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Narcissus and Daffodil: The Genus Narcissus (Medicinal and Aromatic Plants - Industrial Profiles, Volume 21) PDF

449 Pages·2002·7.07 MB·English
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Narcissus and Daffodil Medicinal and Aromatic Plants – Industrial Profiles Individual volumes in this series provide both industry and academia with in-depth coverage of one major medicinal or aromatic plant of industrial importance. Edited by Dr Roland Hardman Volume 1 Valerian, edited by Peter J. Houghton Volume 2 Perilla, edited by He-ci Yu, Kenichi Kosuna and Megumi Haga Volume 3 Poppy, edited by Jenö Bernáth Volume 4 Cannabis, edited by David T. Brown Volume 5 Neem, edited by H.S. Puri Volume 6 Ergot, edited by Vladimír Kren and Ladislav Cvak Volume 7 Caraway, edited by Éva Németh Volume 8 Saffron, edited by Moshe Negbi Volume 9 Tea Tree, edited by Ian Southwell and Robert Lowe Volume 10 Basil, edited by Raimo Hiltunen and Yvonne Holm Volume 11 Fenugreek, edited by Georgios Petropoulos Volume 12 Gingko biloba, edited by Teris A. Van Beek Volume 13 Black Pepper, edited by P.N. Ravindran Volume 14 Sage, edited by Spiridon E. Kintzios Volume 15 Ginseng, edited by W.E. Court Volume 16 Mistletoe, edited by Arndt Büssing Volume 17 Tea, edited by Yong-su Zhen Volume 18 Artemisia, edited by Colin W. Wright Volume 19 Stevia, edited by A. Douglas Kinghorn Volume 20 Vetiveria, edited by Massimo Maffei Volume 21 Narcissus and Daffodil, edited by Gordon R. Hanks Narcissus and Daffodil The genus Narcissus Edited by Gordon R. Hanks Horticulture Research International, Kirton, UK London and New York First published 2002 by Taylor & Francis 11 New Fetter Lane, London EC4P 4EE Simultaneously published in the USA and Canada by Taylor & Francis Inc, 29 West 35th Street, New York, NY 10001 Taylor & Francis is an imprint of the Taylor & Francis Group © 2002 Taylor & Francis Typeset in Baskerville BT by Integra Software Services Pvt. Ltd, Pondicherry, India Printed and bound in Great Britain by TJ International Ltd, Padstow, Cornwall All rights reserved. No part of this book may be reprinted or reproduced or utilised in any form or by any electronic, mechanical, or other means, now known or hereafter invented, including photocopying and recording, or in any information storage or retrieval system, without permission in writing from the publishers. Every effort has been made to ensure that the advice and information in this book is true and accurate at the time of going to press. However, neither the publisher nor the authors can accept any legal responsibility or liability for any errors or omissions that may be made. In the case of drug administration, any medical procedure or the use of technical equipment mentioned within this book, you are strongly advised to consult the manufacturer’s guidelines. British Library Cataloguing in Publication Data A catalogue record for this book is available from the British Library Library of Congress Cataloging in Publication Data A catalog record for this book has been requested ISBN 0–415–27344–7 Contents Preface to the series vii Preface ix Acknowledgements xi List of contributors xii List of figures/plates xv 1 The biology of Narcissus 1 GORDON R. HANKS 2 The folklore of Narcissus 19 ANTHONY C. DWECK 3 Classification of the genus Narcissus 30 BRIAN MATHEW 4 Commercial production of Narcissus bulbs 53 GORDON R. HANKS 5 Economics of Narcissus bulb production 131 JAMES B. BRIGGS 6 Alkaloids of Narcissus 141 JAUME BASTIDA AND FRANCESC VILADOMAT 7 Production of galanthamine by Narcissus tissues in vitro 215 CARLES CODINA 8 Narcissus and other Amaryllidaceae as sources of galanthamine 242 O.A. CHERKASOV AND O.N. TOLKACHEV 9 Studies on galanthamine extraction from Narcissus and other Amaryllidaceae 256 MIRKO KREH vi Contents 10 Galanthamine production from Narcissus: agronomic and related considerations 273 RITA M. MORAES 11 Extraction and quantitative analysis of Amaryllidaceae alkaloids 286 N.P. DHAMMIKA NANAYAKKARA AND JAIRO K. BASTOS 12 Synthesis of galanthamine and related compounds 304 V.N. BULAVKA AND O.N. TOLKACHEV 13 Compounds from the genus Narcissus: pharmacology, pharmacokinetics and toxicology 332 DAVID BROWN 14 Galanthamine: clinical trials in Alzheimer’s disease 355 DAVID BROWN 15 Screening of Amaryllidaceae for biological activities: acetylcholinesterase inhibitors in Narcissus 369 KORNKANOK INGKANINAN, HUBERTUS IRTH AND ROB VERPOORTE 16 