Naturally Occurring Organohalogen Compounds - A Comprehensive Update (eBook)

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2009 | 2010
XV, 613 Seiten
Springer Wien (Verlag)
978-3-211-99323-1 (ISBN)

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Naturally Occurring Organohalogen Compounds - A Comprehensive Update - Gordon W. Gribble
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Despite the long association of organohalogen compounds with human activities, nature is the producer of nearly 5,000 halogen-containing chemicals. Once dismissed as accidents of nature or isolation artifacts, organohalogen compounds represent an important and ever growing class of natural products, in many cases exhibiting exceptional biological activity. Since the last comprehensive review in 1996 (Vol. 68, this series), there have been discovered an additional 2,500 organochlorine, organobromine, and other organohalogen compounds. These natural organohalogens are biosynthesized by bacteria, fungi, lichen, plants, marine organisms of all types, insects, and higher animals including humans. These compounds are also formed abiogenically, as in volcanoes, forest fires, and other geothermal events.In some instances, natural organohalogens are precisely the same chemicals that man synthesizes for industrial use, and some of the quantities of these natural chemicals far exceed the quantities emitted by man.

188305_1_En_BookFrontmatter_OnlinePDF 1
188305_1_En_1_Chapter_OnlinePDF 12
Chapter 1: Introduction 12
188305_1_En_2_Chapter_OnlinePDF 13
Chapter 2: Origins 13
Marine Environment 13
Terrestrial Environment 15
Extraterrestrial Environment 18
188305_1_En_3_Chapter_OnlinePDF 19
Chapter 3: Occurrence 19
Simple Alkanes 19
Chloromethane 19
Marine 19
Terrestrial Biogenic 20
Terrestrial Abiotic 21
Biomass Combustion 21
Volcanic Emissions 22
Biogenesis 22
Dichloromethane 22
Trichloromethane 23
Marine 23
Terrestrial Biogenic 24
Biomass Combustion 25
Volcanic Emissions 25
Tetrachloromethane (Carbon Tetrachloride) 25
Bromomethane 25
Marine 26
Terrestrial Biogenic 27
Terrestrial Abiotic 27
Biomass Combustion 27
Volcanic Emissions 27
Other Simple Bromoalkanes 27
Marine 27
Volcanic Emissions 28
Mixed Bromochloromethanes 28
Iodomethanes 29
Marine 29
Terrestrial 29
Other Simple Iodoalkanes 29
Marine 29
Volcanic Emissions 30
Mixed Iodomethanes 30
Simple Alkenes 30
Marine 30
Terrestrial Biogenic 31
Terrestrial Abiotic 31
Volcanic Emissions 31
Simple Alkynes 32
Terrestrial Abiotic 32
Volcanic Emissions 33
Simple Organofluorines 33
Other Simple Organochlorines 34
Simple Functionalized Acyclic Organohalogens 35
Simple Functionalized Cyclic Organohalogens 37
Cyclopentanes 37
Cyclitols and Benzoquinones 38
Terpenes 42
Monoterpenes 42
Acyclic Monoterpenes 42
Alicyclic Monoterpenes 45
Sesquiterpenes 48
Terrestrial Sesquiterpene Lactones 48
Indanone Sesquiterpenes 54
Other Terrestrial Sesquiterpenes 54
Marine Sesquiterpenes 56
Monocyclic and Other Simple Sesquiterpenes 57
Chamigrene and Related Types 61
Eudesmane and Other Types 64
Cuparene, Laurene, and Other Aromatic Types 67
Diterpenes 70
Terrestrial Diterpenes 70
Marine Diterpenes 72
Diterpenes of Aplysia 72
Diterpenes of Laurencia 73
Sphaerococcus and Other Red Algae Diterpenes 77
Sponge Diterpenes 78
Gorgonian Diterpenes 80
Higher Terpenes 96
Steroids 102
Marine Nonterpenes: C15 Acetogenins 106
Iridoids 114
Lipids and Fatty Acids 115
Fluorine-Containing Carboxylic Acids 134
Prostaglandins 137
Furanones 140
Amino Acids and Peptides 144
Alkaloids 184
Heterocycles 187
Pyrroles 187
Indoles 207
Carbazoles 227
Indolocarbazoles 227
Carbolines 228
Quinolines and Other Nitrogen Heterocycles 230
Benzofurans and Related Compounds 236
Pyrones and Chromones 237
Coumarins and Isocoumarins 237
Flavones and Isoflavones 241
Carbohydrates 241
Polyacetylenes 241
Terrestrial Polyacetylenes and Derived Thiophenes 241
Marine Polyacetylenes 242
Enediynes 242
Macrolides and Polyethers 244
Naphthoquinones, Higher Quinones, and Related Compounds 259
Tetracyclines 263
Aromatics 264
Simple Phenols 266
Terrestrial 266
Marine 275
Complex Phenols 280
Diphenylmethanes and Related Compounds 280
Diphenyl Ethers 283
Tyrosines 291
Simple Tyrosines, Thyroxine, and Related Compounds 291
Transformed Tyrosines, Tyramines, Phenethylamines and Related Compounds 292
Transformed Multiple Tyrosines 310
Bastadins 322
Depsides 324
Depsidones 325
Xanthones 327
Anthraquinones and Related Compounds 329
Griseofulvin and Related Compounds 332
Miscellaneous Fungal Metabolites and Other Complex Phenols 332
Glycopeptides 338
Orthosomycins 343
Dioxins and Dibenzofurans 347
Humic Acids 355
188305_1_En_4_Chapter_OnlinePDF 359
Chapter 4: Biohalogenation 359
Introduction 359
Chloroperoxidase 359
Bromoperoxidase 365
Halogenases, Other Haloperoxidases and Peroxidases 366
Myeloperoxidase 370
Abiotic Processes 371
Biofluorination 371
Biosynthesis 372
188305_1_En_5_Chapter_OnlinePDF 376
Chapter 5: Biodegradation 376
188305_1_En_6_Chapter_OnlinePDF 378
Chapter 6: Natural Function 378
188305_1_En_7_Chapter_OnlinePDF 384
Chapter 7: Significance 384
188305_1_En_8_Chapter_OnlinePDF 386
Chapter 8: Outlook 386
188305_1_En_BookBackmatter_OnlinePDF 388
Chapter : References 388
: Author Index 515
: Subject Index 585

Erscheint lt. Verlag 2.12.2009
Reihe/Serie Fortschritte der Chemie organischer Naturstoffe Progress in the Chemistry of Organic Natural Products
Zusatzinfo XV, 613 p.
Verlagsort Vienna
Sprache englisch
Themenwelt Medizin / Pharmazie
Naturwissenschaften Chemie Organische Chemie
Technik
Schlagworte Amino acid • Bacteria • natural product • Organohalogen • organohalogen compounds • synthesis
ISBN-10 3-211-99323-1 / 3211993231
ISBN-13 978-3-211-99323-1 / 9783211993231
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