Alkaloids:
Gespeichert in:
| Format: | Buch |
|---|---|
| Sprache: | English |
| Veröffentlicht: |
Berlin u.a.
Springer
1994
|
| Schriftenreihe: | [Modern methods of plant analysis / New series]
15 |
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | XVIII, 237 S. Ill., graph. Darst. |
| ISBN: | 3540527389 0387527389 |
Internformat
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| 245 | 1 | 0 | |a Alkaloids |c ed. by H. F. Linskens ... Contributors: R. A. Andersen ... |
| 264 | 1 | |a Berlin u.a. |b Springer |c 1994 | |
| 300 | |a XVIII, 237 S. |b Ill., graph. Darst. | ||
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| 490 | 1 | |a [Modern methods of plant analysis / New series] |v 15 | |
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| adam_text |
ALKALOIDS
EDITED
BY
H.
F.
LINSKENS AND J.
F.
JACKSON
CONTRIBUTORS
R.A.ANDERSEN
J.
C.
CALLAWAY
R.
C.
CROUCH
D.
DAGNINO
M.M.GUPTA
ID. HAMILL G.E.MARTIN T. NAARANLAHTI
P.
R.
NELSON M.
W.
OGDEN A.
J.
PARR J. SCHRIPSEMA
J. R.
SHARMA R. VERPOORTE
W. W.
WEEKS
C.
A. WILKINSON
WITH 58 FIGURES
SPRINGER-VERLAG
BERLIN
HEIDELBERG NEW YORK
LONDON
PARIS TOKYO
HONG
KONG BARCELONA
BUDAPEST
CONTENTS
ISOLATION, IDENTIFICATION, AND STRUCTURE ELUCIDATION OF ALKALOIDS
A
GENERAL OVERVIEW
R.
VERPOORTE
AND J.
SCHRIPSEMA
1 INTRODUCTION 1
2 ISOLATION 2
2.1 EXTRACTION 2
2.2 CHROMATOGRAPHY 3
2.3 ARTIFACTS 4
2.4 SELECTIVE DETECTION 4
3 IDENTIFICATION AND STRUCTURE ELUCIDATION 5
3.1 SPECTROSCOPIC METHOD 6
3.1.1 UV (ULTAVIOLET) 6
3.1.2 IR (INFRARED) 7
3.1.3 ORD AND CD (OPTICAL ROTATION DISPERSION
AND
CIRCULAR DICHROMISM) 8
3.1.4 X-RAY CRYSTALLOGRAPHY 9
3.1.5 MS (MASS SPECTROMETRY) 10
3.1.6 NMR (NUCLEAR MAGNETIC RESONANCE) 11
3.1.7 'H-NMR 13
3.1.8
13
C-NMR 14
3.1.9 2D-NMR 14
4 STRATEGY 20
5 FUTURE PROSPECTS 21
REFERENCES 22
INVERSE-DETECTED 2D-NMR APPLICATIONS IN ALKALOID CHEMISTRY
G.E.
MARTIN
AND R.C.
