Tetrahedron

Synthesis of a transition-state analog for the hydrolysis of the zearalenone lactone

KP Jayasundera, SJ Brodie, CM Taylor

Index: Jayasundera, Krishanthi P.; Brodie, Samuel J.; Taylor, Carol M. Tetrahedron, 2007 , vol. 63, # 40 p. 10077 - 10082

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Citation Number: 5

Abstract

The development of a catalytic antibody for the hydrolysis of the lactone functionality in zearalenone (1) is viewed as a potential solution to animal fertility problems associated with the estrogenic mycotoxin. A phosphonomacrolactone is proposed as a hapten for the generation of such antibodies. A suitably functionalized aryl phosphonic acid 4 was condensed with the racemic aliphatic fragment 5 via a Mitsunobu reaction. Macrocyclic ...