Biogenesis of natural products:
Saved in:
| Main Author: | |
|---|---|
| Format: | Book |
| Language: | English |
| Published: |
Harrow
Alpha Science
2005
|
| Subjects: | |
| Online Access: | Inhaltsverzeichnis |
| Physical Description: | X,296 S. 24cm |
| ISBN: | 1842652826 9781842652824 |
Staff View
MARC
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| 100 | 1 | |a Kumar, Baldev |e Verfasser |4 aut | |
| 245 | 1 | 0 | |a Biogenesis of natural products |c Baldev Kumar ; Harish Kumar Chopra |
| 264 | 1 | |a Harrow |b Alpha Science |c 2005 | |
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| 650 | 4 | |a Productos naturales | |
| 650 | 4 | |a Life |x Origin | |
| 650 | 4 | |a Natural products | |
| 650 | 4 | |a Organic reaction mechanisms | |
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Record in the Search Index
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| adam_text | Biogenesis of
Natural Products
Baldev Kumar
Harish Kumar Chopra
Alpha Science International Ltd
Harrow, U K
CONTENTS
Preface v
CHAPTER l: INTRODUCTION 01
1 1 Background 01
1 2 Pre-Biotic Chemistry 02
1 3 Photosynthesis • As the Starting Point 04
1 4 Carbon Reduction Cycle 09
1 5 Organic Reaction Mechanism of Biochemical Reactions 11
1 6 Main Biosynthetic Pathways 15
1 7 The Literature 17
CHAPTER 2: BIOSYNTHETIC REACTIONS 19
2 1 Catalytic Reactions 19
2 2 Phosphate In Biosynthesis 25
2 3 Hydride Transfer Reactions 30
2 4 Oxidation Reactions 32
2 5 Elimination Reaction 35
2 6 Acylation Reactions 37
2 7 Alkylation Reactions 38
2 8 Reduction 41
2 9 Condensation Reactions 43
2 10 Keto-Enol Tautomerism 44
2 11 Rearrangement Reactions 45
2 11 1 WagnerMeerwein Rearrangements 45
2 12Further Reading - 47
CHAPTER 3: THE ACETATE BIOSYNTHESIS 49
3 1 Introduction 49
3 2 Acetate Hypothesis- 49
3 3 Extension of Acetate Hypothesis
331 Incorporation of other acids instead of Acetic Acid 51
332 Extension Involving Oxygenation amp; De-Oxygenation 54
3 4 Introduction of Substituent Groups 55
3 5 Acetate Hypothesis in Structure Elucidation 55
3 6 Basic Tenets of Acetate Hypothesis 58
3 7 Further reading 58
CHAPTER 4: ACETATE DERIVED METABOLITES 59
THROUGH ACYLPOLYMALONATE
PATHWAY
4 1 Fatty Acids
411 Mechanistic Aspects 59
412 Branched Fatty Acids 63
4 2 Metabolites from Polyunsaturated Fatty Acids 64
viii Contents
421 Prostaglandins ° 64
422 Leukotrienes 69
4 3 Poly Acetylene Systems 70
4 4 Insect Sex Pheromones 71
441 Existence of Pheromones 72
442 Role of Pheromones in attraction and communication 74
443 Biosynthesis of Insect Pheromones 75
4 5 Polyketide Metabolites 77
451 Synthesis of Polyketides 77
452 Types of Polyketide Synthases (Pkss) 79
4521 Type I Systems 79
4522 Iterative Type II Systems 79
4523 Type III Systems 80
453 Cyclization of Polyketides to Aromatic Compounds 80
4 6 Anthraquinones 87
4 7 Tetracyclines 90
4 8 Anthracyclines 92
4 9 Macrolide Antibiotics 95
4 10 Mixed Biosynthetic Pathways 100
4 11 Organohalogens 103
