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Org Lett DOI:10.1021/ol3020094

The first synthesis of an epidiselenodiketopiperazine.

Publication TypeJournal Article
Year of Publication2012
AuthorsMcMahon, TC, Stanley, S, Kazyanskaya, E, Hung, D, Wood, JL
JournalOrg Lett
Volume14
Issue17
Pages4534-6
Date Published2012 Sep 07
ISSN1523-7052
KeywordsAntitubercular Agents, Diketopiperazines, Disulfides, Gliotoxin, Microbial Sensitivity Tests, Molecular Structure, Mycobacterium tuberculosis, Organoselenium Compounds, Oxidation-Reduction
Abstract

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.

URLhttp://dx.doi.org/10.1021/ol3020094
DOI10.1021/ol3020094
Pubmed

http://www.ncbi.nlm.nih.gov/pubmed/22913407?dopt=Abstract

Alternate JournalOrg. Lett.
PubMed ID22913407