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Introduction to natural products chemistry

Author: Rensheng Xu; Yang Ye; Weimin Zhao
Publisher: Boca Raton, FL : CRC Press, ©2012.
Edition/Format:   Print book : EnglishView all editions and formats
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Document Type: Book
All Authors / Contributors: Rensheng Xu; Yang Ye; Weimin Zhao
ISBN: 9781439860762 1439860769
OCLC Number: 663951832
Description: xviii, 363 pages : illustrations ; 27 cm
Contents: Note continued: 1.2. Biological activity --
Section 2 Physical and Chemical Properties --
2.1. Physical properties --
2.2. Coloration --
2.3. Acidity --
Section 3 Extraction and Isolation --
3.1. Extraction --
3.1.1. Extraction with organic solvent --
3.1.2. Treatment with lead salt --
3.1.3. Acido-basic treatment --
3.2. Isolation --
Section 4 Spectral Characteristics --
4.1. UV --
4.2. IR --
4.3. MS --
4.4. NMR --
Section 5 Examples --
5.1. Anthraquinones from Rhynchotechum vestitum --
5.2. Anthraquinones from Rheum hotaoense --
5.3. Anthraquinones in Morinda elliptica --
References --
ch. 11 Coumarins --
Section 1 Introduction --
Section 2 Structural Types --
2.1. Simple coumarins --
2.2. Furanocoumarins --
2.2.1.6,7-Furanocoumarins --
2.2.2.7,8-Furanocoumarins --
2.3. Pyranocoumarins --
2.3.1.6,7-Pyranocoumarins --
2.3.2.7,8-Pyranocoumarins --
2.4. Other coumarins --
2.4.1.3- or 4-Phenylcoumarins and 3,4-Benzocoumarins --
2.4.2.4-Hydroxycoumarin derivatives --
2.4.3. Calanolides --
Section 3 Physical and Chemical Properties --
3.1. Fluorescence --
3.2. Reactions with alkali --
3.3. Reactions with acid --
3.3.1. Alkene hydration --
Section 4 Isolation --
4.1. Extraction --
4.2. Lactone separation --
4.3. Fractional crystallization --
4.4. Vacuum sublimation and steam distillation --
4.5. Chromatographic methods --
4.5.1. Column chromatography --
4.5.2. Other chromatographic techniques --
4.5.3. High-performance liquid chromatography --
Section 5 Spectroscopic Identification --
5.1. Ultraviolet spectroscopy --
5.1.1. Alkylcoumarins --
5.1.2. Oxygenated coumarins --
5.1.3. Spectral shifts --
5.1.4. Furanocoumarins --
5.2. Infrared spectroscopy --
5.2.1.C --
H stretching frequencies --
5.2.2.C=O stretching frequencies --
5.2.3.C=C skeletal vibrations --
5.2.4. Other absorptions --
5.3. Nuclear magnetic resonance spectroscopy --
5.3.1.1 H-NMR --
5.3.2.13C-NMR --
5.3.3.2D-NMR --
5.4. Mass spectrometry --
5.4.1. Simple coumarins --
5.4.2. Furanocoumarins and pyranocoumarins --
Section 6 Research example --
6.1. Plant material --
6.2. Extraction and isolation --
6.3. Structural Determination --
References --
ch. 12 Lignans --
Section 1 Introduction --
1.1. Nomenclature --
1.2. Biosynthesis of lignans --
1.3. Isolation and identification --
1.3.1. UV spectrum --
1.3.2. IR spectrum --
1.3.3. Nuclear magnetic resonance (NMR) spectroscopy --
Section 2 Structural Types and Characteristics of Lignans --
2.1. Dibenzylbutanes --
2.2. Dibenzylbutyrolactones --
2.3. Arylnaphthalenes --
2.4. Tetrahydrofurans --
2.5.2,6-Diaryl-3,7-dioxabicyclo[3,3,0]octanes --
2.6. Dibenzocyclooctenes --
2.7. Benzofurans --
2.8. Bicyclic (3,2,1)-octanes --
2.9. Benzodioxanes --
2.10. Biphenyl derivatives --
2.11. Oligomeric lignans --
2.12. Miscellaneous --
