Lignans: chemical, biological and clinical properties
Saved in:
| Main Authors: | , |
|---|---|
| Format: | Book |
| Language: | English |
| Published: |
Cambridge u.a.
Cambridge Univ. Press
1990
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| Edition: | 1. publ. |
| Series: | Chemistry and pharmacology of natural products
|
| Subjects: | |
| Online Access: | Inhaltsverzeichnis |
| Physical Description: | XIX, 402 S. |
| ISBN: | 0521304210 |
Staff View
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Record in the Search Index
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| adam_text | ( V LIGNANS CHEMICAL, BIOLOGICAL AND CLINICAL PROPERTIES D.C. AYRES
DEPARTMENT OF CHEMISTRY QUEEN MARY COLLEGE, LONDON AND J.D. LOIKE
DEPARTMENT OF PHYSIOLOGY AND CELLULAR BIOPHYSICS COLLEGE OF PHYSICIANS
AND SURGEONS OF COLUMBIA UNIVERSITY, NEW YORK THE RIGHT OF THE
UNIVERSITY OF CAMBRIDGE TO PRINT AND SELL ALL MANNER OF BOOKS WAS
GRANTED BY HENRY VUI IN 1534. THE UNIVERSITY HAS PRINTED AND PUBLISHED
CONTINUOUSLY SINCE 1584. CAMBRIDGE UNIVERSITY PRESS CAMBRIDGE NEW YORK
PORT CHESTER MELBOURNE SYDNEY CONTENTS PREFACE GLOSSARY FOR LIGNANS 1
INTRODUCTION NOMENCLATURE ABSOLUTE CONFIGURATION CORRELATION OF ABSOLUTE
CONFIGURATIONS REFERENCES 2 A REGISTRY OF THE NATURAL LIGNANS THE ORDER
OF THE MATERIAL ABSOLUTE CONFIGURATION ARRANGEMENT OF INDIVIDUAL ENTRIES
(I) THE CHEMICAL ABSTRACTS REGISTRY NUMBER (II) LITERATURE REFERENCES
(III) STRUCTURAL DIAGRAMS REFERENCES FOR THE PREAMBLE STRUCTURES AND
REFERENCES IN THE REGISTRY 3 BIOLOGICAL AND CLINICAL PROPERTIES OF
PODOPHYLLOTOXIN AND OTHER LIGNANS INTRODUCTION USE OF LIGNANS IN FOLK
AND MODERN MEDICINE (I) HISTORY OF PODOPHYLLOTOXIN BIOLOGICAL PROPERTIES
AND MECHANISM OF ACTION OF PODOPHYLLOTOXIN (I) MICROTUBULES (II)
ANTIVIRAL PROPERTIES (III) NUCLEOSIDE TRANSPORT (IV) ANTITUMOUR EFFECTS
MAMMALIAN LIGNANS (I) STRUCTURE (II) BIOLOGICAL PROPERTIES PAGE XI XIII
1 4 8 9 10 12 12 14 15 16 16 16 17 85 85 85 87 90 90 93 94 95 95 95 97
VI CONTENTS STRUCTURE AND BIOLOGICAL ACTIVITY OF OTHER LIGNANS 98 (I)
ACYCLIC LIGNANS 98 (II) ARYLNAPHTHALENES 99 (III)
DIBENZOCYCLO-OCTADIENES (BRIDGED BIPHENYLS) 100 (IV) LIGNANS ACTING ON
CYCLIC ADENOSINE-3 ,5 - MONOPHOSPHATE (CAMP) 100 (V) LIGNANS ACTING ON
PLATELET ACTIVATING FACTOR (PAF) 102 (VI) BIOLOGICAL EFFECTS OF LIGNANS
ON PLANTS AND INSECTS 103 CONCLUSIONS 105 REFERENCES 10 6 4 ETOPOSIDE
AND TENIPOSIDE 113 INTRODUCTION 113 CLINICAL APPLICATIONS 114 STRUCTURE
AND SYNTHESIS 116 MECHANISM OF ACTION 117 (I) INHIBITION OF NUCLEOSIDE
TRANSPORT 118 (II) DNA EFFECTS 118 (III) EFFECTS ON OXIDATIVE
PHOSPHORYLATION 122 CELL SENSITIVITY AND RESISTANCE TOWARDS ETOPOSIDE
122 STRUCTURE/ACTIVITY STUDIES - DN A EFFECTS 125 PHARMACOKINETICS AND
PHARMACOLOGY 127 (I) CELLULAR UPTAKE OF ETOPOSIDE AND TENIPOSIDE 127
(II) PHARMACOKINETICS 128 (III) METABOLISM 129 (IV) TOXICITY 130
CONCLUSIONS AND FUTURE STUDIES 130 REFERENCES 132 5 ISOLATION,
PURIFICATION AND INITIAL CHARACTERISATION 138 PLANT ROOT SOURCES 138