4 11 1 Chlorinated Aliphatic Compounds 105
4 11 2 Chlorinated Aromatic Metabolites 105
4 11 2 1 Chlorinated Hydroquinone Methyl Ethers 105
4 11 2 2 Chlorinated Anthraquinones 106
4 11 2 3 Chlorinated Strobilurin and Oudemansin 106
4 12 Unusual Fatty Acids 106
4 13 Summary of Basics Involved ij^Acylpolymalonate Pathway 108
4 14 Further Reading 110
CHAPTER 5= METABOLITES FROM SHIKIMATES 112
AND CINNAMATES
5 1 Shikimic acid Biosynthesis -- 112
510 Shikimic Acid Pathway 112
5 2 Biosynthesis of Amino acids 115
5 3 Cinnamic amp; Benzoic acid Metabolites 119
5 4 Coumarins 122
5 5 Flavanoid Systems 124
5 6 Quinones 127
5 7 Lignins 129
5 8 Gallic Acid and Gallotanins 132
5 9 Further Reading 133
CHAPTER 6: ISOPRENOIDS 134
6 1 Introduction amp; Classification 134
611 Hemiterpenes C5 135
612 Monoterpene C10 135
613 Sesquiterpene C15 136
Contents ix
614 Diterpene C20 • o 137
615 Triterpene C30 139
6151 Common Triterpenes 139
6152 Sterols 140
6153 Saponins 140
616 Tetraterpenes Cw 142
6 2 Isoprene - A Hypothetical Building Block 143
6 3 Biosynthesis of Isoprenoids 144
631 Isopentenyl Diphosphate (Ipp) Synthesis 145
6311 Mevalonic Acid Pathway 145
6312 Non-Mevalonic Pathway 147
632 Isomerization of IPP to DMAPP 150
633 Elaboration of Prenyl Diphosphate Molecules 150
6331 Hemiterpenoids 152
6332 Monoterpenoids 152
6333 Sesquiterpenoids 155
6334 Diterpenoids 165
6335 Sesterterpenoids 169
6336 Steroids and Triterpenes 171
63361 Steroid Biogenesis 172
63362 Biogenesis of Triterpenes 182
6337 Tetraterpenoids 184
63371 Carotenoids 184
63372 Rubber 186
634 Enzymatic Modifications of Terpenoid Skeltons 186
6 4 Further Readings 195
CHAPTER - 7: BIOSYNTHESIS OF ALKALOlSS 196
7 1 Introduction 196
711 Monocyclic Alkaloids 197
712 Bicyclic Alkaloids 197
713 Polycyclic Alkaloids 199
7 2 Biosynthesis 200
721 Pyrrolidine, Pyridine and Simple Alkaloids 202
(Alkaloids Derived from Lysine and Ornithine)
722 Pyrrolizidine, Quinolizidine and Indolizidine Alkaloids 209
7221 Pyrrolizidine Alkaloids 209
7222 Quinolizidine Alkaloids 210
7223 Indolizidine Alkaloids 211
723 Isoquinoline and Benzylisoquinoline Alkaloids 212
7231 Benzylisoquinoline Alkaloids 213
7232 Opium Alkaloids • 217
7233 Amaryllidaceae Alkaloids 221
7234 Ipecachuanha Alkaloids 223
7235 Erythrina Alkaloids 223
7236 Benzophenanthridine Alkaloids 225
x Contents
7237 Phenethylisoquinoline Alkafoids 226
7238 Indole Alkaloids 227
724 Ergot and Related Alkaloids 234
725 Quinoline, Quinazoline and Acridone Alkaloids 234
(Alkaloids derived from Anthranillic acid)
726 Colchicine 238
727 Other Alkaloids 24 0
7271 Alkaloids derived by amination of Terpenes 240
7272 The Steroid Alkaloids 241
7273 The Betalains Alkaloids 242
7 3 Conclusion 244
7 4 Further Readings 244
CHAPTER 8: MARINE NATURAL PRODUCTS 246
8 1 Introduction 246
8 2 Marine Sterols 246
821 Uniqueness of Marine Sterols 247
822 De Novo Sterol Biosynthesis: 248
8221 Biosynthesis from Acetate and Mevalonate 249
8222 Biosynthesis and Cyclization of Squalene 251
