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

ISBN-13: 9783709185506 / Angielski / Miękka / 2012 / 432 str.

H. D. Fischer; N. H. Fischer; R. W. Franck

Spis treści

The Mitomycin Antibiotics.- I. Isolation and Structure.- II. Transformation Products.- III. Mechanism of Action.- IV. Biosynthesis of the Mitomycins.- V. Synthetic Studies.- References.- The Biogenesis and Chemistry of Sesquiterpene Lactones.- I. Introduction.- II. Germacradiene-Derived Sesquiterpene Lactones.- 1. Skeletal Types of Sesquiterpene Lactones.- 2. Biogenesis of the Germacradiene and the Lactone Ring.- 3. Common Ester Side Chains in Sesquiterpene Lactones.- III. Germacranolides.- 1. Structural Types of Germacranolides and Biogenetic Considerations.- 2. Physical Methods of Structure Determination.- 2.1 Mass Spectra of Germacranolides.- 2.2 NMR Spectroscopy.- 2.21 Proton Spectroscopy.- 2.22 13C NMR.- 2.23 Conformational Considerations.- 2.3 UV and CD Spectra.- 2.31 UV Spectra.- 2.32 CD of the Lactone Ring.- 2.33 CD of the Cyclodecadiene Ring.- 2.4 X-Ray Diffraction.- 3. Chemical Transformations of Germacranolides.- 3.1 Hydrolysis, Relactonizations, and Esterifications.- 3.2 Reductions and Oxidations.- 3.3 Cyclization Reactions of Germacranolides.- 3.4 Cope Rearrangements of Germacranolides.- 3.5 Photochemical Reactions of Germacranolides.- IV. Eudesmanolides and Biogenetic Derivatives.- 1. Structural, Biosynthetic, and Biogenetic Considerations.- 2. Physical Methods of Structure Determination.- 3. Chemical Transformations of Eudesmanolides.- 3.1 Dehydrogenations, Hydrogénations, and Oxidations of Eudesmanolides.- 3.2 Selected Chemical and Photochemical Modifications and Transformations of Eudesmanolides.- V. Guaianolides and Seco-Guaianolides (Xanthanolides).- 1. Structural Types and Their Biogenesis.- 2. Selected Chemical Transformations of Guaianolides and Xanthanolides.- VI. Elemanolides.- VII. Pseudoguaianolides and Biogenetic Derivatives.- 1. Structural Types of Pseudoguaianolides and Their Biogenesis.- 2. Physical Methods of Structure Elucidation.- 3. Selected Chemical Transformations.- VIII. Eremophilanolides and Bakkenolides.- IX. Special Structural Types and Minor Classes of Sesquiterpene Lactones.- 1. Drimanolides.- 2. Tutinanolides (Picrotoxins).- 3. Special Structural Types.- X. Sesquiterpene Lactones of Unknown Structure.- XI. Addendum.- References.- Index of Major Charts and Tables.- Author Index.