Enzymatically Activated cyclo Sal-d4T-monophosphates: The Third Generation of cyclo Sal-Pronucleotides

N Gisch, J Balzarini, C Meier

Index: Gisch, Nicolas; Balzarini, Jan; Meier, Chris Journal of Medicinal Chemistry, 2007 , vol. 50, # 7 p. 1658 - 1667

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Citation Number: 52

Abstract

The third generation of cyclo Sal-pronucleotides, 5-diacetoxymethyl-cyclo Sal-d4T- monophosphates (5-di-AM-cyclo Sal-d4TMPs), is reported as a new class of “lock-in”- modified cyclo Sal-pronucleotides. These compounds bear an esterase-cleavable geminal dicarboxylate (acylal) attached to the aromatic ring of the saligenyl unit. The conversion into a strong acceptor group (aldehyde) leads to a strong decrease in hydrolytic stability. As a ...