eicosanoids and other bioactive lipids in cancer ...52 inhibition of leukotriene b4 (ltb4) in human...

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EICOSANOIDS AN D OTHER BIOACTIV E LIPIDS IN CANCER , INFLAVIMATION, AN D RADIATION INJURY 2 Part A Kenneth V. Hon n Santosh Niga m Lawrence J . Marnett

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Page 1: EICOSANOIDS AND OTHER BIOACTIVE LIPIDS IN CANCER ...52 Inhibition of Leukotriene B4 (LTB4) in Human 387 Neutorphils by L-Threo-Dihydrosphingosin e Darges, J. CARCINOGENESIS 53 Aspirin

EICOSANOIDS ANDOTHER BIOACTIVELIPIDS IN CANCER,INFLAVIMATION, AN DRADIATION INJURY 2Part A

Kenneth V. Honn

Santosh Nigam

Lawrence J . Marnett

Page 2: EICOSANOIDS AND OTHER BIOACTIVE LIPIDS IN CANCER ...52 Inhibition of Leukotriene B4 (LTB4) in Human 387 Neutorphils by L-Threo-Dihydrosphingosin e Darges, J. CARCINOGENESIS 53 Aspirin
Page 3: EICOSANOIDS AND OTHER BIOACTIVE LIPIDS IN CANCER ...52 Inhibition of Leukotriene B4 (LTB4) in Human 387 Neutorphils by L-Threo-Dihydrosphingosin e Darges, J. CARCINOGENESIS 53 Aspirin

PHOSPHOLIPASE S

1

Regulation of Phosphoinsitide Phospholipases by G-

3Protein sExton, J.

2

The Effects of Group II Phospholipase A2 in Ras-

9Induced MetastasisDavis, T.

3

Activation of Ca 2+-Sensitive Cytosolic Phospholipase

1 9A2 (cPLA2) in Human PlateletsKramer, R .

4

Involvement of Reactive Oxygen Species in

25Phospholipase A2 Activation : Inhibition of ProteinTyrosine Phosphatases and Activation of Protei nKinasesZor, U. and Goldman, R.

5

High Molecular Weight Phospholipase A2 : Its

3 1Occurrence and Quantification in Human Colo nCancer and Normal Mucos aTavares, LA .

BIOSYNTHETIC ENZYMES

6

(S)-Type Lipoxygenase and Cyclooxygenase Reaction

4 1Box Models Characterizing the Stereochemistry o fthe Dioxygenation ReactionLehman, W.

7

Activation of 5-Lipoxygenase in Whole

4 7Polymorphonuclear Leukocytes by Arachidoni cAcid : Evidence of Cytosolic Active EnzymeVila, L .

Page 4: EICOSANOIDS AND OTHER BIOACTIVE LIPIDS IN CANCER ...52 Inhibition of Leukotriene B4 (LTB4) in Human 387 Neutorphils by L-Threo-Dihydrosphingosin e Darges, J. CARCINOGENESIS 53 Aspirin

8

Intracellular Distribution, Activity, and Ca 2+-

5 7Dependent Translocation of 12-Lipoxygenase i nLewis Lung Tumor Cell sHagmann, W.

9

Cloning and Sequencing of Prostaglandin H

65Synthetase from Rat Tracheal Epithelial Cells :Structural Evidence that a TPA Regulated mRN ACodes for the Rat Ortholog of Murine PHS- 1Kitzler, J.

10

Non-enzymatic Rearrangement of Leukotriene A4 to

7 15-Keto-(7E, 9E, 11Z, 14Z)-eicosatetraenoic Acid i nAqueous MediaReindeau, D.

11

Bromoacetamido-Analogs of Indomethacin and

7 7Mefenamic Acid Affinity-Label Prostaglandin H 2Synthase at Two SitesTang, M.

12

Regulation of Eicosanoid Synthesis in Liver

8 5Macrophage sDieter, P.

