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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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Publication details

The article was received on 07 Oct 2019, accepted on 31 Oct 2019 and first published on 08 Nov 2019


Article type: Communication
DOI: 10.1039/C9OB02166C
Org. Biomol. Chem., 2019, Advance Article

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    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, Advance Article , DOI: 10.1039/C9OB02166C

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