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Medicinal Plant Biotechnology: From Basic Research to Industrial Applications PDF

603 Pages·2006·18.97 MB·English
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Medicinal Plant Biotechnology Edited by Oliver Kayser and Wim J. Quax Medicinal Plant Biotechnology. From Basic Research to Industrial Applications Edited by Oliver Kayser and Wim J. Quax Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim ISBN 978-3-527-31443-0 1807–2007 Knowledge for Generations Each generation has its unique needs and aspirations. When Charles Wiley first openedhis small printing shop in lower Manhattan in 1807, it was a generation of boundless potential searching for an identity. And we were there, helping to define a new American literary tradition. Over half a century later, in the midst of the Second Industrial Revolution, it was a generation focused on building the future. Onceagain, we werethere, supplying the criticalscientific,technical, and engineering knowledge that helped frame the world. Throughout the 20th Century, and into the new millennium, nations began to reach out beyond their own bordersand a new international community was born.Wiley was there, ex- panding its operations around the world to enable a global exchange of ideas, opinions,and know-how. For 200 years, Wiley has been an integral part of each generation’s journey, enabling the flow of information and understanding necessary to meet their needs and fulfill their aspirations. Today, bold new technologies are changing the way we live and learn. Wiley will be there, providing you the must-have knowledge you need to imagine new worlds, new possibilities, and new oppor- tunities. Generations come and go, but you can always count on Wiley to provide you the knowledge you need,when and whereyou need it! WilliamJ. Pesce PeterBooth Wiley Presidentand ChiefExecutiveOfficer Chairman of the Board Medicinal Plant Biotechnology From Basic Research to Industrial Applications Volume I Edited by Oliver Kayser and Wim J. Quax The Editors All books published by Wiley-VCH are carefully produced. Nevertheless, authors, editors, and Prof. Dr. Oliver Kayser publisher do not warrant the information con- Rijksuniversiteit Groningen tained in these books, including this book, to be Pharmaceutical Biology free of errors. Readers are advised to keep in mind Antonius Deusinglaan 1 that statements, data, illustrations, procedural 9713 AV Groningen details or other items may inadvertently be The Netherlands inaccurate. Prof. Dr. Wim J. Quax Library of Congress Card No.: applied for Rijksuniversiteit Groningen British Library Cataloguing-in-Publication Data Pharmaceutical Biology A catalogue record for this book is available from Antonius Deusinglaan 1 the British Library. 9713 AV Groningen The Netherlands Bibliographic information published by the Deutsche Nationalbibliothek The Deutsche Nationalbibliothek lists this publication in the Deutsche Nationalbibliografie; detailed bibliographic data are available in the Internet at http://dnb.d-nb.de. Cover © 2007WILEY-VCHVerlag GmbH& Co. KGaA, G. Schulz, Fußgönnheim Weinheim All rights reserved (including those of translation Cover illustration: into other languages). No part of this book may V8 light metal engine block, be reproduced in any form – by photoprinting, by Josef Schmid, NAGEL Maschinen- microfilm, or any other means – nor transmitted und Werkzeugfabrik GmbH or translated into a machine language without written permission from the publishers. Cover Registered names, trademarks, etc. used in this This text describes the cover with its very book, even when not specifically marked as such, interesting details and includes the photo- are not to be considered unprotected by law. graphers name and maybe his address. This text describes the cover with its very Composition Detzner Fotosatz, Speyer interesting details and includes the photo- Printing betz-druck GmbH, Darmstadt graphers name and maybe his address. Bookbinding Litges & Dopf Buchbinderei This text describes the cover with its very GmbH, Heppenheim interesting details and includes the photo- Cover Adam Design, Weinheim graphers name and maybe his address. Anniversary Logo Design Richard Pacifico Printed in the Federal