Transporters as drug carriers: structure, function, substrates
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| Format: | Book |
|---|---|
| Language: | English |
| Published: |
Weinheim
WILEY-VCH
2009
|
| Series: | Methods and principles in medicinal chemistry
44 |
| Subjects: | |
| Online Access: | http://deposit.dnb.de/cgi-bin/dokserv?id=3112839&prov=M&dok_var=1&dok_ext=htm Inhaltsverzeichnis Inhaltsverzeichnis |
| Item Description: | Includes bibliographical references and index |
| Physical Description: | XX, 429 S. Ill., graph. Darst. |
| ISBN: | 9783527316618 |
Staff View
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Titel: Transporters as drug carriers
Autor: Ecker, Gerhard F.
Jahr: 2009
V
Contents
List of Contributors XIII
Preface XVII
A Personal Foreword XIX
Part One: Human Transporter Families - Structure, Function, Physiology 1
1 The ABC Transporters: Structural Insights into Drug Transport 3
Robert C. Ford, Alhaji B. Kamis, Ian D. Ken, and Richard Callaghan
1.1 ABC Proteins - Structure and Function 3
1.1.1 ABC Proteins 3
1.1.2 Predicted Topology of ABC Proteins 4
1.1.3 Nucleotide Binding Domains 4
1.1.3.1 Conserved Motifs of N B Ds 5
1.1.4 Transmembrane Domains 5
1.1.5 Mechanisms of Transport 5
1.1.6 Energy for Translocation 6
1.1.7 Coupling of ATP Hydrolysis to Transport 7
1.2 Structures of ABC Transporters 7
1.2.1 Tertiary Structure 7
1.2.2 Quaternary Structure of ABC Proteins 11
1.3 Multidrug Resistance and ABC Transporters 15
1.3.1 P-Glycoprotein 15
1.3.1.1 Historical Background 25
1.3.1.2 The Role of P-gp in Drug Resistance 16
1.3.1.3 Tissue Distribution and Physiological Roles 17
1.3.2 Conformational Changes in the Mechanism of P-gp 17
1.3.3 Comparison of Savl866 and P-gp Structures 19
1.3.4 Drug Binding Sites in P-Glycoprotein 21
1.3.5 Structural Interpretation of Drug Binding 25
1.3.6 Inhibitors of P-gp 27
1.3.7 What Properties Are Shared by Drugs that Interact with
P-Glycoprotein? 29
Transporters as Drug Carriers: Structure, function. Substrates. Edited by Gerhard Ecker and Peter Chiba
Copyright £• 2009 WILEY-VCH Verlag GmbH Co. KGaA. Weinheim
ISBN: 978-3-527-31661-8
VI Contents
1.3.8 Postscript: Further X-ray Crystallographic Studies and a Structure
for the Nucleotide-Free State of P-Glycoprotein 30
1.4 Summary 31
References 31
2 Biochemistry, Physiology, and Pharmacology of Nucleoside
and Nucleobase Transporters 49
Margal Pastor-Anglada, Miriam Molina-Areas, Pedro Cano-Soldado,
and Francisco Javier Casado
2.1 Nucleoside and Nucleobase Transporters 49
2.1.1 Equilibrative Nucleoside Transporters 50
2.1.2 Concentrative Nucleoside Transporters 51
2.2 ENTand CNT Tissue Distribution, Regulation,
and Physiological Roles S3
2.2.1 ENT Tissue Distribution and Regulation 54
2.2.2 CNT Tissue Distribution and Regulation 56
2.2.2.1 CNTs in Absorptive Epithelia 57
2.2.2.2 CNTs in Liver Parenchymal Cells 57
2.2.2.3 CNTs in Immune System Cells 58
2.2.2.4 CNTs in CNS 59
2.2.2.5 CNTs in Other Specialized Tissues 60
2.2.3 NTs as "Transceptors" 60
2.3 Nucleoside- and Nucleobase-Derived Drug Transport into Cells 61
2.3.1 Transport of Anticancer Drugs 61
2.3.2 Transport of Antiviral Drugs 63
2.4 Drug Transport and Responsiveness to Treatment 65
2.4.1 Analysis of the Role of NTs in Sensitivity to Nucleoside Anticancer
Drugs in Cultured Cell Models 65
