Title of article
Synthesis of 4-phenoxybenzamide adenine dinucleotide as NAD analogue with inhibitory activity against enoyl-ACP reductase (InhA) of Mycobacterium tuberculosis
Author/Authors
Laurent Bonnac، نويسنده , , Guangyao Gao، نويسنده , , Liqiang Chen، نويسنده , , Krzysztof Felczak، نويسنده , , Eric M. Bennett، نويسنده , , Hua Xu، نويسنده , , TaeSoo Kim، نويسنده , , Nina Liu، نويسنده , , HyeWon Oh، نويسنده , , Peter J. Tonge، نويسنده , , Krzysztof W. Pankiewicz، نويسنده ,
Issue Information
روزنامه با شماره پیاپی سال 2007
Pages
4
From page
4588
To page
4591
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.
Keywords
M. tuberculosis , NAD analogues , Enoyl-ACP reductase (InhA) , Isoniazid , Fragment-based drug discovery
Journal title
Bioorganic & Medicinal Chemistry Letters
Serial Year
2007
Journal title
Bioorganic & Medicinal Chemistry Letters
Record number
798468
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