823 Metabolism of 4,4,14 Tridemethyl Sterols 252
8231 Nuclear Modifications 252
8232 Side Chain Modification 254
824 Biosynthesis of PolyOxygenated Marine Sterols 259
8 3 Biosynthesis of Secondary Metabolites in Marine Molluscs 263
831 Biosynthesis of Prostaglandins 263
832 Biosynthesis of Navenongs 264
833 Biosynthesis of Polypropfonate Metabolites 266
834 Biosynthesis of Drimane Sesquiterpenoids 267
835 Biosynthesis of Unusual Acylglycerols 268
-84 Biosynthesis of Marine Microorganisms 269
841 Marine Bacteria - 270
8 4 2Cyanobacteria 273
843 Dinoflagellates 276
844 Diatoms 278
845 Symbiotic microorganisms 279
8 5 Marine Algae • 280
851 Green algae 281
852 Brown algae 281
8 6 Further Reading 285
SUBJECT INDEX 286
|
| adam_txt |
Biogenesis of
Natural Products
Baldev Kumar
Harish Kumar Chopra
Alpha Science International Ltd
Harrow, U K
CONTENTS
Preface v
CHAPTER l: INTRODUCTION 01
1 1 Background 01
1 2 Pre-Biotic Chemistry 02
1 3 Photosynthesis • As the Starting Point 04
1 4 Carbon Reduction Cycle 09
1 5 Organic Reaction Mechanism of Biochemical Reactions 11
1 6 Main Biosynthetic Pathways 15
1 7 The Literature 17
CHAPTER 2: BIOSYNTHETIC REACTIONS 19
2 1 Catalytic Reactions 19
2 2 Phosphate In Biosynthesis 25
2 3 Hydride Transfer Reactions 30
2 4 Oxidation Reactions 32
2 5 Elimination Reaction 35
2 6 Acylation Reactions 37
2 7 Alkylation Reactions 38
2 8 Reduction 41
2 9 Condensation Reactions 43
2 10 Keto-Enol Tautomerism 44
2 11 Rearrangement Reactions 45
2 11 1 WagnerMeerwein Rearrangements 45
2 12Further Reading - 47
CHAPTER 3: THE ACETATE BIOSYNTHESIS 49
3 1 Introduction 49
3 2 Acetate Hypothesis-' 49
3 3 Extension of Acetate Hypothesis
331 Incorporation of other acids instead of Acetic Acid 51
332 Extension Involving Oxygenation amp; De-Oxygenation 54
3 4 Introduction of Substituent Groups 55
3 5 Acetate Hypothesis in Structure Elucidation 55
3 6 Basic Tenets of Acetate Hypothesis 58
3 7 Further reading 58
CHAPTER 4: ACETATE DERIVED METABOLITES 59
THROUGH ACYLPOLYMALONATE
PATHWAY
4 1 Fatty Acids
411 Mechanistic Aspects 59
412 Branched Fatty Acids 63
4 2 Metabolites from Polyunsaturated Fatty Acids 64
viii Contents
421 Prostaglandins ° 64
422 Leukotrienes 69
4 3 Poly Acetylene Systems 70
4 4 Insect Sex Pheromones 71
441 Existence of Pheromones 72
442 Role of Pheromones in attraction and communication 74
443 Biosynthesis of Insect Pheromones 75
4 5 Polyketide Metabolites 77
451 Synthesis of Polyketides 77
452 Types of Polyketide Synthases (Pkss) 79
4521 Type I Systems 79
4522 Iterative Type II Systems 79
4523 Type III Systems 80
453 Cyclization of Polyketides to Aromatic Compounds 80
4 6 Anthraquinones 87
4 7 Tetracyclines 90
4 8 Anthracyclines 92
4 9 Macrolide Antibiotics 95
4 10 Mixed Biosynthetic Pathways 100
4 11 Organohalogens 103
4 11 1 Chlorinated Aliphatic Compounds 105
4 11 2 Chlorinated Aromatic Metabolites 105
4 11 2 1 Chlorinated Hydroquinone Methyl Ethers 105
4 11 2 2 Chlorinated Anthraquinones 106
