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Volumn 81, Issue 2, 2011, Pages 259-268

Arzanol, a prenylated heterodimeric phloroglucinyl pyrone, inhibits eicosanoid biosynthesis and exhibits anti-inflammatory efficacy in vivo

Author keywords

5 Lipoxygenase; Inflammation; Leukotriene; Phloroglucinol; Prostaglandin

Indexed keywords

6 OXOPROSTAGLANDIN F1 ALPHA; ARACHIDONATE 5 LIPOXYGENASE; ARZANOL; CYCLOOXYGENASE 1; CYCLOOXYGENASE 2; ICOSANOID; LEUKOTRIENE; PROSTAGLANDIN E2; PROSTAGLANDIN SYNTHASE; PYRONE DERIVATIVE; THROMBOXANE B2; UNCLASSIFIED DRUG;

EID: 78650176358     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bcp.2010.09.025     Document Type: Article
Times cited : (89)

References (44)
  • 1
    • 0035976575 scopus 로고    scopus 로고
    • Prostaglandins and leukotrienes: Advances in eicosanoid biology
    • DOI 10.1126/science.294.5548.1871
    • C.D. Funk Prostaglandins and leukotrienes: advances in eicosanoid biology Science 294 2001 1871 1875 (Pubitemid 33101574)
    • (2001) Science , vol.294 , Issue.5548 , pp. 1871-1875
    • Funk, C.D.1
  • 2
    • 34547598278 scopus 로고    scopus 로고
    • Anti-inflammatory drugs in the 21st century
    • K.D. Rainsford Anti-inflammatory drugs in the 21st century Subcell Biochem 42 2007 3 27
    • (2007) Subcell Biochem , vol.42 , pp. 3-27
    • Rainsford, K.D.1
  • 3
    • 70450202964 scopus 로고    scopus 로고
    • Inhibitors of the microsomal prostaglandin E(2) synthase-1 as alternative to non steroidal anti-inflammatory drugs (NSAIDs) - A critical review
    • A. Koeberle, and O. Werz Inhibitors of the microsomal prostaglandin E(2) synthase-1 as alternative to non steroidal anti-inflammatory drugs (NSAIDs) - a critical review Curr Med Chem 16 2009 4274 4296
    • (2009) Curr Med Chem , vol.16 , pp. 4274-4296
    • Koeberle, A.1    Werz, O.2
  • 4
    • 77953526527 scopus 로고    scopus 로고
    • Microsomal prostaglandin e synthase-1 and 5-lipoxygenase: Potential drug targets in cancer
    • O. Radmark, and B. Samuelsson Microsomal prostaglandin E synthase-1 and 5-lipoxygenase: potential drug targets in cancer J Intern Med 268 2010 5 14
    • (2010) J Intern Med , vol.268 , pp. 5-14
    • Radmark, O.1    Samuelsson, B.2
  • 5
    • 36049015872 scopus 로고    scopus 로고
    • Inhibition of 5-lipoxygenase product synthesis by natural compounds of plant origin
    • DOI 10.1055/s-2007-990242
    • O. Werz Inhibition of 5-lipoxygenase product synthesis by natural compounds of plant origin Planta Med 73 2007 1331 1357 (Pubitemid 350084452)
    • (2007) Planta Medica , vol.73 , Issue.13 , pp. 1331-1357
    • Werz, O.1
  • 6
    • 33645985490 scopus 로고    scopus 로고
    • Cyclooxygenase inhibitory natural products: Current status
    • S.M. Jachak Cyclooxygenase inhibitory natural products: current status Curr Med Chem 13 2006 659 678
    • (2006) Curr Med Chem , vol.13 , pp. 659-678
    • Jachak, S.M.1
  • 10
    • 0037433144 scopus 로고    scopus 로고
    • Chemical composition, plant genetic differences, and antifungal activity of the essential oil of Helichrysum italicum G. Don ssp. microphyllum (Willd) Nym
    • A. Angioni, A. Barra, M. Arlorio, J.D. Coisson, M.T. Russo, and F.M. Pirisi Chemical composition, plant genetic differences, and antifungal activity of the essential oil of Helichrysum italicum G. Don ssp. microphyllum (Willd) Nym J Agric Food Chem 51 2003 1030 1034
    • (2003) J Agric Food Chem , vol.51 , pp. 1030-1034
    • Angioni, A.1    Barra, A.2    Arlorio, M.3    Coisson, J.D.4    Russo, M.T.5    Pirisi, F.M.6
