Carbon-13 NMR of Flavonoids (eBook)

P.K. Agrawal (Herausgeber)

eBook Download: PDF

2013 | 1. Auflage
581 Seiten
Elsevier Science (Verlag)
978-1-4832-9074-4 (ISBN)

Infos

This detailed treatise is written for chemists who are not NMR spectroscopists but who wish to use carbon-13 NMR spectroscopy. It shows why measurement of carbon-13 NMR is needed and explains how the method can - or should - be used for rapid characterization of flavonoids, one of the most diverse and widespread groups of natural constituents.
The first part of the book presents background information and discussion of the essential aspects of flavonoids and carbon-13 NMR spectroscopy and demonstrates its significant role in the revision of several earlier established chemical structures. It discusses various one- and two-dimensional NMR spectroscopic techniques and other relevant experimental methodologies for the interpretation of spectral details which enable individual resonance lines to be associated with the appropriate carbons in a molecule. The second part provides a comprehensive coverage of the carbon-13 chemical shifts of various classes and subclasses of flavonoids. It also illustrates how to utilize carbon-13 data to gain information for the determination of the nature, number and site of any substituent in flavonoids. Vital information for the differential and complete structure elucidation of the various classes of flavonoids by carbon-13 NMR shielding data is described in-depth in the third part of the book.
The book will be welcomed by all those working in natural product chemistry who will appreciate the non-mathematical approach and the fact that such a wealth of theoretical and practical information has been assembled in a single volume.

Inhalt

Front Cover 1
Carbon-13 NMR of Flavonoids 4
Copyright Page 5
Table of Contents 8
Preface 12
Contributors 14
Forword and recommendation 16
CHAPTER 1. INTRODUCTION 18
1.1 Introduction 18
1.2 Flavonoid structure variation - nomenclature 18
1.3 Flavonoid structure establishment - general 22
1.4 Revision of flavonoid structures resulting from carbon-13 NMR studies 33
1.5 Carbon-13 NMR spectroscopy - general 39
References 48
CHAPTER 2. METHODS FOR SIGNAL ASSIGNMENT 58
2.1 Introduction 58
2.2 Experimental NMR techniques 59
2.3 Shift and relaxation reagents 81
2.4 Isotopic labelling 85
2.5 Derivatization 90
References 98
CHAPTER 3. FLAVONOIDS 112
3.1 Introduction 112
3.2 Flavanones 113
3.3 Flavanonols 133
3.4 Flavones 140
3.5 Flavonols 167
3.6 3-Methoxyflavones 175
3.7 Flavonoid sulphates 185
3.8 Anthocyanidins 188
References 190
CHAPTER 4. ISOFLAVONOIDS 200
4.1 Introduction 200
4.2 Isoflavonoids 201
4.3 Coumaronochromones 232
4.4 Pterocarpanoids 232
4.5 Rotenoids 239
4.6 Bi-isoflavanoids 246
References 249
CHAPTER 5. OTHER FLAVONOIDS 253
5.1 Introduction 253
5.2 Neoflavonoids 253
5.3 Auronoids 260
5.4 Homoisoflavonoids and homoflavonoids 267
5.5 Biflavonoids 281
References 296
CHAPTER 6. FLAVONOID GLYCOSIDES 300
6.1 Introduction 300
6.2 Solvent system 302
6.3 Number and identification of the monosaccharides 302
6.4 Interglycosidic linkage 305
6.5 Identification of flavonoid aglycones 308
6.6 Site of glycosylation 309
6.7 Anthocyanins and acylated anthocyanins 371
References 372
CHAPTER 7. CHALCONOIDS 382
7.1 Introduction 382
7.2 Chalconoid structure variation - nomenclature 382
7.3 Chalconoids 384
7.4 Chalcanonoids 417
7.5 Chalcanoids 425
7.6 Biflavonoids 432
7.7 Chalconoid glycosides 435
7.8 Determination of aromatic substitution pattern 440
References 444
CHAPTER 8. FLAVANOIDS 449
8.1 Introduction 449
8.2 Monomeric flavanoids 450
8.3 Condensed proanthocyanidins 467
8.4 Flavanoid esters 482
8.5 Flavanoid-O- and C-glycosides 488
8.6 Miscellaneous flavans 497
8.7 Isoflavanoids 508
References 508
CHAPTER 9. FLAVONOID STRUCTURE AND CARBON-13 NMR SPECTROSCOPY 514
9.1 Introduction 514
9.2 C15 Flavonoids 514
9.3 C16 Flavonoids 520
9.4 Establishment of the aromatic substitution pattern 526
Abbreviations 532
Subject Index 533
Compound Index 541

Produkt-Details

• Erscheint lt. Verlag: 22.10.2013
• Sprache: englisch
• Themenwelt: Naturwissenschaften ► Chemie ► Analytische Chemie
• Themenwelt: Naturwissenschaften ► Chemie ► Organische Chemie
• Themenwelt: Naturwissenschaften ► Chemie ► Physikalische Chemie
• Themenwelt: Naturwissenschaften ► Physik / Astronomie ► Atom- / Kern- / Molekularphysik
• Themenwelt: Naturwissenschaften ► Physik / Astronomie ► Elektrodynamik
• Themenwelt: Technik
• ISBN-10: 1-4832-9074-3 / 1483290743
• ISBN-13: 978-1-4832-9074-4 / 9781483290744