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

Softcover Nachdruck of the original 1. Auflage 2002
ISBN: 978-3-7091-3228-9
Verlag: Springer Vienna

Buch, Englisch, Band 84, 253 Seiten, Paperback, Format (B × H): 155 mm x 235 mm, Gewicht: 411 g

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

Of the porphyrinoid structures occurring in nature the most important and most widespread are the red blood pigment heme (1), the green pigment of plant photosynthesis chlorophyll a (2), the bacterial photo­ synthetic pigment bacteriochlorophyll a (3), and the "antipernicious" red pigment vitamin BJ2 (4). The basic function of these cofactors are determined by the incorporation of the different metal ions into the macrotetracycles. The different oxidation levels of the macrocyclic ligand system regulate the fine tuning of these functions. The final adaptation of the cofactors to their special molecular environments in the cell compartments is effected by variation of the substitution patterns of the chromophores. HCO,C 3 CO,Phytyl 2 Heme Chlorophyll a CONH, CONH, ~ H,NOC 1, CONH, /I(Y N~ 3 4 Bacteriochlorophyll a Vitamin B" HO References, pp. 42-51 Naturally Occurring Cyclic Tetrapyrroles 3 Until the mid-1970s the four classic cyclic tetrapyrrolic structures with their porphyrin, chi orin, bacteriochlorin, and corrin skeletons were almost the only representatives in the class of porphyrinoid natural products (1-10). Although other partially reduced porphyrins were conceivable, none of these partially saturated porphyrinoid structures had hitherto been found in nature.

Zielgruppe

Research

Autoren/Hrsg.

Glasenapp-Breiling, M.

Jagtap, P. G.

Yuan, H.

Kingston, D. G. I.

Montforts, F. -P.

Samala, L.

Fachgebiete

• Naturwissenschaften Chemie Chemie Allgemein Pharmazeutische Chemie, Medizinische Chemie
• Naturwissenschaften Chemie Organische Chemie
• Technische Wissenschaften Verfahrenstechnik | Chemieingenieurwesen | Biotechnologie Verfahrenstechnik, Chemieingenieurwesen
• Medizin | Veterinärmedizin Medizin | Public Health | Pharmazie | Zahnmedizin Pharmazie
• Technische Wissenschaften Verfahrenstechnik | Chemieingenieurwesen | Biotechnologie Pharmazeutische Technologie

Inhaltsverzeichnis

Naturally Occurring Cyclic Tetrapyrroles.- 1. Introduction.- 2. Classification.- 3. General Aspects of Cyclic Tetrapyrrole Biosynthesis.- 4. Porphyrins.- 5. Chlorins.- 6. Bacteriochlorins.- 7. Isobacteriochlorins.- 8. Higher Saturated Hydroporphyrins.- 9. Corrins.- Acknowledgments.- References.- The Chemistry of Taxol and Related Taxoids.- 1. Introduction.- 2. A-Ring Chemistry.- 3. B-Ring Chemistry.- 4. C-Ring Chemistry.- 5. D-Ring Chemistry.- 6. Rearrangements and Related Reactions.- 7. The Side Chain.- 8. Synthesis of Taxol and Taxol Side Chain Analogs from Baccatin III.- 9. Taxol Metabolites.- 10. Taxol Analogs and Prodrugs.- 11. Labeled Taxol Analogs.- 12. The Synthesis of Taxol and Taxol Analogs from Precursors other than Baccatin III.- 13. The Synthesis of Simplified and Unusual Taxol Analogs.- 14. The Synthesis of Taxol.- 15. The Interaction of Taxol with Tubulin.- Addendum.- Acknowledgements.- References.- Author Index.