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

Ueberschaar N, Meyer F, Dahse HM, Hertweck C (2016) Bipiperidine conjugates as soluble sugar surrogates in DNA-intercalating antiproliferative polyketides. Chem Commun (Camb) 52(27), 4894-4897. PubMed

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.

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doi: 10.1039/c6cc00890a PMID: 26974406