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Synthesis and cytotoxic activity of C-glycosidic nicotinamide riboside analogues
K Krohn1, H Heins, K Wielckens
1Fachbereich Chemie und Chemietechnik, Universität-GH Paderborn, Germany.
Journal of Medicinal Chemistry
|February 7, 1992
Abstract:
The C-glycosidic nicotinamide riboside analogue (2) was prepared by reaction of ribonolactone 24 with the lithiated oxazoline 19 followed by triethylsilane reduction to 26 and deprotection. Selective phosphorylation to the pseudonucleotide 34 was effected via the isopropylidene compound 33. In contrast to the benzoic acid riboside (28) the benzamide riboside (2) showed extremely high cytotoxicity at nanomolar concentrations to S49.1 lymphoma cells but only slightly increased dexamethasone toxicity.