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

Bioorganic & Medicinal Chemistry Letters
2003.0

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 IC(50) value of 1 microM against rhodesain. One thiosemicarbazone was found to be active against all three proteases with inhibitory IC(50) values of 10 microM or less. A combination of N-benzylation and appropriate substitution on the aromatic portion of the isatin scaffold was generally found to be beneficial especially against cruzain for ketone inhibitors.

Knowledge Graph

Similar Paper

Synthesis and evaluation of isatins and thiosemicarbazone derivatives against cruzain, falcipain-2 and rhodesain
Bioorganic & Medicinal Chemistry Letters 2003.0
Synthesis and biological evaluation of phenolic Mannich bases of benzaldehyde and (thio)semicarbazone derivatives against the cysteine protease falcipain-2 and a chloroquine resistant strain of Plasmodium falciparum
Bioorganic & Medicinal Chemistry 2007.0
Design, synthesis and biological evaluation of new aryl thiosemicarbazone as antichagasic candidates
European Journal of Medicinal Chemistry 2013.0
Novel 2H-isoquinolin-3-ones as antiplasmodial falcipain-2 inhibitors
Bioorganic & Medicinal Chemistry 2009.0
Synthesis and structure–activity relationship study of a new series of antiparasitic aryloxyl thiosemicarbazones inhibiting Trypanosoma cruzi cruzain
European Journal of Medicinal Chemistry 2015.0
Synthesis and Structure−Activity Relationship Study of Potent Trypanocidal Thio Semicarbazone Inhibitors of the Trypanosomal Cysteine Protease Cruzain
Journal of Medicinal Chemistry 2002.0
Thiosemicarbazones derived from 1-indanones as new anti-Trypanosoma cruzi agents
Bioorganic & Medicinal Chemistry 2011.0
From rational design to serendipity: Discovery of novel thiosemicarbazones as potent trypanocidal compounds
European Journal of Medicinal Chemistry 2022.0
Synthesis and biological evaluation of potential inhibitors of the cysteine proteases cruzain and rhodesain designed by molecular simplification
Bioorganic & Medicinal Chemistry 2017.0
Isatin-β-thiosemicarbazones as potent herpes simplex virus inhibitors
Bioorganic & Medicinal Chemistry Letters 2011.0