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Lipids in Health and Disease pp 145–168Cite as

Eicosanoids in Tumor Progression and Metastasis

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Part of the book series: Subcellular Biochemistry ((SCBI,volume 49))

Abstract

Eicosanoids and the enzymes responsible for their generation in living systems are involved in the mediation of multiple physiological and pathophysiological responses. These bioactive metabolites are part of complex cascades that initiate and perpetuate several disease processes such as atherosclerosis, arthritis, neurodegenerative conditions, and cancer. The intricate role played by each of these metabolites in the initiation, progression, and metastasis of solid tumors has been a subject of intense research in the scientific community. This review summarizes some of the key aspects of eicasonoids and the associated enzymes, and the pathways they mediate in promoting tumor progression and metastasis.

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References

  • Amano H, Hayashi I, Endo H, Kitasato H, Yamashina S, Maruyama T, Kobayashi M, Satoh K, Narita M, Sugimoto Y, Murata T, Yoshimura H, Narumiya S, Majima M. Host prostaglandin E(2)-EP3 signaling regulates tumor-associated angiogenesis and tumor growth. J Exp Med. 197 (2003) 221–232.

    Article  PubMed  CAS  Google Scholar 

  • Arenberger P, Kemeny L, Ruzicka T. Characterization of high-affinity 12(S)-hydroxyeicosatetraenoic acid (12(S)-HETE) binding sites on normal human keratinocytes. Epithelial Cell Biol. 2 (1993) 1–6.

    PubMed  CAS  Google Scholar 

  • Avis IM, Jett M, Boyle T, Vos MD, Moody T, Treston AM, Martinez A, Mulshine JL. Growth control of lung cancer by interruption of 5-lipoxygenase-mediated growth factor signaling. J Clin Invest. 97 (1996) 806–813.

    Article  PubMed  CAS  Google Scholar 

  • Backlund MG, Mann JR, Holla VR, Buchanan FG, Tai HH, Musiek ES, Milne GL, Katkuri S, DuBois RN. 15-Hydroxyprostaglandin dehydrogenase is down-regulated in colorectal cancer. J Biol Chem. 280 (2005) 3217–3223.

    Article  PubMed  CAS  Google Scholar 

  • Baumann B, Weber CK, Troppmair J, Whiteside S, Israel A, Rapp UR, Wirth T. Raf induces NF-kB by membrane shuttle kinase MEKK1, a signaling pathway critical for transformation. Proc.Natl.Acad.Sci.U.S.A. 97 (2000) 4615–4620.

    Article  PubMed  CAS  Google Scholar 

  • Borgeat P, Hamberg M, Samuelsson B. Transformation of arachidonic acid and homo-gammalinolenic acid by rabbit polymorphonuclear leukocytes. Monohydroxy acids from novel lipoxygenases. J Biol Chem. 251 (1976) 7816–7820.

    PubMed  CAS  Google Scholar 

  • Brash AR, Boeglin WE, Chang MS. Discovery of a second 15S-lipoxygenase in humans. Proc Natl Acad Sci U S A. 94 (1997) 6148–6152.

    Article  PubMed  CAS  Google Scholar 

  • Breyer RM, Bagdassarian CK, Myers SA, Breyer MD. Prostanoid receptors: subtypes and signaling. Annu Rev Pharmacol Toxicol. 41 (2001) 661–690.

    Article  PubMed  CAS  Google Scholar 

  • Bryant J. Correlation between metastatic patterns in renal cell carcinoma and tissue distribution of thromboxane synthetase. Acta Oncol. 33 (1994) 708–709.

    PubMed  CAS  Google Scholar 

  • Buchanan FG, Gorden DL, Matta P, Shi Q, Matrisian LM, DuBois RN. Role of beta-arrestin 1 in the metastatic progression of colorectal cancer. Proc Natl Acad Sci U S A. 103 (2006) 1492–1497.

    Article  PubMed  CAS  Google Scholar 

  • Bunting S, Gryglewski R, Moncada S, Vane JR. Arterial walls generate from prostaglandin endoperoxides a substance (prostaglandin X) which relaxes strips of mesenteric and coeliac ateries and inhibits platelet aggregation. Prostaglandins. 12 (1976) 897–913.

    Article  PubMed  CAS  Google Scholar 

  • Casey MB, Zhang S, Jin L, Kajita S, Lloyd RV. Expression of cyclooxygenase-2 and thromboxane synthase in non-neoplastic and neoplastic thyroid lesions. Endocr Pathol. 15 (2004) 107–116.

    Article  PubMed  CAS  Google Scholar 

  • Castellone MD, Teramoto H, Williams BO, Druey KM, Gutkind JS. Prostaglandin E2 promotes colon cancer cell growth through a Gs-axin-beta-catenin signaling axis. Science. 310 (2005) 1504–1510.

    Article  PubMed  CAS  Google Scholar 

  • Cha YI, DuBois RN. NSAIDs and cancer prevention: targets downstream of COX-2. Annu Rev Med. 58 (2007) 239–252.

    Article  PubMed  CAS  Google Scholar 

  • Chen GG, Lee TW, Yip JH, Xu H, Lee IK, Mok TS, Warner TD, Yim AP. Increased thromboxane B(2) levels are associated with lipid peroxidation and Bcl-2 expression in human lung carcinoma. Cancer Lett. 234 (2006) 193–198.