Section 3 Bioactivities of Lignans --
3.1. Anti-tumor --
3.2. Anti-virus --
3.3. Cardioprotective effects --
3.4. Hepatoprotective effects --
3.5. Miscellaneous --
References --
ch. 13 Other Natural Bioactive Compounds --
Section 1 Sulfur Compounds --
1.1. Allicin and Diallyltrisulfide --
1.2. Bioactive components in scallions and onions --
1.3. Rorifone --
1.4. Other natural sulfur products --
Section 2 Cyanide Compounds --
2.1. Amygdalin --
2.2. Sarmentosin and isosarmentosin --
Section 3 Coixenolide --
Section 4 Resveratrol --
Section 5 Muscone --
Section 6 Cardiac Glycosides --
6.1. Introduction --
6.2. Characteristics and detection of cardiac glycosides --
6.2.1. Lieberman-Burchard reaction --
6.2.2. Kedde reaction --
6.2.3. Keller-Kiliani reaction --
6.3. Extraction and separation of cardiac glycosides --
6.4. The structures of cardiac glycosides --
6.4.1. Sugar moiety of cardiac glycosides --
6.4.2. Aglycones of cardiac glycosides --
6.5. Spectroscopy of cardiac glycosides --
6.6. Cardiac glycosides of Digitalislanata --
6.6.1. Extraction of cedilanid --
6.6.2. Extraction of digoxin --
Bibliography --
References --
ch. 14 Marine Natural Products --
Section 1 Introduction --
Section 2 Marine plants --
2.1. Mangrove plants --
2.2. Seaweeds (Algae) --
2.2.1. Rhodophyta (red algae) --
2.2.2. Phaeophyta (brown algae) --
2.2.3. Chlorophyta (green algae) --
Section 3 Marine Invertebrates --
3.1. Coelenterata (Coelenterates) --
3.1.1. Gorgonacea (gorgonians) --
3.1.2. Alcyonacea (soft corals) --
3.1.3. Hexacorallia (hexacorals) --
3.2. Porifera (Spongia) --
3.3. Mollucsca (Molluscs) --
Section 4 Marine Microorganisms and Phytoplankton --
Section 5 Miscellaneous --
Section 6 Examples --
Section 7 Epilogue (Outlook) --
References --
ch. 15 Structural Modification of Active Principles from TCM --
Section 1 Introduction --
Section 2 Anti-malarial Drug Artemether --
Section 3 Anti-hepatitis Drug Bifendate --
Section 4 Anti-AD Drug Huperzine A --
Section 5 Anti-arrhythmia Drug Changrolin --
Section 6 Anti-neoplastic Drugs --
6.1. Podophyllotoxin, etoposide and teniposide --
6.2. Camptothecin --
6.3. Vinca Alkaloids --
6.4. Taxol --
6.5. Cantharidin --
6.6. Indirubin --
Section 7 Computer-aided Drug Design and Structural Modification --
References --
ch. 16 Chemical Synthesis of Natural Products --
Section 1 Alkaloids --
1.1. Morphine --
1.2. Strychnine --
1.3. Camptothecin --
1.4. Reserpine --
1.5. Maytansine --
Section 2 Terpene --
2.1. Monoterpene --
menthol --
2.2. Sesquiterpene --
artemisinin --
2.3. Diterpene --
tanshinones, triptolide --
Section 3 Flavonoids --
3.1. Synthesis of chalcones and dihydroflavonoids --
3.2. Synthesis of flavonoids and flavonols --
3.2.1. Baker-Venkatereman's method --
3.2.2. Algar-Flynn-Oyamada's method --
3.2.3. Synthesis of isoflavone --
Section 4 Synthesis of Anthraquinones --
4.1. Friedel-Crafts acylation --
4.2. Michael addition --
4.3. Diels-Alder method --
4.4. Ortho-metallization of N, N-diethylbenzamide --
Section 5 Lignans --
5.1. Podophyllotoxin --
5.1.1. Cascade 1,4-1,2 addition approach --
5.1.2. Diels-Alder reaction approach --
5.2. Schizandrin --
Section 6 Synthesis of Macrolide Antibiotics --
6.1. Oleandomycin --
6.2. Fluvirucin B1 --
6.3. Macrolatin A.
Other Titles: Tian ran chan wu hua xue.
