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Lipoxygenases, Apoptosis, and the Role of Antioxidants

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Part of the Advances in Photosynthesis and Respiration book series (AIPH,volume 21)

Summary

Lipoxygenases are a family of enzymes that dioxygenate unsaturated fatty acids, thus initiating lipoperoxidation of membranes and the synthesis of signaling molecules, or inducing structural and metabolic changes in the cell. This activity is the basis for the critical role of lipoxygenases in a number of pathophysiological conditions, in both animals and plants. In the past few years, a pro-apoptotic effect of lipoxygenase has been reported in different cells and tissues, leading to cell death along unrelated apoptotic pathways. However, anti-apoptotic effects of lipoxygenases have also been reported, often based on the use of enzyme inhibitors. In the present review, the characteristics of the lipoxygenase family and the role of lipoxygenase activation in apoptosis of animal and plant cells are discussed, suggesting a common signal transduction pathway in cell death conserved through the evolution of both kingdoms. In addition, the inhibition of lipoxygenases by antioxidants and its consequences on apoptosis will be presented.

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References

  • Aoshiba K, Yasui S, Nishimura K and Nagai A (1999) Thiol depletion induces apoptosis in cultured lung fibroblasts. Am J Respir Cell Mol Biol 21: 54–64

    PubMed  CAS  Google Scholar 

  • Aoshima H, Satoh T, Sakai N, Yamada M, Enokido Y, Ikeuchi T and Hatanaka H (1997) Generation of free radicals during lipid hydroperoxide-triggered apoptosis in PC12h cells. Biochim Biophys Acta 1345: 35–42

    PubMed  CAS  Google Scholar 

  • Belguendouz L, Fremont L and Linard A (1997) Resveratrol inhibits metal ion-dependent and independent peroxidation of porcine low-density lipoproteins. Biochem Pharmacol 53:1347–1355

    PubMed  CAS  Google Scholar 

  • Biswal SS, Datta K, Shaw SD, Feng X, Robertson JD and Kehrer JP (2000) Glutathione oxidation and mitochondrial depolarization as mechanisms of nordihydroguaiaretic acid-induced apoptosis in lipoxygenase-deficient FL5.12 cells. Toxicol Sci 53: 77–83

    PubMed  CAS  Google Scholar 

  • Boyington JC, Gaffney BJ and Amzel LM (1993) The threedimensional structure of an arachidonic acid 15-lipoxygenase. Science 260: 1482–1486

    PubMed  CAS  Google Scholar 

  • Brash AR (1999) Lipoxygenases: occurrence, functions, catalysis, and acquisition of substrate. J Biol Chem 274: 23679–23682

    PubMed  CAS  Google Scholar 

  • Buonaurio R and Servili M (1999) Involvement of lipoxygenase, lipoxygenase pathway volatiles, and lipid peroxidation during the hypersensitive reaction of pepper leaves to Xanthomonas campestris pv. vesicatoria. Physiol Mol Plant Pathol 54: 155–169

    CAS  Google Scholar 

  • Buyn T, Dudeja P, Harris JE, Ou D, Seed T, Sawlani D, Meng J, Bonomi P and Anderson KM (1997) A 5-lipoxygenase inhibitor at micromolar concentration raises intracellular calcium in U937 cells prior to their physiologic cell death. Prostaglandins Leukot Essent Fatty Acids 56: 69–77

    PubMed  CAS  Google Scholar 

  • Cathcart MK and Folcik VA (2000) Lipoxygenases and atherosclerosis: protection versus pathogenesis. Free Radic Biol Med 28: 1726–1734

    PubMed  CAS  Google Scholar 

  • Croft KPC, Voisey CR and Slusarenko AJ (1990) Mechanism of hypersensitive cell collapse: correlation of increased lipoxygenase with membrane damage in leaves of Phaseolus vulgaris (L.) cv. Red Mexican inoculated with avirulent race 1 of Pseudomonas syringae pv. phaseolicola. Physiol Mol Plant Pathol 36: 49–62

    CAS  Google Scholar 

  • Cummings BS, McHowat J and Schnellmann RG (2000) Phospholipase A2s in cell injury and death. J Pharmacol Exp Ther 294: 793–799

    PubMed  CAS  Google Scholar 

  • Datta K, Biswal SS, Xu J, Towndrow KM, Feng X and Kehrer JP (1998) A relationship between 5-lipoxygenase-activating protein and bcl-xL expression in murine pro-B lymphocytic FL5.12 cells. J Biol Chem 273: 28163–28169

    PubMed  CAS  Google Scholar 

  • Datta K, Biswal SS and Kehrer JP (1999) The 5-lipoxygenaseactivating protein (FLAP) inhibitor, MK886, induces apoptosis independently of FLAP. Biochem J 340: 371–375