  • 12
    • 33846151360 scopus 로고    scopus 로고
    • Evaluation of the antioxidant and cytotoxic activity of arzanol, a prenylated α-pyrone-phloroglucinol etherodimer from Helichrysum italicum subsp. microphyllum
    • DOI 10.1016/j.cbi.2006.11.006, PII S0009279706003383
    • A. Rosa, M. Deiana, A. Atzeri, G. Corona, A. Incani, and M.P. Melis Evaluation of the antioxidant and cytotoxic activity of arzanol, a prenylated alpha-pyrone-phloroglucinol etherodimer from Helichrysum italicum subsp.microphyllum Chem Biol Interact 165 2007 117 126 (Pubitemid 46075211)
    • (2007) Chemico-Biological Interactions , vol.165 , Issue.2 , pp. 117-126
    • Rosa, A.1    Deiana, M.2    Atzeri, A.3    Corona, G.4    Incani, A.5    Melis, M.P.6    Appendino, G.7    Dessi, M.A.8
  • 14
    • 58149398605 scopus 로고    scopus 로고
    • ERK-mediated regulation of leukotriene biosynthesis by androgens: A molecular basis for gender differences in inflammation and asthma
    • C. Pergola, G. Dodt, A. Rossi, E. Neunhoeffer, B. Lawrenz, and H. Northoff ERK-mediated regulation of leukotriene biosynthesis by androgens: a molecular basis for gender differences in inflammation and asthma Proc Natl Acad Sci USA 105 2008 19881 19886
    • (2008) Proc Natl Acad Sci USA , vol.105 , pp. 19881-19886
    • Pergola, C.1    Dodt, G.2    Rossi, A.3    Neunhoeffer, E.4    Lawrenz, B.5    Northoff, H.6
  • 15
    • 0038661167 scopus 로고    scopus 로고
    • Phosphorylation- and stimulus-dependent inhibition of cellular 5-lipoxygenase activity by nonredox-type inhibitors
    • L. Fischer, D. Szellas, O. Radmark, D. Steinhilber, and O. Werz Phosphorylation- and stimulus-dependent inhibition of cellular 5-lipoxygenase activity by nonredox-type inhibitors FASEB J 17 2003 949 951
    • (2003) FASEB J , vol.17 , pp. 949-951
    • Fischer, L.1    Szellas, D.2    Radmark, O.3    Steinhilber, D.4    Werz, O.5
  • 16
    • 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
    • O. Werz, E. Burkert, B. Samuelsson, O. Radmark, and D. Steinhilber Activation of 5-lipoxygenase by cell stress is calcium independent in human polymorphonuclear leukocytes Blood 99 2002 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
  • 17
    • 0037114483 scopus 로고    scopus 로고
    • Hyperforin is a dual inhibitor of cyclooxygenase-1 and 5-lipoxygenase
    • DOI 10.1016/S0006-2952(02)01387-4, PII S0006295202013874
    • D. Albert, I. Zundorf, T. Dingermann, W.E. Muller, D. Steinhilber, and O. Werz Hyperforin is a dual inhibitor of cyclooxygenase-1 and 5-lipoxygenase Biochem Pharmacol 64 2002 1767 1775 (Pubitemid 35355728)
    • (2002) Biochemical Pharmacology , vol.64 , Issue.12 , pp. 1767-1775
    • Albert, D.1    Zundorf, I.2    Dingermann, T.3    Muller, W.E.4    Steinhilber, D.5    Werz, O.6
  • 18
    • 52649119793 scopus 로고    scopus 로고
    • Licofelone suppresses prostaglandin E2 formation by interference with the inducible microsomal prostaglandin E2 synthase-1
    • A. Koeberle, U. Siemoneit, U. Buehring, H. Northoff, S. Laufer, and W. Albrecht Licofelone suppresses prostaglandin E2 formation by interference with the inducible microsomal prostaglandin E2 synthase-1 J Pharmacol Exp Ther 326 2008 975 982
    • (2008) J Pharmacol Exp Ther , vol.326 , pp. 975-982
    • Koeberle, A.1    Siemoneit, U.2    Buehring, U.3    Northoff, H.4    Laufer, S.5    Albrecht, W.6
  • 19
    • 78149334627 scopus 로고    scopus 로고
    • Ellagic acid inhibits lipopolysaccharide-induced expression of enzymes involved in the synthesis of prostaglandin E2 in human monocytes
