A general approach to the synthesis of polyamine linked-monoindolylmaleimides, a new series of trypanothione reductase inhibitors.
A simplified approach to the synthesis of 2-polyamine linked-monoindolylmaleimides has been achieved, leading to a new series of trypanothione reductase inhibitors. The conditions of access to N,2-bis(polyamine)-3-monoindolylmaleimides and N,N'-bis(monoindolylmaleimide) polyamines are described. Measured inhibitory activities towards trypanothione reductase from Tryanosoma cruzi show the importance of both aromatic moieties and polyamine chains for trypanothione reductase recognition.
Salmon
L
L
Institut de Biologie de Lille-Institut Pasteur de Lille-URA CNRS 1309, France.
Landry
V
V
Melnyk
O
O
Maes
L
L
Sergheraert
C
C
Davioud-Charvet
E
E
D000818:Animals; D004791:Enzyme Inhibitors / Q000138:chemical synthesis; D007211:Indoles / Q000138:chemical synthesis; D008301:Maleimides / Q000138:chemical synthesis; D009247:NADH, NADPH Oxidoreductases / Q000037:antagonists & inhibitors*; D011073:Polyamines / Q000138:chemical synthesis*; D014345:Trypanosoma / Q000201:enzymology
D004791:Enzyme Inhibitors; D007211:Indoles; D008301:Maleimides; D011073:Polyamines; C043592:maleimide; D009247:NADH, NADPH Oxidoreductases; C049608:trypanothione reductase