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Nucleolipids of Canonical Purine ß-d-Ribo-Nucleosides: Synthesis and Cytostatic/Cytotoxic Activities Toward Human and Rat Glioblastoma Cells

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https://osnadocs.ub.uni-osnabrueck.de/handle/urn:nbn:de:gbv:700-2016042714429
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dc.creatorKnies, Christine
dc.creatorHammerbacher, Katharina
dc.creatorBonaterra, Gabriel A.
dc.creatorKinscherf, Ralf
dc.creatorRosemeyer, Helmut
dc.date.accessioned2016-04-27T08:22:02Z
dc.date.available2016-04-27T08:22:02Z
dc.date.issued2016-04-27T08:22:02Z
dc.identifier.citationChemistryOpen 5, 2, 2016, S. 129-141
dc.identifier.urihttps://osnadocs.ub.uni-osnabrueck.de/handle/urn:nbn:de:gbv:700-2016042714429-
dc.description.abstractWe report on the synthesis of two series of canonical purine ß-d-ribonucleoside nucleolipids derived from inosine and adenosine, which have been characterized by elemental analyses, electrospray ionization mass spectrometry (ESI MS) as well as by 1H and 13C NMR, and pH-dependent UV/Vis spectroscopy. A selection of the novel nucleolipids with different lipophilic moieties were first tested on their cytotoxic effect toward human macrophages. Compounds without a significant inhibitory effect on the viability of the macrophages were tested on their cytostatic/cytotoxic effect toward human astrocytoma/oligodendroglioma GOS-3 cells as well as against the rat malignant neuroectodermal BT4Ca cell line. In order to additionally investigate the potential molecular mechanisms involved in the cytotoxic effects of the derivatives on GOS-3 or BT4Ca cells, we evaluated the induction of apoptosis and observed the particular activity of the nucleolipid ethyl 3-{4-hydroxymethyl-2-methyl-6-[6-oxo-1-(3,7,11-trimethyl-dodeca-2,6,10-trienyl)-1,6-dihydro-purin-9-yl]-tetrahydro-furo[3,4-d][1,3]dioxol-2-yl}propionate (8 c) toward both human and rat glioblastoma cell lines in vitro.eng
dc.relationhttp://onlinelibrary.wiley.com/doi/10.1002/open.201500197/epdf
dc.rightsNamensnennung-Nicht-kommerziell 4.0 International-
dc.rights.urihttp://creativecommons.org/licenses/by-nc/4.0/-
dc.subjectantitumor agentseng
dc.subjectcytotoxityeng
dc.subjectglioblastomaseng
dc.subjectketal lipophilicityeng
dc.subjectnucleolipidsger
dc.subjectprenylationeng
dc.subject.ddc540 - Chemie
dc.titleNucleolipids of Canonical Purine ß-d-Ribo-Nucleosides: Synthesis and Cytostatic/Cytotoxic Activities Toward Human and Rat Glioblastoma Cellseng
dc.typeEinzelbeitrag in einer wissenschaftlichen Zeitschrift [article]
ddb.annotationWe acknowledge support by Deutsche Forschungsgemeinschaft (DFG) and Open Access Publishing Fund of Osnabrück University.eng
dc.identifier.doi10.1002/open.201500197
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