Republic of Germany Printed on acid-free paper ISBN: 978-3-527-31443-0 573 Related Titles Ahmad, I. / Aqil, F. / Owais, M. (eds.) Modern Phytomedicine Turning Medicinal Plants into Drugs 2006. ISBN 3-527-31530-6 (Wiley-VCH, Weinheim) Fischer, R., Schillberg, S. (eds.) Molecular Farming Plant-made Pharmaceuticals and Technical Proteins 2004. ISBN 3-527-30786-9 Cullis, C. A. Plant Genomics and Proteomics 2004. ISBN 0-471-37314-1 Kayser, O., Müller, R. H. (eds.) Pharmaceutical Biotechnology Drug Discovery and Clinical Applications 2004. ISBN 3-527-30554-8 Buchanan, B., Gruissem, W., Jones, R. L. (eds.) Biochemistry & Molecular Biology of Plants 2002. ISBN 0-943088-37-2 Dewick, P. M. Medicinal Natural Products A Biosynthetic Approach 2002. ISBN 0-471-49640-5 Medicinal Plant Biotechnology. From Basic Research to Industrial Applications Edited by Oliver Kayser and Wim J. Quax Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim ISBN 978-3-527-31443-0 V Contents Preface XVII Foreword XIX List of Contributors XXIII Color Plates XXIX Volume I Part 1 Linking Plants, Genes, and Biotechnology 1 1 The Engineering of Medicinal Plants: Prospects and Limitations of Medicinal Plant Biotechnology 3 Matthys K. Julsing, Wim J. Quax, and Oliver Kayser 1.1 Introduction 3 1.2 Genetic Transformation and Production of Transgenic Plants 5 1.3 Pathway Engineering and Combinatorial Biosynthesis 5 1.4 Bioprocessing 6 1.5 Plant Propagation 7 1.6 Bioanalytics and Metabolomics 7 1.7 Future Prospects 8 References 8 2 Metabolomics 9 Young Hae Choi, Hye Kyong Kim, and Robert Verpoorte 2.1 Introduction 9 2.2 Analytical Methods 11 2.2.1 Chromatography 11 2.2.1.1 Gas Chromatography (GC) 11 2.2.1.2 High-Performance Liquid Chromatography (HPLC) 13 2.2.1.3 Capillary Electrophoresis (CE) 14 2.2.1.4 Thin-Layer Chromatography (TLC) 14 Medicinal Plant Biotechnology. From Basic Research to Industrial Applications Edited by Oliver Kayser and Wim J. Quax Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim ISBN 978-3-527-31443-0 VI Contents 2.2.2 Spectroscopy 14 2.2.2.1 Mass Spectrometry (MS) 14 2.2.2.2 Nuclear Magnetic Resonance (NMR) Spectrometry 16 2.2.3 Identification of Metabolites 18 2.2.4 Sample Treatment 18 2.3 Data Handling 21 2.4 The General Set-Up of a Metabolomics Project 25 2.5 Applications 26 2.6 Conclusions 26 References 27 3 HPLC-NMR Techniques for Plant Extract Analysis 29 Dan Stærk, Maja Lambert, and Jerzy W. Jaroszewski 3.1 Introduction 29 3.2 Hyphenation of Separation Techniques and Spectroscopic Methods 30 3.3 Direct HPLC-NMR Methods 32 3.3.1 Continuous-Flow HPLC-NMR 32 3.3.2 Stopped-Flow HPLC-NMR 33 3.3.3 Loop-Collection HPLC-NMR 36 3.4 Indirect HPLC-NMR Methods 36 3.4.1 HPLC-SPE-NMR 37 3.5 Cryogenically Cooled NMR Probes 41 3.6 Miniaturization 41 3.7 Conclusions 43 References 43 4 Plant-Associated Microorganisms (Endophytes) as a New Source of Bioactive Natural Products 49 Gary Strobel Abstract 49 4.1 Introduction 49 4.2 Why Are There Needs for New Medicines? 50 4.3 Natural Products in Medicine 51 4.4 Endophytic Microbes 52 4.5 Rationale for Plant Selection 53 4.6 Endophytes and Biodiversity 55 4.7 Endophytes and Natural Products 56 4.7.1 Isolation, Preservation and Storage of Endophytic Cultures for Product Isolation 57 4.7.2 Some Examples of Bioactive Natural Products from Endophytes 57 4.7.2.1 Endophytic Fungal Products as Antibiotics 57 4.7.2.2 Endophytic Bacterial Products as Antibiotics 61 4.7.2.3 Endophytic Streptomycetes as Antibiotic Producers 62 4.7.2.4 Volatile Antibiotics from Endophytes 63 Contents VII 4.7.2.5 Antiviral Compounds from Endophytes 64 4.7.2.6 Endophytic Fungal Products as Anticancer Agents 65 4.7.2.7 Endophytic Fungal Products as Antioxidants 67 4.7.2.8 Endophytic Fungal Products as Immunosuppressive Compounds 68 4.8 Surprising Results from Molecular Biology Studies on Pestalotiopsis microspora 68 4.9 Concluding Statements 69 Acknowledgments 70 References 70 5 DNA Profiling of Plants 73 Hilde Nybom and Kurt Weising 5.1 Introduction 73 5.2 Methodology of Plant DNA Profiling 74 5.2.1 DNA Sequencing 75 5.2.2 Multilocus DNA Profiling 76 5.2.2.1 Hybridization-Based RFLP Fingerprinting 77 5.2.2.2 PCR with Arbitrary Primers 77 5.2.2.3 PCR with Microsatellite-Complementary Primers 77 5.2.2.4 AFLP Analysis 78 5.2.3 Locus-Specific