13

Comparison of Arachidonic Acid Metabolism by

93Normal Pre-Cancerous and Neoplastic Epithelial Cel lLines of the Upper Aerodigestive TractSnyderman, C.

14

Induction of Prostaglandin Endoperoxide Synthase-1

9 9(cox-1) in a Human Promonocytic Cell Line b yTreatment with the Differentiating Agent TP ASmith, C.

15

X-ray Crystallographic Study of the Structure of

107Prostaglandin H Synthas eGaravito, M.

16

Properties of Prostacyclin Synthase

11 3Ullrich, V.

17

Regulation of Prostaglandin H Synthase-1 Gene

12 1ExpressionWu, K.

18

Mammalian Arachidonate 12-Lipoxygenases

127Yamamoto, S.

Page 5: EICOSANOIDS AND OTHER BIOACTIVE LIPIDS IN CANCER ...52 Inhibition of Leukotriene B4 (LTB4) in Human 387 Neutorphils by L-Threo-Dihydrosphingosin e Darges, J. CARCINOGENESIS 53 Aspirin

19

The Three-Dimensional Structure of Soybean

13 3Lipoxygenase-1 : An Arachidonic Acid 15 -LipoxygenaseAmzel, M.

20

Purification and Characterization of the Epidermal

1398(S)-LipoxygenaseLoschke, M.

21

The Effect of 5-Lipoxygenase-Activating Protein

145(FLAP) on Substrate Utilization by 5-LipoxygenaseVickers, P.

22

Leukotriene A4 Hydrolase: Differential Inhibition

15 3of the Catalytic Activities by Divalent Cation sHaeggstrom, J.

23

Regulation of 12(S)-HETE Production in Tumor Cells

15 9Chen, Y. Q .

24

Distribution of COX 1 and COX 2 in Normal and

16 7Inflamed TissuesSeibert, K

25

Examination of Prostaglandin H Synthase-1

17 1Topology in the Endoplasmic Reticulum Membran eKulmacz, R .

26

Coordinate Regulation of the Inducible Forms of

17 7Prostaglandin Synthase and Nitric Oxide Synthase inFibroblasts and Macrophage sHerschmann, H.

27

Molecular Cloning of Prostacyclin Synthase from

18 3Bovine Endothelial CellsTanabe, T.

28

Interaction of PGH Synthase Isozymes- 1 and -2

18 9with Nonsteroidal Anti-Inflammatory Drug sSmith, W.

RECEPTORS

29

Dual Effect of Propanonol on the Human Platelet

19 9Activation by Thrombin : Potentiation of FreeIntracellular Ca2+ Mobilization and Inhibition ofPhospholipase D ActivitySvetlov, S.

Page 6: EICOSANOIDS AND OTHER BIOACTIVE LIPIDS IN CANCER ...52 Inhibition of Leukotriene B4 (LTB4) in Human 387 Neutorphils by L-Threo-Dihydrosphingosin e Darges, J. CARCINOGENESIS 53 Aspirin

30

Molecular Diversity of Prostanoid Receptors ;

207Subtypes and Isoforms of Prostaglandin EReceptorNarumiya, S.

31

Molecular Characterization and Physiological

21 5Functions of PAF ReceptorsBito, H.

32

Identification of the FP-Receptor as a Discrete Entity

223by Radioligand Binding in Biosystems that ExhibitDifferent Functional Rank Orders of Potency i nResponse to Prostanoid sWoodward, D.

33

Celllular Activation by Thromboxane A2 and 8-EPi-PGF2a

229Fitzgerald, G.

34

Modification on Ligand Binding to TXA2/PGH2

23 5Receptors by Diethylpyrocarbonat eSchrör, K.

35

Prostaglandin Receptors Involved in Inflammatory

24 1EventsJones, R .L.

36

LTB4 Receptor Antagonists Exacerbate T

247Lymphocyte-Mediated Delayed Hypersensitivity i nGuinea PigsWong, P .