    • S. Karlsson, E. Nanberg, C. Fjaeraa, and J. Wijkander Ellagic acid inhibits lipopolysaccharide-induced expression of enzymes involved in the synthesis of prostaglandin E2 in human monocytes Br J Nutr 2009 1 8
    • (2009) Br J Nutr , pp. 1-8
    • Karlsson, S.1    Nanberg, E.2    Fjaeraa, C.3    Wijkander, J.4
  • 20
    • 0033755897 scopus 로고    scopus 로고
    • Coordinate up- and down-regulation of glutathione-dependent prostaglandin e synthase and cyclooxygenase-2 in A549 cells. Inhibition by NS-398 and leukotriene C4
    • S. Thoren, and P.J. Jakobsson Coordinate up- and down-regulation of glutathione-dependent prostaglandin E synthase and cyclooxygenase-2 in A549 cells. Inhibition by NS-398 and leukotriene C4 Eur J Biochem 267 2000 6428 6434
    • (2000) Eur J Biochem , vol.267 , pp. 6428-6434
    • Thoren, S.1    Jakobsson, P.J.2
  • 22
    • 68549132365 scopus 로고    scopus 로고
    • Hyperforin is a novel type of 5-lipoxygenase inhibitor with high efficacy in vivo
    • C. Feisst, C. Pergola, M. Rakonjac, A. Rossi, A. Koeberle, and G. Dodt Hyperforin is a novel type of 5-lipoxygenase inhibitor with high efficacy in vivo Cell Mol Life Sci 66 2009 2759 2771
    • (2009) Cell Mol Life Sci , vol.66 , pp. 2759-2771
    • Feisst, C.1    Pergola, C.2    Rakonjac, M.3    Rossi, A.4    Koeberle, A.5    Dodt, G.6
  • 24
    • 33750102847 scopus 로고    scopus 로고
    • Therapeutic options for 5-lipoxygenase inhibitors
    • DOI 10.1016/j.pharmthera.2006.05.009, PII S0163725806001070
    • O. Werz, and D. Steinhilber Therapeutic options for 5-lipoxygenase inhibitors Pharmacol Ther 112 2006 701 718 (Pubitemid 44592614)
    • (2006) Pharmacology and Therapeutics , vol.112 , Issue.3 , pp. 701-718
    • Werz, O.1    Steinhilber, D.2
  • 25
    • 44949130852 scopus 로고    scopus 로고
    • Licofelone: The answer to unmet needs in osteoarthritis therapy?
    • S.K. Kulkarni, and V.P. Singh Licofelone: the answer to unmet needs in osteoarthritis therapy? Curr Rheumatol Rep 10 2008 43 48
    • (2008) Curr Rheumatol Rep , vol.10 , pp. 43-48
    • Kulkarni, S.K.1    Singh, V.P.2
  • 27
    • 77249133243 scopus 로고    scopus 로고
    • The molecular pharmacology and in vivo activity of 2-(4-chloro-6-(2,3- dimethylphenylamino)pyrimidin-2-ylthio)octanoic acid (YS121), a dual inhibitor of microsomal prostaglandin E2 synthase-1 and 5-lipoxygenase
    • A. Koeberle, A. Rossi, H. Zettl, C. Pergola, F. Dehm, and J. Bauer The molecular pharmacology and in vivo activity of 2-(4-chloro-6-(2,3- dimethylphenylamino)pyrimidin-2-ylthio)octanoic acid (YS121), a dual inhibitor of microsomal prostaglandin E2 synthase-1 and 5-lipoxygenase J Pharmacol Exp Ther 332 2010 840 848
    • (2010) J Pharmacol Exp Ther , vol.332 , pp. 840-848
    • Koeberle, A.1    Rossi, A.2    Zettl, H.3    Pergola, C.4    Dehm, F.5    Bauer, J.6
  • 28
    • 67650628023 scopus 로고    scopus 로고
    • Myrtucommulone, a natural acylphloroglucinol, inhibits microsomal prostaglandin E(2) synthase-1
    • A. Koeberle, F. Pollastro, H. Northoff, and O. Werz Myrtucommulone, a natural acylphloroglucinol, inhibits microsomal prostaglandin E(2) synthase-1 Br J Pharmacol 156 2009 952 961
    • (2009) Br J Pharmacol , vol.156 , pp. 952-961
    • Koeberle, A.1    Pollastro, F.2    Northoff, H.3    Werz, O.4
  • 29
    • 0033791318 scopus 로고    scopus 로고
    • Cyclooxygenases: Structural, cellular, and molecular biology
