Synthesis and cytotoxic activity of C-glycosidic nicotinamide riboside analogues.
Synthesis and cytotoxic activity of C-glycosidic nicotinamide riboside analogues.
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DOI：
10.1002/chin.199223265
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发表时间：
1992-02
影响因子：
7.3
通讯作者：
Karsten Krohn;Heidi Heins;Klaus Wielckens
中科院分区：
文献类型：
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作者：
Karsten Krohn;Heidi Heins;Klaus Wielckens
C-糖苷烟酰胺核苷类似物(2)是通过核糖内酯24与锂化恶唑啉19反应，然后三乙基硅烷还原至26并脱保护来制备的。假核苷酸 34 的选择性磷酸化是通过异丙叉化合物 33 实现的。与苯甲酸核苷 (28) 相比，苯甲酰胺核苷 (2) 在纳摩尔浓度下对 S49.1 淋巴瘤细胞显示出极高的细胞毒性，但仅略微增加了地塞米松毒性。
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.