    PubMed  CAS  Google Scholar 

  • Demmig-Adams B and Adams WW III (2002) Antioxidants in photosynthesis and human nutrition. Science 298: 2149–2153

    PubMed  CAS  Google Scholar 

  • Devchand PR, Keller H, Peters JM, Vazquez M, Gonzalez P and Whali W (1996) The PPARα-leukotriene B4 pathway to inflammation control. Nature 384: 39–43

    PubMed  CAS  Google Scholar 

  • Di Venere A, Salucci ML, Van Zadelhoff G, Veldink G, Mei G, Rosato N, Finazzi-Agrò A and Maccarrone M (2003) Structure-to-function relationship of mini-lipoxygenase, a 60 kDa fragment of soybean lipoxygenase-1 with lower stability but higher enzymatic activity. J Biol Chem 278: 18281–18288

    PubMed  Google Scholar 

  • Ding XZ, Kuszynski CA, El-Metwally TH and Adrian TE (1999) Lipoxygenase inhibition induced apoptosis, morphological changes, and carbonic anhydrase expression in human pancreatic cancer cells. Biochem Biophys Res Commun 266: 392–399

    PubMed  CAS  Google Scholar 

  • Eu JP, Liu L, ZengMand Stamler JS (2000) An apoptotic model for nitrosative stress. Biochemistry 39: 1040–1047

    Google Scholar 

  • Fadok VA, Bratton DL, Frasch SC, Warner ML and Henson PM (1998) The role of phosphatidylserine in recognition of apoptotic cells by phagocytes. Cell Death Differ 5: 551–562

    PubMed  CAS  Google Scholar 

  • Fadok VA, Bratton DL, Rose DM, Pearson A, Ezekewitz RA and Henson PM (2000) A receptor for phosphatidylserine-specific clearance of apoptotic cells. Nature 405: 85–90

    PubMed  CAS  Google Scholar 

  • Feussner I and Wasternack C (2002) The lipoxygenase pathway. Annu Rev Plant Biol 53: 275–297

    PubMed  CAS  Google Scholar 

  • Feussner I, Wasternack C, Kindl H and Kühn H (1995) Lipoxygenase-catalyzed oxygenation of storage lipids is implicated in lipid mobilization during germination. Proc Natl Acad Sci USA 92: 11849–11853

    PubMed  CAS  Google Scholar 

  • Feussner I, Balkenhohl TJ, Porzel A, Kühn H and Wasternack C (1997) Structural elucidation of oxygenated storage lipids in cucumber cotyledons. J Biol Chem 272: 21635–21641

    PubMed  CAS  Google Scholar 

  • Fumelli C, Marconi A, Salvioli S, Straface E, Malorni W, Offidani AM, Pellicciari R, Schettini G, Giannetti A, Monti D, Franceschi C and Pincelli C (2000) Carboxyfullerenes protect human keratinocytes from ultraviolet B-induced apoptosis. J Invest Dermatol 115: 835–841

    PubMed  CAS  Google Scholar 

  • Funk CD (2001) Prostaglandins and leukotrienes: advances in eicosanoid biology. Science 294: 1871–1875

    PubMed  CAS  Google Scholar 

  • Gan Q-F, Browner MF, Sloane DL and Sigal E (1996) Defining the arachidonic acid binding site of human 15-lipoxygenase. J Biol Chem 271: 25412–25418

    PubMed  CAS  Google Scholar 

  • Gehm BD, McAndrews JM, Chien PY and Jameson JL (1997) Resveratrol, a polyphenolic compound found in grapes and wine, is an agonist for the estrogen receptor. Proc Natl Acad Sci USA 94: 14138–14143

    PubMed  CAS  Google Scholar 

  • Ghosh J and Myers CE (1998) Inhibition of arachidonate 5- lipoxygenase triggers massive apoptosis in human prostate cancer cells. Proc Natl Acad Sci USA 95: 13182–13187

    PubMed  CAS  Google Scholar 

  • Glickman MH and Klinman JP (1995) Nature of the rate-limiting steps in the soybean lipoxygenase-1 reaction. Biochemistry 34: 14077–14092

    PubMed  CAS  Google Scholar 

  • Godson C, Mitchell S, Harvey K, Petasis NA, Hogg N and Brady HR (2000) Cutting edge: lipoxins rapidly stimulate nonphlogistic phagocytosis of apoptotic neutrophils by monocytederived macrophages. J Immunol 164: 1663–1667

    PubMed  CAS  Google Scholar 

  • Grechkin A (1998) Recent developments in biochemistry of the plant lipoxygenase pathway. Prog Lipid Res 37: 317–352

    PubMed  CAS  Google Scholar 

  • Greenberg JT (1996) Programmed cell death: a way of life for plants. Proc Natl Acad Sci USA 93: 12094–12097

