Progress in the Chemistry of Organic Natural Products / Fortschritte der Chemie organischer NaturstoffeSpringer Science & Business Media, 22 трав. 2002 р. - 253 стор. The first contribution of this book gives an overview on naturally occuring cycling tetrapyrroles. The article describes the four classic tetrapyrrolic structures with their porphyrin, chlorin, bacteriochlorin and corrin skeletons and also novel, interesting structures with unusual biological activities. This review mainly focuses on the occurrence, structure and biological function as well as biosynthesis and aspects of synthesis. The second article deals with the anticancer compound taxol and its semisynthetic analog docetaxel (Taxotere). Taxol was originally isolated in the late 1960 ́s on the basis of its cytotoxity and antileukemic activity, its structure was published in 1971 in a paper that has been cited 1000 times since this publication. The review focuses primarily on the interesting and novel chemistry of taxol that has been discovered over the last eight years. |
Зміст
Classification | |
General Aspects of Cyclic Tetrapyrrole Biosynthesis | |
Porphyrins | 3 |
Chlorins | 8 |
Bacteriochlorins | 17 |
Isobacteriochlorins | 21 |
CRing Chemistry | 79 |
DRing Chemistry | 94 |
Rearrangements and Related Reactions | 99 |
The Side Chain | 106 |
Synthesis of Taxol and Taxol Side Chain Analogs from Baccatin III | 120 |
Taxol Metabolites | 130 |
Taxol Analogs and Prodrugs | 131 |
Labeled Taxol Analogs | 136 |
Higher Saturated Hydroporphyrins | 26 |
Corrins | 30 |
The Chemistry of Taxol and Related Taxoids | 47 |
Introduction | 50 |
ARing Chemistry | 51 |
BRing Chemistry | 60 |
The Synthesis of Taxol and Taxol Analogs from Precursors other than Baccatin III | 142 |
The Synthesis of Simplified and Unusual Taxol Analogs | 147 |
The Synthesis of Taxol | 150 |
The Interaction of Taxol with Tubulin | 163 |
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Progress in the Chemistry of Organic Natural Products / Fortschritte der ... M. Glasenapp-Breiling,P. G. Jagtap,D. G. I. Kingston,F.-P. Montforts,L. Samala,H. Yuan Обмежений попередній перегляд - 2012 |
Progress in the Chemistry of Organic Natural Products / Fortschritte der ... M. Glasenapp-Breiling,P. G. Jagtap,D. G. I. Kingston,F.-P. Montforts,L. Samala,H. Yuan Обмежений попередній перегляд - 2002 |
Загальні терміни та фрази
10-deacetylbaccatin 10-deacetylbaccatin III acetate acid AcO O OH AcO O OSIEt3 AcO OH active than taxol acyl analogs of taxol Antitumor Appendino G assay B-Ring baccatin bacteriochlorophylls Battersby binding Biological Activity Biological Evaluation Bioorg Med Chem cell line Chem Lett Chem Soc Chemistry chiral chlorin chlorophyll CO₂H CO₂Me compounds converted corrin cyclic cytotoxic deprotection derivative DMAP docetaxel epothilones Eschenmoser ester gave Heme hydroxyl group intermediate Kingston DGI labeled metabolites methyl microtubule Modified NH C6H5 NH HN NH O C6H5 Novel OAC OCOC6H5 OH OAC OH OH AcO OH HO OAC OH OAC OCOC6H5 Ojima oxetane oxetane ring oxidation Paclitaxel pharmacophore photoaffinity labeling porphyrin prepared Prodrugs pyrrole reaction Rearrangements reduction ß-lactam structure studies Synthesis and Biological Synthesis of Taxol synthon Taxane Taxoids taxol analogs taxol side chain Taxotere TBSO Tetrahedron Lett Tolyporphin Total Synthesis treatment tubulin tubulin-assembly uroporphyrinogen III vitamin B12 yield ОАс ОН