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Phytochemicals as Bioactive Agents PDF

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PHY TOCHEMICALS AS BlOACTlVE AGENTS PHY TOCHEMICALS AS BIOACTIVE AGENTS Edited by Wayne R. Bidlack, Ph.D. College of Agriculture California State Polytechnic University, Pomona Stanley T. Omaye, Ph.D., F.A.T.S. Department of Nutrition University of Nevada, Reno Mark S. Meskin, Ph.D. Department of Food, Nutrition and Consumer Science California State Polytechnic University, Pomona Debra K. W. Topham, M.S., C.N.S. Rehnborg Center for Nutrition and Wellness Nutrite Division of Amway Corporation CRC PRESS Boca Raton London New York Washington, D.C. Library of Congress Cataloging-in-Publication Data Main entry under title: Phytochemicals as Bioactive Agents Full Catalog record is available from the Library of Congress This book contains information obtained from authentic and highly regarded sources. Reprinted material is quoted with permission, and sources are indicated. A wide variety of references are listed. Reasonable efforts have been made to publish reliable data and infor- mation, but the author and the publisher cannot assume responsibility for the validity of all materials or for the consequences of their use. Neither this book nor any part may be reproduced or transmitted in any form or by any means, electronic or mechanical, including photocopying, microfilming, and recording, or by any information storage or retrieval system, without prior permission in writing from the publisher. The consent of CRC Press LLC does not extend to copying for general distribution, for promotion, for creating new works, or for resale. Specific permission must be obtained in writing from CRC Press LLC for such copying. Direct all inquiries to CRC Press LLC, 2000 N.W. Corporate Blvd., Boca Raton, Florida 3343 1. Trademark Notice: Product or corporate names may be trademarks or registered trademarks, and are used only for identification and explanation, without intent to infringe. Visit the CRC Press Web site at www.crcpress.com O 2000 by CRC Press LLC Originally Published by Technornic Publishing No claim to original U.S. Government works International Standard Book Number 1-56676-788-1 Library of Congress Card Number 99-69881 Printed in the United States of America 2 3 4 5 6 7 8 9 0 Printed on acid-free paper Contents Preface xi Acknowledgements xv List of Contributors xvii 1. STRATEGIES FOR THE DISCOVERY OF BlOACTlVE PHYTOCHEMICALS.. ..........................................1 STEPHEN 0. DUKE, AGNES M. RIMANDO, FRANCK E. DAYAN, CAMILO CANEL, DAVlD E. WEDGE MARlO R. TELLEZ, KEVIN K. SCHRADER, LESLIE A. WESTON, TROY J. SMILLIE, REX N. PAUL AND MARY V. DUKE Introduction 1 Strategies for Choosing a Plant Species or Plant Tissue 2 Tools for Determination of Active Compounds from a Plant 8 Conclusions 15 References 16 2. QSAR AND MOLECULAR MODELING OF BlOACTlVE PHYTO-PHENOLICS .......................................... 21 ERlC J. LIEN AND SHIJUN REN Introduction 2 1 Lignans and Tannins as Antiviral and Anti-Tumor Agents 23 Isoflavonoids as Phytoestrogens and Flavonoids as Antiestrogens 25 Antioxidant Phenolics-Physicochemical Properties 26 QSAR Analysis of the Antioxidant Activities of Vitamin E Analogs 28 vi Contents Curcumin and Related Compounds as Blockers of Signal Transduction in Inhibition of Tumor Promotion 31 Conclusion 38 Acknowledgement 38 References 38 3. CHEMOPREVENTION BY PHYTOCHEMICAL MODIFIERS OF CARCINOGEN METABOLISM. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 43 STEPHEN S. HECHT Introduction 43 Isothiocyanates and Glucosinolates 44 Inhibition of Carcinogenesis By Isothiocyanates, Glucosinolates, and Cruciferous Vegetables 45 Indole-3-Carbinol 54 Thiols of Allium Plants 58 Conclusions 63 Acknowledgements 64 References 64 4. CLINICAL TRIAL DESIGN FOR EVALUATING PHYTOCHEMICAL BlOACTlVlTY . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 75 KEVlN C. MAKl Introduction 75 Clinical Trial: A Definition 75 Fundamental Principles 76 Regulatory Issues 77 Setting 77 The Clinical Trial Protocol 78 Outcome Variables 78 Study Design 79 Inclusion and Exclusion Criteria 80 Blinding and Controls 82 Special Considerations for Investigations of Phytochemicals in Foods 82 Sample Size and Power 83 Budget 84 Seek Expert Advice 85 Publications 85 Contents vii Summary 85 References 86 5. THE USE OF FERMENTABLE FIBERS TO MANAGE THE GASTROINTESTINAL ECOSYSTEM. . . . . . . . . . . . . . . . . . . . . . . . . . . . 87 RANDAL K. BUDDINGTON The Gastrointestinal Tract is an Ecosystem 87 Components of the GIT Ecosystem 88 Gastrointestinal Functions 90 Management Tools 90 Fermentable Fibers 92 Managing the Mature GIT 94 Managing the Developing GIT 94 Managing the Senescent GIT 96 Managing Recovery of the GIT 96 Perspectives 97 References 98 6. PHYTOANTIMICROBIAL (PAM) AGENTS AS MULTIFUNCTIONAL FOOD ADDITIVES . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 105 A. S. NAIDU Introduction 105 PAM from Oils 106 PAM from Spices 108 PAM from Fruit and Vegetables 110 PAM from Herbs 1 1 1 PAM-Thiosulfinates from Garlic 1 15 PAM-Polyphenols from Tea 120 Conclusions 124 References 124 7. THE PROTECTIVE EFFECT OF TEA ON CANCER: HUMAN EVIDENCE.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 131 JUNSHI CHEN AND CH1 HAN Introduction 13 1 The Chemistry of Tea 132 Laboratory Studies on the Preventive Effects of Tea on Cell Mutation 133 viii Con ten ts Laboratory Studies on the Inhibition of Tumorigenesis and Carcinogenesis 135 Suggested Mechanisms for Inhibition of Tumorigenesis and Carcinogenesis by Tea Phytochemicals 137 Epidemiological Evidence 138 Clinical Intervention Trials 139 Conclusions 146 References 147 8. EFFECT OF GENlSTElN ON GROWTH OF HUMAN BREAST CANCER CELLS IN VITRO AND IN VlVO . . . . . . . . . . . . . . . . . . . . . . l51 WlLLlAM HELFERICH Introduction 15 1 Anti-Proliferative Effects of Genistein 152 Estrogenic Activity of Genistein 153 Genistein, Estrogen, and Breast Cancer-An Issue of Dosage and Timing 155 Conclusions and Future Research l58 References 15 8 9. CANCER PREVENTION BY CAROTENOIDS AND CURCUMIN. . . 161 HOYOKU NISHINO, HARUKUNI TOKUDA, MlCHlAKl MURAKOSHI, YOSHIKO SATOMI, HlROHlKO MATSUMOTO, MITSUHARU MASUDA, PING BU, MAR1 ONOZUKA, SHIN0 YAMAGUCHI, YOKO OKUDA, JUNK0 TAKAYASU, ATSUKO NISHINO, JUN TSURUTA, MASATO OKUDA, EllCHlRO ICHIISHI, KAZUTO NOSAKA, TAKAO KONOSHIMA, TOSHlMlTSU KATO, ZOHAR NIR, FREDERICK KHACHIK, NORlHlKO MISAWA, TOM10 NARISAWA AND NOBUO TAKASUKA Introduction 16 1 Anti-Carcinogenic Activity of Natural Carotenoids 162 Anti-Carcinogenic Activity of Curcumin 164 Conclusion 165 Acknowledgements 165 References l65 10. ALFALFA SAPONINS: CHEMISTRY AND APPLICATION . . . . . . . 167 WIESLAW A. OLESZEK Introduction 167 Aglycones of Alfalfa Saponin 169 Root Saponins 170 Contents Seed Saponins 173 Saponins from Alfalfa Seedlings 175 Alfalfa Aerial Parts 176 Biological Activity of Alfalfa Saponins 18 1 Conclusions 185 References 185 11. SAW PALMETTO: CRITICAL REVIEW, CHEMISTRY, AND APPLICATION. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 189 PAUL BUBRICK, PAUL JOHNSON AND KERRY STONEBROOK Introduction 189 Treatment Strategies 190 BPH Can Be Treated With Extracts of Saw Palmetto 191 The Active Components of Saw Palmetto are not Fully Elucidated 192 Continued Phytochemical Research on Saw Palmetto 193 Conclusion 195 Acknowledgements 195 References l96 12. EFFECT OF GARLIC ON SERUM CHOLESTEROL LEVELS . . . . . 199 CHRISTOPHER D. GARDNER, LORRAINE CHATTERJEE AND JOSEPH CARLSON Introduction 199 Garlic Formulations and Compounds 199 Mechanistic and Animal Studies 200 Clinical Trials 201 Discussion and Conclusions 208 Implications 2 10 References 2 11 13. BlOACTlVES IN RICE BRAN AND RlCE BRAN OIL.. . . . . . . . . . . . 213 RUKMlNl CHERUVANKY Introduction 2 13 Defining Rice Bran 214 The Need for Stabilization 2 15 Criteria for Stabilization of Rice Bran 215 Fiber Fractions 217 Antioxidant Effect 222

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Phytochemicals as Bioactive Agents focuses on the mechanisms of action of phytochemicals identified as displaying bioactivity in the prevention of cancer, heart disease and other diseases, and the prospects for developing functional foods containing these bioactive compounds. An internationally reco
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