37

Isolation and Cloning of Human Peroxisome

25 3Proliferator Activated Receptor Gamma CDNAGreene, M.

38

Structure and Localization of the Rabbit

26 1Prostaglandin EP3 ReceptorBreyer, R.

39

Prostaglandin Regulation of Gene Expression and

269Growth in Normal and Malignant TissuesHughes-Fulford, M.

40

Distinct Signaling Pathways Mediate Induction of c-

27 9fos by PGE2 in Glomerular Mesangial Cell sDunn, M.

Page 7: EICOSANOIDS AND OTHER BIOACTIVE LIPIDS IN CANCER ...52 Inhibition of Leukotriene B4 (LTB4) in Human 387 Neutorphils by L-Threo-Dihydrosphingosin e Darges, J. CARCINOGENESIS 53 Aspirin

41

Cytosolic 12(S)-Hydroxy-5,8,10,14-Eicosatetraenoic

287Acid Binding Sites in Carcinoma CellsHammarström, S.

PROTEIN KINASES/PHOSPHATASE S

42

Diacylglycerol Second Messengers : Molecular

297Switches in Growth ControlBell, R .

43

Sphingolipid Second Messengers : Tumor Suppressor

305LipidsHannun, Y.

44

The Role of Protein Kinase C in Signal Transduction,

31 3Growth Control and Lipid Metabolis mWeinstein, B .

45

Tumor Responsiveness to the Metastasis-Stimulatory

32 3Effects of Prostaglandin E2 Is Restricted by ProteinPhosphatasesYoung, R.

46

Interactions between Specific Phosphorproteins

329During Modulation of Prostacyclin Secretion inCultured Bovine Aortic Endothelial CellsGrose, J.

47

The Role of Lipid Peroxidation Products in the

33 9Regulation of Protein Kinase C Activity in VitroMal'tseva, E.

48

Role of Protein Kinase C and Phosphatases in 12(S)-

34 9HETE-Induced Tumor Cell CytoskeletalReorganizationTang, D.

INHIBITORSOFBIOACTIVE LIPIDSANDSIGNALTRANSDUCTION

49

PX-52, a Novel Inhibitor of 14 kDa Cytosolic

36 5Phospholipases A2Franson, R .

50

Hepoxilin A 3 Inhibits Agonist-Evoked Rise in Free

37 5Intracellular Calcium in Human Neutrophil sPace-Asciak, C.

Page 8: EICOSANOIDS AND OTHER BIOACTIVE LIPIDS IN CANCER ...52 Inhibition of Leukotriene B4 (LTB4) in Human 387 Neutorphils by L-Threo-Dihydrosphingosin e Darges, J. CARCINOGENESIS 53 Aspirin

51

The Discovery of LY293111, A Novel, Potent and

38 1Orally Active Leukotriene B4 Receptor Antagonist ofthe Biphenylphenol ClassSofia, M.

52

Inhibition of Leukotriene B4 (LTB4) in Human

38 7Neutorphils by L-Threo-Dihydrosphingosin eDarges, J.

CARCINOGENESIS

53

Aspirin and Gastrointestinal Cancer

395Thun, M.

54

Monohydroxylated Fatty Acids in Mouse Epidermis

403Papilloma Quantification and StereochemicalCharacterizationLehmann, W.

55

Negative Growth Regulation of Oncogene-Transformed

409Mammary Epithelial Cells by Tumor Inhibitor sTelang, N.

56

Different Expression of Prostaglandin-H Synthase

41 9Isozymes and Lipoxygenase during Multistag eCarcinogenesis in Mouse Ski nFürstenberger, G.

57

Expression of Two cPLA2 Isoforms in Mouse

425Epidermis in VivoFürstenberger, G.

58

Regulation of Arachidonic Acid Release by

43 3Metabolism by Tumor PromotersFischer, S.

59

Effect of the Peroxisome Proliferators Ciprofibrate

43 9and Perfluorodecanoic Acid on Eicosanoi dConcentrations in Rat LiverGlauert, H.