    Article  PubMed  CAS  Google Scholar 

  • Chen X-S, Funk CD. Structure-function properties of human platelet 12-lipoxygenase: Chimeric enzyme and in vitro mutagenesis studies. FASEB J. 7 (1993) 694–701.

    PubMed  CAS  Google Scholar 

  • Chen YQ, Duniec ZM, Liu B, Hagmann W, Gao X, Shimoji K, Marnett LJ, Johnson CR, Honn KV. Endogenous 12(S)-HETE production by tumor cells and its role in metastasis. Cancer Res. 54 (1994) 1574–1579.

    PubMed  CAS  Google Scholar 

  • Cheng Y, Austin SC, Rocca B, Koller BH, Coffman TM, Grosser T, Lawson JA, FitzGerald GA. Role of prostacyclin in the cardiovascular response to thromboxane A2. Science. 296 (2002) 539–541.

    Article  PubMed  CAS  Google Scholar 

  • Connolly JM, Rose DP. Enhanced angiogenesis and growth of 12-lipoxygenase gene-transfected MCF-7 human breast cancer cells in athymic nude mice. Cancer Lett. 132 (1998) 107–112.

    Article  PubMed  CAS  Google Scholar 

  • Ding XZ, Tong WG, Adrian TE. 12-lipoxygenase metabolite 12(S)-HETE stimulates human pancreatic cancer cell proliferation via protein tyrosine phosphorylation and ERK activation. Int J Cancer. 94 (2001) 630–636.

    Article  PubMed  CAS  Google Scholar 

  • Eberhart CE, Coffey RJ, Radhika A, Giardiello FM, Ferrenbach S, DuBois RN. Up-regulation of cyclooxygenase 2 gene expression in human colorectal adenomas and adenocarcinomas. Gastroenterology. 107 (1994) 1183–1188.

    PubMed  CAS  Google Scholar 

  • Fleming I, Thiel BA, Chester J, O'Prey J, Janetzki S, Aitken A, Anton IA, Rapoport SM, Harrison PR. The complete sequence of the rabbit erythroid cell-specific 15-lipoxygenase mRNA: Comparison of the predicted amino acid sequence of the erythrocyte lipoxygenase with other lipoxygenases. Gene. 79 (1989) 181–188.

    Article  PubMed  CAS  Google Scholar 

  • Fukuda R, Kelly B, Semenza GL. Vascular endothelial growth factor gene expression in colon cancer cells exposed to prostaglandin E2 is mediated by hypoxia-inducible factor 1. Cancer Res. 63 (2003) 2330–2334.

    PubMed  CAS  Google Scholar 

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

    Article  PubMed  CAS  Google Scholar 

  • Funk CD, FitzGerald GA. Eicosanoid forming enzyme mRNA in human tissues. J.Biol.Chem. 266 (1991) 12508–12513.

    PubMed  CAS  Google Scholar 

  • Funk CD, Funk LB, FitzGerald GA, Samuelsson B. Characterization of human 12-lipoxygenase genes. Proc Natl Acad Sci U S A. 89 (1992) 3962–3966.

    Article  PubMed  CAS  Google Scholar 

  • Funk CD, Hoshiko S, Matsumoto T, Rådmark O, Samuelsson B. Characterization of the human 5lipoxygenase gene. Proc.Natl.Acad.Sci.USA. 86 (1989) 2587–2591.

    Article  PubMed  CAS  Google Scholar 

  • Gao X, Grignon DJ, Chbihi T, Zacharek A, Chen YQ, Sakr W, Porter AT, Crissman JD, Pontes JE, Powell IJ, Honn KV. Elevated 12-lipoxygenase mRNA expression correlated with advanced stage and poor differentiation of human prostate cancer. Urology. 46 (1995) 227–237.

    Article  PubMed  CAS  Google Scholar 

  • Gao X, Honn KV. Biological properties of 12(S)-HETE in cancer metastasis. Adv.Prostaglandin Thromboxane Leukot.Res. 23 (1995) 439–444.

    PubMed  CAS  Google Scholar 

  • Gasic GJ, Gasic TB, Galanti N, Johnson T, Murphy S. Platelet-tumor-cell interactions in mice. The role of platelets in the spread of malignant disease. Int J Cancer. 11 (1973) 704–718.

    Article  PubMed  CAS  Google Scholar 

  • Ghosh J, Myers CE. Arachidonic acid stimulates prostate cancer cell growth: critical role of 5lipoxygenase. Biochem Biophys Res Commun. 235 (1997) 418–423.

    Article  PubMed  CAS  Google Scholar 

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

    Article  PubMed  CAS  Google Scholar 

  • Ghosh S, May MJ, Kopp EB. NF-κB and Rel proteins: evolutionarily conserved mediators of immune responses. Annu.Rev.Immunol. 16 (1998) 225–260.

    Article  PubMed  CAS  Google Scholar 

  • Gonzalez AL, Roberts RL, Massion PP, Olson SJ, Shyr Y, Shappell SB. 15-Lipoxygenase-2 expression in benign and neoplastic lung: an immunohistochemical study and correlation with tumor grade and proliferation. Hum Pathol. 35 (2004) 840–849.

