title: Methylenebis(sulfonamide) linked nicotinamide adenine dinucleotide analogue as an inosine monophosphate dehydrogenase inhibitor.
abstract: A methylenebis(sulfonamide) linked NAD analogue has been designed to circumvent the metabolically unstable, ionic nature of the natural pyrophosphate linkage. This NAD analogue is assembled through two Mitsunobu reactions of a methylenebis(sulfonamide) linker with two protected nucleosides. A 2,4-dimethoxybenzyl group is used as a sulfonamide protective group, which allows facile removal under mildly acidic conditions. This NAD analogue inhibits IMPDH at low micromolar concentration.
authors: Center for Drug Design, University of Minnesota, Minneapolis, MN 55455, USA. chenx462@umn.edu
authors: Liqiang
authors: L
authors: Chen
authors: Guangyao
authors: G
authors: Gao
authors: Laurent
authors: L
authors: Bonnac
authors: Daniel J
authors: DJ
authors: Wilson
authors: Eric M
authors: EM
authors: Bennett
authors: Hiremagalur N
authors: HN
authors: Jayaram
authors: Krzysztof W
authors: KW
authors: Pankiewicz
mesh_terms: D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D007168:IMP Dehydrogenase / Q000037:antagonists & inhibitors*; D015394:Molecular Structure; D009243:NAD / Q000737:chemistry; D013449:Sulfonamides / Q000737:chemistry
chemical_list: D004791:Enzyme Inhibitors; D013449:Sulfonamides; C521565:methylenebis(sulfonamide); D009243:NAD; D007168:IMP Dehydrogenase