Syntheses of Nicotinamide Riboside and Derivatives;Effective Agents for Increasing Nicotinamide Adenine Dinucleotide Concentrations in Mammalian Cells

摘要

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 l,2,3,5-tetra-O-acetyl-beta-D-ribofuranose.Nicotinamide riboside,nicotinic acid riboside,O-ethylnicotinate 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.