Fortschritte der Chemie organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products
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Contents 1. Introduction .............................................
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2. Pyrroles from Vertebrates . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
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3. Pyrroles from Invertebrates . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.1. Pyrro1es from Insects. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.1.1. Pyrroles from Ants ................................ 3.1.2. Pyrroles from Beetles . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.1.3. Pyrrole Pheromones from Butterflies. . . . . . . . . . . . . . . . . . . . 3.2. Pyrro1es from Sponges .................................. 3.2.1. Pyrro1e-2-Carboxylates from Sponges ................... 3.2.2. Pyrro1e-2-Carboxamides from Sponges. . . . . . . . . . . . . . . . . . . 3.2.2.1. Pyrrole-2-Carboxamides of the Oroidin Type ........ 3.2.2.2. Cyclized Oroidin Metabolites ................... 3.2.2.3. Dimeric Oroidin Metabolites . . . . . . . . . . . . . . . . . . . . 3.2.3. Alkyl Pyrroles from Sponges ......................... 3.2.4. Aryl Pyrro1es from Sponges .......................... 3.2.5. Hydroxy Pyrroles from Sponges ....................... 3.2.6. Tetramic Acid Derivatives from Sponges ................. 3.3. Pyrroles from Other Invertebrates .... . . . . . . . . . . . . . . . . . . . . . . . 3.3.1. Aryl Pyrroles .................................... 3.3.2. Other Pyrrole Derivatives . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.4. Pyrroles from Protozoa ..................................
12 12 12 15 16 16 17 20 23 28 40 44 48 52 53 58 58 64 66
4. Pyrroles from Plants ....................................... 4.1. Dihydropyrrolizine Derivatives . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 4.2. Pyrrole-2-Carboxylic Acid Derivatives from Plants . . . . . . . . . . . . . . . 4.3. Pyrrolinone Derivatives in Plants ...........................
67 72 76 80
5. Pyrroles from Fungi. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 5.1. Pyrroles from Basidiomycetes ............................. 5.2. Pyrroles from Deuteromycetes ............................. 5.3. Pyrroles from Myxomycetes. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 5.4. Pyrrolinone Derivatives in Fungi. . . . . . . . . . . . . . . . . . . . . . . . . . . . 5.5. Tetramic Acid Derivatives in Fungi. . . . . . . . . . . . . . . . . . . . . . . . . .
81 81 82 85 86 86
A. Gossauer, Progress in the Chemistry of Organic Natural Products © Springer-Verlag Wien 2003
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A. Gossauer
6. Pyrroles from Bacteria . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 6.1. Halogenated Monopyrroles from Bacteria .................... 6.1.1. Halogenated Benzylpyrroles ......................... 6.1.2. Halogenated Benzoylpyrroles ........................ 6.1.3. Halogenated a-Arylpyrroles ......................... 6.1.4. Halogenated j3-Arylpyrroles ......................... 6.2. Pyrrole-2-carboxylates from Bacteria. . . . . . . . . . . . . . . . . . . .
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