Development of an advanced synthetic route to macrosphelides and its application to the discovery of a more potent macrosphelide derivative

The discovery of a more cytotoxic macrosphelide derivative, including its total synthesis and bioassay are described. Application of the Koide protocol to a readily available propagylic alcohol allowed the rapid and practical synthesis of a macrosphelide A skeleton. This strategy enabled the success...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2014-09, Vol.19 (10), p.15572-15583
Main Authors: Heo, Yu Mi, Lee, Hunseok, Shin, Young Kee, Paek, Seung-Mann
Format: Article
Language:English
Subjects:
Acids
Alcohol
Antineoplastic Agents - chemical synthesis
Antineoplastic Agents - chemistry
Antineoplastic Agents - toxicity
Biological Products - chemistry
Carbon
Cell Line
Cell Survival - drug effects
Chemistry
Chemistry Techniques, Synthetic
Cytotoxicity
Drug Discovery
Heterocyclic Compounds - chemical synthesis
Heterocyclic Compounds - chemistry
Heterocyclic Compounds - toxicity
Humans
macrosphelides
Molecular Structure
natural product
Natural products
Oxidation
Pharmacy
total synthesis
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Summary:The discovery of a more cytotoxic macrosphelide derivative, including its total synthesis and bioassay are described. Application of the Koide protocol to a readily available propagylic alcohol allowed the rapid and practical synthesis of a macrosphelide A skeleton. This strategy enabled the successful improvement of the cytotoxic activity of the macrosphelide derivative.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules191015572