Recent advances in polyphenol research: 3
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Format: | Buch |
Sprache: | English |
Veröffentlicht: |
Chichester [u.a.]
Wiley-Blackwell
2012
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Ausgabe: | this ed. 1. publ. |
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Beschreibung: | XX, 364 S. Ill., graph. Darst. |
ISBN: | 9781444337464 |
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Contents
Contributors
xv
Preface
xix
1
Plant Phenolics: A Biochemical and Physiological Perspective
1
Vincenzo
Lattanzio, Angela
Cardinali
and
Vito
Linsalata
1.1
The general phenolic metabolism in plants
1
1.2
Effect of non-freezing low temperature stress on phenolic metabolism in
crop plants
6
1.3
Plant phenolics as defence compounds
11
1.3.1
Phenolic-mediated induced resistance of apples against fungal
pathogens
12
1.3.2
Contribution of
vigna
phenolics to plant protection against insects
16
1.4
Diversion of carbon skeletons from primary to phenolic-related secondary
metabolism
19
1.4.1
Metabolic costs of adaptive responses to adverse environmental
conditions
21
1.4.2
Transduction pathway between nutrient depletion and enhanced
polyphenol content
24
References
26
2
Polyphenols: From Plant Adaptation to Useful Chemical Resources
41
Alain-Michel Boudet
2.1
The emergence of phenolic metabolism and the adaptation of plants to a
terrestrial environment
41
2.2
The shikimate pathway: a complex and subtle interface between primary
metabolism and phenolic metabolism
47
2.2.1
Quinic acid, a specific component of higher plants
49
2.2.2
The postchorismate branch of the shikimate pathway leading to
phenylalanine: one or two metabolic routes in plants?
53
Contents
2.2.2.1
Intracellułar
location
of
enzymes
54
2.2.2.2
Complex and new regulatory mechanisms in the shikimate
pathway
55
2.3
Plant (poly)phenols: a diversified reservoir of useful chemicals
56
2.3.1
The health-promoting properties of polyphenols
57
2.3.2
A new time for lignocellulosics utilization through biotechnology
58
2.3.2.1
Biomass
pretreatment
and enzymatic conversion of
polysaccharides
59
2.3.2.2
Lignins: degradation,
bioconversion
60
2.3.2.3
The fermentation step towards the production of bioalcohols
61
2.3.2.4
Biorefinery pilot plants
61
2.3.2.5
Quality and availability of the upstream resource
61
2.3.2.6
Future prospects
62
2.3.3
Chemical and catalytic valorization of polyphenols
63
2.4
Concluding remarks
63
Acknowledgments
64
References
64
Fifty Years of Polyphenol-Protein Complexes
71
Ann E. Hagerman
71
74
76
78
79
80
82
83
90
91
91
4
Chemistry of Flavonoids in Color Development
99
Kumi
Yoshida, Kin-ichi Oyama and Tadao Kondo
4.1
Introduction
99
4.2
Synthetic studies on anthocyanins toward polyacylated pigments
103
4.2.1
Previously reported syntheses of anthocyanins
103
4.2.2
Synthesis of anthocyanin using biomimetic oxidation
105
4.2.3
Transformation of flavonol derivatives to anthocyanins via a flavenol
glycoside
107
3.1
Introduction
3.2
Precipitable complexes
3.3
Soluble
complexes
3.4
Proline-rich proteins
3.5
Mechanisms of binding
3.6
Stoichiometry
of binding
3.7
Protein conformation
3.8
Covalent tannin-protein complexes
3.9
Conclusions
Acknowledgments
References
Contents
ix
4.3
Synthesis of copigments for studying blue color development
109
4.3.1
Copigmentation in metalloanthocyanins
110
4.3.2
Synthesis of glycosylated flavones
112
4.3.3
Chiral recognition in metalloanthocyanin formation
114
4.3.4
Synthesis of acylquinic acid derivatives for studies on hydrangea
coloration
118
4.4
Conclusion
122
Abbreviations
123
Acknowledgments
124
References
124
5
Colouring up Plant Biotechnology
131
Cathie Martin, Yang Zhang, Laurence Tomlinson, Kalyani Kallam, Jie Luo,
Jonathan D. G. Jones, Antonio Granell, Diego Orzaez and
Eugenio
Butelii
5.1
Introduction
131
5.2
Plant production of anthocyanins
132
5.2.1
Synthesis of anthocyanins
132
5.2.2
Transport of anthocyanins
132
