A.2
  • 35
    • 0029859710 scopus 로고    scopus 로고
    • Mechanisms of ANG II-induced mitogenic responses: Role of 12-lipoxygenase and biphasic MAP kinase
    • Wen Y, Nadler JL, Gonzales N, Scott S, Clauser E, and Natarajan R (1996) Mechanisms of ANG II-induced mitogenic responses: role of 12-lipoxygenase and biphasic MAP kinase. Am J Physiol 271:C1212-C1220.
    • (1996) Am J Physiol , vol.271
    • Wen, Y.1    Nadler, J.L.2    Gonzales, N.3    Scott, S.4    Clauser, E.5    Natarajan, R.6
  • 36
    • 0142151057 scopus 로고    scopus 로고
    • 5-Lipoxygenase: Cellular biology and molecular pharmacology
    • Werz O (2002) 5-Lipoxygenase: cellular biology and molecular pharmacology. Curr Drug Targets Inflamm Allergy 1:23-44.
    • (2002) Curr Drug Targets Inflamm Allergy , vol.1 , pp. 23-44
    • Werz, O.1
  • 37
    • 0036464591 scopus 로고    scopus 로고
    • Activation of 5-lipoxygenase by cell stress is calcium independent in human polymorphonuclear leukocytes
    • DOI 10.1182/blood.V99.3.1044
    • Werz O, Bürkert E, Samuelsson B, Rådmark O, and Steinhilber D (2002) Activation of 5-lipoxygenase by cell stress is calcium independent in human polymorphonu-clear leukocytes. Blood 99:1044-1052. (Pubitemid 34527142)
    • (2002) Blood , vol.99 , Issue.3 , pp. 1044-1052
    • Werz, O.1    Burkert, E.2    Samuelsson, B.3    Radmark, O.4    Steinhilber, D.5
  • 38
    • 0037030657 scopus 로고    scopus 로고
    • Structure-activity relationship studies of nordihydroguaiaretic acid inhibitors toward soybean, 12-human, and 15-human lipoxygenase
    • DOI 10.1021/jm0201262
    • Whitman S, Gezginci M, Timmermann BN, and Holman TR (2002) Structure-activity relationship studies of nordihydroguaiaretic acid inhibitors toward soybean, 12-human, and 15-human lipoxygenase. J Med Chem 45:2659-2661. (Pubitemid 34595235)
    • (2002) Journal of Medicinal Chemistry , vol.45 , Issue.12 , pp. 2659-2661
    • Whitman, S.1    Gezginci, M.2    Timmermann, B.N.3    Holman, T.R.4
  • 40
    • 0036669439 scopus 로고    scopus 로고
    • Arachidonate 12-lipoxygenases
    • DOI 10.1016/S0090-6980(02)00034-5, PII S0090698002000345
    • Yoshimoto T and Takahashi Y (2002) Arachidonate 12-lipoxygenases. Prostaglandins Other Lipid Mediat 68-69:245-262. (Pubitemid 35247400)
    • (2002) Prostaglandins and Other Lipid Mediators , vol.68-69 , pp. 245-262
    • Yoshimoto, T.1    Takahashi, Y.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.