2.4.2 Studies Linking NT Function to Drug Sensitivity and Clinical
Outcome in Cancer Patients 67
2.5 Future Perspectives 69
References 70
3 Organic Anion Transporting Polypeptides (Oatps/OATPs) 81
Mine Yarim and Meric Koksal
3.1 Introduction 82
3.2 Nomenclature and Classification 82
3.3 Tissue Distribution, Structure, and Functions 83
3.4 Substrate Spectrum 85
3.5 Members of the Rodent Oatp Family 93
3.5.1 Oatplal 93
3.5.2 Oatpla3-vl/v2 93
3.5.3 Oatpla4 93
3.5.4 Oatpla5 94
3.5.5 Oatpla6 94
Contents VII
3.5.6 Oatplb2 94
3.5.7 Oatplcl 95
3.5.8 Oatp2al 95
3.5.9 Oatp2bl 95
3.5.10 Oatp3al 95
3.5.11 Oatp4al 96
3.5.12 Oatp4cl 96
3.5.13 Oatp6bl/Oatp6cl 96
3.5.14 PGT-2 96
3.5.15 TST-1 and TST-2 97
3.6 Members of Nonmammalian Oatp Family 97
3.7 Members of Human OATP Family 97
3.7.1 OATP1A2 97
3.7.2 OATP1B1 98
3.7.3 OATP1B3 98
3.7.4 OATP1C1 99
3.7.5 OATP2A1 99
3.7.6 OATP2B1 99
3.7.7 OATP3A1 100
3.7.8 OATP4A1 100
3.7.9 OATP4C1 100
3.7.10 OATP5A1 200
3.7.11 OATP6A1 100
3.8 Drug Disposition and Drug-Drug Interactions 101
3.9 Computational Approaches 102
3.10 Conclusions 303
References 104
4 CNS-Transporters as Drug Targets 113
Klaus Cundertofte
4.1 Introduction 113
4.2 Structure of Transporters 113
4.3 Monoamine Transporters 124
4.4 Transporters for Amino Acids 225
4.5 Nonneurotransmitter Transporters 116
4.6 Concluding Remarks 126
References 217
Part Two: Drug Transport in Microorganisms and Fungi 219
5 Bacterial Multidrug Transporters: Molecular and Clinical Aspects 221
Olga Lomovskaya, Helen I. Zgurskaya, and Keith Bostian
5.1 Introduction 121
5.1.1 The Multiple Antibiotic Resistance Problem 121
VIII Contents
5.1.2 The Superbugs 121
5.1.3 The Multidrug Resistance Transporters 122
5.2 Diversity of Bacterial MDR Efflux Systems 123
5.2.1 ABC Transporters 124
5.2.2 MFS Transporters 126
5.2.3 MATE MDR Transporters 127
5.2.4 SMR MDR Transporters 128
5.2.5 RND MDR Transporters 129
5.2.6 Diversity on a Theme 133
5.3 Accessory Proteins from Gram-Negative Bacteria 134
5.4 Efflux and Antibiotic Resistance 136
5.4.1 Gram-Positive Efflux Resistance 137
5.4.2 Gram-Negative Efflux Resistance 139
5.4.3 Inhibiting Gram-Negative RND Pumps 141
5.5 The Search for Efflux Inhibitors 143
5.6 Challenges and Perspectives 144
References 146
6 Membrane Transporters in Pleiotropic Drug Resistance and
Stress Response in Yeast and Fungal Pathogens 159
Tobias Schwarzmuller, Cornelia Klein, Martin Valachovic, Walter Closer,
and Karl Kuchler
6.1 Introduction 359
6.2 ABC Protein Genes in S. cerevisiae 162
6.2.1 The PDR Family 163
6.2.2 The MRP/CFTR Family 167
6.3 Orchestrating Pleiotropic Drug Resistance: The PDR Network 168
6.4 ABC Drug Transporters of Human Fungal Pathogens 171
6.5 Physiological Roles of Drug Transporting ABC Proteins - Search
for Substrates 176
6.6 Conclusions and Perspectives 177
References 178
Part Three: Structure Activity Relationship Studies on ABC Transporter 195
7 QSAR Studies on ABC Transporter - How to Deal
with Polyspecificity 197
Gerhard F. Ecker
7.1 The Problem of Polyspecificity/Promiscuity 197
7.2 QSAR Approaches to Design Inhibitors of P-glycoprotein (ABCB1) 197
7.3 Other ABC Transporter 206
7.3.1 ABCG2 (Breast Cancer Resistance Protein, MXR) 206
7.3.2 ABCC1 and ABCC2 (Multidrug Resistance-Related
Proteins 1 and 2) 207
Contents IX
7.3.3 ABCB11 (Bile Salt Export Pump) 208
7.4 Novel Methods 209
7.5 Structural Basis for Polyspecificity 210
