Alkaloids

Molecular Methods of Plant Analysis 15

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Bibliografische Daten
ISBN/EAN: 9783642842283
Sprache: Englisch
Umfang: xviii, 237 S., 3 s/w Illustr., 237 p. 3 illus.
Auflage: 1. Auflage 1994
Einband: kartoniertes Buch

Beschreibung

It is refreshing to find a book treating alkaloid analysis with all the latest techniques such as inverse-detected two dimensional NMR, GC/MS, and HPLC associated techniques. There have been many developments in the field of alkaloid analysis since the 1950s, not the least of which are the various powerful spectroscopic methods, which dominate this volume. Included also are the various aspects of tobacco alkaloids and analysis in various situations. The complexities of sampling and analysis in tobacco smoke is explained. Analysis of alkaloids produced by tobacco root cell cultures is included, while genetic and chemical analysis is described for Papaver, a plant of considerable medicinal significance.

Autorenportrait

InhaltsangabeIsolation, Identification, and Structure Elucidation of Alkaloids A General Overview.- 1 Introduction.- 2 Isolation.- 2.1 Extraction.- 2.2 Chromatography.- 2.3 Artifacts.- 2.4 Selective Detection.- 3 Identification and Structure Elucidation.- 3.1 Spectroscopic Method.- 3.1.1 UV (Ultaviolet).- 3.1.2 IR (Infrared).- 3.1.3 ORD and CD (Optical Rotation Dispersion and Circular Dichromism).- 3.1.4 X-Ray Crystallography.- 3.1.5 MS (Mass Spectrometry).- 3.1.6 NMR (Nuclear Magnetic Resonance).- 3.1.7 1H-NMR.- 3.1.8 13C-NMR.- 3.1.9 2D-NMR.- 4 Strategy.- 5 Future Prospects.- References.- Inverse-Detected 2D-NMR Applications in Alkaloid Chemistry.- 1 Introduction.- 2 Historical Background.- 3 Suppression of Unwanted Magnetization Arising from 1H-12C Species.- 4 Inverse-Detected One-Bond Heteronuclear Shift Correlation Experiments.- 4.1 HMQC.- 4.2 DEPT-HMQC.- 4.3 HSQC.- 4.4 HMQC Using Spin-Locking Fields.- 4.5 Comparison of the Available Inverse-Detected One-Bond Heteronuclear Correlation Experiments.- 5 Long-Range Heteronuclear Chemical Shift Correlation - HMBC.- 6 HMQC-TOCSY and Other Hyphenated Inverse-Detected 2D Experiments.- 6.1 Interpretation of HMQC-TOCSY Spectra.- 6.2 Modifications of the HMQC-TOCSY Experiment - Inverted Direct Responses.- 6.3 DEPT-HMQC-TOCSY.- 6.4 Suppression of Direct Responses in HMQC-TOCSY Spectra.- 7 Other Inverse-Detected NMR Experiments -Selective and F1 Region-Selected Experiments.- 7.1 Selective One-Dimensional Analogs of HMBC - SIMBA.- 7.2 One-Dimensional HMQC-TOCSY.- 7.3 F1 Region-Selected HMBC.- 7.4 HMQC-NOESY and HMQC-ROESY.- 8 Sample Requirements.- 9 Applications of Inverse-Detected NMR Techniques to Alkaloid Chemistry. Structural Problems.- 9.1 Terrestrial Alkaloids.- 9.1.1 Carbazole Alkaloids.- 9.1.2 Indolizidine Alkaloids.- 9.1.3 Diterpene Alkaloids.- 9.1.4 Indole-Derived Alkaloids.- 9.1.5 Pyrrole, Imidazole, Pyrrolizidine, Pyridine, and Related Alkaloids.- 9.2 Marine Alkaloids.- 9.2.1 Quinoline Alkaloids.- 9.2.2 Acridine Alkaloids.- 9.2.3 Tetrahydroisoquinoline Alkaloids.- 9.2.4 Pyrrole and Imidazole-Derived Alkaloids.- 9.2.5 Pyridine-Containing Alkaloids.- 9.2.6 Indole Alkaloids.- 9.2.7 Carbazole Alkaloids.- 9.2.8 Oxazole/Thiazole Containing Alkaloids.- 9.2.9 Bromotyrosine/Bromodopamine-Derived Alkaloids.- 9.2.10 Guanidine-Derived Alkaloids.- 10 Conclusion.- References.- Electrochemical Detection of Alkaloids in HPLC.- 1 Introduction.- 2 Principles of HPLC with Electrochemical Detection.- 2.1 Basic Principles of Electrochemical Detection.- 2.2 Electroactive Functional Groups in Alkaloids.- 2.3 Mobile Phase.- 2.3.1 Conductivity.- 2.3.2 Background Current and Noise.- 2.3.3 pH.- 2.4 Electrode Materials and Flow Cells.- 2.5 Selection of Applied Potential.- 3 Methods of Detection in Plants.- 3.1 Psilocin and Psilocybin in Fungi.- 3.2 Hordenine in Germinating Barley.- 3.3 Catharanthus Alkaloids in Cell Culture.- 3.4 Atropine in Belladonna Preparations.- 3.5 Castanospermine in Leaves.- 4 Possible Methods for Detecting Other Alkaloids.- 4.1 Opium Alkaloids.- 4.2 Physostigmine.- 4.3 Coca Alkaloids.- 4.4 Sparteine.- 5 Conclusions and Future Directions.- References.- Gas Chromatography in the Analysis of Alkaloids.- 1 Introduction.- 2 Pyrrolizidine Alkaloids.- 3 Quinolizidine Alkaloids.- 4 Tropane Alkaloids.- 5 Quinoline Alkaloids.- 6 Morphinan Alkaloids.- 7 Terpenoid Indole Alkaloids.- 8 Ergot Indole Alkaloids.- 9 Steroidal Alkaloids.- 10 Diterpenoid Alkaloids.- 11 Other Alkaloids.- 12 Conclusion.- References.- Alkaloid Analysis in Flue-Cured Tobacco.- 1 Introduction.- 2 Factors Affecting Alkaloid Concentration.- 3 Methods of Analysis of Tobacco Alkaloids.- 3.1 Steam Distillation.- 3.2 Autoanalyzer.- 3.3 Chromatographic Analysis of Tobacco Alkaloids.- 3.3.1 Paper Chromatography.- 3.3.2 Paper Chromatography - Ultraviolet Spectrophotometer.- 3.3.3 Thin-Layer Chromatography.- 3.3.4 Gas Chromatography.- 3.3.5 High Performance Liquid Chromatography.- 3.4 Cundiff-Markunas Extraction Method.- 3.5 Alternative Met

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