N 0265-0568 NPRRDF 8 1-1-1-60 (1991) Natural Product Reports A journal of current developments in bio-organic chemistry Volume 8 Indexes CONTENTS ... 111 Preliminary pages for Volume 8 1-1 Index of Authors Cited 1-33 Subject Index ISSN 0265-0568 Coden NPRRDF Natural Product Reports A journal of current developments in bio -organic chemistry Volume 8 1991 The Royal Society of Chemistry Cambridge Natural Product Reports (ISSN 0265-0568) 0The Royal Society of Chemistry 1992 All Rights Reserved No part of this publication may be reproduced stored in a retrieval system or transmitted in any form or by any means electronic mechanical photographic recording or otherwise without the prior permission of the publishers.Printed in Great Britain by the University Press Cambridge ISSN 0265-0568 NPRRDF 81-612 1-1-1-60 (1991) Natural Product Reports A journal of current developments in bio -organic chemistry Volume 8 CONTENTS 1 Diterpenoids J. R. Hanson Reviewing the literature published during 1989 17 Steroids Reactions and Partial Synthesis A. B. Turner Reviewing the literature published during the period November 1987 to October 1988 53 Quinoline Quinazoline and Acridone Alkaloids J. P. Michael Reviewing the literature published mainly between July 1988 and June 1989 69 Terpenoid Glycosides H. Pfander and H. Stoll Reviewing the literature published during 1987 and 1988 97 Marine Natural Products D. J. Faulkner Reviewing the literature published during 1989 149 The Biosynthesis of Shikimate Metabolites P.M. Dewick Reviewing the literature published during 1989 171 Mwscarine Oxazole Thiazole Imidazole and Peptide Alkaloids and Other Miscellaneous Alkaloids J. R. Lewis Reviewing the literature published between August 1988 and July 1989 185 The Biosynthesis of Plant Alkaloids and Nitrogeneous Microbial Metabolites R. B. Herbert Reviewing the literature published between August 1988 and July 1989 21 1 Corrigenda 213 Pyrrolizidine Alkaloids D. J. Robins Reviewing the literature published between July 1989 and June 1990 223 Carotenoids and Polyterpenoids G. Britton Reviewing the literature published in 1988 25 1 Recent Progress in the Chemistry of Indole Alkaloids and Mould Metabolites J.E. Saxton Reviewing the literature published between July 1989 and June 1990 309 The Occurrence and Biological Activity of Drimane Sesquiterpenoids B. J. M. Jansen and A. de Groot Reviewing the literature to January 1990 319 The Synthesis of Drimane Sesquiterpenoids B. J. M. Jansen and A .de Groot Reviewing the literature to January 1990 I 339 /3-Phenylethylamines and the Isoquinoline Alkaloids K. W. Bentlej Reviewing the literature published between July 1989 and June 1990 NATURAL PRODUCT REPORTS 1990 CONTENTS 367 391 415 441 455 465 499 527 553 573 603 Terpenoid Phytoalexins C. J. W. Brooks and D. G. Watson Reviewing the literature published between August 1984 and December 1989 Modern Separation Methods A.Marston and K. Hostettmann Withanolides and Related Ergostane-type Steroids E. Glotter Biosynthesis of C,-C, Terpenoid Compounds M. H. Beale Reviewing the literature published during I989 The Lycopodium Alkaloids W. A. Ayer Reviewing the literature published between January 1986 and October 1990 Marine Sterols R. G. Kerr and B. J. Baker Reviewing the literature published to July 1990 Diterpenoid Alkaloids M. S. Yunusov Reviewing the literature published between the middle of 1985 and the end of 1989 A Unified Mechanistic View of Oxidative Reactions Catalysed by P-450 and Related Fe-Containing Enzymes M. Akhtar and J. N. Wright Indolizidine and Quinolizidine Alkaloids J. P. Michael Reviewing the literature published between July 1989 and June 1990 The Biosynthesis of Polyketides T.J. Simpson Reviewing the literature published between January I986 and December 1988 Tropane Alkaloids G. Foder and R. Dharanipragada Reviewing the literature published between January I990 and December 1990 Natural Product Reports Editorial Board Professor T. J. Simpson (Chairman) University of Bristol Dr C. Abell University of Cambridge Dr J. R. Hanson University of Sussex Dr R. 6.Herbert University of Leeds Professor J. Mann University of Reading Dr D. A. Whiting University of Nottingham Natural Product Reports is a journal of critical reviews published bimonthly which is intended to foster progress in the study of natural products by providing reviews of the literature that has been published during well-defined periods on the topics of the general chemistry and biosynthesis of alkaloids terpenoids steroids fatty acids and 0-heterocyclic aliphatic aromatic and alicyclic natural products.Occasional reviews provide details of techniques for separation and spectroscopic identification and describe methodologies that are useful to all chemists and biologists who are actively engaged in the study of natural products. Articles in Natural Product Reports are commissioned by members of the Editorial Board or accepted by the Chairman for consideration at meetings of the Board. This journal includes reviews of books relating to natural products. Volumes for review should be sent to the editorial office for which the address is The Royal Society of Chemistry Thomas Graham House Science Park Milton Road Cambridge CB4 4WF and marked for the