Journal of medicinal chemistry

Analogs of Tetrahydrofolic Acid. XVII. 1, 2 On the Mode of Binding of the p-Aminobenzoyl Moiety of N-(2-Amino-4-hydroxy-6-methyl-6-pyrimidylpropyl)-p-aminobenzoyl …

BR Baker, JH Jordaan

Index: Baker,B.R.; Jordaan,H. Journal of Medicinal Chemistry, 1965 , vol. 8, p. 35 - 41

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Citation Number: 18

Abstract

The binding of 2-aniino-5-(3-anilinopropyl)-6-methyl-4-pyrimidinol (IV) to dihydrofolic reductase is tightened by introduction of carboxyl (V) or carboxyglycyl groups (VI) in the para position. Since the benzene ring of IV probably binds to the enzyme in a charge-transfer complex with the benzene ring being an electron acceptor, the electron-withdrawing p- carbonyl group of V and VI could tighten binding by making the benzene ring a better ...