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Recent Advances in Polyphenol Research. Volume 5

  • ID: 3715082
  • Book
  • 376 Pages
  • John Wiley and Sons Ltd
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Plant polyphenols are secondary metabolites that constitute one of the most common and widespread groups of natural products. They express a large and diverse panel of biological activities including beneficial effects on both plants and humans. Many polyphenols, from their structurally simplest representatives to their oligo/polymeric versions (also referred to as condensed tannins), are notably known as phytoestrogens, plant pigments, potent antioxidants, and protein interacting agents.

Sponsored by the scholarly society Groupe Polyphénols, this publication, which is the fifth volume in this highly regarded Recent Advances in Polyphenol Research series, is edited by Kumi Yoshida, Véronique Cheynier and Stéphane Quideau. They have once again, like their predecessors, put together an impressive collection of cutting–edge chapters written by expert scientists, internationally respected in their respective field of polyphenol sciences. This Volume 5 highlights some of the latest information and opinion on the following major research topics about polyphenols:  

 Chemistry, physicochemistry & materials science
 Biosynthesis, genetic & metabolic engineering
 Plant & ecosystem, lignocellulosic biomass
 Food, nutrition & health
 Natural medicine & Kampo
 Tannins & their functions

Chemists, biochemists, plant scientists, pharmacognosists and pharmacologists, biologists, ecologists, food scientists and nutritionists will all find this book an invaluable resource. Libraries in all universities and research institutions where these disciplines are studied and taught should have copies on their bookshelves. 

About the Editors
Kumi Yoshida, current vice–president of the Groupe Polyphénols is professor of Natural Product and Bioorganic Chemistry at Nagoya University, Japan. She specializes in chemical and biological studies on flower coloration by anthocyanins and is also particularly interested in molecular biological and biochemical aspects of metal transporters involved in blue coloration. Her research laboratory also works on the isolation, structural determination and synthesis of various polyphenols.

Véronique Cheynier, the current president of the Groupe Polyphénols, is research director at the French National Institute for Agricultural Research (INRA) in Montpellier, France. Her research interests concern the study of the structure of polyphenolic compounds, notably vegetable tannins, and their biosynthesis in plants. She is also interested in the influence of polyphenols, their reactions, and their interactions on the quality of foods and beverages, especially wine.

Stéphane Quideau, former president of the Groupe Polyphénols (2008–2012), is full professor of Organic and Bioorganic Chemistry at the University of Bordeaux, France. His research laboratory is specialized in plant polyphenol chemistry and chemical biology, with a focus on the studies of ellagitannin chemical reactivity and synthesis, and interactions of bioactive polyphenols with their protein targets.

Also Available
Recent Advances in Polyphenol Research, Volume 1;  ISBN: 978–1–4051–5837–4
Edited by Fouad Daayf and Vincenzo Lattanzio

Recent Advances in Polyphenol Research, Volume 2; ISBN: 978–1–4051–9399–3
Edited by Celestino Santos–Buelga, Maria Teresa Escribano–Bailon, and Vincenzo Lattanzio

Recent Advances in Polyphenol Research, Volume 3; ISBN: 978–1–4443–3746–4
Edited by Véronique Cheynier, Pascale Sarni–Manchado, and Stéphane Quideau

Recent Advances in Polyphenol Research, Volume 4; ISBN: 978–1–118–32967–2
Edited by Annalisa Romani, Vincenzo Lattanzio, and Stéphane Quideau

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Contributors xv

Preface xix

1 The Physical Chemistry of Polyphenols: Insights into the Activity of Polyphenols in Humans at the Molecular Level 1Olivier Dangles, Claire Dufour, Claire Tonnelé and Patrick Trouillas

1.1 Introduction 1

1.2 Molecular complexation of polyphenols 4

1.3 Polyphenols as electron donors 11

1.4 Polyphenols as ligands for metal ions 21

1.5 Conclusions 27

References 28

2 Polyphenols in Bryophytes: Structures, Biological Activities, and Bio– and Total Syntheses 36Yoshinori Asakawa

2.1 Introduction 36

2.1 Distribution of cyclic and acyclic bis–bibenzyls in Marchantiophyta (liverworts) 37

2.3 Biosynthesis of bis–bibenzyls 39

2.4 The structures of bis–bibenzyls and their total synthesis 50

2.5 Biological activity of bis–bibenzyls 58

2.6 Conclusions 60

Acknowledgments 61

References 61

3 Oxidation Mechanism of Polyphenols and Chemistry of Black Tea 67Yosuke Matsuo and Takashi Tanaka

3.1 Introduction 67

3.2 Catechin oxidation and production of theaflavins 71

3.3 Theasinensins 73

3.4 Coupled oxidation mechanism 75

3.5 Bicyclo[3.2.1]octane intermediates 77

3.6 Structures of catechin oxidation products 78

3.7 Oligomeric oxidation products 82

3.8 Conclusions 84

Acknowledgments 85

References 85

4 A Proteomic–Based Quantitative Analysis of the Relationship Between Monolignol Biosynthetic Protein Abundance and Lignin Content Using Transgenic Populus trichocarpa 89Jack P. Wang, Sermsawat Tunlaya–Anukit, Rui Shi, Ting–Feng Yeh, Ling Chuang, Fikret Isik, Chenmin Yang, Jie Liu, Quanzi Li, Philip L. Loziuk, Punith P. Naik, David C. Muddiman, Joel J. Ducoste, Cranos M. Williams, Ronald R. Sederoff and Vincent L. Chiang