    PubMed  CAS  Google Scholar 

  • Hammarberg T and Rådmark O (1999) 5-Lipoxygenase binds calcium. Biochemistry 38: 4441–4447

    PubMed  CAS  Google Scholar 

  • Hammarberg T, Provost P, Persson B and Rådmark O (2000) The N-terminal domain of 5-lipoxygenase binds calcium and mediates calcium stimulation of enzyme activity. J Biol Chem 275: 38787–38793

    PubMed  CAS  Google Scholar 

  • Han DKM, Haudenschild CC, Hong MK, Tinkle BT, Leon MB and Liau G (1995) Evidence for apoptosis in human atherogenesis and in a rat vascular injury model. Am J Pathol 147: 267–277

    PubMed  CAS  Google Scholar 

  • Hébert M-J, Takano T, Holthöfer H and Brady HR (1996) Sequential morphologic events during apoptosis of human neutrophils. Modulation by lipoxygenase-derived eicosanoids. J Immunol 157: 3105–3115

    Google Scholar 

  • Heidt M, Furstenberger G, Vogel S, Marks F and Krieg P (2000) Diversity of mouse lipoxygenases: identification of a subfamily of epidermal isozymes exhibiting a differentiationdependent mRNA expression pattern. Lipids 35: 701–707

    PubMed  CAS  Google Scholar 

  • Hensley K, Robinson KA, Gabbita SP, Salsman S and Floyd RA (2000) Reactive oxygen species, cell signaling, and cell injury. Free Radic Biol Med 28: 1456–1462

    PubMed  CAS  Google Scholar 

  • Hilbers MP, Rossi A, Finazzi-Agrò A, Veldink GA and Vliegenthart JFG (1994) The primary structure of a lipoxygenase from the shoots of etiolated lentil seedlings derived from its cDNA. Biochim Biophys Acta 1211: 239–242

    PubMed  CAS  Google Scholar 

  • Hilbers MP, Kerkhoff B, Finazzi-Agrò A, Veldink GA and Vliegenthart JFG (1995) Heterogeneity and developmental changes of lipoxygenase in etiolated lentil seedlings. Plant Sci 111: 169–180

    CAS  Google Scholar 

  • Hilbers MP, Finazzi-Agrò A, Veldink GA and Vliegenthart JFG (1996) Purification and characterization of a lentil seedling lipoxygenase expressed in E. coli. Int J Biochem Cell Biol 28: 751–760

    CAS  Google Scholar 

  • Hockenbery DM, Oltvai ZN, Yin X-M, Milliman CL and Korsmeyer SJ (1993) Bcl-2 functions in an antioxidant pathway to prevent apoptosis. Cell 75: 241–251

    PubMed  CAS  Google Scholar 

  • Ikawa H, Kamitani H, Calvo BF, Foley JF and Eling TE (1999) Expression of 15-lipoxygenase-1 in human colorectal cancer. Cancer Res 59: 360–366

    PubMed  CAS  Google Scholar 

  • Jabs T, Dietrich RA and Dangl JL (1996) Initiation of a runaway cell death in an Arabidopsis mutant by extracellular superoxide. Science 273: 1853–1856

    PubMed  CAS  Google Scholar 

  • Jang M, Cai L, Udeani GO, Slowing KV, Thomas CF, Beecher CWW, Fong HHS, Farnsworth NR, Kinghorn AD, Metha RG, Moon RC and Pezzuto JM (1997) Cancer chemopreventive activity of resveratrol, a natural product derived from grapes. Science 275: 218–220

    PubMed  CAS  Google Scholar 

  • Jiang Q and Ames BN (2003) γ -Tocopherol, but not α- tocopherol, decreases proinflammatory eicosanoids and inflammation damage in rats. FASEB J 17: 816–822

    PubMed  CAS  Google Scholar 

  • Jones AM and Dangl JL (1996) Logjam at the Styx: programmed cell death in plants. Trends Plant Sci 1: 114–119

    Google Scholar 

  • Jonsson T, Glickman MH, Sun S and Klinman JP (1996) Experimental evidence for extensive tunneling of hydrogen in the lipoxygenase reaction: implications for enzyme catalysis. J Am Chem Soc 118: 10319–10320

    CAS  Google Scholar 

  • Kagan VE, Fabisiak JP, Shvedova AA, Tyurina YY, Tyurin VA, Schor NF and Kawai K (2000) Oxidative signaling pathway for externalization of plasma membrane phosphatidylserine during apoptosis. FEBS Lett 477: 1–7

    PubMed  CAS  Google Scholar 

  • Kamitani H, Geller M and Eling T (1998) Expression of 15- lipoxygenase by human colorectal carcinoma Caco-2 cells during apoptosis and cell differentiation. J Biol Chem 273: 21569–21577