    Article  PubMed  CAS  Google Scholar 

  • Gupta S, Srivastava M, Ahmad N, Bostwick DG, Mukhtar H. Over-expression of cyclooxygenase-2 in human prostate adenocarcinoma. Prostate. 42 (2000) 73–78.

    Article  PubMed  CAS  Google Scholar 

  • Hamberg M, Svensson J, Samuelsson B. Thromboxanes: a new group of biologically active compounds derived from prostaglandin endoperoxides. Proc Natl Acad Sci U S A. 72 (1975) 2994–2998.

    Article  PubMed  CAS  Google Scholar 

  • Hennig R, Ding XZ, Tong WG, Schneider MB, Standop J, Friess H, Buchler MW, Pour PM, Adrian TE. 5-Lipoxygenase and leukotriene B(4) receptor are expressed in human pancreatic cancers but not in pancreatic ducts in normal tissue. Am J Pathol. 161 (2002) 421–428.

    PubMed  CAS  Google Scholar 

  • Hennig R, Kehl T, Noor S, Ding XZ, Rao SM, Bergmann F, Furstenberger G, Buchler MW, Friess H, Krieg P, Adrian TE. 15-lipoxygenase-1 production is lost in pancreatic cancer and overexpression of the gene inhibits tumor cell growth. Neoplasia. 9 (2007) 917–926.

    Article  PubMed  CAS  Google Scholar 

  • Honn KV. Inhibition of tumor cell metastasis by modulation of the vascular prostacyclin/thromboxane A2 system. Clin Exp Metastasis. 1 (1983) 103–114.

    Article  PubMed  CAS  Google Scholar 

  • Honn KV, Aref A, Chen YQ, Cher ML, Crissman JD, Forman JD, Gao X, Grignon D, Hussain M, Porter AT, Pontes EJ, Powell II, Redman B, Sakr W, Severson R, Tang DG, Wood DP, Jr. Prostate Cancer -Old Problems and New Approaches. (Part II. Diagnostic and Prognostic Markers, Pathology and Biological Aspects). Pathol Oncol Res. 2 (1996) 191–211.

    Article  PubMed  CAS  Google Scholar 

  • Honn KV, Cavanaugh P, Evens C, Taylor JD, Sloane BF. Tumor cell-platelet aggregation: induced by cathepsin B-like proteinase and inhibited by prostacyclin. Science. 217 (1982) 540–542.

    Article  PubMed  CAS  Google Scholar 

  • Honn KV, Cicone B, Skoff A. Prostacyclin: a potent antimetastatic agent. Science. 212 (1981) 1270–1272.

    Article  PubMed  CAS  Google Scholar 

  • Honn KV, Meyer J. Thromboxanes and prostacyclin: positive and negative modulators of tumor growth. Biochem Biophys Res Commun. 102 (1981) 1122–1129.

    Article  PubMed  CAS  Google Scholar 

  • Honn KV, Steinert BW, Moin K, Onoda JM, Taylor JD, Sloane BF. The role of platelet cyclooxygenase and lipoxygenase pathways in tumor cell induced platelet aggregation. Biochem Biophys Res Commun. 145 (1987) 384–389.

    Article  PubMed  CAS  Google Scholar 

  • Honn KV, Tang DG, Gao X, Butovich IA, Liu B, Timar J, Hagmann W. 12-lipoxygenases and 12(S)HETE: role in cancer metastasis. Cancer Metastasis Rev. 13 (1994a) 365–396.

    Article  CAS  Google Scholar 

  • Honn KV, Tang DG, Grossi IM, Renaud C, Duniec ZM, Johnson CR, Diglio CA. Enhanced endothelial cell retraction mediated by 12(S)-HETE: a proposed mechanism for the role of platelets in tumor cell metastasis. Exp Cell Res. 210 (1994b) 1–9.

    Article  CAS  Google Scholar 

  • Hsu AL, Ching TT, Wang DS, Song X, Rangnekar VM, Chen CS. The cyclooxygenase-2 inhibitor celecoxib induces apoptosis by blocking Akt activation in human prostate cancer cells independently of Bcl-2. J Biol Chem. 275 (2000) 11397–11403.

    Article  PubMed  CAS  Google Scholar 

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

    PubMed  CAS  Google Scholar 

  • Kajita S, Ruebel KH, Casey MB, Nakamura N, Lloyd RV. Role of COX-2, thromboxane A2 synthase, and prostaglandin I2 synthase in papillary thyroid carcinoma growth. Mod Pathol. 18 (2005) 221–227.

    Article  PubMed  CAS  Google Scholar 

  • Kandouz M, Nie D, Pidgeon GP, Krishnamoorthy S, Maddipati KR, Honn KV. Platelet-type 12lipoxygenase activates NF-kappaB in prostate cancer cells. Prostaglandins Other Lipid Mediat. 71 (2003) 189–204.

    Article  PubMed  CAS  Google Scholar 

  • Kargman SL, O'Neill GP, Vickers PJ, Evans JF, Mancini JA, Jothy S. Expression of prostaglandin G/H synthase-1 and -2 protein in human colon cancer. Cancer Res. 55 (1995) 2556–2559.

    PubMed  CAS  Google Scholar 

  • Kelavkar U, Lin Y, Landsittel D, Chandran U, Dhir R. The yin and yang of 15-lipoxygenase-1 and delta-desaturases: dietary omega-6 linoleic acid metabolic pathway in prostate. J Carcinog. 5 (2006) 9–13.