Narcissus lectins 380 ELS J.M. VAN DAMME AND WILLY J. PEUMANS 17 Narcissus in perfumery 392 CHRISTIAN REMY 18 Harmful effects due to Narcissus and its constituents 399 CELIA G. JULIAN AND PETER W. BOWERS 19 Review of pharmaceutical patents from the genus Narcissus 408 JAMES R. MURRAY Index 419 Preface to the series There is increasing interest in industry, academia and the health sciences in medicinal and aromatic plants. In passing from plant production to the eventual product used by the public, many sciences are involved. This series brings together information which is currently scattered through an ever increasing number of journals. Each volume gives an in-depth look at one plant genus, about which an area specialist has assembled information ranging from the production of the plant to market trends and quality control. Many industries are involved such as forestry, agriculture, chemical, food, fla- vour, beverage, pharmaceutical, cosmetic and fragrance. The plant raw materials are roots, rhizomes, bulbs, leaves, stems, barks, wood, flowers, fruits and seeds. These yield gums, resins, essential (volatile) oils, fixed oils, waxes, juices, extracts and spices for medicinal and aromatic purposes. All these commodities are traded worldwide. A dealer’s market report for an item may say ‘Drought in the country of origin has forced up prices’. Natural products do not mean safe products and account of this has to be taken by the above industries, which are subject to regulation. For example, a number of plants which are approved for use in medicine must not be used in cosmetic products. The assessment of safe to use starts with the harvested plant material which has to comply with an official monograph. This may require absence of, or prescribed limits of, radioactive material, heavy metals, aflatoxin, pesticide residue, as well as the required level of active principle. This analytical control is costly and tends to exclude small batches of plant material. Large scale contracted mechanised cultivation with designated seed or plantlets is now preferable. Today, plant selection is not only for the yield of active principle, but for the plant’s ability to overcome disease, climatic stress and the hazards caused by man- kind. Such methods as in vitro fertilisation, meristem cultures, and somatic embryogenesis are used. The transfer of sections of DNA is giving rise to contro- versy in the case of some end-uses of the plant material. Some suppliers of plant raw material are now able to certify that they are supplying organically-farmed medicinal plants, herbs and spices. The European Union directive (CVO/EU No 2092/91) details the specifications for the obligatory quality controls to be carried out at all stages of production and processing of organic products. Fascinating plant folklore and ethnopharmacology leads to medicinal potential. Examples are the muscle relaxants based on the arrow poison, curare, from viii Preface to the series species of Chondrodendron, and the antimalarials derived from species of Cinchona and Artemisia. The methods of detection of pharmacological activity have become increasingly reliable and specific, frequently involving enzymes in bioassays and avoiding the use of laboratory animals. By using bioassay linked fractionation of crude plant juices or extracts, compounds can be specifically targeted which, for example, inhibit blood platelet aggregation, or have antitumour, or antiviral, or any other required activity. With the assistance of robotic devices, all the members of a genus may be readily screened. However, the plant material must be fully authenticated by a specialist. The medicinal traditions of ancient civilisations such as those of China and India have a large armamentarium of plants in their pharmacopoeias which are used throughout South East Asia. A similar situation exists in Africa and South America. Thus, a very high percentage of the World’s population relies on medicinal and aromatic plants for their medicine. Western medicine is also responding. Already in Germany all medical practitioners have to pass an examination in phytotherapy before being allowed to practise. It is noticeable that throughout Europe and theUSA, medical, pharmacy and health related schools are increasingly offering training in phytotherapy. Multinational pharmaceutical companies have become less enamoured of the single compound magic bullet cure. The high costs of such ventures and the end- less competition