    • W.L. Smith, D.L. DeWitt, and R.M. Garavito Cyclooxygenases: structural, cellular, and molecular biology Annu Rev Biochem 69 2000 145 182
    • (2000) Annu Rev Biochem , vol.69 , pp. 145-182
    • Smith, W.L.1    Dewitt, D.L.2    Garavito, R.M.3
  • 30
    • 34347397335 scopus 로고    scopus 로고
    • 5-Lipoxygenase: regulation of expression and enzyme activity
    • DOI 10.1016/j.tibs.2007.06.002, PII S0968000407001442
    • O. Radmark, O. Werz, D. Steinhilber, and B. Samuelsson 5-Lipoxygenase: regulation of expression and enzyme activity Trends Biochem Sci 32 2007 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
  • 31
    • 0021101075 scopus 로고
    • Selective inhibition of 5-lipoxygenase by natural compounds isolated from Chinese plants, Artemisia rubripes Nakai
    • Y. Koshihara, T. Neichi, S. Murota, A. Lao, Y. Fujimoto, and T. Tatsuno Selective inhibition of 5-lipoxygenase by natural compounds isolated from Chinese plants, Artemisia rubripes Nakai FEBS Lett 158 1983 41 44
    • (1983) FEBS Lett , vol.158 , pp. 41-44
    • Koshihara, Y.1    Neichi, T.2    Murota, S.3    Lao, A.4    Fujimoto, Y.5    Tatsuno, T.6
  • 32
    • 0026095778 scopus 로고
    • Inhibition of mammalian 5-lipoxygenase and cyclo-oxygenase by flavonoids and phenolic dietary additives. Relationship to antioxidant activity and to iron ion-reducing ability
    • M.J. Laughton, P.J. Evans, M.A. Moroney, J.R. Hoult, and B. Halliwell Inhibition of mammalian 5-lipoxygenase and cyclo-oxygenase by flavonoids and phenolic dietary additives. Relationship to antioxidant activity and to iron ion-reducing ability Biochem Pharmacol 42 1991 1673 1681
    • (1991) Biochem Pharmacol , vol.42 , pp. 1673-1681
    • Laughton, M.J.1    Evans, P.J.2    Moroney, M.A.3    Hoult, J.R.4    Halliwell, B.5
  • 33
  • 34
    • 25644446100 scopus 로고    scopus 로고
    • Identification of molecular targets of the oligomeric nonprenylated acylphloroglucinols from Myrtus communis and their implication as anti-inflammatory compounds
    • DOI 10.1124/jpet.105.090720
    • C. Feisst, L. Franke, G. Appendino, and O. Werz Identification of molecular targets of the oligomeric nonprenylated acylphloroglucinols from Myrtus communis and their implication as anti-inflammatory compounds J Pharmacol Exp Ther 315 2005 389 396 (Pubitemid 41380535)
    • (2005) Journal of Pharmacology and Experimental Therapeutics , vol.315 , Issue.1 , pp. 389-396
    • Feisst, C.1    Franke, L.2    Appendino, G.3    Werz, O.4
  • 36
    • 0030461132 scopus 로고    scopus 로고
    • Structural basis for selective inhibition of cyclooxygenase-2 by anti-inflammatory agents
    • R.G. Kurumbail, A.M. Stevens, J.K. Gierse, J.J. McDonald, R.A. Stegeman, and J.Y. Pak Structural basis for selective inhibition of cyclooxygenase-2 by anti-inflammatory agents Nature 384 1996 644 648
    • (1996) Nature , vol.384 , pp. 644-648
    • Kurumbail, R.G.1    Stevens, A.M.2    Gierse, J.K.3    McDonald, J.J.4    Stegeman, R.A.5    Pak, J.Y.6
  • 37
    • 0033551847 scopus 로고    scopus 로고
    • Arachidonic acid oxygenation by COX-1 and COX-2. Mechanisms of catalysis and inhibition
    • L.J. Marnett, S.W. Rowlinson, D.C. Goodwin, A.S. Kalgutkar, and C.A. Lanzo Arachidonic acid oxygenation by COX-1 and COX-2. Mechanisms of catalysis and inhibition J Biol Chem 274 1999 22903 22906
    • (1999) J Biol Chem , vol.274 , pp. 22903-22906
    • Marnett, L.J.1    Rowlinson, S.W.2    Goodwin, D.C.3    Kalgutkar, A.S.4    Lanzo, C.A.5
  • 38
    • 0032540212 scopus 로고    scopus 로고
