Prostaglandins, leukotrienes and other eicosanoids: from biogenesis to clinical application
Gespeichert in:
Format: | Buch |
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Sprache: | English |
Veröffentlicht: |
Weinheim ; New York ; Chichester ; Brisbane ; Singapore ; Toronto
Wiley-VCH
1999
|
Schlagworte: | |
Online-Zugang: | Inhaltsverzeichnis |
Beschreibung: | Literaturangaben |
Beschreibung: | XX, 388 S. Ill., graph. Darst. |
ISBN: | 3527293604 |
Internformat
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245 | 1 | 0 | |a Prostaglandins, leukotrienes and other eicosanoids |b from biogenesis to clinical application |c F. Marks ; G. Fürstenberger (ed.) |
264 | 1 | |a Weinheim ; New York ; Chichester ; Brisbane ; Singapore ; Toronto |b Wiley-VCH |c 1999 | |
300 | |a XX, 388 S. |b Ill., graph. Darst. | ||
336 | |b txt |2 rdacontent | ||
337 | |b n |2 rdamedia | ||
338 | |b nc |2 rdacarrier | ||
500 | |a Literaturangaben | ||
650 | 4 | |a Eicosanoids | |
650 | 4 | |a Leukotrienes | |
650 | 4 | |a Prostaglandins | |
650 | 4 | |a Prostanoids | |
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700 | 1 | |a Marks, Friedrich |e Sonstige |4 oth | |
