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Issue 43, 2015
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Synthesis and biological evaluation of pharbinilic acid and derivatives as NF-κB pathway inhibitors

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Abstract

A 7-step synthesis of pharbinilic acid, a member of the gibberellin family of natural products and the first naturally occurring allogibberic acid, is reported. An efficient decarboxylative aromatization reaction enables the synthesis of pharbinilic acid and related analogs for evaluation as modulators of NF-κB activity. Remarkably, one analog displays a 2 μM IC50 in an NF-κB activity assay and inhibits an endogenous NF-κB-regulated pathway.

Graphical abstract: Synthesis and biological evaluation of pharbinilic acid and derivatives as NF-κB pathway inhibitors

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Article information


Submitted
09 Apr 2015
Accepted
21 Apr 2015
First published
21 Apr 2015

Chem. Commun., 2015,51, 8990-8993
Article type
Communication
Author version available

Synthesis and biological evaluation of pharbinilic acid and derivatives as NF-κB pathway inhibitors

J. R. Annand, P. A. Bruno, A. K. Mapp and C. S. Schindler, Chem. Commun., 2015, 51, 8990
DOI: 10.1039/C5CC02918J

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