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Issue 47, 2014
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Total synthesis and biological evaluation of the natural product (−)-cyclonerodiol, a new inhibitor of IL-4 signaling

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Abstract

In a screening program of natural compounds from fungi, the known cyclopentanoid sesquiterpene (−)-cyclonerodiol was identified as a specific inhibitor of the IL-4 induced STAT6 signaling pathway (IC50 = 9.7 μM) which is required for the differentiation of naive CD4 T cells to T helper type 2 (Th2) lymphocytes. As many allergic conditions, including allergic asthma and atopic diseases, are driven by an excessive Th2 response, STAT6 is a promising target for the development of new therapeutics. The compound was synthesized in six steps from (−)-linalool using an epoxide radical cyclization as the key step.

Graphical abstract: Total synthesis and biological evaluation of the natural product (−)-cyclonerodiol, a new inhibitor of IL-4 signaling

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Article information


Submitted
22 Sep 2014
Accepted
17 Oct 2014
First published
17 Oct 2014

Org. Biomol. Chem., 2014,12, 9707-9715
Article type
Paper
Author version available

Total synthesis and biological evaluation of the natural product (−)-cyclonerodiol, a new inhibitor of IL-4 signaling

J. Langhanki, K. Rudolph, G. Erkel and T. Opatz, Org. Biomol. Chem., 2014, 12, 9707
DOI: 10.1039/C4OB02021A

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