7.6 Conclusions and Outlook 210
References 211
8 Drug Transporter Pharmacophores 215
Sean Ekins
8.1 Introduction 215
8.2 Database Searching with Transporter Pharmacophores 217
8.3 Summary 220
References 221
Part Four: Transporters and ADME 229
9 Biological Membranes and Drug Transport 231
Cert Fricker
9.1 Biological Membranes 231
9.1.1 Lipid Bilayer 231
9.1.2 Membrane Proteins 233
9.1.3 Membrane Carbohydrates 233
9.2 Membrane Transport 233
9.2.1 Mechanisms of Transport 233
9.2.2 Transport Across Lipid Membranes 233
9.2.3 Protein-Coupled Membrane Transport 235
9.2.4 Kinetics of Carrier-Mediated Transport Processes 236
9.2.5 Ion Gradient-Dependent Transport Processes 237
9.2.6 Cytotic Mechanisms: Transport of Macromolecules 238
9.2.7 Export Proteins 238
9.3 Pharmacokinetic-Relevant Membrane Barriers 239
9.3.1 Intestinal Drug Absorption 239
9.3.2 Liver 244
9.3.3 Kidney 246
9.3.4 Blood-Brain Barrier and Choroid Plexus 251
References 254
10 Transport at the Blood-Brain Barrier 263
Winfried Neuhaus and Christian R. Noe
10.1 The Blood-Brain Barrier 263
10.2 Transport Mechanisms Across the Blood-Brain Barrier 267
10.3 The Physical Barrier: Paracellular Transport and Its
Characterization 270
10.4 The Efflux Barrier Transport Proteins at the Blood-Brain Barrier 272
10.5 Transporter of the SLC Transporter Family 274
X Contents
10.5.1 Monocarboxylate Transporters 274
10.5.2 Organic Ion Transporters and Transporting Peptides 276
10.6 Transporter of the ABC Transporter Family 278
10.6.1 P-Glycoprotein 278
10.6.2 Multidrug Resistance-Associated Proteins 282
10.6.3 Breast Cancer Resistance Protein 284
10.7 The Metabolic Barrier: Enzymes at the Blood-Brain Barrier 285
10.8 How to Overcome the Blood-Brain Barrier 286
References 286
11 Bile Canalicular Transporters 299
Dirk R. de Waart and Ronald P.J. Oude Elferink
11.1 Introduction 300
11.2 ABCC2 301
11.3 ABCG2 304
11.4 ABCB1 305
11.5 ABCB4 306
11.6 ABCB11 307
11.7 ABCG5 and ABCG8 308
11.8 Canalicular Transporters as Targets for Drug Delivery 309
References 313
12 Interplay of Drug Metabolizing Enzymes and ABC Transporter 325
Walterjager
12.1 Combined Role of Cytochrome P450 3A and ABCB1 325
12.2 Combined Role of Cytochrome P450 3 A and OATPs 329
12.3 Combined Role of UDP-Glucuronosyltransferases and ABCC2 332
12.4 Biopharmaceutical Classification System 337
References 342
13 ABC Transporters - From Targets to Antitargets? 349
Gerhard F. Ecker and Peter Chiba
13.1 Introduction 349
13.2 ABC Transporters as Targets 349
13.2.1 P-Glycoprotein (ABCB1) 350
13.2.2 Other ABC Transporter as Drug Targets 353
13.2.2.1 ABCG2 (Breast Cancer Resistance Protein, MXR) 353
13.2.2.2 ABCC1 and ABCC2 (Multidrug Resistance Proteins 1 and 2) 353
13.3 P-Glycoprotein - An Antitarget? 354
13.3.1 Gastrointestinal Absorption 354
13.3.2 Brain Uptake 355
13.4 Predicting Substrate Properties for P-Glycoprotein 355
13.4.1 Data Sets 356
13.4.2 Classification Models 356
13.4.3 Pharmacophore Models 358
Contents XI
13.4.4 Nonlinear Methods 358
13.5 Conclusions 358
References 359
Part Five: A Systems View of Drug Transport 363
14 A Systems Biology View of Drug Transporters 365
Sean Ekins and Dana L Abramovitz
14.1 Introduction 365
14.2 Regulation of Transporters 367
14.3 Network Analysis of Transporters and Ligands 368
14.4 Transporter Network Examples 369
14.4.1 MetaCore 369