from “me too” compounds from rival companies often discourage the attempt. Independent phytomedicine companies have been very strong in Germany. However, by the end of 1995, eleven (almost all) had been acquired by the multinational pharmaceutical firms, acknowledging the lay public’s growing demand for phytomedicines in the Western World. The business of dietary supplement in the Western World has expanded from the health store to the pharmacy. Alternative medicine includes plant based prod- ucts. Appropriate measures to ensure the quality, safety and efficacy of these either already exist or are being answered by greater legislative control by such bodies as the Food and Drug Administration of the USA and the recently created European Agency for the Evaluation of Medicinal Products, based in London. In the USA, the Dietary Supplement and Health Education Act of 1994 recog- nised the class of phytotherapeutic agents derived from medicinal and aromatic plants. Furthermore, under public pressure, the US Congress set up an Office of Alternative Medicine and this office in 1994 assisted the filing of several Investiga- tional New Drug (IND) applications, required for clinical trials of some Chinese herbal preparations. The significance of these applications was that each Chinese preparation involved several plants and yet was handled as a single IND. A demonstration of the contribution to efficacy, of each ingredient of each plant, was not required. This was a major step forward towards more sensible regulations in regard to phytomedicines. My thanks are due to the staff of the Publishers who have made this series possible and especially to the volume editors and their chapter contributors for the authoritative information. Roland Hardman Preface My interest in flower-bulb crops started in 1973, when I began working with DrAlun Rees at the Glasshouse Crops Research Institute, Littlehampton, a site con- signed to horticultural history in 1995 as a result of the all-too-familiar ‘cuts in govern- ment funding’. Alun had himself taken up a post at Littlehampton in 1962, when the (then) Agricultural Research Council started funding research on ornamental bulb crops. Alun succeeded in putting bulb growing and forcing on a sound scientific base, evidenced by the publication of his The Growth of Bulbs in 1972.1 Fortunately for me, Alun’s enthusiasm for these interesting crops was infectious. Whilst my main research interests concerned the early forcing of bulbs, the use of plant growth regulators, narcissus propagation and other aspects relevant to the UK bulbs industry, uses of bulbs other than as ornamentals attracted my attention from time to time. For instance, one was aware of the eastern European literature, long ignored in the west, on pharmaceuticals such as galanthamine (galantamine) from Galanthus (snowdrops) and other genera. Only in 1995 did the growing of narcissus bulbs in the UK for processing for galanthamine extraction, and the clinical trials on the use of the compound in Alzheimer’s disease, become public knowledge.2 Whilst there is a wealth both of other alkaloids in narcissus, and of other potential uses of galanthamine, this case in particular led to the con- ception of the present volume. Reminyl, Shire Pharmaceuticals and Janssen-Cilag’s Alzheimer’s disease treatment derived from narcissus, received its first European approval in 2000.3,4 Subsequently, Reminyl was recommended by the National Centre for Clinical Excellence.5 The impact of Alzheimer’s disease was first brought home to me by examples of public figures. For example, there was ex-President Ronald Reagan’s touching letter to the American people, relating the start of the ‘journey that would lead him into the sunset of his life’.6 Earlier, in the UK, Prime Minister Harold Wilson had unexpectedly retired from public life, and the cases of these two statesmen 1 Rees, A.R. (1972) The Growth of Bulbs. Academic Press, London. 2 Bonner, J. (1995) Flower bulbs slow brain disease. New Scientist, 145 (1964), 21. 3 Reminyl approval lifts Shire price, The Times, 4 March 2000. 4 New Alzheimer’s drug approved. The Pharmaceutical Journal, 265 (22 July 2000), 122. 5 Press release 2001/002, NICE issues guidance on drugs for Alzheimer’s disease, 19 January 2001, NICE. 6 Letter from Ronald Reagan revealing Alzheimer’s disease, for example, see http://www.law.umkc.edu/ faculty/projects/ttrials/hinckley/ALZHEI~1.htm

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