SYNTHESIS AND CYTOTOXIC ACTIVITY OF C-GLYCOSIDIC NICOTINAMIDE RIBOSIDE ANALOGS

被引:101
作者
KROHN, K [1 ]
HEINS, H [1 ]
WIELCKENS, K [1 ]
机构
[1] UNIV HAMBURG,HORMON & TUMORMARKERLABOR ABT KLIN CHEM,MED KLIN 2,W-2000 HAMBURG 21,GERMANY
关键词
D O I
10.1021/jm00081a012
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
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.
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页码:511 / 517
页数:7
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