5.2.3
Decoration of anthocyanins
132
5.2.4
Factors affecting the colour of anthocyanins
134
5.2.5
Copigmentation
135
5.2.6
Transcriptional regulation of anthocyanin biosynthesis
135
5.3
Engineering anthocyanin production in plants
137
5.3.1
An in vivo reporter of promoter activity
137
5.3.2
Biofortified crops
138
5.3.3
Visually traceable system for VIGS analysis of gene function
138
5.4
Conclusions
139
Acknowledgements
139
References
139
6
Anthocyanin Biosynthesis, Regulation, and Transport: New Insights from
Model Species
143
Lucille Pourcel, Andres
Bohórquez-Restrepo,
Niloufer G. Irani and Erich
Grotewold
6.1
Anthocyanins and related pigments in model plant species
143
6.1.1
General characteristics of anthocyanins
143
6.1.2
Anthocyanin biosynthetic enzymes
145
6.1.3
Anthocyanins in Arabidopsis
146
6.2
Transcriptional regulation of anthocyanin biosynthetic genes
147
6.2.1
Maize
147
6.2.2
Arabidopsis
149
Contents
6.2.3
Petunia
150
6.2.4
Snapdragon
150
6.3
Anthocyanin transport and subvacuolar localization
151
6.4
Concluding remarks
154
References
154
7
Shedding Light on the Black Boxes of the Proanthocyanidin Pathway
with Grapevine
161
Yung-Fen Huang,
Véronique
Cheynier and Nancy Terrier
7.1
Tools available on grape to study PA biosynthesis
161
7.1.1
Grape PAs
162
7.1.1.1
Grape PA structure
162
7.1.1.2
Grape PA variations according to genotype, tissue and
development
164
7.1.2
Grape genetic and genomic tools
166
7.2
Biosynthesis
167
7.2.1
Enzymes of the pathway
167
7.2.2
Transport and storage of PAs
169
7.2.3
PA polymerisation
174
7.2.3.1
Nature of the extension units
174
7.2.3.2
Enzymatic or chemical polymerisation
175
7.2.3.3
Subcellular localisation of polymerisation
176
7.3
Regulation of the pathway
176
References
182
8
Phenolic Compounds in Plant Defense and Pathogen Counter-defense
Mechanisms
191
Fouad Daayf, Abdelbasset El Hadrami, Ahmed F. El-Bebany,
Maria A. Henriquez, Zhen Yao, Holly Derksen,
Ismail El-Hadrami and Lome R. Adam
8.1
Introduction
191
8.2
Plant defenses and pathogen counter-defenses
192
8.3
Phenolic-related plant responses to pathogens
194
8.3.1
CoUon-Verticillium dahliae
194
8.3.2
Cucumber
—
Sphaerothecafuliginea
195
8.3.3
Chickpea
—
Fusarium oxysporum f. sp. ciceris
196
8.3.4
Yotato-Verticillium dahliae
196
8.3.5
РоЫо
-Phytophthora
infestans
197
8.3.6
Sunflower-Verticillium dahliae
198
8.3.7
Date paim-Fusarium oxysporum f. sp. albedinis
199
8.3.8
Cwola-Leptosphaeria maculans
199
8.3.9
Saskatoons-Entomosporium mespili
200
Contents
xi
8.4
Pathogens counter-defense against plants' phenolic-related defenses
200
8.4.1
Phytophthora
infestans
201
8.4.2
Verticillium dahliae
201
8.5
Concluding remarks
202
Acknowledgments
203
References
203
9
Absorption and Metabolism of Dietary Chlorogenic Acids and Procyanidins
209
Gary Williamson and
Angélique Stalmach
9.1
Introduction
209
9.2
Procyanidins
210
9.2.1
Gut lumen stability of procyanidins
211
9.2.2
Absorption of intact procyanidins from the small intestine
211
9.2.3
Mechanism of absorption across small intestine
212
9.2.4
Absorption from the colon after microbial metabolism
212
9.3
Chlorogenic acids and hydroxycinnamates
214
9.3.1
Transport of chlorogenic acids
214
9.3.2
Chlorogenic acid absorption in humans
215
9.3.3
Chlorogenic acid metabolism
217
References
218
10
Extra-Virgin Olive Oil—Healthful Properties of Its Phenolic Constituents
223
Francesco Visioli and Elena
Bernardini
10.1
Introduction
223
10.2
Epidemiological studies
225
10.3
In vitro studies on olive oil's phenolics
225
10.4
In vivo studies
228
10.5
Olive oil and cancer
231
10.6
Potential mechanisms of action of olive phenols
—
to be elucidated
232
10.7
Focus on hydroxytyrosol
233
10.8
Olive mill waste water as a source of olive phenols
236
10.9
Conclusions
240
Acknowledgments
244
References
244
11
Analysis and Characterisation of Flavonoid Phase II Metabolites
249
Celestino Santos-Buelga,
Susana González-Manzano, Montserrat Dueñas
and
Ana
M.
