Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1377418 | Bioorganic & Medicinal Chemistry Letters | 2007 | 4 Pages |
Abstract
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.
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Related Topics
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Chemistry
Organic Chemistry
Authors
Laurent Bonnac, Guang-Yao Gao, Liqiang Chen, Krzysztof Felczak, Eric M. Bennett, Hua Xu, TaeSoo Kim, Nina Liu, HyeWon Oh, Peter J. Tonge, Krzysztof W. Pankiewicz,