949587-40-0Relevant articles and documents
Synthesis of 4-phenoxybenzamide adenine dinucleotide as NAD analogue with inhibitory activity against enoyl-ACP reductase (InhA) of Mycobacterium tuberculosis
Bonnac, Laurent,Gao, Guang-Yao,Chen, Liqiang,Felczak, Krzysztof,Bennett, Eric M.,Xu, Hua,Kim, TaeSoo,Liu, Nina,Oh, HyeWon,Tonge, Peter J.,Pankiewicz, Krzysztof W.
, p. 4588 - 4591 (2008/02/10)
The chemical synthesis of 4-phenoxybenzamide adenine dinucleotide (3), a NAD analogue which mimics isoniazid-NAD adduct and inhibits Mycobacterium tuberculosis NAD-dependent enoyl-ACP reductase (InhA), is reported. The 4-phenoxy benzamide riboside (1) has been prepared as a key intermediate, converted into its 5′-mononucleotide (2), and coupled with AMP imidazolide to give the desired NAD analogue 3. It inhibits InhA with IC50 = 27 μM.