González-Paramas
11.1
Introduction
249
11.2
Flavonoid
metabolism
251
Contents
11.3
Preparation of metabolites
253
11.3.1
Isolation from plant sources
254
11.3.2
Enzymatic synthesis of metabolites
254
11.3.3
Chemical synthesis
255
11.3.4
Purification of metabolites
257
11.4
Characterisation of flavonoid metabolites
258
11.4.1
UV spectra
258
11.4.2
Nuclear magnetic resonance
260
11.4.3
Mass spectrometry
261
11.5
Extraction and preparation
263
11.5.1
Sample preparation and storage
264
11.5.2
Hydrolysis
265
11.5.3
Solvent extraction
266
11.5.4
Solid phase extraction
267
11.6
Analysis of metabolites in biological samples
268
11.6.1
Quantification of total polyphenol metabolites
269
11.6.2
Analysis of individual metabolites
270
11.6.3
High performance liquid chromatography
270
11.6.4
Detection systems
272
11.6.5
Trends in the
Chromatographie
analysis of flavonoid metabolites
276
Acknowledgments
277
References
277
12
High-speed Countercurrent Chromatography in the Separation
of Polyphenols
287
Andrew Marston
12.1
Foreword
287
12.2
High-speed countercurrent chromatography
288
12.3
Separations of polyphenols
291
12.3.1
Preparative applications
291
12.3.1.1
Stilbene glycosides
291
12.3.1.2
Flavonolignans
293
12.3.1.3
Flavonoids
295
12.3.1.4
Anthocyanins
296
12.3.1.5
Proanthocyanidins and tannins
297
12.3.2
Analytical applications
301
12.4
Extensions of the basic countercurrent chromatography method
302
12.4.1
Reversed-phase operation
302
12.4.2
Multiple dual-mode operation
303
12.4.3
Elution-extrusion
303
12.4.4
Gradient elution
304
12.4.5
HSCCC/MS
305
Contents xiii
12.4.6 Complexation HSCCC 306
12.4.7 High-performance
CCC
307
References
307
13
Strategies for the Controlled Synthesis of Oligomeric Polyphenols
311
Scott A. Snyder
13.1
Introduction
311
13.2
Serial oligomer families
ЗІЗ
13.2.1
Overview
313
13.2.2
Catechin-derived
oligomers
313
13.2.3
Ellagitannin-derived
oligomers
316
13.3
Oligomer families with diverse bond connections
319
13.3.1
Overview
319
13.3.2
The resveratrol family of oligomeric natural products
320
13.3.2.1
Introduction
320
13.3.2.2
Biomimetic approaches
321
13.3.2.3
Stepwise synthesis approaches
330
13.3.3
Rosmarinic-acid-derived
oligomers
337
13.4
Conclusion
345
Acknowledgments
345
References
346
Index
353
A color plate section is located between pages
12
and
13. |
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spelling | Recent advances in polyphenol research 3 ed. by Véronique Cheynier ... this ed. 1. publ. Chichester [u.a.] Wiley-Blackwell 2012 XX, 364 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Polyphenole (DE-588)4175280-6 gnd rswk-swf Pflanzeninhaltsstoff (DE-588)4139067-2 gnd rswk-swf (DE-588)4143413-4 Aufsatzsammlung gnd-content Polyphenole (DE-588)4175280-6 s Pflanzeninhaltsstoff (DE-588)4139067-2 s DE-604 Cheynier, Véronique edt (DE-604)BV037185753 3 Digitalisierung UB Regensburg application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=024815005&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
spellingShingle | Recent advances in polyphenol research Polyphenole (DE-588)4175280-6 gnd Pflanzeninhaltsstoff (DE-588)4139067-2 gnd |
subject_GND | (DE-588)4175280-6 (DE-588)4139067-2 (DE-588)4143413-4 |
title | Recent advances in polyphenol research |
title_auth | Recent advances in polyphenol research |
title_exact_search | Recent advances in polyphenol research |
title_full | Recent advances in polyphenol research 3 ed. by Véronique Cheynier ... |
title_fullStr | Recent advances in polyphenol research 3 ed. by Véronique Cheynier ... |
title_full_unstemmed | Recent advances in polyphenol research 3 ed. by Véronique Cheynier ... |
title_short | Recent advances in polyphenol research |
title_sort | recent advances in polyphenol research |
topic | Polyphenole (DE-588)4175280-6 gnd Pflanzeninhaltsstoff (DE-588)4139067-2 gnd |
topic_facet | Polyphenole Pflanzeninhaltsstoff Aufsatzsammlung |
url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=024815005&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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