    Article  PubMed  CAS  Google Scholar 

  • Kelavkar UP, Cohen C, Kamitani H, Eling TE, Badr KF. Concordant induction of 15-lipoxygenase-1 and mutant p53 expression in human prostate adenocarcinoma: correlation with Gleason staging. Carcinogenesis. 21 (2000) 1777–1787.

    Article  PubMed  CAS  Google Scholar 

  • Kim JA, Gu JL, Natarajan R, Berliner JA, Nadler JL. 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 (1995) 942–948.

    PubMed  CAS  Google Scholar 

  • Kimoto M, Ando K, Koike S, Matsumoto T, Jibu T, Moriya H, Kanegasaki S. Significance of platelets in an antimetastatic activity of bacterial lipopolysaccharide. Clin Exp Metastasis. 11 (1993) 285–292.

    Article  PubMed  CAS  Google Scholar 

  • Krieg P, Kinzig A, Ress-Loschke M, Vogel S, Vanlandingham B, Stephan M, Lehmann WD, Marks F, Furstenberger G. 12-Lipoxygenase isoenzymes in mouse skin tumor development. Mol Carcinog. 14 (1995) 118–129.

    Article  PubMed  CAS  Google Scholar 

  • Kuhn H, Thiele BJ. The diversity of the lipoxygenase family. Many sequence data but little information on biological significance. FEBS Lett. 449 (1999) 7–11.

    Article  PubMed  CAS  Google Scholar 

  • Kuhn H, Walther M, Kuban RJ. Mammalian arachidonate 15-lipoxygenases structure, function, and biological implications. Prostaglandins Other Lipid Mediat. 68–69 (2002) 263–290.

    Article  PubMed  Google Scholar 

  • Lee FS, Peters RT, Dang LC, Maniatis T. MEKK1 activates both IkB kinase a and IkB kinase beta. Proc.Natl.Acad.Sci.U.S.A. 95 (1998) 9319–9324.

    Article  PubMed  CAS  Google Scholar 

  • Limor R, Weisinger G, Gilad S, Knoll E, Sharon O, Jaffe A, Kohen F, Berger E, Lifschizt-Mercer B, Stern N. A novel form of platelet-type 12-lipoxygenase mRNA in human vascular smooth muscle cells. Hypertension. 38 (2001) 864–871.

    Article  PubMed  CAS  Google Scholar 

  • Liu B, Khan WA, Hannun YA, Timar J, Taylor JD, Lundy S, Butovich I, Honn KV. 12(S)hydroxyeicosatetraenoic acid and 13(S)-hydroxyoctadecadienoic acid regulation of protein kinase C-a in melanoma cells: role of receptor-mediated hydrolysis of inositol phospholipids. Proc.Natl.Acad.Sci.U.S.A. 92 (1995) 9323–9327.

    Article  PubMed  CAS  Google Scholar 

  • Liu B, Marnett LJ, Chaudhary A, Ji C, Blair IA, Johnson CR, Diglio CA, Honn KV. Biosynthesis of 12(S)-hydroxyeicosatetraenoic acid by B16 amelanotic melanoma cells is a determinant of their metastatic potential. Lab Invest. 70 (1994) 314–323.

    PubMed  CAS  Google Scholar 

  • Liu XH, Yao S, Kirschenbaum A, Levine AC. NS398, a selective cyclooxygenase-2 inhibitor, induces apoptosis and down-regulates bcl-2 expression in LNCaP cells. Cancer Res. 58 (1998) 4245–4249.

    PubMed  CAS  Google Scholar 

  • Marks F, Furstenberger G. Prostaglandins, Leukotrienes and Other Eicosanoids. Weinheim: Wiley-VCH, 1999, 388p.

    Google Scholar 

  • Marnett LJ, DuBois RN. COX-2: a target for colon cancer prevention. Annu Rev Pharmacol Toxicol. 42 (2002) 55–80.

    Article  PubMed  CAS  Google Scholar 

  • McCabe NP, Selman SH, Jankun J. Vascular endothelial growth factor production in human prostate cancer cells is stimulated by overexpression of platelet 12-lipoxygenase. Prostate. 66 (2006) 779–787.

    Article  PubMed  CAS  Google Scholar 

  • Mehrotra S, Morimiya A, Agarwal B, Konger R, Badve S. Microsomal prostaglandin E2 synthase-1 in breast cancer: a potential target for therapy. J Pathol. 208 (2006) 356–363.

    Article  PubMed  CAS  Google Scholar 

  • Mehta P. Potential role of platelets in the pathogenesis of tumor metastasis. Blood. 63 (1984) 55–63.

    PubMed  CAS  Google Scholar 

  • Menter DG, Onoda JM, Taylor JD, Honn KV. Effects of prostacyclin on tumor cell-induced platelet aggregation. Cancer Res. 44 (1984) 450–456.

    PubMed  CAS  Google Scholar 

  • Miggin SM, Kinsella BT. Expression and tissue distribution of the mRNAs encoding the human thromboxane A2 receptor (TP) alpha and beta isoforms. Biochim Biophys Acta. 1425 (1998) 543–559.

