Chemistry and Biology (eBook)
391 Seiten
Elsevier Science (Verlag)
978-0-08-086576-8 (ISBN)
Each volume provides, through its distinguished authors, up-to-date and detailed coverage of particular classes or sources of alkaloids. Over the years, this Series has become the standard in natural product chemistry to which all other book series aspire. The Alkaloids: Chemistry and Biology endures as an essential reference for all natural product chemists and biologists who have an interest in alkaloids, their diversity, and their unique biological profile.
Key Features
* Indispensable reference work written by leading experts in the field
* Provides up-to-date, timely reviews on compounds and classes of great interest
* Covers synthesis, biosynthesis, biology, as well as isolation and structure elucidation
* An essential research tool for anyone working with alkaloids from a chemical or biological perspective
Alkaloids are a major group of natural products derived from a variety of organisms, which are widely used as medicinal and biological agents. This Series is world-renowned as the leading compilation of current reviews of this vast field. Internationally acclaimed for more than 40 years, this Series, founded by the late Professor R.H.F. Manske, continues to provide outstanding coverage of the rapidly expanding field of the chemotaxonomy, structure elucidation, synthesis, biosynthesis, and biology of all classes of alkaloids from higher and lower plants, marine organisms, or various terrestrial animals. Each volume provides, through its distinguished authors, up-to-date and detailed coverage of particular classes or sources of alkaloids. Over the years, this Series has become the standard in natural product chemistry to which all other book series aspire. The Alkaloids: Chemistry and Biology endures as an essential reference for all natural product chemists and biologists who have an interest in alkaloids, their diversity, and their unique biological profile. - Indispensable reference work written by leading experts in the field- Provides up-to-date, timely reviews on compounds and classes of great interest- Covers synthesis, biosynthesis, biology, as well as isolation and structure elucidation- An essential research tool for anyone working with alkaloids from a chemical or biological perspective
Cover 1
The Alkaloids, Volume 52 4
Copyright Page 5
Contents 6
Contributors 8
Preface 10
Chapter 1. Alkaloids from Sri Lankan Flora 12
I. Introduction 13
II. Surveys for Alkaloids 16
III. Quinoline Alkaloids 18
IV. Acridone Alkaloids 38
V. Isoquinoline Alkaloids 40
VI. Carbazole Alkaloids 52
VII. Monoterpene Indole Alkaloids 57
VIII. Steroidal Alkaloids 90
IX. Phenanthroindolizidine Alkaloids 92
X. Ancistrocladus Alkaloids 93
XI. Colchicine and Related Alkaloids 93
XII. Quinazoline and Quinazolone Alkaloids 95
XIII. Miscellaneous Alkaloids 95
XIV. Biological Activity 96
XV. Summary and Conclusions 107
References 108
Chapter 2. The Sarpagine Group of Indole Alkaloids 114
I. Introduction 114
II. Occurrence 116
III. Syntheses 148
IV. Reactions 156
V. Biosynthesis and Biogenesis 159
VI. Spectroscopy 162
VII. Pharmacology 197
VIII. Perspectives 197
References 198
Chapter 3. Pharmacology of Ibogaine and Ibogaine-Related Alkaloids 208
I. Introduction 208
II. Historical Overview 209
III. Chemical Structure and Properties 210
IV. Pharmacokinetics 212
V. General Pharmacological Actions 213
VI. Lethality and Neurotoxic Effects 222
VII. Effects on Specific Neurotransmitter Systems 224
VIII. Conclusions 235
References 237
Chapter 4. Chemistry and Biology of Steroidal Alkaloids from Marine Organisms 244
I. Introduction 244
II. Monomeric Steroidal Alkaloids 245
III. Dimeric Steroidal Alkaloids 250
IV. Steroidal Amines from Marine Organisms 259
V. Synthetic Studies 261
VI. Biogenesis 265
VII. Pharmacology 266
VIII. Spectroscopy 270
References 270
Chapter 5. The Monoterpene Alkaloids 272
I. Introduction 272
II. Isolation and Structure Elucidation 273
III. Synthesis and Semisynthesis 319
IV. Physical and Spectral Properties 366
V. Biosynthesis and Biogenesis 369
VI. Pharmacology 376
References 381
Cumulative Index of Titles 388
Index 398
XV Summary and Conclusions
Table VI summarizes the alkaloids encountered in the Sri Lankan flora, together with the classes to which they belong and the plant and its part from which each alkaloid was isolated. A total of 43 plant species, including 13 endemic species, yielded alkaloids (Table IV). From these 197 alkaloids were isolated, and 51 were found to be new (Table VI). The structures of most of the new alkaloids were elucidated by modern spectroscopic techniques, including 2D NMR methods. Except for 8-hydroxyquinoline-4-carbaldehyde (1), artabotrine (50), 8-methoxyouregidione (51), cyathocaline (53), koenoline (64), and monogagaine (181), the new bases have not been evaluated for their biological activity.
