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Issue 45, 2019
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Synthesis and biological profiling of parthenolide ether analogs

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Abstract

Parthenolide (PTL) strongly inhibits the detyrosination of microtubules and accelerates neuronal growth. In order to access cyclic ether derivatives of PTL, ring-closing metathesis (RCM) was investigated in comparison to intramolecular sulfone alkylation. Incompatibility of RCM with epoxides was found in this setting. Biological evaluation for tubulin carboxypeptidase inhibition indicated that the epoxide is crucial for parthenolide's activity.

Graphical abstract: Synthesis and biological profiling of parthenolide ether analogs

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Supplementary files

Article information


Submitted
07 Oct 2019
Accepted
31 Oct 2019
First published
08 Nov 2019

Org. Biomol. Chem., 2019,17, 9703-9707
Article type
Communication

Synthesis and biological profiling of parthenolide ether analogs

R. R. A. Freund, P. Gobrecht, P. Moser, D. Fischer and H. Arndt, Org. Biomol. Chem., 2019, 17, 9703
DOI: 10.1039/C9OB02166C

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