    PubMed  CAS  Google Scholar 

  • Kamitani H, Ikawa H, Hsi LC, Watanabe T, DuBois RN and Eling TE (1999) Regulation of 12-lipoxygenase in rat intestinal epithelial cells during differentiation and apoptosis induced by sodium butyrate. Arch Biochem Biophys 368: 45–55

    PubMed  CAS  Google Scholar 

  • Kasahara Y, Tuder RM, Cool CD and Voelkel NF (2000) Expression of 15-lipoxygenase and evidence for apoptosis in the lungs from patients with COPD. Chest 117: 260S

    PubMed  Google Scholar 

  • Katsuhara M and Kawasaki T (1996) Salt stress induced nuclear and DNA degradation in meristematic cells of barley roots. Plant Cell Physiol 37: 169–173

    CAS  Google Scholar 

  • Korystov YuN, Shaposhnikova VV, Levitman MKh, Kudryavtsev AA, Kublik LN, Narimanov AA and Orlova OE (1998) The effect of inhibitors of arachidonic acid metabolism on proliferation and death of tumor cells. FEBS Lett 431: 224–226

    PubMed  CAS  Google Scholar 

  • Koukalová B, Kovarik A, Fajkus J and Siroky J (1997) Chromatin fragmentation associated with apoptotic changes in tobacco cells exposed to cold stress. FEBS Lett 414: 289–292

    PubMed  Google Scholar 

  • Kühn H and Borngraber S (1999) Mammalian 15-lipoxygenases. Enzymatic properties and biological implications. Adv Exp Med Biol 447: 5–28

    PubMed  Google Scholar 

  • Kühn H, Belkner J, Wiesner R and Brash AR (1990) Oxygenation of biological membranes by the pure reticulocyte lipoxygenase. J Biol Chem 265: 18351–18361

    PubMed  Google Scholar 

  • Lacomme C and Santa Cruz S (1999) Bax-induced cell death in tobacco is similar to the hypersensitive response. Proc Natl Acad Sci USA 96: 7956–7961

    PubMed  CAS  Google Scholar 

  • Levine A, Tenhaken R, Dixon R and Lamb C (1994) H2O2 from the oxidative burst orchestrates the plant hypersensitive disease resistance response. Cell 79: 583–593

    PubMed  CAS  Google Scholar 

  • Li L, Zhu Z, Joshi B, Porter AT and Tang DG (1999) A novel hydroxamic acid compound, BMD188, demonstrates antiprostate cancer effects by inducing apoptosis. I: In vitro studies. Anticancer Res 19: 51–60

    PubMed  CAS  Google Scholar 

  • Li PF, Dietz R and von Harsdorf R (1997) Differential effect of hydrogen peroxide and superoxide anion on apoptosis and proliferation of vascular smooth muscle cells. Circulation 96: 3602–3609

    PubMed  CAS  Google Scholar 

  • LiberlesS D and Schreiber SL (2000) Apoptosis-inducing natural products found in utero during murine pregnancy. Chem Biol 7: 365–372

    Google Scholar 

  • Lizard G, Deckert V, Dubrez L, Moisant M, Gambert P and Lagrost L (1996) Induction of apoptosis in endothelial cells treated with cholesterol oxides. Am J Pathol 148: 1625–1638

    PubMed  CAS  Google Scholar 

  • Locati M, Zhou D, Luini W, Evangelista V, Mantovani A and Sozzani S (1994) Rapid induction of arachidonic acid release by monocyte chemotactic protein-1 and related chemokines. Role of Ca2+ influx, synergism with platelet-activating factor and significance for chemotaxis. J Biol Chem 269: 4746–4753

    PubMed  CAS  Google Scholar 

  • Lomnitski L, Bar-Natan R, Sklan D and Grossman S (1993) The interaction between β-carotene and lipoxygenase in plant and animal systems. Biochim Biophys Acta 1167: 331–338

    PubMed  CAS  Google Scholar 

  • Lomnitski L, Grossman S, Bergman M, Sofer Y and Sklan D (1997) In vitro and in vivo effects of β-carotene on rat epidermal lipoxygenases. Int J Vit Nutr Res 67: 407–414

    CAS  Google Scholar 

  • Los M, Schenk H, Hexel K, Baeuerle PA, DrogeWand Schulze-Osthoff K (1995) IL-2 gene expression and NF-kB activation through CD28 requires reactive oxygen production by 5-lipoxygenase. EMBO J 14: 3731–3740

    Google Scholar 

  • Maccarrone M, Veldink GA and Vliegenthart JFG (1992) Inhibition of lipoxygenase activity in lentil protoplasts by monoclonal antibodies introduced into the cells via electroporation. Eur J Biochem 205: 995–1001