4.1 Introduction 90

4.2 Results 94

4.3 Discussion 101

4.4 Materials and methods 102

References 104

5 Monolignol Biosynthesis and Regulation in Grasses 108Peng Xu and Laigeng Li

5.1 Introduction 108

5.2 Unique cell walls in grasses 109

5.3 Lignin deposition in grasses 110

5.4 Monolignol biosynthesis in grasses 111

5.5 Regulation of monolignol biosynthesis in grasses 114

5.6 Remarks 119

Acknowledgments 119

References 120

6 Creation of Flower Color Mutants Using Ion Beams and a Comprehensive Analysis of Anthocyanin Composition and Genetic Background 127Yoshihiro Hase

6.1 Introduction 127

6.2 Induction of flower color mutants by ion beams 129

6.3 Mutagenic effects and the molecular nature of the mutations 131

6.4 Comprehensive analyses of flower color, pigments, and associated genes in fragrant cyclamen 131

6.5 Mutagenesis and screening 133

6.6 Genetic background and the obtained mutants 136

6.7 Carnations with peculiar glittering colors 137

6.8 Conclusion 139

Acknowledgments 140

References 140

7 Flavonols Regulate Plant Growth and Development through Regulation of Auxin Transport and Cellular Redox Status 143Sheena R. Gayomba, Justin M. Watkins and Gloria K. Muday

7.1 Introduction 143

7.2 The flavonoids and their biosynthetic pathway 144

7.3 Flavonoids affect root elongation and gravitropism through alteration of auxin transport 146

7.4 Mechanisms by which flavonols regulate IAA transport 149

7.5 Lateral root formation 151

7.6 Cotyledon, trichome, and root hair development 152

7.7 Inflorescence architecture 154

7.8 Fertility and pollen development 154

7.9 Flavonols modulate ROS signaling in guard cells to regulate stomatal aperture 155

7.10 Transcriptional machinery that controls synthesis of flavonoids 157

7.11 Hormonal controls of flavonoid synthesis 160

7.12 Flavonoid synthesis is regulated by light 161

7.13 Conclusions 162

Acknowledgments 163

References 163

8 Structure of Polyacylated Anthocyanins and Their UV Protective Effect 171Kumi Yoshida, Kin–ichi Oyama and Tadao Kondo

8.1 Introduction 171

8.2 Occurrence and structure of polyacylated anthocyanins in blue flowers 173

8.3 Molecular associations of polyacylated anthocyanins in blue flower petals 178

8.4 UV protection of polyacylated anthocyanins from solar radiation 183

8.5 Conclusion 187

References 188

9 The Involvement of Anthocyanin–Rich Foods in Retinal Damage 193Kenjirou Ogawa and Hideaki Hara

9.1 Introduction 193

9.2 Anthocyanin–rich foods for eye health 195

9.3 Experimental models to mimic eye diseases and the effect of anthocyanin–rich foods 196

9.4 Conclusions 201

References 203

10 Prevention and Treatment of Diabetes Using Polyphenols via Activation of AMP–Activated Protein Kinase and Stimulation of Glucagon–like Peptide–1 Secretion 206Takanori Tsuda

10.1 Introduction 206

10.2 Activation of AMPK and metabolic change 207

10.3 GLP–1 action and diabetes prevention/suppression 212

10.4 Future issues and prospects 220

References 222

11 Beneficial Vascular Responses to Proanthocyanidins: Critical Assessment of Plant–Based Test Materials and Insight into the Signaling Pathways 226Herbert Kolodziej

11.1 Introduction 227

11.2 Appraisal of test materials 228

11.3 Endothelial dysfunction 233

11.4 In vitro test systems 234

11.5 Vasorelaxant mechanisms 235

11.6 Bioavailability and metabolic transformation: the missing link in the evidence to action in the body 249

11.7 Conclusions 250

References 251

12 Polyphenols for Brain and Cognitive Health 259Katherine H. M. Cox and Andrew Scholey

12.1 Introduction 259

12.2 Studies of total polyphenols and cognition 260

12.3 Pine bark 272

12.4 Discussion and conclusions 283

References 283

13 Curcumin and Cancer Metastasis 289Ikuo Saiki

13.1 Introduction 290

13.2 Effects of curcumin on intra–hepatic metastasis of liver cancer 293

13.3 Effects of curcumin on lymp node metastasis of lung cancer 298

13.4 Effects of curcumin on tumor angiogenesis 303

13.5 Conclusions 307

References 307

14 Phytochemical and Pharmacological Overview of Cistanche Species 313Hai–Ning Lv, Ke–Wu Zeng, Yue–Lin Song, Yong Jiang and Peng–Fei Tu

14.1 Introduction 313

14.2 Chemical constituents of Cistanche species 314

14.3 Bioactivities of the extracts and pure compounds from Cistanche species 322

14.4 Conclusions 334

References 334

Index 342

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Kumi Yoshida
Veronique Cheynier
Stephane Quideau
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