Table VI
Alphabetical List of the Alkaloids Encountered in Sri Lankan Flora
O-Acetylvellesamine (98) | Indole | Tabemaemontana dichotoma | Fr | 81 |
Actinodaphnine (27) | Aporphine | Litsea gardneri | Bk | 41 |
Ajmalicine (80) | Indole | Petchia ceylanica | Lf | 74 |
Uncaria elliptica | PI | 72,73 |
Akuammigine N-oxide (95) | Indole | Mitragyna parvifolia | Lf | 80 |
Alstomacrocine (112)b | Indole | Alstonia macrophylla | Lf | 84 |
(+)-Alstonamide (146)b | Indole | Alstonia macrophylla | Lf | 86,95 |
Alstonerine (Demethoxyalstophylline) (111) | Indole | Alstonia macrophylla | Bk, Fr, Rt | 79,82,88 |
Alstophylline (110) | Indole | Alstonia macrophylla | Bk, Lf, Rt | 82,88 |
Alstopicralamine (106)b | Indole | Alstonia macrophylla | Lf | 85 |
Alstoumerine (107)b | Indole | Alstonia macrophylla | Lf | 86 |
Alstozine N-oxide (104) | Indole | Alstonia macrophylla | Lf | 83 |
Ancistrocladine (206) | Ancistrocladus | Ancistrocladus hamatus | Rt | 117 |
Anhydromacralstonine (189) | Indole | Alstonia macrophylla | Bk, Lf | 82 |
(—)-Apparicine (96) | Indole | Tabemaemontana dichotoma | Fr, Lf | 81 |
Arborine (214) | Quinazolone | Glycosmis bilocularis | Lf | 25 |
Arborinine (10) | Acridone | Glycosmis bilocularis | Lf | 25 |
Artabotrine (50)b | Aporphine | Artabotrys zeylanicus | Bk | 49 |
Atalanine (21)b | Acridone | Atalantia ceylanica | Bk | 33 |
Ataline (22)b | Acridone | Atalantia ceylanica | Bk | 33 |
Atherospermidine (42) | Aporphine | Artabotrys zeylanicus | Bk | 48,49 |
Bleekerine (84) | Indole | Neisosperma oppositifolia | Bk | 76 |
Broussonetine (4)b | Quinoline | Broussonetia zeylanica | Tm | 21 |
Cabucraline (103) | Indole | Alstonia macrophylla | Bk, Lf | 82 |
5α-Carboxystrictosidine (78) | Indole | Cinchona ledgeriana | PI | 70,71 |
Rauvolfia serpentina | PI | 70,71 |
Cleistopholine (6) | Benzoquinoline | Cananga odorata | Bk | 24 |
Colchicine (208) | Misc. | Gloriosa superba | Tu | 118,120,122 |
Conamine (193) | Steroidal | Holarrhena mitis | Sd | 113 |
Conessine (190) | Steroidal | Holarrhena mitis | Bk, Sd | 110,111,113 |
Conkurchine (194) | Steroidal | Holarrhena mitis | Bk | 111 |
Coronaridine (119) | Indole | Tabemaemontana dichotoma | Bk, Fr, Sd, Rt bk | 87,89 |
T. divaricata | Bk | 87 |
Corynanthediol (93) | Indole | Mitragyna parvifolia | PI | 80 |
Cryptolepine (170) | Misc. indole | Sida acuta | PI | 102 |
Cyathocaline (53)b | Azafluorenone | Cyathocalyx zeylanica | Bk | 50 |
Annona reticulata | Bk | 51 |
Demethoxyalstonamide (147)b | Indole | Alstonia macrophylla | Lf | 86 |
Demethoxyalstophylline (Alstonerine) (111) | Indole | Alstonia macrophylla | Rt bk | 79,82,88 |
Demethoxyerythratidinone (59)b | Erythrina | Erythrina lithosperma | Lf | 56,57 |
Nb-Demethylalstophylline oxindole (160)b | Oxindole | Alstonia macrophylla | Lf | 99 |
2-Demethylcolchicine (210) | Misc. | Gloriosa superba | Tu | 119 |
Demethylpeceyline (182)b | Bisindole | Petchia ceylanica | Lf | 105 |
N4-Demethyltabernamine (174) | Bisindole | Tabemaemontana dichotoma | Bk | 90,93 |
Des-N-methylacronycine (18) | Acridone | Glycosmis mauritiana | Bk | 32 |
N-Desmethylmitiphylline (199) | Steroidal | Holarrhena mitis | Lf | 112,114 |
Dicentrinone (47) | Aporphine | Xylopia championii | Bk | 48 |
Dichomine (160)b | Indole | Tabemaemontana dichotoma | Fr, Lf | 91,100 |
Dihydrocorynantheol (92) | Indole | Hunteria zeylanica | Bk | 78 |
Mitragyna parvifolia | PI | 80 |
DihydrocorynantheolN-4-oxide (94) | Indole | Mitragyna parvifolia | PI | 80 |
5,6-Dihydroxyarborinine (13)b | Acridone | Pleiospermium alatum | Bk, Rt bk | 30 |
5,6-Dimethoxyarborinine (15)b | Acridone | Pleiospermium alatum | Bk, Rt bk | 30 |
(+)-Eburnamenine (118) | Indole | Hunteria zeylanica | Lf | 78 |
Eburnamine (113) | Indole | Hunteria zeylanica | Bk, Lf | 78 |
19R-Epiheyneanine (127) | Indole | Tabemaemontana... |
Erscheint lt. Verlag | 21.9.1998 |
---|---|
Mitarbeit |
Herausgeber (Serie): Geoffrey A. Cordell |
Sprache | englisch |
Themenwelt | Medizin / Pharmazie ► Gesundheitsfachberufe |
Medizin / Pharmazie ► Medizinische Fachgebiete ► Neurologie | |
Medizin / Pharmazie ► Medizinische Fachgebiete ► Pharmakologie / Pharmakotherapie | |
Medizin / Pharmazie ► Medizinische Fachgebiete ► Psychiatrie / Psychotherapie | |
Naturwissenschaften ► Biologie ► Biochemie | |
Naturwissenschaften ► Chemie ► Organische Chemie | |
Naturwissenschaften ► Physik / Astronomie ► Angewandte Physik | |
Technik | |
ISBN-10 | 0-08-086576-3 / 0080865763 |
ISBN-13 | 978-0-08-086576-8 / 9780080865768 |
Haben Sie eine Frage zum Produkt? |
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