    PubMed  CAS  Google Scholar 

  • Maccarrone M, Bladergroen MR, Rosato N and Finazzi-Agrò A (1995a) Role of lipid peroxidation in electroporation-induced cell permeability. Biochem Biophys Res Commun 209: 417–425

    CAS  Google Scholar 

  • Maccarrone M, Veldink GA, Vliegenthart JFG and Finazzi-Agrò A (1995b) Inhibition of soybean lipoxygenase-1 by chainbreaking antioxidants. Lipids 30: 51–54

    CAS  Google Scholar 

  • Maccarrone M, Nieuwenhuizen WF, Dullens HFJ, Catani MV, Melino G, Veldink GA, Vliegenthart JFG and Finazzi-AgròA (1996) Membrane modifications in human erythroleukemia K562 cells during induction of programmed cell death by transforming growth factor β1 or cisplatin. Eur J Biochem 241: 297–302

    PubMed  CAS  Google Scholar 

  • Maccarrone M, CataniMV, Finazzi-AgròAand Melino G (1997) Involvement of 5-lipoxygenase in programmed cell death of cancer cells. Cell Death Differ 4: 396–402

    Google Scholar 

  • Maccarrone M, Fantini C, Ranalli M, MelinoGand Finazzi-Agrò A (1998a) Activation of nitric oxide synthase is involved in tamoxifen-induced apoptosis of human erythroleukemia K562 cells. FEBS Lett 434: 421–424

    Google Scholar 

  • Maccarrone M, Baroni A and Finazzi-Agrò A (1998b) Natural polyamines inhibit soybean (Glycine max) lipoxygenase-1, but not the lipoxygenase-2 isozyme. Arch Biochem Biophys 356: 35–40

    CAS  Google Scholar 

  • Maccarrone M, Taccone-Gallucci M, Meloni C, Cococcetta N, Manca di Villahermosa S, Casciani U and Finazzi-Agrò A (1999a) Activation of 5-lipoxygenase and related cell membrane lipoperoxidation in hemodialysis patients. J Am Soc Nephrol 10: 1991–1996

    CAS  Google Scholar 

  • Maccarrone M, Salucci ML, Melino G, Rosato N and Finazzi- Agrò A (1999b) The early phase of apoptosis in human neuroblastoma CHP100 cells is characterized by lipoxygenasedependent ultraweak light emission. Biochem Biophys Res Commun 265: 758–762

    CAS  Google Scholar 

  • Maccarrone M, Lorenzon T, Guerrieri P and Finazzi-Agrò A (1999c) Resveratrol prevents apoptosis in K562 cells by inhibiting lipoxygenase and cyclooxygenase activity. Eur J Biochem 265: 27–34

    CAS  Google Scholar 

  • Maccarrone M, Bari M, Corasaniti MT, Nistico R, Bagetta G and Finazzi-Agrò A (2000a) HIV-1 coat glycoprotein gp120 induces apoptosis in rat brain neocortex by deranging the arachidonate cascade in favor of prostanoids. J Neurochem 75: 196–203

    CAS  Google Scholar 

  • Maccarrone M, Van Zadelhoff G, Veldink GA, Vliegenthart JFG and Finazzi-Agrò A (2000b) Early activation of lipoxygenase in lentil (Lens culinaris) root protoplasts by oxidative stress induces programmed cell death. Eur J Biochem 267: 5078–5084

    CAS  Google Scholar 

  • Maccarrone M, Ranalli M, Bellincampi L, Salucci ML, Sabatini S, Melino G and Finazzi-Agrò A (2000c) Activation of different lipoxygenase isozymes induces apoptosis in human erythroleukemia and neuroblastoma cells. Biochem Biophys Res Commun 272: 345–350

    CAS  Google Scholar 

  • Maccarrone M, Salucci ML, Van Zadelhoff G, Malatesta F, Veldink G, Vliegenthart JFG and Finazzi-Agrò A (2001a) Tryptic digestion of soybean lipoxygenase-1 generates a 60 kDa fragment with improved activity and membrane binding ability. Biochemistry 40: 6819–6827

    CAS  Google Scholar 

  • Maccarrone M, Melino G and Finazzi-Agrò A. (2001b) Lipoxygenases and their involvement in programmed cell death. Cell Death Differ 8: 776–784

    CAS  Google Scholar 

  • Manev H, Uz T, Sugaya K and Qu T (2000) Putative role of neuronal 5-lipoxygenase in an aging brain. FASEBJ 14: 1464–1469

    CAS  Google Scholar 

  • Martín-Malo A, Carracedo J, Ramirez R, Rodriguez-Benot A, Soriano S, Rodriguez M and Aljama P (2000) Effect of uremia and dialysis modality on mononuclear cell apoptosis. JAmSoc Nephrol 11: 936–942

    Google Scholar 

  • Matyshevskaia OP, Pastukh VN and Solodushko VA (1999) Inhibition of lipoxygenase activity reduces radiation-induced DNA fragmentation in lymphocytes. Radiat Biol Radioecol 39: 282–286