attention of the Senior Editor Reviews.Contributors to Volume 8 Akhtar M. 527 Faulkner D. J. 97 Marston A. 391 Ayer W. A. 455 Baker B. J. 465 Fodor G. 603 Glotter E. 415 Pfander H. 69 Robins D. J. 213 Beale M. H. 441 Hanson J. R. I Saxton J. E. 251 Bentley K. W. 339 Britton G. 223 Herbert R. B. 185 Hostettmann K. 391 Simpson T. J. 573 Stoll H. 69 Brooks G. J. W. 367 Jansen B. J. M. 309 319 Turner A. B. 17 de Groot A. 309 319 Kerr R. G. 465 Watson D. G. 367 Dewick P. M. 149 Dharanipragada R. 603 Lewis J. R. 171 Michael J. P. 53 553 Wright J. N. 527 Yunusov M. S. 499 Nomenclature It is the policy of The Royal Society of Chemistry to en-courage the use of IUPAC and IUB Recommendations on nomenclature.Although many of the appropriate nomen-clature documents are included in the new edition of the IUB publication ‘ Biochemical Nomenclature and Related Documents’ (published by The Biochemical Society London 1989) a selection of recent Recommendations that will be of particular interest to those who investigate the chemistry occurrence or biosynthesis of natural products includes Nomenclature of tetrapyrroles (Recommendations 1986) Pure Appl. Chem. 1987 59 779-832. Nomenclature and symbols for folic acid and related compounds (Recommendations 1986) Pure Appl. Chem. 1987 59 833-836; Eur. J. Biochem. 1987 168 251-253. Nomenclature of prenols (Recommendations 1986) Pure Appl.Chem. 1987 59 683-689; Eur. J. Biochem. 1987 167 181-184. Extension of Rules A- 1.1 and A-2.5 concerning numerical terms used in organic nomenclature (Recommendations 1986) Pure Appl. Chem. 1986 58 1693-1696. [The original versions of these Rules are in ‘Nomenclature of Organic Chemistry Sections A B C D E F and H’ 1979 Edition] Nomenclature of glycoproteins glycopeptides and peptidoglycans (Recommendations 1985) Eur. J. Biochem. 1986 159 1-6. ‘ Enzyme Nomenclature (Recommendations 1984) ’ Supplement 1 Corrections and additions Eur. J. Biochem. 1986 157 1-26. Recommendations for the presentation of thermodynamic and related data in biology (1985) Eur. J. Biochem. 1985 153 429434. Nomenclature for incompletely specified bases in nucleic acid sequences (Recommendations 1984) Eur.J. Biochem. 1985 150 1-5 (see also Eur. J. Biochem. 1986 157 1). ‘ Enzyme Nomenclature 1984 ’ (Recommendations of the Nomenclature Committee of the International Union of Biochemistry on the nomenclature and classification of enzyme-catalysed reactions) Academic Press Orlando Florida 1984. Nomenclature and symbolism for amino acids and peptides (Recommendations 1983) Pure Appl. Chem. 1984 56 595-624; Eur. J. Biochem. 1984 138 9-37 (see also Eur. J. Biochem. 1985 152 1 and the Newsletter 1985 of NC-IUB and JCBN ibid. 1985 146 pp. 238 and 239 and the Newsletter 1986 ibid. 1986 154 pp. 485 and 486). Abbreviations and symbols for the description of conformations of polynucleotide chains (Recommendations 1982) Pure Appl.Chem. 1983 55 1273-1280; Eur. J. Biochem. 1983 131 9-15 (see also the Newsletter 1984 of NC-IUB and JCBN Eur. J. Biochem. 1984 138 p. 7). Symbols for specifying the conformation of polysaccharide chains (Recommendations 1981) Pure Appl. Chem. 1983 55 1269-1272; Eur. J. Biochem. 1983 131 S7. Nomenclature of retinoids (Recommendations 198 l) Pure Appl. Chem. 1983 55 721-726; Eur. J. Biochem. 1982 129 1-5. Symbolism and terminology in enzyme kinetics (Recommendations 1981) Eur. J. Biochem. 1982 128 281-291. Polysaccharide nomenclature (Recommendations 1980) Pure Appl. Chem. 1982 54 1523-1526; Eur. J. Biochem. 1982 126 439441. Abbreviated terminology of oligosaccharide chains (Recommendations 1980) Pure Appl. Chem.1982 54 1517-1522; Eur. J. Biochem. 1982 126 433437. Nomenclature of vitamin D (Recommendations 198 l) Pure Appl. Chem. 1982 54 1511-1516; Eur. J. Biochem. 1982 124 223-227. Nomenclature of tocopherols and related compounds (Recommendations 1981) Pure Appl. Chem. 1982 54 1507-1510; Eur. J. Biochem. 1982 123 473475. The most recent of the lists of restriction endonucleases and their isoschizomers (compiled by R. J. Roberts) was in Nucleic Acids Res. 1988 16 R271-R313 its predecessors being ibid. 1987 15 R189-R217 ibid. 1985 13 r165-r200 and ibid. 1983 11 r135-r167. Recent codes of nomenclature for organisms include ‘International Code of Nomenclature of Bacteria and Statutes of the International Committee on Systematic Bacteriology (1976 Revision)’ ed.S. P. Lapage P. H. A. Sneath E. F. Lessel V. B. D. Skerman H. P. R. Seeliger and W. A. Clark American Society for Microbiology Washington D.C. U.S.A. 1976. [Appendix 2 of this publication (Approved Lists of Bacterial Names) appeared in Znt. J. Syst. Bacteriol. 1980 30,22-20.] ‘International Code of Botanical Nomenclature (1987)’ ed. W. Greuter H. M. Burdett W. G.Chaloner V. Demoulin R. Grolle D. L. Hawksworth D. H. Nicholson P. C. Silva F. A. Stafleu E. G. Voss and J. McNeill Koeltz Scientific Books Konigstein Federal Republic of Germany 1988. ‘International Code of Zoological Nomenclature ’ 3rd edn. ed. W. D. L. Ride C. W. Sabrosky G. Bernardi R. V. Melville J. 0. Corks J. Forest K. H. L. Key and C. W. Wright International Trust for Zoological Nomenclature in association with the British Museum (Natural History) London U.K. and the California Press Berkeley and Los Angeles U.S.A. 1985.