    PubMed  CAS  Google Scholar 

  • Moussa O, Yordy JS, Abol-Enein H, Sinha D, Bissada NK, Halushka PV, Ghoneim MA, Watson DK. Prognostic and functional significance of thromboxane synthase gene overexpression in invasive bladder cancer. Cancer Res. 65 (2005) 11581–11587.

    Article  PubMed  CAS  Google Scholar 

  • Muller-Decker K, Furstenberger G. The cyclooxygenase-2-mediated prostaglandin signaling is causally related to epithelial carcinogenesis. Mol Carcinog. 46 (2007) 705–710.

    Article  PubMed  CAS  Google Scholar 

  • Murata T, Ushikubi F, Matsuoka T, Hirata M, Yamasaki A, Sugimoto Y, Ichikawa A, Aze Y, Tanaka T, Yoshida N, Ueno A, Oh-ishi S, Narumiya S. Altered pain perception and inflammatory response in mice lacking prostacyclin receptor. Nature. 388 (1997) 678–682.

    Article  PubMed  CAS  Google Scholar 

  • Nakano H, Shindo M, Sakon S, Nishinaka S, Mihara M, Yagita H, Okumura K. Differential regulation of IkB kinase a and beta by two upstream kinases, NF-kB-inducing kinase and mitogen-activated protein kinase/ERK kinase kinase-1. Proc.Natl.Acad.Sci.U.S.A. 95 (1998) 3537–3542.

    Article  PubMed  CAS  Google Scholar 

  • Narumiya S, Sugimoto Y, Ushikubi F. Prostanoid receptors: structures, properties, and functions. Physiol Rev. 79 (1999) 1193–1226.

    PubMed  CAS  Google Scholar 

  • Needleman P, Minkes M, Raz A. Thromboxanes: selective biosynthesis and distinct biological properties. Science. 193 (1976) 163–165.

    Article  PubMed  CAS  Google Scholar 

  • Nemoto S, DiDonato JA, Lin A. Coordinate regulation of IkB kinases by mitogen-activated protein kinase kinase kinase 1 and NF-kB-inducing kinase. Mol.Cell.Biol. 18 (1998) 7336–7343.

    PubMed  CAS  Google Scholar 

  • Nie D, Che M, Zacharek A, Qiao Y, Li L, Li X, Lamberti M, Tang K, Cai Y, Guo Y, Grignon D, Honn KV. Differential expression of thromboxane synthase in prostate carcinoma: role in tumor cell motility. Am J Pathol. 164 (2004) 429–439.

    PubMed  CAS  Google Scholar 

  • Nie D, Guo Y, Yang D, Tang Y, Chen Y, Wang MT, Zacharek A, Qiao Y, Che M, Honn KV. Thromboxane A2 receptors in prostate carcinoma: expression and its role in regulating cell motility via small GTPase Rho. Cancer Res. 68 (2008) 115–121.

    Article  PubMed  CAS  Google Scholar 

  • Nie D, Hillman GG, Geddes T, Tang K, Pierson C, Grignon DJ, Honn KV. Platelet-type 12lipoxygenase in a human prostate carcinoma stimulates angiogenesis and tumor growth. Cancer Res. 58 (1998) 4047–4051.

    PubMed  CAS  Google Scholar 

  • Nie D, Honn KV. Cyclooxygenase, lipoxygenase and tumor angiogenesis. Cell Mol Life Sci. 59 (2002) 799–807.

    Article  PubMed  CAS  Google Scholar 

  • Nie D, Krishnamoorthy S, Jin R, Tang K, Chen Y, Qiao Y, Zacharek A, Guo Y, Milanini J, Pages G, Honn KV. Mechanisms regulating tumor angiogenesis by 12-lipoxygenase in prostate cancer cells. J Biol Chem. 281 (2006) 18601–18609.

    Article  PubMed  CAS  Google Scholar 

  • Nie D, Lamberti M, Zacharek A, Li L, Szekeres K, Tang K, Chen Y, Honn KV. Thromboxane A(2) regulation of endothelial cell migration, angiogenesis, and tumor metastasis. Biochem Biophys Res Commun. 267 (2000a) 245–251.

    Article  CAS  Google Scholar 

  • Nie D, Tang K, Diglio C, Honn KV. Eicosanoid regulation of angiogenesis: role of endothelial arachidonate 12-lipoxygenase. Blood. 95 (2000b) 2304–2311.

    CAS  Google Scholar 

  • Nie D, Tang K, Szekeres K, Li L, Honn KV. Eicosanoid regulation of angiogenesis in human prostate carcinoma and its therapeutic implications. Ann.N.Y.Acad.Sci. 905 (2000c) 165–176.

    Article  CAS  Google Scholar 

  • Nithipatikom K, Isbell MA, See WA, Campbell WB. Elevated 12-and 20-hydroxyeicosatetraenoic acid in urine of patients with prostatic diseases. Cancer Lett. 233 (2006) 219–225.

    Article  PubMed  CAS  Google Scholar 

  • Ohd JF, Nielsen CK, Campbell J, Landberg G, Lofberg H, Sjolander A. Expression of the leukotriene D4 receptor CysLT1, COX-2, and other cell survival factors in colorectal adenocarcinomas. Gastroenterology. 124 (2003) 57–70.