    CAS  Google Scholar 

  • May C, Höhne M, Gnau P, Schwennesen K and Kindl H (2000) The N-terminal β-barrel structure of lipid body lipoxygenase mediates its binding to liposomes and lipid bodies. Eur J Biochem 267: 1100–1109

    PubMed  CAS  Google Scholar 

  • McGahon AJ, Nishioka WK, Martin SJ, Mahboubi A, Cotter TG and Green DR (1995) Regulation of the Fas apoptotic cell death pathway by Abl. J Biol Chem 270: 22625–22631

    PubMed  CAS  Google Scholar 

  • Metzler B, Hu Y, Sturm G, Wick G and Xu Q (1998) Induction of mitogen-activated protein kinase phosphatase-1 by arachidonic acid in vascular smooth muscle cells. J Biol Chem 273: 33320–33326

    PubMed  CAS  Google Scholar 

  • Mic FA, Molnar P, Kresztes T, Szegezdi E and Fesus L (1999) Clearance of apoptotic thymocytes is decreased by inhibitors of eicosanoid synthesis. Cell Death Differ 6: 593–595

    PubMed  CAS  Google Scholar 

  • Miller FD, Pozniak CD and Walsh GS (2000) Neuronal life and death: an essential role for the p53 family. Cell Death Differ 7: 880–888

    PubMed  CAS  Google Scholar 

  • Minor W, Steczko J, Stec B, Otwinowski Z, Bolin JT,Walter R and Axelrod B (1996) Crystal structure of soybean lipoxygenase L-1 at 1.4 Å resolution. Biochemistry 35: 10687–10701

    Google Scholar 

  • Montero A and Badr KF (2000) 15-Lipoxygenase in glomerular inflammation. Exp Nephrol 8: 14–19

    PubMed  CAS  Google Scholar 

  • Nakano M, Ito T, Arimoto T, Ushijima Y and Kamiya K (1994) A simple luminescence method for detecting lipid peroxidation and antioxidant activity in vitro. Biochem Biophys Res Commun 202: 940–946

    PubMed  CAS  Google Scholar 

  • Nolte RT, Wisley GB, Westin S, Cobb JE, Lambert MH, Kurokawa R, Rosenfeld MG, Willson TM, Glass CK and Milburn MV (1998) Ligand binding and co-activator assembly of the peroxisome proliferator-activated receptor-γ . Nature 395: 137–143

    PubMed  CAS  Google Scholar 

  • O’Donnell VB, Spycher S and Azzi A (1995) Involvement of oxidants and oxidant-generating enzyme(s) in tumour-necrosisfactor- α-mediated apoptosis: role for lipoxygenase pathway but not mitochondrial respiratory chain. Biochem J 310: 133–141

    PubMed  CAS  Google Scholar 

  • Pastore D, Trono D, Padalino L, Simone S, Valenti D, Di Fonzo N and Passerella S (2000) Inhibition by α-tocopherol and L-ascorbate of linoleate hydroperoxidation and β-carotene bleaching activities in durum wheat semolina. J Cereal Sci 31: 41–54

    CAS  Google Scholar 

  • Pérez-Gilabert M, Veldink GA and Vliegenthart JFG (1998) Oxidation of dilinoleoyl phosphatidylcholine by lipoxygenase-1 from soybeans. Arch Biochem Biophys 354: 18–23

    PubMed  Google Scholar 

  • Pinto MC, Garcia-Barrado JA and Macias P (1999) Resveratrol is a potent inhibitor of the dioxygenase activity of lipoxygenase. J Agric Food Chem 47: 4842–4846

    PubMed  CAS  Google Scholar 

  • Provost P, Samuelsson B and Radmark O (1999) Interaction of 5-lipoxygenase with cellular proteins. Proc Natl Acad SciUSA 96: 1881–1885

    CAS  Google Scholar 

  • Quillet-Mary A, Jaffrezou JP, Mansat V, Bordier C, Naval J and Laurent G (1997) Implication of mitochondrial hydrogen peroxide generation in ceramide-induced apoptosis. J Biol Chem 272: 21388–21395

    PubMed  CAS  Google Scholar 

  • Ramachandran S, Carroll RT, Dunham WR and Funk MO (1992) Limited proteolysis and active-site labeling studies of soybean lipoxygenase 1. Biochemistry 31: 7700–7706

    PubMed  CAS  Google Scholar 

  • Refsgaard HH, Tsai L and Stadtman ER (2000) Modifications of proteins by polyunsaturated fatty acid peroxidation products. Proc Natl Acad Sci USA 97: 611–616

    PubMed  CAS  Google Scholar 

  • Ren Y and Savill J (1998) Apoptosis: The importance of being eaten. Cell Death Differ 5: 563–568