4 11 2 3 Chlorinated Strobilurin and Oudemansin 106
4 12 Unusual Fatty Acids 106
4 13 Summary of Basics Involved ij^Acylpolymalonate Pathway 108
4 14 Further Reading 110
CHAPTER 5= METABOLITES FROM SHIKIMATES 112
AND CINNAMATES
5 1 Shikimic acid Biosynthesis -- 112
510 Shikimic Acid Pathway 112
5 2 Biosynthesis of Amino acids 115
5 3 Cinnamic amp; Benzoic acid Metabolites 119
5 4 Coumarins 122
5 5 Flavanoid Systems 124
5 6 Quinones 127
5 7 Lignins 129
5 8 Gallic Acid and Gallotanins 132
5 9 Further Reading 133
CHAPTER 6: ISOPRENOIDS 134
6 1 Introduction amp; Classification 134
611 Hemiterpenes C5 135
612 Monoterpene C10 135
613 Sesquiterpene C15 136
Contents ix
614 Diterpene C20 • o 137
615 Triterpene C30 139
6151 Common Triterpenes 139
6152 Sterols 140
6153 Saponins 140
616 Tetraterpenes Cw 142
6 2 Isoprene - A Hypothetical Building Block 143
6 3 Biosynthesis of Isoprenoids 144
631 Isopentenyl Diphosphate (Ipp) Synthesis 145
6311 Mevalonic Acid Pathway 145
6312 Non-Mevalonic Pathway 147
632 Isomerization of IPP to DMAPP 150
633 Elaboration of Prenyl Diphosphate Molecules 150
6331 Hemiterpenoids 152
6332 Monoterpenoids 152
6333 Sesquiterpenoids 155
6334 Diterpenoids 165
6335 Sesterterpenoids 169
6336 Steroids and Triterpenes 171
63361 Steroid Biogenesis 172
63362 Biogenesis of Triterpenes 182
6337 Tetraterpenoids 184
63371 Carotenoids 184
63372 Rubber 186
634 Enzymatic Modifications of Terpenoid Skeltons 186
6 4 Further Readings 195
CHAPTER - 7: BIOSYNTHESIS OF ALKALOlSS 196
7 1 Introduction 196
711 Monocyclic Alkaloids 197
712 Bicyclic Alkaloids 197
713 Polycyclic Alkaloids 199
7 2 Biosynthesis 200
721 Pyrrolidine, Pyridine and Simple Alkaloids 202
(Alkaloids Derived from Lysine and Ornithine)
722 Pyrrolizidine, Quinolizidine and Indolizidine Alkaloids 209
7221 Pyrrolizidine Alkaloids 209
7222 Quinolizidine Alkaloids 210
7223 Indolizidine Alkaloids 211
723 Isoquinoline and Benzylisoquinoline Alkaloids 212
7231 Benzylisoquinoline Alkaloids 213
7232 Opium Alkaloids • 217
7233 Amaryllidaceae Alkaloids 221
7234 Ipecachuanha Alkaloids 223
7235 Erythrina Alkaloids 223
7236 Benzophenanthridine Alkaloids 225
x Contents
7237 Phenethylisoquinoline Alkafoids 226
7238 Indole Alkaloids 227
724 Ergot and Related Alkaloids 234
725 Quinoline, Quinazoline and Acridone Alkaloids 234
(Alkaloids derived from Anthranillic acid)
726 Colchicine 238
727 Other Alkaloids 24 0
7271 Alkaloids derived by amination of Terpenes 240
7272 The Steroid Alkaloids 241
7273 The Betalains Alkaloids 242
7 3 Conclusion 244
7 4 Further Readings 244
CHAPTER 8: MARINE NATURAL PRODUCTS 246
8 1 Introduction 246
8 2 Marine Sterols 246
821 Uniqueness of Marine Sterols 247
822 De Novo Sterol Biosynthesis: 248
8221 Biosynthesis from Acetate and Mevalonate 249
8222 Biosynthesis and Cyclization of Squalene 251
823 Metabolism of 4,4,14 Tridemethyl Sterols 252
8231 Nuclear Modifications 252
8232 Side Chain Modification 254
824 Biosynthesis of PolyOxygenated Marine Sterols 259
