4-Substituted D-glutamic acid analogues: the first potent inhibitors of glutamate racemase (MurI) enzyme with antibacterial activity

…, J Ezquerra, M Tebbe, B López de Uralde…

Index: De Dios, Alfonso; Prieto, Lourdes; Martin, Jose Alfredo; Rubio, Almudena; Ezquerra, Jesus; Tebbe, Mark; Lopez De Uralde, Beatriz; Martin, Justina; Sanchez, Ana; LeTourneau, Deborah L.; McGee, James E.; Boylan, Carole; Parr Jr., Thomas R.; Smith, Michele C. Journal of Medicinal Chemistry, 2002 , vol. 45, # 20 p. 4559 - 4570

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Citation Number: 55

Abstract

The first potent inhibitors of glutamate racemase (MurI) enzyme that show whole cell antibacterial activity are described. Optically pure 4-substituted d-glutamic acid analogues with (2 R, 4 S) stereochemistry and bearing aryl-, heteroaryl-, cinnamyl-, or biaryl-methyl substituents represent a novel class of glutamate racemase inhibitors. Exploration of the d- Glu core led to the identification of lead compounds (-)-8 and 10. 2-Naphthylmethyl ...