    PubMed  CAS  Google Scholar 

  • Rice RL, Tang DG, Haddad M, Honn KV and Taylor JD (1998) 12(S)-Hydroxyeicosa-tetraenoic acid increases the actin microfilament content in B16a melanoma cells: a protein kinasedependent process. Int J Cancer 77: 271–278

    PubMed  CAS  Google Scholar 

  • Rotondo S, Rajtar G, Manarini S, Celardo A, Rotillo D, de Gaetano G, Evangelista V and Cerletti C (1998) Effect of trans-resveratrol, a natural polyphenolic compound, on human polymorphonuclear leukocyte function. Br J Pharmacol 123: 1691–1699

    PubMed  CAS  Google Scholar 

  • Rusterucci C, Montillet JL, Agnel JP, Battesti C, Alonso B, Knoll A, Bessoule JJ, Etienne P, Suty L, Blein JP and Triantaphylides C (1999) Involvement of lipoxygenase-dependent production of fatty acid hydroperoxides in the development of the hypersensitive cell death induced by cryptogein on tobacco leaves. J Biol Chem 274: 36446–36455

    PubMed  CAS  Google Scholar 

  • Sandstrom PA, Tebbey PW, Van Cleave S and Buttke TM (1994) Lipid hydroperoxides induce apoptosis in T cells displaying a HIV-associated glutathione peroxidase deficiency. J Biol Chem 269: 798–801

    PubMed  CAS  Google Scholar 

  • Sandstrom PA, Pardi D, Tebbey PW, Dudek RW, Terrian DM, Folks TM and Buttke TM (1995) Lipid hydroperoxide-induced apoptosis: lack of inhibition by Bcl-2 over-expression. FEBS Lett 365: 66–70

    PubMed  CAS  Google Scholar 

  • SchaulY (2000) c-Abl: activation and nuclear targets. Cell Death Differ 7: 10–16

    Google Scholar 

  • Schnurr K, Hellwing M, Seidemann B, Jungblut P, Kühn H, Rapoport SM and Schewe T (1996) Oxygenation of biomembranes by mammalian lipoxygenases: the role of ubiquinone. Free Rad Biol Med 20: 11–21

    PubMed  CAS  Google Scholar 

  • Sekharam M, Cunnick JM and Wu J (2000) Involvement of lipoxygenase in lysophosphatidic acid-stimulated hydrogen peroxide release in human HaCaT keratinocytes. Biochem J 346: 751–758

    PubMed  CAS  Google Scholar 

  • Shibata D, Steczko J, Dixon JE, Hermodson M, Yazdanparast R and Axelrod B (1987) Primary structure of soybean lipoxygenase-1. J Biol Chem 262: 10080–10085

    PubMed  CAS  Google Scholar 

  • Shureiqi I, Chen D, Lee JJ, Yang P, Newman RA, Brenner DE, Lotan R, Fischer SM and Lippman SM (2000) 15-LOX-1: a novel molecular target of nonsteroidal anti-inflammatory drug-induced apoptosis in colorectal cancer cells. J Natl Cancer Inst 92: 1136–1142

    PubMed  CAS  Google Scholar 

  • Soleas GJ, Diamandis EP and Goldberg DM (1997) Wine as a biological fluid: history, production, and role in disease prevention. J Clin Lab Anal 11: 287–313

    PubMed  CAS  Google Scholar 

  • Subbaramaiah K, Chung WJ, Michaluart P, Telang N, Tanabe T, inoue H, Jang M, Pezzuto JM and Dannenberg AJ (1998) Resveratrol inhibits cyclooxygenase-2 transcription and activity in phorbol ester-treated human mammary epithelial cells. J Biol Chem 273: 21875–21882

    PubMed  CAS  Google Scholar 

  • Sudharshan E and Appu Rao AG (1999) Involvement of cysteine residues and domain interactions in the reversible unfolding of lipoxygenase-1. J Biol Chem 274: 35351–35358

    PubMed  CAS  Google Scholar 

  • Sudharshan E, Srinivasulu S and Appu Rao AG (2000) pHInduced domain interaction and conformational transitions of lipoxygenase-1. Biochim Biophys Acta 1480: 13–22

    PubMed  CAS  Google Scholar 

  • Sud’ina GF, Mirzoeva OK, Pushkareva MA, Korshunova GA, Sumbatyan NV and Varfolomeev SD (1993) Caffeic acid phenethyl ester as a lipoxygenase inhibitor with antioxidant properties. FEBS Lett 329: 21–24

    PubMed  CAS  Google Scholar 

  • Szekeres CK, Tang K, TrikhaMand Honn KV (2000) Eicosanoid activation of extracellular signal-regulated kinase1/2 in human epidermoid carcinoma cells. J Biol Chem 275: 38831–38841

