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Issue 5, 2016
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Synthesis and mode of action of oligomeric sesquiterpene lactones

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Abstract

Covering: up to 2015

In this highlight we describe two case studies from our laboratory, involving the biomimetic syntheses and the biological mechanism elucidation of the bioactive oligomeric sesquiterpenoids, (+)-ainsliadimer A (4) and (−)-ainsliatrimer A (5). Ainsliadimer A possesses potent anti-inflammatory activity by inhibition of the NF-κB signalling pathway via binding at a previously untargeted allosteric site. (−)-Ainsliatrimer A induces apoptosis in cancer cells by activation of PPARγ. Furthermore, we highlight a new bioorthogonal ligation (TQ-ligation) developed in our laboratory which facilitates the target identification of complex natural products via pre-target fluorescence imaging and affinity chromatography. Generally, this paper will discuss the complete process from total synthesis to biological studies of complex natural products, and from the establishment of new bio-orthogonal chemistry to successful target identification. Our approach provides a systematic and efficient methodology for addressing the challenge of natural product target identification.

Graphical abstract: Synthesis and mode of action of oligomeric sesquiterpene lactones

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Article information


Submitted
06 Aug 2015
First published
29 Oct 2015

Nat. Prod. Rep., 2016,33, 602-611
Article type
Highlight
Author version available

Synthesis and mode of action of oligomeric sesquiterpene lactones

C. Li, A. X. Jones and X. Lei, Nat. Prod. Rep., 2016, 33, 602
DOI: 10.1039/C5NP00089K

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