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

Передня обкладинка
Springer 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

Naturally Occurring Cyclic Tetrapyrroles
Introduction
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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