Issue 27, 2016

Bipiperidine conjugates as soluble sugar surrogates in DNA-intercalating antiproliferative polyketides

Abstract

DNA-intercalating polyketide glycosides are important leads for cancer therapeutics, yet their use is often limited by their low solubility and challenging synthetic protocols. To overcome these limitations, we employed 1,4′-bipiperidine-1′-carbamate residues as sugar surrogates in daunorubicin and chartreusin, yielding water-soluble derivatives and prodrugs with dramatically improved antiproliferative activities.

Graphical abstract: Bipiperidine conjugates as soluble sugar surrogates in DNA-intercalating antiproliferative polyketides

Supplementary files

Article information

Article type
Communication
Submitted
28 Jan 2016
Accepted
26 Feb 2016
First published
26 Feb 2016

Chem. Commun., 2016,52, 4894-4897

Bipiperidine conjugates as soluble sugar surrogates in DNA-intercalating antiproliferative polyketides

N. Ueberschaar, F. Meyer, H. Dahse and C. Hertweck, Chem. Commun., 2016, 52, 4894 DOI: 10.1039/C6CC00890A

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