LEAF AND STEM SOURCES 140 SEEDS AS SOURCES 140 FRUITS AS SOURCES 141
RESIN AND HEARTWOOD SOURCES 142 LIGNAN GLYCOSIDES 144 ISOLATION
PROCEDURES 145 (I) SOLVENT EXTRACTION 145 (II) FRACTIONAL EXTRACTION 146
(III) SEPARATION BY PRECIPITATION 148 CONTENTS VII (IV) EXTRACTION OF
POLAR LIGNANS FROM BIOLOGICAL MATERIALS 148 CHROMATOGRAPHIC METHODS 149
(I) THIN LAYER CHROMATOGRAPHY 149 (II) COLUMN CHROMATOGRAPHY 151 (III)
HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY 153 (IV) GAS-LIQUID
CHROMATOGRAPHY 155 FORMATION OF ARTEFACTS 156 (I) CHANGES INDUCED BY
BASES 156 (II) CHANGES INDUCED BY ACIDS 157 REFERENCES 159 6
DETERMINATION OF STRUCTURE 166 ULTRAVIOLET ABSORPTION SPECTRA 166
DIBENZOCYCLO-OCTADIENE LIGNANS 170 ARYLNAPHTHALENE LIGNANS 170 INFRARED
ABSORPTION SPECTRA 170 (I) LIGNAN SOLVATES 171 (II) PREPARATION OF THE
SAMPLE 171 (III) FUNCTIONAL GROUP RESPONSES 171 MASS SPECTRA 175
DIARYLBUTANES AND DIARYLBUTYROLACTONES 177 TETRAHYDROFURANS
(EPOXYLIGNANS) 180 FUROFURANS (BISEPOXYLIGNANS) 183 OXOFUROFURANS 185
ARYLTETRALINS 186 ARYLNAPHTHALENES 190 DIBENZOCYCLO-OCTADIENES 191
LIGNAN CONJUGATES 192 NUCLEAR MAGNETIC RESONANCE SPECTRA 195 (I)
INTRODUCTORY REMARKS 195 (II) AROMATIC SUBSTITUTION PATTERNS 195 (III)
DIBENZYLBUTANES AND DIBENZYLBUTYROLACTONES 197 (IV) 13 -CNMRSPECTROSCOPY
199 FURANS 202 (I) 9,9 -EPOXYLIGNANS 202 (II) 7,7 -EPOXYLIGNANS 203
(III) 7,9 -EPOXYLIGNANS 206 FUROFURANS 208 CHEMICAL CORRELATION OF
FUROFURANS AND FURANS 213 VIII CONTENTS ARYLTETRAHYDRONAPHTHALENES 216
(I) ORIENTATION OF AROMATIC SUBSTITUENTS 219 (II) USE OF CMR SPECTRA 220
(III) ARYLTETRAHYDRONAPHTHALENE LACTONES 221 (IV) ABSOLUTE CONFIGURATION
228 DIBENZOCYCLO-OCTADIENE LIGNANS 230 (I) ORIENTATION OF AROMATIC
SUBSTITUENTS 235 (II) THE STEGANACIN SUBGROUP 237 LIGNAN CONJUGATES 242
HIGHER GLYCOSIDES 246 OPTICAL ROTATORY DISPERSION AND CIRCULAR DICHROISM
247 (I) OPTICAL ROTATORY DISPERSION 247 (II) CIRCULAR DICHROISM 249 (A)
DIBENZYLBUTYROLACTONES 249 (B) FURANS AND FUROFURANS 249 (C)
ARYLTETRAHYDRONAPHTHALENES 253 (D) COMPOUNDS WITH INHERENT DISSYMMETRY
256 REFERENCES 257 7 BIOSYNTHESIS 269 THE CHEMISTRY OF LIGNIN 269
CLEAVAGE OF LIGNIN 273 (I) ACIDIC CLEAVAGE 273 (II) ALKALINE CLEAVAGE
274 (III) ENZYMIC CLEAVAGE 275 OLIGOMERS OF CINNAMIC ACID 275 LIGNAN
BIOSYNTHESIS 278 (I) THE QUINONE METHIDE MECHANISM 279 (II) BIOMIMETIC
SYNTHESIS 280 (III) EXPERIMENTS IN VIVO 287 (A) PRELIMINARY STUDIES AND
STRUCTURAL CORRELATIONS 287 (B) THE TETRAHYDRONAPHTHALENE GROUP 291 (C)
APOLIGNANS AND ARYLNAPHTHALENES 295 (D) BIOGENESIS OF ETHER GROUPS 296
REFERENCES 298 8 SYNTHESIS 303 OXIDATIVE COUPLING 303 DIBENZYLBUTANES
AND DIBENZYLBUTYROLACTONES 306 (I) THE STOBBE CONDENSATION 306 (II)
OTHER SYNTHESES INITIATED BY CARBANIONS 310 CONTENTS IX (IN)
STEREOSELECTIVE SYNTHESIS (IV) CONJUGATE ADDITIONS OXYGENATION OF THE
SIDE CHAIN REACTIONS WITH N-BROMOSUCCINAMIDE AND DICHLORODICYANO-
1,4-BENZOQUINONE DIELS-ALDER SYNTHESES ROUTES TO SPECIFIC CLASSES OF
LIGNINS ARYLNAPHTHALENES FURANS (I) 9,9 -EPOXYLIGNANS (II)
7,7 -EPOXYLIGNANS (A) THE BICYCLIC LACTONE ROUTE (III) 7,9 -EPOXYLIGNANS