    Article  PubMed  CAS  Google Scholar 

  • Oshima M, Dinchuk JE, Kargman SL, Oshima H, Hancock B, Kwong E, Trzaskos JM, Evans JF, Taketo MM. Suppression of intestinal polyposis in Apc delta716 knockout mice by inhibition of cyclooxygenase 2 (COX-2). Cell. 87 (1996) 803–809.

    Article  PubMed  CAS  Google Scholar 

  • Pearson G, English JM, White MA, Cobb MH. ERK5 and ERK2 cooperate to regulate NF-kB and cell transformation. J.Biol.Chem. 276 (2001) 7927–7931.

    Article  PubMed  CAS  Google Scholar 

  • Pidgeon GP, Kandouz M, Meram A, Honn KV. Mechanisms controlling cell cycle arrest and induction of apoptosis after 12-lipoxygenase inhibition in prostate cancer cells. Cancer Res. 62 (2002) 2721–2727.

    PubMed  CAS  Google Scholar 

  • Pinto S, Gori L, Gallo O, Boccuzzi S, Paniccia R, Abbate R. Increased thromboxane A2 production at primary tumor site in metastasizing squamous cell carcinoma of the larynx. Prostaglandins Leukot Essent Fatty Acids. 49 (1993) 527–530.

    Article  PubMed  CAS  Google Scholar 

  • Pollard M, Luckert PH, Schmidt MA. The suppressive effect of piroxicam on autochthonous intestinal tumors in the rat. Cancer Lett. 21 (1983) 57–61.

    Article  PubMed  CAS  Google Scholar 

  • Rapoport SM, Schewe T, Wiesner R, Halangk W, Ludwig P, Janicke-Hohne M, Tannert C, Hiebsch C, Klatt D. The lipoxygenase of reticulocytes. Purification, characterization and biological dynamics of the lipoxygenase; its identity with the respiratory inhibitors of the reticulocyte. Eur J Biochem. 96 (1979) 545–561.

    Article  PubMed  CAS  Google Scholar 

  • Romano M, Catalano A, Nutini M, D'Urbano E, Crescenzi C, Claria J, Libner R, Davi G, Procopio A. 5-lipoxygenase regulates malignant mesothelial cell survival: involvement of vascular endothelial growth factor. FASEB J. 15 (2001) 2326–2336.

    Article  PubMed  CAS  Google Scholar 

  • Romano M, Claria J. Cyclooxygenase-2 and 5-lipoxygenase converging functions on cell proliferation and tumor angiogenesis: implications for cancer therapy. FASEB J. 17 (2003) 1986–1995.

    Article  PubMed  CAS  Google Scholar 

  • Salcedo R, Zhang X, Young HA, Michael N, Wasserman K, Ma WH, Martins-Green M, Murphy WJ, Oppenheim JJ. Angiogenic effects of prostaglandin E2 are mediated by up-regulation of CXCR4 on human microvascular endothelial cells. Blood. 102 (2003) 1966–1977.

    Article  PubMed  CAS  Google Scholar 

  • Schewe T, Halangk W, Hiebsch C, Rapoport SM. A lipoxygenase in rabbit reticulocytes which attacks phospholipids and intact mitochondria. FEBS Lett. 60 (1975) 149–152.

    Article  PubMed  CAS  Google Scholar 

  • Shao J, Jung C, Liu C, Sheng H. Prostaglandin E2 Stimulates the beta-catenin/T cell factor-dependent transcription in colon cancer. J Biol Chem. 280 (2005) 26565–26572.

    Article  PubMed  CAS  Google Scholar 

  • Shappell SB, Boeglin WE, Olson SJ, Kasper S, Brash AR. 15-lipoxygenase-2 (15-LOX-2) is expressed in benign prostatic epithelium and reduced in prostate adenocarcinoma. Am J Pathol. 155 (1999) 235–245.

    PubMed  CAS  Google Scholar 

  • Shappell SB, Keeney DS, Zhang J, Page R, Olson SJ, Brash AR. 15-Lipoxygenase-2 expression in benign and neoplastic sebaceous glands and other cutaneous adnexa. J Invest Dermatol. 117 (2001a) 36–43.

    Article  CAS  Google Scholar 

  • Shappell SB, Manning S, Boeglin WE, Guan YF, Roberts RL, Davis L, Olson SJ, Jack GS, Coffey CS, Wheeler TM, Breyer MD, Brash AR. Alterations in lipoxygenase and cyclooxygenase-2 catalytic activity and mRNA expression in prostate carcinoma. Neoplasia. 3 (2001b) 287–303.

    Article  CAS  Google Scholar 

  • Shureiqi I, Chen D, Lotan R, Yang P, Newman RA, Fischer SM, Lippman SM. 15-Lipoxygenase-1 mediates nonsteroidal anti-inflammatory drug-induced apoptosis independently of cyclooxygenase-2 in colon cancer cells. Cancer Res. 60 (2000) 6846–6850.

    PubMed  CAS  Google Scholar 

  • Shureiqi I, Wojno KJ, Poore JA, Reddy RG, Moussalli MJ, Spindler SA, Greenson JK, Normolle D, Hasan AA, Lawrence TS, Brenner DE. Decreased 13-S-hydroxyoctadecadienoic acid levels and 15lipoxygenase-1 expression in human colon cancers. Carcinogenesis. 20 (1999) 1985–1995.

