… aromatic ring of 6-[[3-(aryloxy) propyl] amino]-5-nitrosoisocytosines and synthesis and inhibitory potency of bridged 5-nitrosoisocytosine-p-aminobenzoic acid analogs

…, C Hyman, HM McGuire, R Ferone

Index: Lever Jr.; Bell; Hyman; McGuire; Ferone Journal of Medicinal Chemistry, 1986 , vol. 29, # 5 p. 665 - 670

Full Text: HTML

Citation Number: 30

Abstract

We previously reported that 6-(methylamino)-5-nitrosoisocytosine (5) is a potent inhibitor (ZU= 1.6 pM) of Escherichia coli dihydropteroate synthase. It was noted that 6-amino substituents larger than methyl were detrimental to binding, although the adverse steric effect could be overcome by a positive ancillary binding contribution of a phenyl ring attached at the terminus of certain 6-alkylamino substituents. We selected the 6-[[3-( ...