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Issue 40, 2015
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Total synthesis and absolute stereochemistry of the proteasome inhibitors cystargolides A and B

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Abstract

The absolute stereochemistry of the cystargolides was determined by total synthesis. Evaluation of synthetic cystargolides and derivatives showed that the natural (2S,3R) stereochemistry is essential for activity. Moreover, benzyl esters (−)-10 and (−)-15 were found to be about 100 times more potent, and to selectively kill MCF-7 cancerous cells.

Graphical abstract: Total synthesis and absolute stereochemistry of the proteasome inhibitors cystargolides A and B

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Publication details

The article was received on 31 Aug 2015, accepted on 12 Sep 2015 and first published on 17 Sep 2015


Article type: Communication
DOI: 10.1039/C5OB01821H
Citation: Org. Biomol. Chem., 2015,13, 10127-10130
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    Total synthesis and absolute stereochemistry of the proteasome inhibitors cystargolides A and B

    R. Tello-Aburto, L. P. Hallada, D. Niroula and S. Rogelj, Org. Biomol. Chem., 2015, 13, 10127
    DOI: 10.1039/C5OB01821H

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