    Article  PubMed  CAS  Google Scholar 

  • Shureiqi I, Xu X, Chen D, Lotan R, Morris JS, Fischer SM, Lippman SM. Nonsteroidal antiinflammatory drugs induce apoptosis in esophageal cancer cells by restoring 15-lipoxygenase-1 expression. Cancer Res. 61 (2001) 4879–4884.

    PubMed  CAS  Google Scholar 

  • Siebert M, Krieg P, Lehmann WD, Marks F, Furstenberger G. Enzymic characterization of epidermis-derived 12-lipoxygenase isoenzymes. Biochem.J. 355 (2001) 97–104.

    Article  PubMed  CAS  Google Scholar 

  • Sigal E, Grunberger D, Cashman JR, Craik CS, Caughey GH, Nadel JA. Arachidonate 15lipoxygenase from human eosinophil-enriched leukocytes: partial purification and properties. Biochem Biophys Res Commun. 150 (1988) 376–383.

    Article  PubMed  CAS  Google Scholar 

  • Sonoshita M, Takaku K, Sasaki N, Sugimoto Y, Ushikubi F, Narumiya S, Oshima M, Taketo MM. Acceleration of intestinal polyposis through prostaglandin receptor EP2 in Apc(Delta 716) knockout mice. Nat Med. 7 (2001) 1048–1051.

    Article  PubMed  CAS  Google Scholar 

  • Subbaramaiah K, Altorki N, Chung WJ, Mestre JR, Sampat A, Dannenberg AJ. Inhibition of cyclooxygenase-2 gene expression by p53. J Biol Chem. 274 (1999) 10911–10915.

    Article  PubMed  CAS  Google Scholar 

  • Subbaramaiah K, Norton L, Gerald W, Dannenberg AJ. Cyclooxygenase-2 is overexpressed in HER-2/neu-positive breast cancer: evidence for involvement of AP-1 and PEA3. J Biol Chem. 277 (2002) 18649–18657.

    Article  PubMed  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  • Szekeres CK, Trikha M, Nie D, Honn KV. Eicosanoid 12(S)-HETE activates phosphatidylinositol 3kinase. Biochem.Biophys.Res.Commun. 275 (2000b) 690–695.

    Article  CAS  Google Scholar 

  • Tang DG, Bhatia B, Tang S, Schneider-Broussard R. 15-lipoxygenase 2 (15-LOX2) is a functional tumor suppressor that regulates human prostate epithelial cell differentiation, senescence, and growth (size). Prostaglandins Other Lipid Mediat. 82 (2007) 135–146.

    Article  PubMed  CAS  Google Scholar 

  • Tang DG, Chen YQ, Diglio CA, Honn KV. Protein kinase C-dependent effects of 12(S)-HETE on endothelial cell vitronectin receptor and fibronectin receptor. J Cell Biol. 121 (1993a) 689–704.

    Article  CAS  Google Scholar 

  • Tang DG, Diglio CA, Bazaz R, Honn KV. Transcriptional activation of endothelial cell integrin alpha v by protein kinase C activator 12(S)-HETE. J Cell Sci. 108 ( Pt 7) (1995a) 2629–2644.

    CAS  Google Scholar 

  • Tang DG, Diglio CA, Honn KV. Activation of microvascular endothelium by eicosanoid 12(S)hydroxyeicosatetraenoic acid leads to enhanced tumor cell adhesion via up-regulation of surface expression of alpha v beta 3 integrin: a posttranscriptional, protein kinase C-and cytoskeleton-dependent process. Cancer Res. 54 (1994) 1119–1129.

    PubMed  CAS  Google Scholar 

  • Tang DG, Grossi IM, Chen YQ, Diglio CA, Honn KV. 12(S)-HETE promotes tumor-cell adhesion by increasing surface expression of a V beta 3 integrins on endothelial cells. Int J Cancer. 54 (1993b) 102–111.

    Article  CAS  Google Scholar 

  • Tang DG, Renaud C, Stojakovic S, Diglio CA, Porter A, Honn KV. 12(S)-HETE is a mitogenic factor for microvascular endothelial cells: its potential role in angiogenesis. Biochem Biophys Res Commun. 211 (1995b) 462–468.

    Article  CAS  Google Scholar 

  • Thun MJ, Namboodiri MM, Heath CW, Jr. Aspirin use and reduced risk of fatal colon cancer. N Engl J Med. 325 (1991) 1593–1596.

    PubMed  CAS  Google Scholar 

  • Timar J, Raso E, Dome B, Li L, Grignon D, Nie D, Honn KV, Hagmann W. Expression, subcellular localization and putative function of platelet-type 12-lipoxygenase in human prostate cancer cell lines of different metastatic potential. Int J Cancer. 87 (2000) 37–43.

    Article  PubMed  CAS  Google Scholar 

  • Tong WG, Ding XZ, Witt RC, Adrian TE. Lipoxygenase inhibitors attenuate growth of human pancreatic cancer xenografts and induce apoptosis through the mitochondrial pathway. Mol Cancer Ther. 1 (2002) 929–935.

    PubMed  CAS  Google Scholar 

  • Tsujii M, Kawano S, Tsuji S, Sawaoka H, Hori M, DuBois RN. Cyclooxygenase regulates angiogenesis induced by colon cancer cells. Cell. 93 (1998) 705–716.

