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"Front Matter and Index". In: Medicinal Natural Products (Second Edition)
2002 John Wiley & Sons, Ltd
ISBNs: 0471496405 (Hardback); 0471496413 (paperback); 0470846275 (Electronic)
Medicinal Natural Products. Paul M Dewick
Copyright
Medicinal Natural Products
A Biosynthetic Approach
Second Edition
Medicinal Natural Products
A Biosynthetic Approach
Second Edition
Paul M Dewick
School of Pharmaceutical Sciences
University of Nottingham, UK
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Library of Congress Cataloguing in Publication Data
Dewick, Paul M.
Medicinal natural products : a biosynthetic approach / Paul M. Dewick. – 2nd ed.
p. cm.
Includes bibliographical references and index.
ISBN 0 471 49640 5 (cased) – ISBN 0 471 49641 3 (pbk.)
1. Natural products. 2. Biosynthesis. 3. Pharmacognosy. I. Title.
RS160 .D48 2001
615 .321 – dc21
2001026766
British Library Cataloguing in Publication Data
A catalogue record for this book is available from the British Library
ISBN 0 471 49640 5 (cased) ISBN 0 471 49641 3 (pbk.)
Typeset by Laserwords Private Ltd, Chennai, India
Printed and bound in Great Britain by Antony Rowe Ltd, Chippenham, Wilts
This book is printed on acid-free paper responsibly manufactured from sustainable forestry,
in which at least two trees are planted for each one used for paper production.
Copyright
Dedicated to the many hundreds of
pharmacy students I have taught over
the years, who, unknowingly, have
encouraged me to write this text
CONTENTS
1 ABOUT THIS BOOK, AND HOW TO USE IT .............................
1
The Subject .........................................................
1
The Aim ...........................................................
1
The Approach .......................................................
2
The Topics .........................................................
2
Be Selective .........................................................
2
To Learn, or to Understand? ...........................................
3
Conventions Regarding Acids, Bases, and Ions .............................
3
Nomenclature .......................................................
3
Some Common Abbreviations ...........................................
4
Further Reading .....................................................
4
2 SECONDARY METABOLISM: THE BUILDING BLOCKS AND CONSTRUCTION
MECHANISMS .....................................................
7
Primary and Secondary Metabolism ......................................
7
The Building Blocks ..................................................
8
The Construction Mechanisms ..........................................
12
Alkylation Reactions: Nucleophilic Substitution .............................
12
Alkylation Reactions: Electrophilic Addition ...............................
13
Wagner – Meerwein Rearrangements ......................................
15
Aldol and Claisen Reactions ...........................................
15
Schiff Base Formation and the Mannich Reaction ............................
18
Transamination .....................................................
20
Decarboxylation Reactions ............................................
20
Oxidation and Reduction Reactions ......................................
24
Dehydrogenases ..................................................
24
Oxidases ........................................................
25
Mono-oxygenases .................................................
25
Dioxygenases ....................................................
27
Amine Oxidases ...................................................
28
Baeyer–Villiger Oxidations ..........................................
28
Phenolic Oxidative Coupling ...........................................
28
Some Vitamins Associated with the Construction Mechanisms .................
29
Vitamin B 1 , Vitamin B 2 , Vitamin B 5 , Vitamin B 6 , Vitamin B 12 , Vitamin H
Further Reading .....................................................
33
3 THE ACETATE PATHWAY: FATTY ACIDS AND POLYKETIDES ............
35
Saturated Fatty Acids .................................................
36
Unsaturated Fatty Acids ...............................................
40
Fixed Oils and Fats, Evening Primrose Oil
Acetylenic Fatty Acids ................................................
47
Branched-Chain Fatty Acids ............................................
48
Echinacea
Glycosylation Reactions ..............................................
30

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