    • Comparison of cyclooxygenase-1 and -2 inhibitory activities of various nonsteroidal anti-inflammatory drugs using human platelets and synovial cells
    • DOI 10.1016/S0014-2999(98)00078-8, PII S0014299998000788
    • S. Kawai, S. Nishida, M. Kato, Y. Furumaya, R. Okamoto, and T. Koshino Comparison of cyclooxygenase-1 and -2 inhibitory activities of various nonsteroidal anti-inflammatory drugs using human platelets and synovial cells Eur J Pharmacol 347 1998 87 94 (Pubitemid 28238090)
    • (1998) European Journal of Pharmacology , vol.347 , Issue.1 , pp. 87-94
    • Kawai, S.1    Nishida, S.2    Kato, M.3    Furumaya, Y.4    Okamoto, R.5    Koshino, T.6    Mizushima, Y.7
  • 39
    • 0030470944 scopus 로고    scopus 로고
    • Inhibition of cyclooxygenase-1 and -2 by R(-)- and S(+)-ibuprofen
    • E.M. Boneberg, M.H. Zou, and V. Ullrich Inhibition of cyclooxygenase-1 and -2 by R(-)- and S(+)-ibuprofen J Clin Pharmacol 36 1996 16S 19S (Pubitemid 27053712)
    • (1996) Journal of Clinical Pharmacology , vol.36 , Issue.12 SUPPL.
    • Boneberg, E.M.1    Zou, M.-H.2    Ullrich, V.3
  • 40
    • 33846959485 scopus 로고    scopus 로고
    • Dose-response in direct comparisons of different doses of aspirin, ibuprofen and paracetamol (acetaminophen) in analgesic studies
    • H.J. McQuay, and R.A. Moore Dose-response in direct comparisons of different doses of aspirin, ibuprofen and paracetamol (acetaminophen) in analgesic studies Br J Clin Pharmacol 63 2007 271 278
    • (2007) Br J Clin Pharmacol , vol.63 , pp. 271-278
    • McQuay, H.J.1    Moore, R.A.2
  • 41
    • 0035671557 scopus 로고    scopus 로고
    • Cyclooxygenase-1 and cyclooxygenase-2 selectivity of non-steroidal anti-inflammatory drugs: Investigation using human peripheral monocytes
    • DOI 10.1211/0022357011778070
    • M. Kato, S. Nishida, H. Kitasato, N. Sakata, and S. Kawai Cyclooxygenase-1 and cyclooxygenase-2 selectivity of non-steroidal anti-inflammatory drugs: investigation using human peripheral monocytes J Pharm Pharmacol 53 2001 1679 1685 (Pubitemid 34044256)
    • (2001) Journal of Pharmacy and Pharmacology , vol.53 , Issue.12 , pp. 1679-1685
    • Kato, M.1    Nishida, S.2    Kitasato, H.3    Sakata, N.4    Kawai, S.5
  • 42
    • 0034648107 scopus 로고    scopus 로고
    • Are the anti-inflammatory effects of dexamethasone responsible for inhibition of the induction of enzymes involved in prostanoid formation in rat carrageenin-induced pleurisy?
    • DOI 10.1016/S0014-2999(00)00377-0, PII S0014299900003770
    • M. Kawamura, K. Hatanaka, M. Saito, M. Ogino, T. Ono, and K. Ogino Are the anti-inflammatory effects of dexamethasone responsible for inhibition of the induction of enzymes involved in prostanoid formation in rat carrageenin-induced pleurisy? Eur J Pharmacol 400 2000 127 135 (Pubitemid 30412118)
    • (2000) European Journal of Pharmacology , vol.400 , Issue.1 , pp. 127-135
    • Kawamura, M.1    Hatanaka, K.2    Saito, M.3    Ogino, M.4    Ono, T.5    Ogino, K.6    Matsuo, S.7    Harada, Y.8
  • 44
    • 0034949189 scopus 로고    scopus 로고
    • Anti-inflammatory drugs: New multitarget compounds to face an old problem. The dual inhibition concept
    • DOI 10.1006/phrs.2000.0784
    • F. Celotti, and S. Laufer Anti-inflammatory drugs: new multitarget compounds to face an old problem. The dual inhibition concept Pharmacol Res 43 2001 429 436 (Pubitemid 32578858)
    • (2001) Pharmacological Research , vol.43 , Issue.5 , pp. 429-436
    • Celotti, F.1    Laufer, S.2


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