CELL GROWTHI

60

A Mitogenic and Hormonal Signalling Network

449Regulate Mammalian Cell Division Commitment TimeJimenez de Asua, L.

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61

Growth Inhibitory Effects of Thromboxane

455Antagonists on Breast Cancer Cell Lines : APreliminary StudyMarshall, K. and Lane, K

62

The Rise and Fall of Ceramide and 1,2-Diacylglycerol

46 1(DAG) : Modulation by Transforming Growth Factor -(31 (TGF 31) and by Epidermal Growth Factor (EGF )Goldkorn, T.

63

Antioxidant Defence Mechanisms and PGE Secretion

47 3by Different Types of Transformed and Tumor Cells :in Vivo Selective AdvantagesDeichmann, G.

64

The Relationship between Farnesylation and

47 9Carcinogenesis : The Effect of Lovastatin onFibroblast Proliferatio nBraquet, M.P.

65

Eicosanoid Production and Growth Regulation in

487Rat Intestinal Epithelial Cell sDuBois, R.

66

Role of Arachidonic Acid and Linoleic Acid Metbolism in

495Epidermal Growth Factor Initiated Proliferation o fSyrian Hamster Embryo FibroblastsEling, T.

67

Phenylacetate and Phenylbutyrate as Novel,

50 1Nontoxic Differentiation Inducers .Samid, D.

68

Structural Requirements for Enhancement of EGF-

507Dependent DNA Synthesis by Oxygenated Metabolite sof Linoleic AcidGlasgow, W.

69

Decreased DNA Synthesis in SCC-25 Cells with ETYA

51 3and SC4166 1Ondrey, F.

70

Liver Fatty Acid Binding Protein and Mitogenesis in

517Transfected Hepatoma Cell sSorof S.

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71

Induction of 12-Lipoxygenase Expression by

525Epidermal Growth Factor Is Mediated by Protei nKinase C in A431 Cell sChang, W.C.

72

Prostaglandin F2 a(PGF2a) Triggers Protein Kinase C

53 1(PKC) and Tyrosine Kinase Activity in Culture dMammalian Cell sJimenez de Asua, J.

73

Mechanisms of the Selective Cytotoxic Actions of

53 9Certain Essential Fatty AcidsCantrill, R .

74

Eicosanoids, Cancer Metastasis, and Gene Regulation :

545An OverviewGao, X.

CONTENTS PART B

APOPTOSISAND DIFFERENTIATION

75

Radiation-Induced Apoptosis in Tumors : Effects of

55 9Radiation Modulating Agent sMilas, L.

76

Prostaglandin E2 Mediated Apoptosis in Subsets of

565Malignant B Lymphoma CellsPhipps, R.

77

13-HODE Dehydrogenase Activity as a Modulator of

57 1Intestinal Cell Differentiatio nBull, A .

CYTOKINESANDBIOACTIVE LIPIDSININFLAMMATIO N

78

Effect of GM-CSF on Leukotriene B4 Synthesis in

583Human Neutrophils : Facilitation of the PrimingEffect by Autologous PlasmaKrump, E.

79

Docosahexaenoic and Eicosapentaenoic Acids Inhibit

58 9in Vitro Human Endothelial Cell Production ofInterleukin- 6Khalfoun, B.

Page 11: EICOSANOIDS AND OTHER BIOACTIVE LIPIDS IN CANCER ...52 Inhibition of Leukotriene B4 (LTB4) in Human 387 Neutorphils by L-Threo-Dihydrosphingosin e Darges, J. CARCINOGENESIS 53 Aspirin

80

Regulation of 15-Lipoxygenase Expression by

599CytokinesKuhn, H.

81

Modulating Effect of co-3 Fatty Acids on the

605Proliferative Pattern of Human Colorectal Mucos aAnti, M.