Responsibility: edited by Rensheng Xu, Yang Ye, Weimin Zhao.
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   schema:description "Note continued: 1.2. Biological activity -- Section 2 Physical and Chemical Properties -- 2.1. Physical properties -- 2.2. Coloration -- 2.3. Acidity -- Section 3 Extraction and Isolation -- 3.1. Extraction -- 3.1.1. Extraction with organic solvent -- 3.1.2. Treatment with lead salt -- 3.1.3. Acido-basic treatment -- 3.2. Isolation -- Section 4 Spectral Characteristics -- 4.1. UV -- 4.2. IR -- 4.3. MS -- 4.4. NMR -- Section 5 Examples -- 5.1. Anthraquinones from Rhynchotechum vestitum -- 5.2. Anthraquinones from Rheum hotaoense -- 5.3. Anthraquinones in Morinda elliptica -- References -- ch. 11 Coumarins -- Section 1 Introduction -- Section 2 Structural Types -- 2.1. Simple coumarins -- 2.2. Furanocoumarins -- 2.2.1.6,7-Furanocoumarins -- 2.2.2.7,8-Furanocoumarins -- 2.3. Pyranocoumarins -- 2.3.1.6,7-Pyranocoumarins -- 2.3.2.7,8-Pyranocoumarins -- 2.4. Other coumarins -- 2.4.1.3- or 4-Phenylcoumarins and 3,4-Benzocoumarins -- 2.4.2.4-Hydroxycoumarin derivatives -- 2.4.3. Calanolides -- Section 3 Physical and Chemical Properties -- 3.1. Fluorescence -- 3.2. Reactions with alkali -- 3.3. Reactions with acid -- 3.3.1. Alkene hydration -- Section 4 Isolation -- 4.1. Extraction -- 4.2. Lactone separation -- 4.3. Fractional crystallization -- 4.4. Vacuum sublimation and steam distillation -- 4.5. Chromatographic methods -- 4.5.1. Column chromatography -- 4.5.2. Other chromatographic techniques -- 4.5.3. High-performance liquid chromatography -- Section 5 Spectroscopic Identification -- 5.1. Ultraviolet spectroscopy -- 5.1.1. Alkylcoumarins -- 5.1.2. Oxygenated coumarins -- 5.1.3. Spectral shifts -- 5.1.4. Furanocoumarins -- 5.2. Infrared spectroscopy -- 5.2.1.C -- H stretching frequencies -- 5.2.2.C=O stretching frequencies -- 5.2.3.C=C skeletal vibrations -- 5.2.4. Other absorptions -- 5.3. Nuclear magnetic resonance spectroscopy -- 5.3.1.1 H-NMR -- 5.3.2.13C-NMR -- 5.3.3.2D-NMR -- 5.4. Mass spectrometry -- 5.4.1. Simple coumarins -- 5.4.2. Furanocoumarins and pyranocoumarins -- Section 6 Research example -- 6.1. Plant material -- 6.2. Extraction and isolation -- 6.3. Structural Determination -- References -- ch. 12 Lignans -- Section 1 Introduction -- 1.1. Nomenclature -- 1.2. Biosynthesis of lignans -- 1.3. Isolation and identification -- 1.3.1. UV spectrum -- 1.3.2. IR spectrum -- 1.3.3. Nuclear magnetic resonance (NMR) spectroscopy -- Section 2 Structural Types and Characteristics of Lignans -- 2.1. Dibenzylbutanes -- 2.2. Dibenzylbutyrolactones -- 2.3. Arylnaphthalenes -- 2.4. Tetrahydrofurans -- 2.5.2,6-Diaryl-3,7-dioxabicyclo[3,3,0]octanes -- 2.6. Dibenzocyclooctenes -- 2.7. Benzofurans -- 2.8. Bicyclic (3,2,1)-octanes -- 2.9. Benzodioxanes -- 2.10. Biphenyl derivatives -- 2.11. Oligomeric lignans -- 2.12. Miscellaneous -- Section 3 Bioactivities of Lignans -- 3.1. Anti-tumor -- 3.2. Anti-virus -- 3.3. Cardioprotective effects -- 3.4. Hepatoprotective effects -- 3.5. Miscellaneous -- References -- ch. 13 Other Natural