FUROFURANS (7,9 : 7 ,9-DIEPOXYLIGNANS) (I) SYNTHESIS OF MONOLACTONES
(II) SYNTHESIS OF DILACTONES (A) UNSYMMETRICAL DILACTONES
DIBENZOCYCLO-OCTADIENES (I) OXIDATIVE COUPLING (II) ULLMANN SYNTHESIS
(III) ELABORATION OF PHENANTHRENES DIHYDRO- AND TETRAHYDRONAPHTHALENES
(I) SUMMARY OF ABOVE PROCEDURES RELEVANT TO TETRALIN SYNTHESIS (A)
OXIDATIVE COUPLING (B) DEVELOPMENT OF THE STOBBE AND CARBANION
CONDENSATION PRODUCTS (C) OXIDATIVE CYCLISATION (D) DIELS-ALDER
SYNTHESIS (II) MODIFICATION OF OTHER LIGNANS BY FRIEDEL-CRAFTS
CYCLISATION (III) SYNTHESIS OF PODOPHYLLOTOXINS (A) BRISTOL-MYERS GROUP
SYNTHESES (IV) DERIVATIVES OF PODOPHYLLOTOXINS REFERENCES BOTANICAL
INDEX GENERAL INDEX 313 315 318 322 325 330 330 333 333 334 337 338 339
340 341 342 344 345 346 350 354 354 354 355 355 356 357 362 368 370 373
385 388
|
| any_adam_object | 1 |
| author | Ayres, D. C. Loike, J. D. |
| author_facet | Ayres, D. C. Loike, J. D. |
| author_role | aut aut |
| author_sort | Ayres, D. C. |
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| building | Verbundindex |
| bvnumber | BV004315761 |
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| discipline | Chemie / Pharmazie |
| edition | 1. publ. |
| format | Book |
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| isbn | 0521304210 |
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| physical | XIX, 402 S. |
| publishDate | 1990 |
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| publisher | Cambridge Univ. Press |
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| series2 | Chemistry and pharmacology of natural products |
| spelling | Ayres, D. C. Verfasser aut Lignans chemical, biological and clinical properties D. C. Ayres and J. D. Loike 1. publ. Cambridge u.a. Cambridge Univ. Press 1990 XIX, 402 S. txt rdacontent n rdamedia nc rdacarrier Chemistry and pharmacology of natural products Lignane (DE-588)4167659-2 gnd rswk-swf Lignane (DE-588)4167659-2 s DE-188 Loike, J. D. Verfasser aut GBV Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=002683638&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Ayres, D. C. Loike, J. D. Lignans chemical, biological and clinical properties Lignane (DE-588)4167659-2 gnd |
| subject_GND | (DE-588)4167659-2 |
| title | Lignans chemical, biological and clinical properties |
| title_auth | Lignans chemical, biological and clinical properties |
| title_exact_search | Lignans chemical, biological and clinical properties |
| title_full | Lignans chemical, biological and clinical properties D. C. Ayres and J. D. Loike |
| title_fullStr | Lignans chemical, biological and clinical properties D. C. Ayres and J. D. Loike |
| title_full_unstemmed | Lignans chemical, biological and clinical properties D. C. Ayres and J. D. Loike |
| title_short | Lignans |
| title_sort | lignans chemical biological and clinical properties |
| title_sub | chemical, biological and clinical properties |
| topic | Lignane (DE-588)4167659-2 gnd |
| topic_facet | Lignane |
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