The first synthesis of an epidiselenodiketopiperazine

Travis C. McMahon; Sarah Stanley; Edward Kazyanskaya; Deborah Hung; John L. Wood

doi:10.1021/ol3020094

The first synthesis of an epidiselenodiketopiperazine

Travis C. McMahon
, Sarah Stanley
, Edward Kazyanskaya
, Deborah Hung
, John L. Wood

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

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.

Original language	English
Pages (from-to)	4534-4536
Number of pages	3
Journal	Organic Letters
Volume	14
Issue number	17
DOIs	https://doi.org/10.1021/ol3020094
State	Published - 7 Sep 2012
Externally published	Yes

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10.1021/ol3020094

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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.",

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T1 - The first synthesis of an epidiselenodiketopiperazine

AU - McMahon, Travis C.

AU - Stanley, Sarah

AU - Kazyanskaya, Edward

AU - Hung, Deborah

AU - Wood, John L.

PY - 2012/9/7

Y1 - 2012/9/7

N2 - 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.

AB - 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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M3 - Article

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JO - Organic Letters

JF - Organic Letters

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ER -

The first synthesis of an epidiselenodiketopiperazine

Abstract

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