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Benzofuranyl 3,5-bis-polyamine derivatives as time-dependent inhibitors of trypanothione reductase



Benzofuranyl 3,5-bis-polyamine derivatives as time-dependent inhibitors of trypanothione reductase



Bioorganic & Medicinal Chemistry 11(17): 3683-3693, 15 August



The synthesis and evaluation of 3,5-disubstituted benzofuran derivatives as time-dependent inhibitors of the protozoan oxidoreductase trypanothione reductase are reported. These molecules were designed as simplified mimetics of the naturally occurring spermidine-bridged macrocyclic alkaloid lunarine 1, a known time-dependent inhibitor of trypanothione reductase. In this series of compounds the bis-polyaminoacrylamide derivatives 2-4 were all shown to be competitive inhibitors, but only the bis-4-methyl-piperazin-1-yl-propylacrylamide derivative 4 displayed time-dependent activity. The kinetics of time dependent inactivation of trypanothione reductase by 1 and 4 have been determined and are compared and discussed herein.

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Accession: 010234288

Download citation: RISBibTeXText

PMID: 12901914

DOI: 10.1016/s0968-0896(03)00344-4


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