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Thomas Poulsen

The Rakicidin Family of Anticancer Natural Products: Synthetic Strategies towards a New Class of Hypoxia-Selective Cytotoxins

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DOI

Rakicidin A is a prominent member of a small class of macrocyclic lipodepsipeptide natural products that contain an electrophilic 4- amido-2,4-pentadienoate (APD) functionality. Rakicidin A displays selective growth inhibitory activity against hypoxic cancer cells as well as imatinib-resistant chronic myelogenous leukemia (CML) cells. In this paper we present and discuss the two known synthetic routes to rakicidin A, which provide an instructive comparison of strategies used to address the synthetic challenges inherent to rakicidin A. In addition to the synthetic discussion we provide a status on the ongoing biological investigations and emerging structure–activity relationships of the rakicidin
scaffold.
Original languageEnglish
JournalSYNLETT: Accounts and Rapid Communications in Chemical Synthesis
Volume27
Issue13
Pages (from-to)1898-1906
Number of pages9
ISSN0936-5214
DOIs
Publication statusPublished - 1 Jun 2016

    Research areas

  • total synthesis, cyclic peptide, cancer, tumor hypoxia, natural products

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