8 3 Biosynthesis of Secondary Metabolites in Marine Molluscs 263
831 Biosynthesis of Prostaglandins 263
832 Biosynthesis of Navenongs 264
833 Biosynthesis of Polypropfonate Metabolites 266
834 Biosynthesis of Drimane Sesquiterpenoids 267
835 Biosynthesis of Unusual Acylglycerols 268
-84 Biosynthesis of Marine Microorganisms 269
841 Marine Bacteria - 270
8 4 2Cyanobacteria 273
843 Dinoflagellates 276
844 Diatoms 278
845 Symbiotic microorganisms 279
8 5 Marine Algae • 280
851 Green algae 281
852 Brown algae 281
8 6 Further Reading 285
SUBJECT INDEX 286 |
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| id | DE-604.BV021602401 |
| illustrated | Not Illustrated |
| index_date | 2024-07-02T14:48:10Z |
| indexdate | 2024-07-09T20:39:40Z |
| institution | BVB |
| isbn | 1842652826 9781842652824 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-014817719 |
| oclc_num | 61129716 |
| open_access_boolean | |
| owner | DE-M49 DE-BY-TUM |
| owner_facet | DE-M49 DE-BY-TUM |
| physical | X,296 S. 24cm |
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| publisher | Alpha Science |
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| spelling | Kumar, Baldev Verfasser aut Biogenesis of natural products Baldev Kumar ; Harish Kumar Chopra Harrow Alpha Science 2005 X,296 S. 24cm txt rdacontent n rdamedia nc rdacarrier Productos naturales Life Origin Natural products Organic reaction mechanisms Biosynthese (DE-588)4006902-3 gnd rswk-swf Naturstoff (DE-588)4041418-8 gnd rswk-swf Naturstoff (DE-588)4041418-8 s Biosynthese (DE-588)4006902-3 s DE-604 Chopra, Harish Kumar Sonstige oth HEBIS Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=014817719&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Kumar, Baldev Biogenesis of natural products Productos naturales Life Origin Natural products Organic reaction mechanisms Biosynthese (DE-588)4006902-3 gnd Naturstoff (DE-588)4041418-8 gnd |
| subject_GND | (DE-588)4006902-3 (DE-588)4041418-8 |
| title | Biogenesis of natural products |
| title_auth | Biogenesis of natural products |
| title_exact_search | Biogenesis of natural products |
| title_exact_search_txtP | Biogenesis of natural products |
| title_full | Biogenesis of natural products Baldev Kumar ; Harish Kumar Chopra |
| title_fullStr | Biogenesis of natural products Baldev Kumar ; Harish Kumar Chopra |
| title_full_unstemmed | Biogenesis of natural products Baldev Kumar ; Harish Kumar Chopra |
| title_short | Biogenesis of natural products |
| title_sort | biogenesis of natural products |
| topic | Productos naturales Life Origin Natural products Organic reaction mechanisms Biosynthese (DE-588)4006902-3 gnd Naturstoff (DE-588)4041418-8 gnd |
| topic_facet | Productos naturales Life Origin Natural products Organic reaction mechanisms Biosynthese Naturstoff |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=014817719&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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