    Google Scholar 

  • Tang, DG and Honn KV (1997) Apoptosis of W256 carcinosarcoma cells of the monocytoid origin induced by NDGA involves lipid peroxidation and depletion of GSH: role of 12-lipoxygenase in regulating tumor cell survival. J Cell Physiol 172: 155–170

    PubMed  CAS  Google Scholar 

  • Tang DG, Chen YQ and Honn KV (1996) Arachidonate lipoxygenases as essential regulators of cell survival and apoptosis. Proc Natl Acad Sci USA 93: 5241–5246

    PubMed  CAS  Google Scholar 

  • Tang DG, Guan K-L, Li L., Honn KV, Chen YQ, Rice RL, Taylor JD and Porter AT (1997) Suppression of W256 carcinosarcoma cell apoptosis by arachidonic acid and other polyunsaturated fatty acids. Int J Cancer 72: 1078–1087

    PubMed  CAS  Google Scholar 

  • Tang K, Nie D and Honn KV (1999) Role of autocrine motility factor in a 12-lipoxygenase dependent anti-apoptotic pathway. Adv Exp Med Biol 469: 583–590

    PubMed  CAS  Google Scholar 

  • Torres-Roca JF, Lecoeur H, Amatore C and Gougeon ML (1995) The early intracellular production of reactive oxygen intermediate mediates apoptosis in dexamethasone-treated thymocytes. Cell Death Differ 2: 309–319

    PubMed  CAS  Google Scholar 

  • TronoD, Pastore D and Di Fonzo N (1999) Carotenoid dependent inhibition of durum wheat lipoxygenase. J Cereal Sci 29: 99–102

    Google Scholar 

  • Van Leyen K, Duvoisin RM, Engelhardt H and Wiedmann M (1998) A function for lipoxygenase in programmed organelle degradation. Nature 395: 392–395

    PubMed  Google Scholar 

  • Vanags DM, Larsson P, Feltenmark S, Jakobsson P-J, Orrenius S, Claesson H-E and Aguilar-Santelises M (1997) Inhibitors of arachidonic acid metabolism reduce DNA and nuclear fragmentation induced by TNF plus cycloheximide in U937 cells. Cell Death Differ 4: 479–486

    PubMed  CAS  Google Scholar 

  • Vernole P, Tedeschi B, Caporossi D, Maccarrone M, Melino G and Annicchiarico-Petruzzelli M (1998) Induction of apoptosis by bleomycin in resting and cycling human lymphocytes. Mutagenesis 13: 209–215

    PubMed  CAS  Google Scholar 

  • Wagenknecht B, Schulz JB, Gulbins E and Weller M (1998) Crm-A, bcl-2 and NDGA inhibit CD95L-induced apoptosis of malignant glioma cells at the level of caspase 8 processing. Cell Death Differ 5: 894–900

    PubMed  CAS  Google Scholar 

  • Wang H, Li J, Bostock RM and Gilchrist DG (1996) Apoptosis: a funtional paradigm for programmed plant cell death induced by host-selective phytotoxin and invoked during development. Plant Cell 8: 375–391

    PubMed  CAS  Google Scholar 

  • Wang M, Oppedijk BJ, Lu X, Van Duijn B and Schilperoort RA (1996) Apoptosis in barley aleurone during germination and its inhibition by abscisic acid. Plant Mol Biol 32: 1125–1134

    PubMed  CAS  Google Scholar 

  • Weichert H, Kolbe A, Kraus A, Wasternack C and Feussner I (2002) Metabolic profiling of oxylipins in germinating cucumber seedlings–lipoxygenase-dependent degradation of triacylglycerols and biosynthesis of volatile aldehydes. Planta 215: 612–619

    PubMed  CAS  Google Scholar 

  • Wratten ML, Van Ginkel G, Van’t Veld AA, Bekker A, Van Faassen EE and Sevanian A (1992) Structural and dynamic effects of oxidatively modified phospholipids in unsaturated lipid membranes. Biochemistry 31: 10901–10907

    PubMed  CAS  Google Scholar 

  • Zhou YP, Teng D, Dralyuk F, Ostrega D, Roe MW, Philipson L and Polonsky KS (1998) Apoptosis in insulin-secreting cells. Evidence for the role of intracellular Ca2+ stores and arachidonic acid metabolism. J Clin Invest 101: 1623–1632

    Google Scholar 

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Maccarrone, M. (2008). Lipoxygenases, Apoptosis, and the Role of Antioxidants. In: Demmig-Adams, B., Adams, W.W., Mattoo, A.K. (eds) Photoprotection, Photoinhibition, Gene Regulation, and Environment. Advances in Photosynthesis and Respiration, vol 21. Springer, Dordrecht. https://doi.org/10.1007/1-4020-3579-9_20

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