Synthesis of novel peptidomimetics as inhibitors of protozoan cysteine proteases falcipain-2 and rhodesain.
This paper describes the synthesis of novel peptidomimetics bearing a protected aspartyl aldeyde warhead leading to the thioacylals 2a,b and the acylals 3a,b. Compounds 2a and 3a proved to possess an increased antiplasmodial activity with respect to the parent molecule 1. Furthermore thioacylal 2a can be considered as a promising trypanocidal agent.
Ettari
Roberta
R
Dipartimento Farmaco-Chimico, University of Messina, Viale Annunziata, 98168 Messina, Italy. rettari@pharma.unime.it
Zappalà
Maria
M
Micale
Nicola
N
Schirmeister
Tanja
T
Gelhaus
Christoph
C
Leippe
Matthias
M
Evers
Astrid
A
Grasso
Silvana
S
D003546:Cysteine Endopeptidases / Q000378:metabolism*; D006801:Humans; D020128:Inhibitory Concentration 50; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D010963:Plasmodium falciparum / Q000201:enzymology*; D011480:Protease Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013379:Substrate Specificity
D010455:Peptides; D011480:Protease Inhibitors; D003546:Cysteine Endopeptidases; C416224:falcipain 2; C446033:rhodesain