    Article  PubMed  CAS  Google Scholar 

  • Tsukada T, Nakashima K, Shirakawa S. Arachidonate 5-lipoxygenase inhibitors show potent antiproliferative effects on human leukemia cell lines. Biochem Biophys Res Commun. 140 (1986) 832–836.

    Article  PubMed  CAS  Google Scholar 

  • Turk J, Maas RL, Brash AR, Roberts LJ, II, Oates JA. Arachidonic acid 15-lipoxygenase products from human eosinophils. J.Biol.Chem. 257 (1982) 7068–7076.

    PubMed  CAS  Google Scholar 

  • Waddell WR, Loughry RW. Sulindac for polyposis of the colon. J Surg Oncol. 24 (1983) 83–87.

    Article  PubMed  CAS  Google Scholar 

  • Wang D, Wang H, Shi Q, Katkuri S, Walhi W, Desvergne B, Das SK, Dey SK, DuBois RN. Prostaglandin E(2) promotes colorectal adenoma growth via transactivation of the nuclear peroxisome proliferator-activated receptor delta. Cancer Cell. 6 (2004) 285–295.

    Article  PubMed  CAS  Google Scholar 

  • Watkins G, Douglas-Jones A, Mansel RE, Jiang WG. Expression of thromboxane synthase, TBXAS1 and the thromboxane A2 receptor, TBXA2R, in human breast cancer. Int Semin Surg Oncol. 2 (2005) 23–30.

    Article  PubMed  Google Scholar 

  • Whittaker N, Bunting S, Salmon J, Moncada S, Vane JR, Johnson RA, Morton DR, Kinner JH, Gorman RR, McGuire JC, Sun FF. The chemical structure of prostaglandin X (prostacyclin). Prostaglandins. 12 (1976) 915–928.

    Article  PubMed  CAS  Google Scholar 

  • Winer I, Normolle DP, Shureiqi I, Sondak VK, Johnson T, Su L, Brenner DE. Expression of 12lipoxygenase as a biomarker for melanoma carcinogenesis. Melanoma Res. 12 (2002) 429–434.

    Article  PubMed  CAS  Google Scholar 

  • Wong BC, Wang WP, Cho CH, Fan XM, Lin MC, Kung HF, Lam SK. 12-Lipoxygenase inhibition induced apoptosis in human gastric cancer cells. Carcinogenesis. 22 (2001) 1349–1354.

    Article  PubMed  CAS  Google Scholar 

  • Wu KK, Liou JY. Cellular and molecular biology of prostacyclin synthase. Biochem Biophys Res Commun. 338 (2005) 45–52.

    Article  PubMed  CAS  Google Scholar 

  • Xiao CY, Hara A, Yuhki K, Fujino T, Ma H, Okada Y, Takahata O, Yamada T, Murata T, Narumiya S, Ushikubi F. Roles of prostaglandin I(2) and thromboxane A(2) in cardiac ischemia-reperfusion injury: a study using mice lacking their respective receptors. Circulation. 104 (2001) 2210–2215.

    Article  PubMed  CAS  Google Scholar 

  • Xu XC, Shappell SB, Liang Z, Song S, Menter D, Subbarayan V, Iyengar S, Tang DG, Lippman SM. Reduced 15S-lipoxygenase-2 expression in esophageal cancer specimens and cells and upregulation in vitro by the cyclooxygenase-2 inhibitor, NS398. Neoplasia. 5 (2003) 121–127.

    PubMed  CAS  Google Scholar 

  • Yamamoto S, Suzuki H, Ueda N. Arachidonate 12-lipoxygenases. Prog.Lipid Res. 36 (1997) 23–41.

    Article  PubMed  CAS  Google Scholar 

  • Yoshimatsu K, Altorki NK, Golijanin D, Zhang F, Jakobsson PJ, Dannenberg AJ, Subbaramaiah K. Inducible prostaglandin E synthase is overexpressed in non-small cell lung cancer. Clin Cancer Res. 7 (2001) 2669–2674.

    PubMed  CAS  Google Scholar 

  • Yoshimoto T, Takahashi Y. Arachidonate 12-lipoxygenases. Prostaglandins Other Lipid Mediat. 68–69 (2002) 245–262.

    Article  PubMed  Google Scholar 

  • Yoshimura R, Sano H, Masuda C, Kawamura M, Tsubouchi Y, Chargui J, Yoshimura N, Hla T, Wada S. Expression of cyclooxygenase-2 in prostate carcinoma. Cancer. 89 (2000) 589–596.

    Article  PubMed  CAS  Google Scholar 

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  1. Departments of Pathology, and Chemistry, Wayne State University School of Medicine, Detroit, MI 48202

    Sriram Krishnamoorthy

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  1. Sriram Krishnamoorthy
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  2. Kenneth V. Honn
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  1. Biochemistry Department, King’s College London, 150 Stamford Street, London SE1 9NH, UK

    Peter J. Quinn

  2. State Key Laboratory of Food Science and Technology, Jiangnan University, 1800 Lihu Avenue, Wuxi 214122, China

    Xiaoyuan Wang

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Krishnamoorthy, S., Honn, K.V. (2008). Eicosanoids in Tumor Progression and Metastasis. In: Quinn, P.J., Wang, X. (eds) Lipids in Health and Disease. Subcellular Biochemistry, vol 49. Springer, Dordrecht. https://doi.org/10.1007/978-1-4020-8831-5_6

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