14.4.2 Ingenuity Pathways Analysis 372
14.5 Transporter Gene Expression Data 376
14.6 Summary and Future Perspectives 377
References 379
15 Drug Transporters in Health and Disease 387
Barbara Bennani-Baiti and Christian R. Noe
15.1 Introduction 387
15.2 General Mechanisms of Drug Transporter Expression 388
15.3 Neurological Disorders 389
15.3.1 Epilepsy 390
15.3.1.1 Seizure Frequency and RE 394
15.3.1.2 The Role of Drug Transporters in RE Development 395
15.3.1.3 Overcoming RE 396
15.3.2 MDR1 Expression and Neurodegenerative Disorders 397
15.4 Inflammation 398
15.4.1 Inflammation - The Acute-Phase Response 398
15.4.2 BBB and Inflammation 399
15.4.3 Kidney and Inflammation 400
15.4.4 Liver and Inflammation 401
15.4.5 Intestine and Inflammation 404
References 407
Index 417 |
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| spelling | Transporters as drug carriers structure, function, substrates ed. by Gerhard Ecker ... Weinheim WILEY-VCH 2009 XX, 429 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Methods and principles in medicinal chemistry 44 Includes bibliographical references and index Arzneistoffträger (DE-588)4278196-6 gnd rswk-swf ABC-Transporter (DE-588)4472594-2 gnd rswk-swf (DE-588)4143413-4 Aufsatzsammlung gnd-content Arzneistoffträger (DE-588)4278196-6 s ABC-Transporter (DE-588)4472594-2 s DE-604 Ecker, Gerhard Sonstige (DE-588)112743226 oth Methods and principles in medicinal chemistry 44 (DE-604)BV035418617 44 http://deposit.dnb.de/cgi-bin/dokserv?id=3112839&prov=M&dok_var=1&dok_ext=htm DE-601 pdf/application http://www.gbv.de/dms/bowker/toc/9783527316618.pdf Inhaltsverzeichnis HBZ Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=018804061&sequence=000004&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Transporters as drug carriers structure, function, substrates Methods and principles in medicinal chemistry Arzneistoffträger (DE-588)4278196-6 gnd ABC-Transporter (DE-588)4472594-2 gnd |
| subject_GND | (DE-588)4278196-6 (DE-588)4472594-2 (DE-588)4143413-4 |
| title | Transporters as drug carriers structure, function, substrates |
| title_auth | Transporters as drug carriers structure, function, substrates |
| title_exact_search | Transporters as drug carriers structure, function, substrates |
| title_full | Transporters as drug carriers structure, function, substrates ed. by Gerhard Ecker ... |
| title_fullStr | Transporters as drug carriers structure, function, substrates ed. by Gerhard Ecker ... |
| title_full_unstemmed | Transporters as drug carriers structure, function, substrates ed. by Gerhard Ecker ... |
| title_short | Transporters as drug carriers |
| title_sort | transporters as drug carriers structure function substrates |
| title_sub | structure, function, substrates |
| topic | Arzneistoffträger (DE-588)4278196-6 gnd ABC-Transporter (DE-588)4472594-2 gnd |
| topic_facet | Arzneistoffträger ABC-Transporter Aufsatzsammlung |
| url | http://deposit.dnb.de/cgi-bin/dokserv?id=3112839&prov=M&dok_var=1&dok_ext=htm http://www.gbv.de/dms/bowker/toc/9783527316618.pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=018804061&sequence=000004&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| volume_link | (DE-604)BV035418617 |
| work_keys_str_mv | AT eckergerhard transportersasdrugcarriersstructurefunctionsubstrates |
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