Fortschritte Der Chemie Organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products

ISBN-13: 9783709189894 / Angielski / Miękka / 2012 / 311 str.

L. F. Alves; A. Chimiak; M. J. Milewska

Opis

The volumes in this classic series, now referred to simply as "Zechmeister" after its founder, L. Zechmeister, have appeared under the Springer Imprint ever since the series' inauguration in 1938. The volumes contain contributions on various topics related to the origin, distribution, chemistry, synthesis, biochemistry, function or use of various classes of naturally occuring substances ranging from small molecules to biopolymers. Each contribution is written by a recognized authority in this field and provides a comprehensive and up-to-date review of the topic in question. Addressed to biologists, technologists and chemists alike, the series can be used by the expert as a source of information and literature citations and by the non-expert as a means of orientation in a rapidly developing discipline.

Spis treści

Chemical Ecology and the Social Behavior of Animals.- 1. Introduction.- 2. Terminology.- 3. Origin.- 4. Pheromones as a Multicomponent System.- 5. Perception of Pheromones by Insects and Vertebrates.- 6. Chemical Communication in Vertebrates.- 7. Endocrine Hormone-Pheromone Interaction.- 7.1 Bruce Effect.- 7.2 Whitten Effect.- 7.3 Lee-Boot Effect.- 7.4 Ropartz-Effect.- 8. Maternal Pheromones.- 9. Chemical Communication in Marine Organisms.- 10. The Effect of Anosmia.- 11. Chemical Communication in Invertebrates.- 12. Caste and Kin Recognition in Social Insects.- 13. Insect Sex Pheromones.- 14. Role of Pheromones in Reproductive Isolation of Insects.- 15. Arthropod Defensive Secretions.- 16. Defense in Termites.- 17. Predator-Prey Interactions.- 18. Human Pheromones.- 19. Conclusion.- Acknowledgements.- References.- Phenolic Compounds of the Mulberry Tree and Related Plants.- I. Introduction.- II. Flavonoids Carrying Isoprenoid Substituents Isolated from the Japanese Cultivated Mulberry Tree.- 1. Isolation of Flavonoids Carrying Isoprenoid Substituents.- 2. Structures of Flavonoids Carrying Isoprenoid Substituents.- 3. Synthesis of Tetrahydrokuwanon C Tetramethyl Ether.- III. Photo-Oxidative Cyclization of Prenylflavones.- 1. Photo-Oxidative Cyclization of Morusin.- 2. Mechanism of the Photo-Oxidative Cyclization of Morusin.- 3. Oxidative Cyclization of Morusin.- IV. Phytoalexins and Antifungal Substances in the Mulberry Tree.- V. Diels-Alder Type Adducts of the Cultivated Mulberry Tree.- 1. Hypotensive Constituents, Kuwanons G and H.- 2. Five Novel 2-Arylbenzofuran Derivatives, Chalcomoracin, Mulberrofurans C, F, G, and H.- 3. Coloring Matter of Morus Root Bark, Mulberrofuran I.- 4. Other Phenolic Compounds Related to Mulberrofuran I.- 5. Diels-Alder Type Adducts of Morus Cell Cultures.- 6. Other Diels-Alder Type Adducts of Cultivated Mulberry Tree.- VI. Phenolic Constituents of the Crude Drug “Sang-Bai-Pi”.- 1. Structures of the Flavonoids Carrying Isoprenoid Substituents Isolated from “Sang-Bai-Pi”.- 2. Structures of Diels-Alder Type Adducts of “Sang-Bai-Pi”.- VII. Absolute Configuration of Diels-Alder Type Adducts from Morus Sp..- 1. Classification of Diels-Alder Type Adducts.- 2. Stereochemistry of Diels-Alder Type Adducts.- 3. Absolute Configuration of Mulberrofurans C and J by CD Spectra.- 4. Absolute Configuration of Other Diels-Alder Type Adducts.- 5. Absolute Configuration of the Chiral Centers on the Cyclohexene Ring of Kuwanon L.- 6. Absolute Configuration of the Ketal Compounds, Mulberrofurans F, G, and K.- VIII. Phenolic Constituents of Cudrania tricuspidata (Carr.) Bur. and Broussonetia Sp..- 1. Structures of Xanthone and Flavonoid Derivatives from Cudrania tricuspidata (Carr.) Bur..- 2. Structures of 1,3-Diphenylpropane and Flavonoid Derivatives from Broussonetia Sp.- IX. Biological Activities of Phenolic Constituents of Mulberry Tree and Related Plants.- Acknowledgements.- References.- N-Hydroxyamino Acids and Their Derivatives.- I. Introduction, Scope and Nomenclature.- II. N-Hydroxyamino Acid Residues as Fragments of Natural Products.- III. Physical and Chemical Properties.- IV. Analysis.- V. Naturally-Occurring N-Hydroxypeptides.- VI. Biological Action of N-Hydroxyamino Acids and N-Hydroxypeptides.- VII. Biogenesis of the N-Hydroxyamide Bond.- VIII. Synthesis of N-Hydroxyamino Acids and Their Derivatives.- 1. Reaction of Nitric Oxide with 1,3-Diketo Derivatives.- 2. Strecker Synthesis.- 3. Reduction of Nitro Acids and Nitro Esters.- 4. Reduction of Oximes of ?-Keto Acids and Substituted Aldoximes.- 5. Addition of Hydroxylamine to ?,?-Unsaturated Acids.- 6. Reaction of ?-Halo Acids with Hydroxylamine.- 7. Reaction of ?-Halo Acids with Benzyloxyamine.- 8. From N-Tosyl-O-Benzylhydroxylamine.- 9. From Nitrones.- 9.1. Substitution.- 9.2. Addition.- 10. From Oxaziridines.- 11. Alkylation of Hydroxamic Acids.- 12. Synthesis of N-Hydroxy-sec-amino Acids.- 13. Esterification of N-Hydroxyamino Acids and N-Alkoxyamino Acids.- IX. Synthesis of N-Hydroxypeptides.- 1. N-Hydroxydiketopiperazines.- 2. Linear N-Hydroxypeptides.- X. Reactions of N-Hydroxypeptides.- XI. Final Remarks.- Addendum.- Acknowledgements.- References.- Author Index.