82

Agonist-Induced Lipoxin A4 Generation in Vitro and

61 1in Aspirin-Sensitive Asthmatics : Detection by aNovel Lipoxin A4-ELISALevy, B.

83

Regulation of Inducible Prostaglandin G/H Synthase

61 7by Interleukin-1, Transforming Growth Factors- aand -ß, and Prostaglandins in Bone CellsPilbeam, C.

84

Potential Role of Heat Shock Transcription Factor in

625the Expression of Inflammatory Cytokine sCahill, C.

85

Transcellular Pathways and Cell Adhesion as

63 1Potential Contributors to Leukotriene and Lipoxi nBiosynthesis in Acute Glomerulonephriti sBrady, H.

86

Lipoxin Metabolism by Human Promyelocytic

64 1Leukemia (HL-60) Cell sSe than, C.

87

IL-1 Increases the Ability of Human Endothelial

647Cells to Transform Linoleic Acid into Monohydroxy-Isomers and their Incorporation into Cell LipidsCamacho, M.

CELL MOTILITY AND CYTOSKELETALALTERATION S

88

Apoptosis in Tumor Biology and Therapy

657Meyn, R.

89

Integrin Functions and Signal Transduction

669Yamada, K.

90

Regulation of Tumor Cell Motility by 12(S)-HETE

683Raz, A .

Page 12: EICOSANOIDS AND OTHER BIOACTIVE LIPIDS IN CANCER ...52 Inhibition of Leukotriene B4 (LTB4) in Human 387 Neutorphils by L-Threo-Dihydrosphingosin e Darges, J. CARCINOGENESIS 53 Aspirin

91

Inhibition of Mouse B16 Melanoma Cell Motility by

693Sphingosine- l-PhosphateIgarishi, Y.

92

Effects of Leukotrienes B4 (LTB4) and D4 (LTD4) on

699Motility of Isolated Normodense Human Eosinophil sand NeutrophilsSpada, C.

93

12(S)-HETE Increases the Motility of Prostate Tumor

70 7Cells through Selective Activation of PKCaLiu, B.

ADHESIONS MECHANISMSININFLAMMATIO NANDMETASTASI S

94

Role of Complex Gangliosides in the Integrin-

72 1Dependent Adhesion of Cells in Cultur eMugnai, G.

95

Enhancement of Metastatic Potential in a Murine

73 1Fibrosarcoma Line by Exposure to CorynebacteriumParvum-Elicited Macrophages ; Effect of Eicosanoi dBiosynthesis InhibitionRuggieri, S.

96

A Regulatory Role of Prostaglandin E2-Activated

74 1Adhesion Molecules in MyelopoiesisShibata, Y.

97

Efficacy of Cicaprost on Metastasis in Advanced

75 1Tumor DiseaseSchirner, M.

98

Post-Translational Regulation of Surface Integrin

757Expression in Tumor Cells by 12(S)-HET ETimor, J.

99

Eicosanoid 12(S)-HETE Upregulates Endothelial Cell

765av(33 Integrin Expression and Promotes Tumor Cel lAdhesion to Vascular EndotheliumHonn, K. V.

100

Dietary Fatty Acids Alter the Adhesion Properties of

775Lymphocytes to Extracellular Matrix Protein sStephen, F.

Page 13: EICOSANOIDS AND OTHER BIOACTIVE LIPIDS IN CANCER ...52 Inhibition of Leukotriene B4 (LTB4) in Human 387 Neutorphils by L-Threo-Dihydrosphingosin e Darges, J. CARCINOGENESIS 53 Aspirin

RADIOPROTECTION AND RADIOSENSITIZATIO N

101

Radioprotection by Misoprostol (PGE1 Methyl

79 1Analog) in Combination with Vitamin E ,Selenomethionine and WR-3689 794Srinivasan, V.

102

Behavioral and Radioprotective Effects of

79 9Misoprostol in Adrenalectomized Mic eLandauer, M.R.

103

Effects of Eicosanoid Radioprotectors on Rat Motor

80 5Performanc eBogo, V.