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Datensatz im Suchindex
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adam_text | Contents
1 Arachidonic acid and companions:
an abundant source of biological signals 1
Fried rich Marks
1.1 The world of PUFAs 1
1.2 The discovery of prostaglandins and related eicosanoids 3
1.3 Mammalian eicosanoids 6
1.3.1 Free arachidonic acid: a signaling compound? 7
1.3.2 Prostanoids 8
1.3.3 HPETEs, HETEs and leukotrienes 11
1.3.4 Lipoxins 15
1.3.5 15 Epi lipoxins 17
1.3.6 Hepoxilins 18
1.3.7 Monooxygenase derived eicosanoids 20
1.3.8 Isoprostanes 21
1.3.9 Anandamide 24
1.4 Eicosanoids in invertebrates 27
1.5 Eicosanoid related signaling compounds in plants 30
1.6 The cellular functions of eicosanoids in mammals 34
1.6.1 Eicosanoids as local mediators 34
1.6.2 Specific membrane receptors mediate many biological
effects of eicosanoids 35
1.6.3 Nuclear eicosanoid receptors: a new frontier in research 38
1.7 Addendum: Methods of eicosanoid research 40
1.8 References 40
2 The generation of free arachidonic acid 47
Peter Dieter
2.1 Introduction 47
2.2 (Re)Incorporartion of arachidonic acid into phospholipids 48
2.3 Phospholipases A 49
2.3.1 Phospholipase A, 49
2.3.2 Phospholipases A2 49
2.3.2.1 Secretory phospholipases Ai 51
2.3.2.2 Cytosolic phospholipase At 52
2.3.2.3 Calcium independent phospholipases A2 56
2.4 DAG lipase and PLC or PLD/PA phosphohydrolase 56
VIII Contents
2.5 Cellular models 57
2.5.1 P388D, macrophages 57
2.5.2 Rat liver macrophages 57
2.6 Conclusions 58
2.7 References 59
3 Cyclooxygenases 65
Karin Miiller Decker
3.1 Introduction 65
3.2 Cloning of cyclooxygenase isoforms 66
3.3 Cyclooxygenase gene structures 67
3.4 Regulation of cyclooxygenase isoenzyme expression 69
3.5 Cyclooxygenase proteins 73
3.5.1 Sequence comparisons 73
3.5.2 Post translational modification 74
3.5.3 X ray analysis of crystal structure 74
3.5.4 Subcellular localization 75
3.6 Coupling of COX isoenzymes with phospholipases A2 76
3.7 Substrate specificities 77
3.8 Mechanism of enzyme catalysis 78
3.9 Biological functions of COX isoforms 79
3.10 Isoenzyme specific inhibitors 81
3.11 References 83
4 Prostanoid synthases 89
Christian Martin and Volker Ullrich
4.1 Introduction 89
4.2. Thromboxane A2 synthase 91
4.3 Prostacyclin synthase 93
4.4 Prostaglandin D syntase 97
4.5. Prostaglandin E synthase 99
4.6 Prostaglandin F synthase 100
4.7 Glutathione S transferases 101
4.8 Detection of prostaglandin synthases in various tissues 102
4.9 Summary and outlook 104
4.10 References 104
5 Lipoxygenases 109
Hartmut Kiihn
5.1. Introduction 109
Contents IX
5.2. Lipoxygenase reaction 110
5.3. Common properties of lipoxygenases 111
5.4. Classification of lipoxygenases 113
5.5 Structural aspects of lipoxygenases 115
5.5.1. X ray crystallography 115
5.5.2 Substrate alignment and determinants of positional specificity 118
5.6 5 Lipoxygenases 120
5.6.1 Enzymatic properties 120
5.6.2 5 Lipoxygenase activating protein 122
5.6.3 Molecular biology of 5 lipoxygenases 123
5.6.4 Tissue distribution and regulation of 5 LOX expression 123
5.6.5 Biological functions of 5 lipoxygenases 124
5.7 12 Lipoxygenases 125
5.7.1 Subclassification and enzymatic properties 125
5.7.2 Molecular biology of 12 lipoxygenases 126
5.7.3 Tissue distribution and regulation of 12 LOX expression 127
5.7.4 Biological functions of 12 lipoxygenases 127
5.8 Mammalian 15 lipoxygenases 129
5.8.1 Subclassification and enzyme properties 129
5.8.2 Molecular biology of the reticulocyte type 15 lipoxygenases 130
5.8.3 Tissue distribution and regulation of 15 LOX expression 131
5.8.4 Biological functions of 15 lipoxygenases 132
5.8.4.1 Structural modification of lipid protein assemblies.
Implication in cell maturation and atherogenesis 132
5.8.4.2 Modulation of intracellular lipid signal transducers 133
5.8.4.3 Formation of bioactive oxygenated fatty acid derivatives 134
5.9 References 134
6 Oxygenation of arachidonic Acid by cytochromes P 450 143
Ernst H. Oliw and Johanna Ericsson
6.1 Introduction 143
6.2 Early work on oxidation of fatty acids by cytochromes P 450 144
6.3 Oxygenation of arachidonic acid by cytochromes P 450 146
6.3.1 Hydroxylation of co side chain 146
6.3.2 Epoxidation 147
6.3.3 Bisallylic hydroxylation and hydroxylation with double bond
migration 149
6.4 Metabolism of epoxides 152
6.4.1 Epoxide hydrolases 152
6.4.2 Incorporation into phospholipids 153
6.5. Analysis of arachidonic acid metabolites 153
6.5.1 Radioimmunoassay 153
6.5.2 GC MS and LC MS analyses 154
6.5.3 Steric analysis of hydroxy fatty acids 154
X Contents
6.5.4 Steric analysis of epoxy fatty acids and vicinal diols 155
6.6 Biological effects 156
