Fortschritte der Chemie organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products

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Pro,ress in the Chemist.., of O.."anie Natural Produets

43 Founded", LZeehmeister Edited", w. Hen, H. Grisellaeh,G. W. Kir'"

Authors: J. L.ln,ham, A. Koskinen, M. Loanasmaa

Springer-Verlag Wien New Tor.

1983

Dr. W. HERZ, Professor of Chemistry, Department of Chemistry, The Florida State University, Tallahassee, Florida, U. S. A. Prof. Dr. H. GRISEBACH, Biologisches Institut II, Lehrstuhl fUr Biochemie der Pflanzen, Albert-Ludwigs-Universitat, Freiburg i. Br., Federal Republic of Germany G. W. KIRBY, Sc. D., Regius Professor of Chemistry, Chemistry Department, The University, Glasgow, Scotland

This work is subject to copyright All rights are reserved, whether the whole or part of the material is concerned, specifically those of translation, reprinting, re-use of illustrations, broadcasting, reproduction by photocopying machine or similar means, and storage in data banks

© 1983 by Springer-Verlag/Wien Softcover reprint of the hardcover 1st edition 1983 Library of Congress Catalog Card Number AC 39-1015

ISSN 0071-7886 ISBN-13: 978-3-7091-8705-0 DOl: 10.1007/978-3-7091-8703-6

e-ISBN-13: 978-3-7091-8703-6

Contents List of Contributors ......................................................... VIII Naturally Occurring Isoflavonoids (1855-1981). By J. L. INGHAM . . . . . . . . . . . . . . . . . .

1. Introduction...........................................................

3

II. Distribution ...........................................................

6

III. Biological Activity and Uses. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

14

Table 1. Minor Properties and Uses of Some Isoflavonoid Compounds. . . . . . ..

19

IV. Introduction to Tables 2. 3 and 4 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ..

20

Acknowledgements. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ..

22

Table 2. Naturally Occurring Isoflavonoid Aglycones . . . . . . . . . . . . . . . . . . . . . . ..

22

A. Isofla vones . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. a) Simple 5-Deoxy Isoflavones ....................................... b) Complex 5-Deoxy Isoflavones ..................................... c) Simple 5-0xy Isoflavones ......................................... d) Complex 5-0xy Isoflavones ....................................... e) Chloro Isoflavones . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ..

22 22 43 49 70 84

B. Isoflavonequinone...................................................

84

C. Coumaranochromones...............................................

85

D. Isoflavanones....................................................... a) Simple 5-Deoxy Isoflavanones . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .. b) Complex 5-Deoxy Isoflavanones ................................... c) Simple 5-0xy Isoflavanones ....................................... d