Inhibitors of inosinic acid dehydrogenase. 2-Substituted inosinic acids.
A series of 2-substituted inosine monophosphate (IMP) and inosine derivatives were synthesized and tested for inhibitory activity against IMP dehydrogenase from Escherichia coli. All of the IMP analogues that possessed electron-withdrawing substituents on the phenyl ring of a benzylthio group placed at the 2-position of IMP showed strong inhibition, which was competitive with IMP. No evidence of hydrophobic interactions of the 2-substituent with the enzyme was observed.
D004926:Escherichia coli / Q000201:enzymology; D007168:IMP Dehydrogenase / Q000037:antagonists & inhibitors*; D007202:Indicators and Reagents; D007291:Inosine Monophosphate / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D007292:Inosine Nucleotides / Q000138:chemical synthesis*; D007658:Ketone Oxidoreductases / Q000037:antagonists & inhibitors*; D013329:Structure-Activity Relationship
D007202:Indicators and Reagents; D007292:Inosine Nucleotides; D007291:Inosine Monophosphate; D007168:IMP Dehydrogenase; D007658:Ketone Oxidoreductases