CROUCH
1 INTRODUCTION 25
2 HISTORICAL BACKGROUND 26
3 SUPPRESSION OF UNWANTED MAGNETIZATION ARISING
FROM
'
H
-
12
C
SPECIES 26
X CONTENTS
4 INVERSE-DETECTED ONE-BOND HETERONUCLEAR SHIFT CORRELATION
EXPERIMENTS
27
4.1 HMQC 27
4.2 DEPT-HMQC 29
4.3 HSQC 29
4.4 HMQC USING SPIN-LOCKING FIELDS 30
4.5 COMPARISON OF THE AVAILABLE INVERSE-DETECTED ONE-BOND
HETERONUCLEAR
CORRELATION EXPERIMENTS 30
5 LONG-RANGE HETERONUCLEAR CHEMICAL SHIFT CORRELATION - HMBC . 33
6 HMQC-TOCSY AND OTHER HYPHENATED INVERSE-DETECTED
2D
EXPERIMENTS 36
6.1 INTERPRETATION OF HMQC-TOCSY SPECTRA 38
6.2 MODIFICATIONS OF THE HMQC-TOCSY EXPERIMENT -
INVERTED
DIRECT RESPONSES 42
6.3 DEPT-HMQC-TOCSY 44
6.4 SUPPRESSION OF DIRECT RESPONSES IN HMQC-TOCSY SPECTRA . 46
7 OTHER INVERSE-DETECTED NMR EXPERIMENTS -
SELECTIVE
AND F, REGION-SELECTED EXPERIMENTS 47
7.1 SELECTIVE ONE-DIMENSIONAL ANALOGS OF HMBC - SIMBA 47
7.2
ONE-DIMENSIONAL HMQC-TOCSY 52
7.3 F, REGION-SELECTED HMBC 52
7.4 HMQC-NOESY AND HMQC-ROESY 53
8 SAMPLE REQUIREMENTS 55
9 APPLICATIONS OF INVERSE-DETECTED NMR TECHNIQUES
TO
ALKALOID CHEMISTRY. STRUCTURAL PROBLEMS 56
9.1 TERRESTRIAL ALKALOIDS 56
9.1.1 CARBAZOLE ALKALOIDS 57
9.1.2 INDOLIZIDINE ALKALOIDS 58
9.1.3 DITERPENE ALKALOIDS 59
9.1.4 INDOLE-DERIVED ALKALOIDS 59
9.1.5 PYRROLE, IMIDAZOLE, PYRROLIZIDINE, PYRIDINE,
AND
RELATED ALKALOIDS 68
9.2 MARINE ALKALOIDS 70
9.2.1 QUINOLINE ALKALOIDS 71
9.2.2 ACRIDINE ALKALOIDS 73
9.2.3 TETRAHYDROISOQUINOLINE ALKALOIDS 75
9.2.4 PYRROLE AND IMIDAZOLE-DERIVED ALKALOIDS 75
9.2.5 PYRIDINE-CONTAINING ALKALOIDS 78
9.2.6 INDOLE ALKALOIDS 79
9.2.7 CARBAZOLE ALKALOIDS 79
9.2.8 OXAZOLE/THIAZOLE CONTAINING ALKALOIDS 80
9.2.9 BROMOTYROSINE/BROMODOPAMINE-DERIVED ALKALOIDS 81
9.2.10
GUANIDINE-DERIVED ALKALOIDS 82
CONTENTS XI
10 CONCLUSION 83
REFERENCES 84
ELECTROCHEMICAL DETECTION OF ALKALOIDS IN HPLC
V.-P.
RANTA,
J. C.
CALLAWAY,
AND T.
NARRANLAHTI
1 INTRODUCTION 91
2 PRINCIPLES OF HPLC WITH ELECTROCHEMICAL DETECTION 92
2.1 BASIC PRINCIPLES OF ELECTROCHEMICAL DETECTION 92
2.2 ELECTROACTIVE FUNCTIONAL GROUPS IN ALKALOIDS 93
2.3 MOBILE PHASE 93
2.3.1 CONDUCTIVITY 93
2.3.2 BACKGROUND CURRENT AND NOISE 94
2.3.3 PH 94
2.4 ELECTRODE MATERIALS AND FLOW CELLS 95
2.5 SELECTION OF APPLIED POTENTIAL 97
3 METHODS OF DETECTION IN PLANTS 99
3.1 PSILOCIN AND PSILOCYBIN IN FUNGI 99
3.2 HORDENINE IN GERMINATING BARLEY 101
3.3
CATHARANTHUS
ALKALOIDS IN CELL CULTURE 102
3.4
ATROPINE IN
BELLADONNA
PREPARATIONS 105
3.5
CASTANOSPERMINE IN LEAVES 105
4 POSSIBLE METHODS FOR DETECTING OTHER ALKALOIDS 107
4.1 OPIUM ALKALOIDS 107
4.2 PHYSOSTIGMINE 110
4.3 COCA ALKALOIDS ILL
4.4 SPARTEINE ILL
5 CONCLUSIONS AND FUTURE DIRECTIONS 112
REFERENCES 112
GAS CHROMATOGRAPHY IN THE ANALYSIS OF ALKALOIDS
D.
DAGNINO
AND R.
