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Org Lett. 2012 Sep 7;14(17):4534-6. doi: 10.1021/ol3020094. Epub 2012 Aug 22.

The first synthesis of an epidiselenodiketopiperazine.

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  • 1Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.


Epidithiodiketopiperazines (ETPs) are natural products (e.g., gliotoxin) with varied and important biological activity, which often is attributed to the redox properties of the disulfide moiety. As such, analogs with altered redox properties and similar structural characteristics would be of value to biological investigations. The use of an ETP as the point of departure in the first synthesis of an epidiselenodiketopiperazine (ESeP) and its activity against Mycobacterium tuberculosis (MTB) is reported.

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