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Paper | Regular issue | Vol 83, No. 12, 2011, pp.2837-2850
Published online, 21st October, 2011
DOI: 10.3987/COM-11-12361
Studies on the Synthesis of Nicotinamide Nucleoside and Nucleotide Analogues and Their Inhibitions towards CD38 NADase

Zhe Chen, Anna Ka Yee Kwong, Zhenjun Yang, Liangren Zhang,* Hon Cheung Lee, and Lihe Zhang

*National Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, No. 38, Xueyuan Road, Beijing 100083, China


Nicotinamide adenine dinucleotide (NAD) analogues inhibit the NADase activity of CD38. In the current study, efficient protocols for the synthesis of substituted-nicotinamide nucleosides and nucleotides were developed. The one-pot phosphorylation–esterification strategy provides a convenient way of obtaining nicotinamide nucleoside phosphodiesters from the corresponding nucleosides. Structure–activity relationship information revealed that replacement of 3’-hydroxy group with F or N3 led to the considerably decrease of activity as compared with ara-F NMN. Phosphodiesterification of nicotinamide nucleosides lowers their inhibitory activities in some extent.