VERPOORTE
1 INTRODUCTION 115
2 PYRROLIZIDINE ALKALOIDS 116
3 QUINOLIZIDINE ALKALOIDS 119
4 TROPANE ALKALOIDS 120
5 QUINOLINE ALKALOIDS 123
6 MORPHINAN ALKALOIDS 124
7 TERPENOID INDOLE ALKALOIDS 124
XII CONTENTS
8 ERGOT INDOLE ALKALOIDS 125
9 STEROIDAL ALKALOIDS 127
10 DITERPENOID ALKALOIDS 129
11 OTHER ALKALOIDS 129
12 CONCLUSION 131
REFERENCES 131
ALKALOID ANALYSIS IN FLUE-CURED TOBACCO
C.A.
WILKINSON
AND W.W.
WEEKS
1 INTRODUCTION 137
2 FACTORS AFFECTING ALKALOID CONCENTRATION 138
3 METHODS OF ANALYSIS OF TOBACCO ALKALOIDS 139
3.1 STEAM DISTILLATION 139
3.2 AUTOANALYZER 140
3.3 CHROMATOGRAPHIC ANALYSIS OF TOBACCO ALKALOIDS 142
3.3.1 PAPER CHROMATOGRAPHY 143
3.3.2 PAPER CHROMATOGRAPHY -
ULTRAVIOLET
SPECTROPHOTOMETER 144
3.3.3 THIN-LAYER CHROMATOGRAPHY 144
3.3.4 GAS CHROMATOGRAPHY 145
3.3.5 HIGH PERFORMANCE LIQUID CHROMATOGRAPHY 148
3.4 CUNDIFF-MARKUNAS EXTRACTION METHOD 148
3.5 ALTERNATIVE METHODS 149
4 SUMMARY 150
REFERENCES 150
ASSESSMENT OF BURLEY AND DARK TOBACCO ALKALOIDS DURING STORAGE,
AGING,
AND FERMENTATION
R.
A.
ANDERSEN
1 IMPORTANCE OF PYRIDINE ALKALOIDS TO TOBACCO QUALITY
AND
USABILITY 153
2 IMPORTANCE OF STORAGE, AGING, AND FERMENTATION 153
3 CHEMICAL ANALYSES 154
3.1 TOTAL TOBACCO ALKALOIDS 154
3.2 INDIVIDUAL TOBACCO ALKALOIDS 156
3.3 NITRITE 158
3.4 CALCIUM 159
3.5 MOISTURE 160
REFERENCES 160
CONTENTS XIII
DETECTION OF ALKALOIDS IN ENVIRONMENTAL TOBACCO SMOKE
M.
W.
OGDEN
AND P. R.
