Synthesis and evaluation of isatins and thiosemicarbazone derivatives against cruzain, falcipain-2 and rhodesain

I Chiyanzu, E Hansell, J Gut, PJ Rosenthal…

Index: Chiyanzu, Idan; Hansell, Elizabeth; Gut, Jiri; Rosenthal, Philip J.; McKerrow, James H.; Chibale, Kelly Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 20 p. 3527 - 3530

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Citation Number: 113

Abstract

While commercial isatins were practically inactive against the target proteases, thiosemicarbazone derivatives were found to be active. The most active compound from the series displayed an inhibitory IC50 value of 1μM against rhodesain. One thiosemicarbazone was found to be active against all three proteases with inhibitory IC50 values of 10μM or less. A combination of N-benzylation and appropriate substitution on the aromatic portion ...