Microsatellite DNA Markers 78 5.2.4 PCR-Based RFLP Analysis of Organellar and Nuclear Genomes 79 5.2.5 Other DNA Marker Methods 80 5.2.6 The Next Generation: SNPs and DNA Microarrays 80 5.3 Applications 81 5.3.1 Genotype Identification 81 5.3.1.1 Plant Species 81 5.3.1.2 Plant Cultivars and Accessions 83 5.3.1.3 In-Vitro-Propagated Plant Material 83 5.3.2 Genetic Diversity 84 5.3.2.1 Variation and Relatedness Among Cultivars and Accessions 84 5.3.2.2 Amount and Distribution of Variability in Wild-Growing Plants 85 5.3.2.3 Plant Systematics 86 5.3.3 Gene Tagging 87 5.4 Conclusions 88 References 89 6 Bioprospecting: The Search for Bioactive Lead Structures from Nature 97 Michael Wink Abstract 97 6.1 Introduction 97 6.2 The Function of Secondary Metabolites 102 6.3 Modes of Action 103 6.3.1 Biomembranes 106 VIII Contents 6.3.2 Proteins and Protein Conformation 107 6.3.3 DNA and RNA 112 6.4 The Utilization of Secondary Metabolites in Medicine 114 6.5 Conclusions 115 Key references 115 7 Biotechnological Approaches for the Production of some Promising Plant-Based Chemotherapeutics 117 Ashish Baldi, V.S. Bisaria, and A.K. Srivastava Abstract 117 7.1 Introduction 118 7.2 Production by Plant Cell Cultures 124 7.3 Biotechnological Approaches for Production 125 7.3.1 Dedifferentiated Cultures 125 7.3.2 Differentiated Cultures 129 7.3.3 Optimization of Culture Media Composition and Culture Conditions 131 7.3.4 Immobilization 132 7.3.5 Feeding of Precursors 132 7.3.6 Elicitors 133 7.3.7 In-SituProduct Removal Strategies 135 7.3.8 Biotransformation Studies 136 7.3.9 Bioreactor and Scale-Up Studies 136 7.3.10 Biosynthetic Pathway Mapping and Metabolic Engineering 138 7.3.10.1 Biosynthesis of Podophyllotoxin 138 7.3.10.2 Biosynthesis of Paclitaxel 141 7.3.10.3 Biosynthesis of Camptothecin 143 7.4 Future Prospects 146 References 147 Part 2 Genetic Modifications, Transgenic Plants and Potential of Medicinal Plants in Genetechnology and Biotechnology 157 8 In-VitroCulturing Techniques of Medicinal Plants 159 Wolfgang Kreis 8.1 Introduction 159 8.2 Basic Methods and Techniques 161 8.2.1 Seed Germination In Vitro 161 8.2.2 Embryo Culture 162 8.2.3 Callus Culture 162 8.2.4 Organogenesis 164 8.2.5 Haploid Technology 165 8.2.6 Somatic Embryogenesis 166 8.3 Protoplast Technology 167 Contents IX 8.3.1 Protoplasts 167 8.3.2 Somatic Hybridization 168 8.4 Special Techniques 169 8.4.1 Gene Transfer 169 8.4.2 Germplasm Storage 169 8.5 Permanent In-Vitro Cultures 170 8.5.1 Cell Suspension Culture 170 8.5.2 Root Culture 171 8.5.3 Shoot Culture 173 8.5.4 Bioreactors 174 8.6 Methods and Techniques Related to Secondary Metabolism 177 8.6.1 Inducing Variability 177 8.6.2 Selection 178 8.6.3 Biotransformation 178 8.6.4 Elicitation 179 8.6.5 Immobilization and Permeation 180 8.7 Conclusions 180 References 181 9 Biotechnological Methods for Selection of High-Yielding Cell Lines and Production of Secondary Metabolites in Medicinal Plants 187 Donald P. Briskin 9.1 Introduction 187 9.2 Medicinal Plant Tissue Cultures and the In-Vitro Production of Phytomedicinal Secondary Metabolites 188 9.3 Factors Leading to Elevated Production of Secondary Metabolites in Medicinal Plant Cell Cultures 189 9.3.1 Cell Culture Media Components 189 9.3.2 Elicitors and Jasmonates 191 9.3.3 Exogenous Substances 192 9.3.4 Immobilization 193 9.3.5 Physical Stress 193 9.4 Enhancement of Secondary Metabolite Production through Agrobacterium rhizogenesTransformation 194 9.5 Metabolite Engineering of Medicinal Plants in Culture 195 9.6 Large-Scale Production of Medicinal Secondary Metabolites in Bioreactor Systems 197 9.7 Summary and Perspective 198 References 199 10 Impact of Whole-Genome and Expressed Sequence Tag Databases on the Study of Plant Secondary Metabolism 203 Jillian M. Hagel, Jonathan E. Page, and Peter J. Facchini 10.1 Introduction 203 10.2 Whole-Genome Sequences 204

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This unique overview of plants and transgenic techniques of great scientific, medicinal and economic value for both industry and academia covers the whole spectrum from cell culture techniques, via genetic engineering and secondary product metabolism right up to the use of transgenic plants for the
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