NELSON
1 INTRODUCTION 163
1.1 TOBACCO AND TOBACCO SMOKE 163
1.2 TOBACCO-RELATED ALKALOIDS 164
1.3 PYROLYSATES OF TOBACCO ALKALOIDS 164
1.4 TOBACCO-RELATED ALKALOIDS AS TRACERS OF ETS IN INDOOR AIR .
165
2
OVERVIEW OF SAMPLING AND ANALYSIS METHODS 167
3 TIME-INTEGRATED SAMPLING/GAS CHROMATOGRAPHIC ANALYSIS 169
3.1
ACTIVE SAMPLING AND XAD-4 SORBENT COLLECTION 169
3.1.1 PRINCIPLE 169
3.1.2 APPARATUS 169
3.1.3 REAGENTS 171
3.1.4 PREPARATION OF STANDARD SOLUTIONS 171
3.1.5 COLLECTION AND PREPARATION OF SAMPLES 171
3.1.6 ALKALOIDS DETERMINATION 172
3.1.7 DESORPTION EFFICIENCY DETERMINATION 172
3.1.8 CALCULATIONS 173
3.2 ACTIVE SAMPLING AND BISULFATE-TREATED FILTER COLLECTION 173
3.2.1
PRINCIPLE 173
3.2.2 APPARATUS 174
3.2.3 REAGENTS 174
3.2.4 PREPARATION OF STANDARD SOLUTIONS 175
3.2.5 COLLECTION AND PREPARATION OF SAMPLES 175
3.2.6 ALKALOIDS DETERMINATION 176
3.2.7 DESORPTION EFFICIENCY DETERMINATION 176
3.2.8 CALCULATIONS 176
3.3 PASSIVE SAMPLING AND BISULFATE-TREATED FILTER COLLECTION 176
3.3.1
PRINCIPLE 176
3.3.2 APPARATUS 177
3.3.3 REAGENTS 177
3.3.4 PREPARATION OF STANDARD SOLUTIONS 178
3.3.5 COLLECTION AND PREKPARATION OF SAMPLES 178
3.3.6 ALKALOIDS DETERMINATION 179
3.3.7 DESORPTION EFFICIENCY DETERMINATION 179
3.3.8 CALCULATIONS 179
4 REAL-TIME SAMPLING/MASS SPECTROMETRIC ANALYSIS 179
4.1 ATMOSPHERIC PRESSURE CHEMICAL IONIZATION MASS SPECTROMETRY 179
4.2
REAL-TIME QUANTITATIVE ANALYSIS 182
4.2.1 CALIBRATION 182
4.2.2 ALKALOIDS DETERMINATION 184
4.2.3 INTERNAL STANDARD 185
5 SUMMARY 186
REFERENCES 186
XIV CONTENTS
METHODS FOR PRODUCTION OF ALKALOIDS IN ROOT CULTURES
AND
ANALYSIS OF PRODUCTS
J.D.
HAMILL
AND A.J.
PARR
1 INTRODUCTION 191
2 INDUCTION OF TRANSFORMED ROOTS 193
2.1 CHOICE OF BACTERIAL STRAINS 193
2.2 CULTURE OF BACTERIA 194
2.3 TRANSFORMATION OF PLANT TISSUES 194
2.4 CULTURE OF ROOT TISSUES AND DECONTAMINATION 196
2.5 GROWTH AND MAINTENANCE OF ROOT CULTURES 197
2.6 A PROTOCOL FOR CRYOPRESERVATION OF TRANSFORMED ROOTS
OF
NICOTIANA RUSTICA
199
3 PROOF OF TRANSFORMATION 200
3.1 DNA EXTRACTION FROM TRANSFORMED ROOTS 200
3.1.1 "PURE DNA" ISOLATION PROCEDURE 201
3.1.2 DNA "MINIPREP" METHOD 201
3.2 DETECTION OF T-DNA 202
3.2.1 SOURCES OF PROBES 202
3.2.2 RECOVERY OF DNA FROM AGAROSE GELS 203
3.3 SOUTHERN BLOTTING TO DETECT T-DNA IN TISSUES OF PLANT
MATERIAL
203
3.4 DNA LABELING AND HYBRIDIZATION 204
3.4.1 LABELING BUFFER 205
3.4.2 DNA LABELING 205
3.5 DNA HYBRIDIZATION 205
3.6 DETECTION OF T-DNA BY POLYMERASE CHAIN REACTION (PCR) . 206
4 ALKALOID EXTRACTION AND QUANTIFICATION 208
REFERENCES 211
GENETIC AND CHEMICAL ANALYSIS FOR ALKALOIDS IN
PAPAVER
J.
R.
SHARMA
AND M.M.