Bioactive Compounds -- Section 1 Sulfur Compounds -- 1.1. Allicin and Diallyltrisulfide -- 1.2. Bioactive components in scallions and onions -- 1.3. Rorifone -- 1.4. Other natural sulfur products -- Section 2 Cyanide Compounds -- 2.1. Amygdalin -- 2.2. Sarmentosin and isosarmentosin -- Section 3 Coixenolide -- Section 4 Resveratrol -- Section 5 Muscone -- Section 6 Cardiac Glycosides -- 6.1. Introduction -- 6.2. Characteristics and detection of cardiac glycosides -- 6.2.1. Lieberman-Burchard reaction -- 6.2.2. Kedde reaction -- 6.2.3. Keller-Kiliani reaction -- 6.3. Extraction and separation of cardiac glycosides -- 6.4. The structures of cardiac glycosides -- 6.4.1. Sugar moiety of cardiac glycosides -- 6.4.2. Aglycones of cardiac glycosides -- 6.5. Spectroscopy of cardiac glycosides -- 6.6. Cardiac glycosides of Digitalislanata -- 6.6.1. Extraction of cedilanid -- 6.6.2. Extraction of digoxin -- Bibliography -- References -- ch. 14 Marine Natural Products -- Section 1 Introduction -- Section 2 Marine plants -- 2.1. Mangrove plants -- 2.2. Seaweeds (Algae) -- 2.2.1. Rhodophyta (red algae) -- 2.2.2. Phaeophyta (brown algae) -- 2.2.3. Chlorophyta (green algae) -- Section 3 Marine Invertebrates -- 3.1. Coelenterata (Coelenterates) -- 3.1.1. Gorgonacea (gorgonians) -- 3.1.2. Alcyonacea (soft corals) -- 3.1.3. Hexacorallia (hexacorals) -- 3.2. Porifera (Spongia) -- 3.3. Mollucsca (Molluscs) -- Section 4 Marine Microorganisms and Phytoplankton -- Section 5 Miscellaneous -- Section 6 Examples -- Section 7 Epilogue (Outlook) -- References -- ch. 15 Structural Modification of Active Principles from TCM -- Section 1 Introduction -- Section 2 Anti-malarial Drug Artemether -- Section 3 Anti-hepatitis Drug Bifendate -- Section 4 Anti-AD Drug Huperzine A -- Section 5 Anti-arrhythmia Drug Changrolin -- Section 6 Anti-neoplastic Drugs -- 6.1. Podophyllotoxin, etoposide and teniposide -- 6.2. Camptothecin -- 6.3. Vinca Alkaloids -- 6.4. Taxol -- 6.5. Cantharidin -- 6.6. Indirubin -- Section 7 Computer-aided Drug Design and Structural Modification -- References -- ch. 16 Chemical Synthesis of Natural Products -- Section 1 Alkaloids -- 1.1. Morphine -- 1.2. Strychnine -- 1.3. Camptothecin -- 1.4. Reserpine -- 1.5. Maytansine -- Section 2 Terpene -- 2.1. Monoterpene -- menthol -- 2.2. Sesquiterpene -- artemisinin -- 2.3. Diterpene -- tanshinones, triptolide -- Section 3 Flavonoids -- 3.1. Synthesis of chalcones and dihydroflavonoids -- 3.2. Synthesis of flavonoids and flavonols -- 3.2.1. Baker-Venkatereman's method -- 3.2.2. Algar-Flynn-Oyamada's method -- 3.2.3. Synthesis of isoflavone -- Section 4 Synthesis of Anthraquinones -- 4.1. Friedel-Crafts acylation -- 4.2. Michael addition -- 4.3. Diels-Alder method -- 4.4. Ortho-metallization of N, N-diethylbenzamide -- Section 5 Lignans -- 5.1. Podophyllotoxin -- 5.1.1. Cascade 1,4-1,2 addition approach -- 5.1.2. Diels-Alder reaction approach -- 5.2. Schizandrin -- Section 6 Synthesis of Macrolide Antibiotics -- 6.1. Oleandomycin -- 6.2. Fluvirucin B1 -- 6.3. Macrolatin A."@en ;
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