104

Protection from Radiation-Induced Oral Mucositis by

81 1a Mouth Rinse Containing the Prostaglandin E 1Analog, Misoprostol : A Placebo Controlled Doubl eBlind Clinical TrialHanson, W.R.

105

Interleukin, Radiation and Thermoregulation

819Kandasamy, S.B.

106

Tumor Radiosensitization Based on the Use of

825Inhibitors of the Mevalonate Pathway of CholesterolSynthesi sMiller, A . C.

107

Synergistic Protection of Irradiated Mice by a

83 1Combination of Iloprost and Misoprosto lKumar Sree, K.

108

Regulation of the Biosynthesis of the Sulphido-

84 1LeukotrienesFord-Hutchinson, A.W.

109

The Role of Lipid Peroxidation in Growth

849Suppression of Human Breast Carcinoma by DietaryFish OilWelsch, C.

110

Misoprostol : A Potent Cytotoxic and Oncogenic

86 1Radioprotecto rMiller, R .

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111

Modification and Radiation-Induced Gastrointestinal

865and Hematopoietic Injury in Mice by Combination sof Agents : Effects of Indomethacin and CaffeineWeiss, J.

112

Anti-Inflammatory Drug Treatment of Radiation

873Injurie sMichalowski, A .S.

113

Low Dose Radiation Induces Endothelial Cell Eicosanoid

879Metabolism and Cytoskeletal RearrangementOnoda, J.M.

114

Nonlethal )(Radiation Displays Similar Cytoplasmic

88 9Rearrangements as 12(S)-HETETaylor, J.D .

DIETARY MODULATION AND PREVENTION

115

Dietary Arachidonic Acid Increases Eicosanoid

89 7Production in the Presence of Equal Amounts o fDietary Eicosapentaenoic Aci dWhelan, J.

116

Impairment in the Fatty Acid Composition of Keloids

90 5Louw, L.

117

Linoleic Acid Levels in Cutaneous Tumors with

91 1Different Growth Patterns as an Additional SensitiveDiagnostic FeatureLouw, L.

118

The Importance of Linoleic Acid in the Total Fatty

91 9Acid Compositions of Benign and MalignantNeuroglial TumorsLouw, L.

119

Dietary Fat and Energy Modulation of Biochemical

92 5Events in Tumor Promotio nBirt, D .

120

Chemoprevention of Colon Cancer by Dietary

93 1Administration of Naturally Occurring and RelatedSynthetic AgentsReddy, B .

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121

Diradyglycerol Formation is Altered by n-3 Highly

937Unsaturated Fatty Acids, with Differences betweenEicosapentaenoic (EPA) and Docosahexaenoic (DHA )Acid sSebaldt, R .

CLINICAL STUDIE S

122

Arachidonic Acid Metabolites in Saliva of Patients

949with Squamous Cell Carcinoma of the Head and Nec kSnyderman, C.

123

Preparation of Two Dosage Forms Containing

955Antitumor Prostaglandin and their Antitumor Effec tin Vitro and in Vivo : Lipiodol Solution for I .A .Administration and Lipid Microspheres for I .P . orI.V. AdministrationFukushima, S.

124

Urinary Excretion of Prostanoid in Children with

963Chronic Pyelonephriti sKucherenko, A .

125

Interaction of Phospholipase C-g with Activated

97 1Growth Factor Receptor Tyrosine Kinase sCarpenter, G.

126

Prostanoid and Anti-Thrombin III Levels in

983Premature InfantsSuchkova, V.

127

Molecular Biology of Prostanoid Biosynthetic

98 9Enzymes and ReceptorsSmith, W.

128

Tumor Infiltrating Lymphocytes in Squamous Cell

1013Carcinoma of the Head and Neck : Mechanisms ofEnhancement Using Prostaglandin Synthetas eInhibitor sCross, D.

CONTRIBUTORS

1025

INDEX

1051