6.6.1 Kidney 156
6.6.2 Heart 158
6.6.3 Vascular tree 158
6.6.4 Central nervous system and the pituitary 159
6.6.5 Genital glands and endocrine organs 160
6.7 Summary 161
6.8 References 161
7 Renal eicosanoids 169
Margarete Goppelt Striibe and Joachim Fauler
7.1 Renal prostanoids 169
7.1.1 Localization of prostanoid biosynthesis in the kidney 170
7.1.2 Regulation of prostaglandin synthesis in mesangial cells 172
7.1.3 Cyclooxygenase expression in renal inflammation 173
7.1.4 Prostanoid receptors 173
7.1.4.1 TXA2 receptor 174
7.1.4.2 PGF2a receptor 175
7.1.4.3 Prostacyclin (PGI2) receptor 175
7.1.4.4 PGE2 receptors 176
7.1.4.4.1 EPi receptors 176
7.1.4.4.2 EP2/EP4 receptors 177
7.1.4.4.3 EP3 receptors 177
7.1.5 Vasoactive effects of prostanoids: relation to hypertension 178
7.1.6 Regulation of water and electrolyte transport by prostanoids:
clinical implications 180
7.1.7 Cyclooxygenase inhibitors and the kidney 181
7.2 Renal leukotrienes 181
7.2.1 Biosynthesis 181
7.2.3 Biological activity of leukotrienes in the kidney 182
7.3 Renal lipoxins 183
7.3.1 Biosynthesis of lipoxins 183
7.3.2 Biological activity of lipoxins in the kidney 184
7.4 Cytochrome P 450 enzyme generated arachidonic acid metabolites 185
7.4.1 P 450 arachidonic acid co hydroxylases 186
7.4.2 Renal epoxygenases 186
7.4.3 Functional properties of 19 and 20 HETE 187
7.4.4 Functional properties of epoxides 187
7.4.5 Monooxygenase products in animal models of renal hypertension 188
7.4.6 P 450 catalysed arachidonic acid metabolism in man 189
7.5 Isoprostanes 190
7.5.1 Generation of isoprostanes in the kidney 190
7.5.2 Functional properties of isoprostanes 191
Contents XI
7.6 Perspective 192
7.7 References 192
8 The role of eicosanoids in reproduction 199
H.P. Zahradnik, B. Wetzka and W.R. Schdfer
8.1 Introduction 199
8.2 Female reproductive system 199
8.2.1 Ovarian function 199
8.2.1.1 Follicular phase: ovulation 200
8.2.1.2 Luteal phase: luteolysis 201
8.2.2 The Fallopian tube 202
8.2.3 Menstruation 203
8.2.4 Endometriosis 207
8.3. Pregnancy 208
8.3.1 Implantation 208
8.3.2 Placenta 211
8.3.3 Pregnancy induced hypertension and pre eclampsia 214
8.3.4 Parturition 216
8.3.4.1 Cervical ripening 218
8.3.4.2 Labor 220
8.3.4.3 Pre term labor 222
8.4 Male reproductive system 223
8.4.1 Acrosome reaction 224
8.4.2 Immunosuppressive actions of PGE 224
8.4.3 Erectile dysfunction 224
8.5 References 225
9 The role of eicosanoids in inflammation and allergy 233
Eva Wikstrom Jonsson and Sven Erik Dahlen
9.1 Introduction 233
9.2 Formation of eicosanoids in allergic inflammation 234
9.3 Biological activities and receptors with relevance for asthma
and allergic inflammation 238
9.3.1 COX products 238
9.3.2 LTB4 239
9.3.3 Cysteinyl leukotrienes 241
9.3.4 Lipoxins 243
9.4 Cysteinyl leukotrienes as mediators of allergen induced airway
obstruction and bronchial hyper responsiveness 243
9.4.1 Biological activity 244
9.4.2 Endogenous formation 244
9.4.3 Influence of inhibitors of leukotriene synthesis or CysLT/ receptor
XII Contents
antagonists on allergen induced airway obstruction 245
9.4.4 Allergen induced bronchial hyper responsiveness 247
9.5 Cysteinyl leukotrienes as mediators of airway obstruction induced by
other factors 249
9.5.1 Exercise 250
9.5.2 Adenosine 250
9.5.3 Sulfur dioxide 250
9.5.4 PAF 250
9.5.5 Intolerance to aspirin and other NSAIDs 251
9.6 Treatment of asthma with anti leukotrienes 253
9.7 COX products as modulators of asthma and allergic inflammation 254
9.7.1 Effects of prostaglandins and thromboxane 254
9.7.2 Release of COX products 255
9.7.3 Influence of inhibition of COX products on allergen induced
bronchoconstriction 256
9.7.4 COX products in airway hyper responsiveness 256
9.7.5 Anti inflammatory and anti asthmatic effects of PGE2 257
9.8 Conclusions 258
9.9 References 259
10 Prostanoids in the cardiovascular system 273
Lukasz Partyka, Arsineh Arakil Aghajanian and Helmut Sinzinger
10.1 Introduction 273
10.1.1 Defects in the eicosanoid system related to vascular disease 274
10.2 Unsaturated fatty acids, vascular system and atherosclerosis 276
10.3 Endothelium, vascular wall, platelet aggregation and eicosanoids 278
10.3.1 Aspirin interaction with COX 1. Role in cardiovascular prevention.
Resistance to aspirin 280
10.3.2 Eicosanoids and restenosis 281
10.4 Function of eicosanoids in the heart and kidney 283
10.4.1 Heart muscle activity, contractility, ejection fraction 283
10.4.2 Myocardial infarction 283
10.4.3 Kidney, eicosanoids and cardiovascular regulation 283
10.5 Isoprostanes—novel indicators of cardiovascular disease 285
10.6 Prostaglandins as drugs in the therapy of cardiovascular disorders 286
10.6.1 Mechanisms of action 286