GUPTA
1 INTRODUCTION 215
2 GENETICS OF MAJOR OPIUM ALKALOIDS AND IMPORTANCE
OF
CHEMICAL ANALYSIS 216
2.1 GENETICS OF ALKALOIDS OF SECTIONS
PAPAVER AND OXYTONA
216
2.2
IMPORTANCE OF CHEMICAL ANALYSIS 217
3 CHEMICAL ANALYSIS OF MAJOR OPIUM ALKALOIDS 218
3.1 ISOLATION OF ALKALOIDS FROM OPIUM 218
3.2 QUANTITATION OF ALKALOIDS 218
3.2.1 GRAVIMETRIC/VOLUMETRIC METHODS 219
3.2.2 COLORIMETRIC METHODS 219
CONTENTS XV
3.2.3 SPECTROFLUORIMETRIC DETERMINATION 219
3.2.4 THIN LAYER (TLC) AND PAPER CHROMATOGRAPHS (PC) 220
3.2.5
GAS LIQUID CHROMATOGRAPHY (GLC) 222
3.2.6 HIGH PERFORMANCE LIQUID CHROMATOGRAPHY 224
4 CONCLUDING REMARKS 231
REFERENCES 232
SUBJECT INDEX
235 |
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| id | DE-604.BV009862952 |
| illustrated | Illustrated |
| indexdate | 2025-01-07T11:06:01Z |
| institution | BVB |
| isbn | 3540527389 0387527389 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-006530537 |
| oclc_num | 31501957 |
| open_access_boolean | |
| owner | DE-355 DE-BY-UBR DE-29T DE-20 DE-12 DE-M49 DE-BY-TUM DE-83 DE-11 DE-188 |
| owner_facet | DE-355 DE-BY-UBR DE-29T DE-20 DE-12 DE-M49 DE-BY-TUM DE-83 DE-11 DE-188 |
| physical | XVIII, 237 S. Ill., graph. Darst. |
| publishDate | 1994 |
| publishDateSearch | 1994 |
| publishDateSort | 1994 |
| publisher | Springer |
| record_format | marc |
| series2 | [Modern methods of plant analysis / New series] |
| spelling | Alkaloids ed. by H. F. Linskens ... Contributors: R. A. Andersen ... Berlin u.a. Springer 1994 XVIII, 237 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier [Modern methods of plant analysis / New series] 15 Alkaloïden gtt Alkaloids Analysis Alkaloids analysis Alkaloide (DE-588)4068543-3 gnd rswk-swf Analyse (DE-588)4122795-5 gnd rswk-swf Quantitative Analyse (DE-588)4125311-5 gnd rswk-swf Chemische Analyse (DE-588)4009840-0 gnd rswk-swf Isolierung Chemie (DE-588)4122223-4 gnd rswk-swf Alkaloide (DE-588)4068543-3 s Isolierung Chemie (DE-588)4122223-4 s DE-604 Chemische Analyse (DE-588)4009840-0 s Analyse (DE-588)4122795-5 s Quantitative Analyse (DE-588)4125311-5 s Linskens, Hans F. 1921-2007 Sonstige (DE-588)139347585 oth Andersen, Roger A. Sonstige oth New series] [Modern methods of plant analysis 15 (DE-604)BV035361205 15 DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=006530537&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Alkaloids Alkaloïden gtt Alkaloids Analysis Alkaloids analysis Alkaloide (DE-588)4068543-3 gnd Analyse (DE-588)4122795-5 gnd Quantitative Analyse (DE-588)4125311-5 gnd Chemische Analyse (DE-588)4009840-0 gnd Isolierung Chemie (DE-588)4122223-4 gnd |
| subject_GND | (DE-588)4068543-3 (DE-588)4122795-5 (DE-588)4125311-5 (DE-588)4009840-0 (DE-588)4122223-4 |
| title | Alkaloids |
| title_auth | Alkaloids |
| title_exact_search | Alkaloids |
| title_full | Alkaloids ed. by H. F. Linskens ... Contributors: R. A. Andersen ... |
| title_fullStr | Alkaloids ed. by H. F. Linskens ... Contributors: R. A. Andersen ... |
| title_full_unstemmed | Alkaloids ed. by H. F. Linskens ... Contributors: R. A. Andersen ... |
| title_short | Alkaloids |
| title_sort | alkaloids |
| topic | Alkaloïden gtt Alkaloids Analysis Alkaloids analysis Alkaloide (DE-588)4068543-3 gnd Analyse (DE-588)4122795-5 gnd Quantitative Analyse (DE-588)4125311-5 gnd Chemische Analyse (DE-588)4009840-0 gnd Isolierung Chemie (DE-588)4122223-4 gnd |
| topic_facet | Alkaloïden Alkaloids Analysis Alkaloids analysis Alkaloide Analyse Quantitative Analyse Chemische Analyse Isolierung Chemie |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=006530537&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| volume_link | (DE-604)BV035361205 |
| work_keys_str_mv | AT linskenshansf alkaloids AT andersenrogera alkaloids |