title: 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.
authors.affiliation: Leibniz Institute for Natural Product Research and Infection Biology, Hans Knöll Institute (HKI), Beutenbergstr. 11a, D-07745, Jena, Germany. christian.hertweck@hki-jena.de.
authors.forename: Nico
authors.initials: N
authors.lastname: Ueberschaar
authors.forename: Florian
authors.initials: F
authors.lastname: Meyer
authors.forename: Hans-Martin
authors.initials: HM
authors.lastname: Dahse
authors.forename: Christian
authors.initials: C
authors.lastname: Hertweck
mesh_terms: D049109:Cell Proliferation; D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry*; D007364:Intercalating Agents / Q000737:chemistry*; D013058:Mass Spectrometry; D010880:Piperidines / Q000737:chemistry*; D061065:Polyketides / Q000737:chemistry*
chemical_list: D006027:Glycosides; D007364:Intercalating Agents; D010880:Piperidines; D061065:Polyketides; D004247:DNA