10.6.2 Side effects 290
10.6.3 Route of administration and dosage 291
10.6.4 Gene therapy—experiments with prostaglandins in cardiovascular
disorders 291
10.7 Methods of clinical prostaglandin research 292
10.7.1 Sample collection and preparation 292
10.7.2 Bioassays 293
10.7.3 Physicochemical methods 293
Contents XIII
10.7.4 Immunochemical methods 294
10.8 References 295
11 Eicosanoids and cancer 303
Friedrich Marks and Gerhard Fiirstenberger
11.1. Carcinogenesis: a multistage process 303
11.2 Immunosuppression by prostaglandins 307
11.3 Metabolic activation of carcinogens in the course of prostaglandin
synthesis 308
11.4. The generation of agressive products in the course of eicosanoid
formation 308
11.5 The role of eicosanoids in tumor promotion 309
11.5.1 COX inhibitors suppress tumor promotion in animal models 309
11.5.2 Prevention of colorectal cancer in man by COX inhibitors 312
11.5.3 Promotion of tumor development by prostaglandins: a widespread
phenomenon? 315
11.5.4 Mechanistic aspects 316
11.5.5 Lipoxygenase catalyzed arachidonic acid metabolism 321
11.6 Effects of eicosanoids on tumor cell metastasis 322
11.7 Cyclopentenone prostaglandins: a new class of anti cancer drugs? 324
11.8 References 324
12 Synthetic eicosanoids: development and clinical applications 331
Bernd Buchmann, Ulrich Klar, Hartmut Rehwinkel and Werner Skuballa
12.1 Introduction 331
12.2 Prostaglandins 331
12.3 Prostacyclins 336
12.4 Thromboxane receptor antagonists 343
12.5 Cystenilleukotriene antagonists 350
12.6 LTB4 antagonists 354
12.7 References 360
Index 375
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id | DE-604.BV012680239 |
illustrated | Illustrated |
indexdate | 2024-07-09T18:31:49Z |
institution | BVB |
isbn | 3527293604 |
language | English |
oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-008618506 |
oclc_num | 41017895 |
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owner | DE-20 |
owner_facet | DE-20 |
physical | XX, 388 S. Ill., graph. Darst. |
publishDate | 1999 |
publishDateSearch | 1999 |
publishDateSort | 1999 |
publisher | Wiley-VCH |
record_format | marc |
spelling | Prostaglandins, leukotrienes and other eicosanoids from biogenesis to clinical application F. Marks ; G. Fürstenberger (ed.) Weinheim ; New York ; Chichester ; Brisbane ; Singapore ; Toronto Wiley-VCH 1999 XX, 388 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Literaturangaben Eicosanoids Leukotrienes Prostaglandins Prostanoids Biosynthese (DE-588)4006902-3 gnd rswk-swf Pharmakodynamik (DE-588)4174134-1 gnd rswk-swf Eicosanoide (DE-588)4201354-9 gnd rswk-swf Eicosanoide (DE-588)4201354-9 s Biosynthese (DE-588)4006902-3 s DE-604 Pharmakodynamik (DE-588)4174134-1 s Marks, Friedrich Sonstige oth HBZ Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=008618506&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
spellingShingle | Prostaglandins, leukotrienes and other eicosanoids from biogenesis to clinical application Eicosanoids Leukotrienes Prostaglandins Prostanoids Biosynthese (DE-588)4006902-3 gnd Pharmakodynamik (DE-588)4174134-1 gnd Eicosanoide (DE-588)4201354-9 gnd |
subject_GND | (DE-588)4006902-3 (DE-588)4174134-1 (DE-588)4201354-9 |
title | Prostaglandins, leukotrienes and other eicosanoids from biogenesis to clinical application |
title_auth | Prostaglandins, leukotrienes and other eicosanoids from biogenesis to clinical application |
title_exact_search | Prostaglandins, leukotrienes and other eicosanoids from biogenesis to clinical application |
title_full | Prostaglandins, leukotrienes and other eicosanoids from biogenesis to clinical application F. Marks ; G. Fürstenberger (ed.) |
title_fullStr | Prostaglandins, leukotrienes and other eicosanoids from biogenesis to clinical application F. Marks ; G. Fürstenberger (ed.) |
title_full_unstemmed | Prostaglandins, leukotrienes and other eicosanoids from biogenesis to clinical application F. Marks ; G. Fürstenberger (ed.) |
title_short | Prostaglandins, leukotrienes and other eicosanoids |
title_sort | prostaglandins leukotrienes and other eicosanoids from biogenesis to clinical application |
title_sub | from biogenesis to clinical application |
topic | Eicosanoids Leukotrienes Prostaglandins Prostanoids Biosynthese (DE-588)4006902-3 gnd Pharmakodynamik (DE-588)4174134-1 gnd Eicosanoide (DE-588)4201354-9 gnd |
topic_facet | Eicosanoids Leukotrienes Prostaglandins Prostanoids Biosynthese Pharmakodynamik Eicosanoide |
url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=008618506&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
work_keys_str_mv | AT marksfriedrich prostaglandinsleukotrienesandothereicosanoidsfrombiogenesistoclinicalapplication |