Syntheses of nicotinamide riboside and derivatives: Effective agents for increasing nicotinamide adenine dinucleotide concentrations in mammalian cells
Syntheses of nicotinamide riboside and derivatives: Effective agents for increasing nicotinamide adenine dinucleotide concentrations in mammalian cells
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DOI：
10.1021/jm701001c
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发表时间：
2007-12-27
影响因子：
7.3
通讯作者：
Sauve, Anthony A.
中科院分区：
文献类型：
--
作者：
Yang, Tianle;Chan, Noel Yan-Ki;Sauve, Anthony A.
一种新的两步方法实现了立体选择性合成β -烟酰胺核苷和一系列相关的酰胺，酯和酸核苷。通过烟酸乙酯或苯烟酸乙酯与1,2,3,5-四- o -乙酰- β - d-核糖呋喃糖偶联制备了三乙酰化烟酸酯核苷。在几种哺乳动物细胞系中，烟酰胺核糖体、烟酸核糖体、o -乙基烟酸核糖体、o -甲基烟酸核糖体和几种n -烷基衍生物使NAD（+）浓度增加1.2-2.7倍。这些发现确定了这些核苷在刺激哺乳动物细胞中NAD（+）浓度增加方面的生物利用度和有效作用。
A new two-step methodology achieves stereoselective synthesis of beta-nicotinamide riboside and a series of related amide, ester, and acid nucleosides. Compounds were prepared through a triacetylated-nicotinate ester nucleoside, via coupling of either ethylnicotinate or phenylnicotinate with 1,2,3,5-tetra-O-acetyl-beta-D-ribofuranose. Nicotinamide riboside, nicotinic acid riboside, O-ethyinicotinate riboside, O-methylnicotinate riboside, and several N-alkyl derivatives increased NAD(+) concentrations from 1.2-2.7-fold in several mammalian cell lines. These findings establish bioavailability and potent effects of these nucleosides in stimulating the increase of NAD(+) concentrations in mammalian cells.