Publicación:
The use of natural product scaffolds as leads in the search for trypanothione reductase inhibitors

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Fecha
2008
Autores
Galarreta B.C.
Sifuentes R.
Carrillo A.K.
Sanchez L.
Amado M.d.R.I.
Maruenda H.
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Elsevier Ltd
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Abstracto
Twenty-three heterocyclic compounds were evaluated for their potential as trypanothione reductase inhibitors. As a result, the harmaline, 10-thiaisoalloxazine, and aspidospermine frameworks were identified as the basis of inhibitors of Trypanosoma cruzi trypanothione reductase. Two new compounds showed moderately strong, linear competitive inhibition, namely N,N-dimethyl-N-[3-(7-methoxy-1- methyl-3,4-dihydro-9H-b-carbolin-9-yl)propyl]amine (15) and 1,3-bis[3-(dimethylamino)propyl]-1,5- dihydro-2H-pyrimido[4,5-b][1,4]benzothiazine-2,4(3H)-dione (21), with Ki values of 35.1 ± 3.5 lM and 26.9 ±1.9 lM, respectively. Aspidospermine (25) inhibited T. cruzi TryR with a Ki of 64.6 ± 6.2 lM. None of the compounds inhibited glutathione reductase. Their toxicity toward promastigotes of Leishmania amazonensis was assessed.
Descripción
Financial support was received from The Wellcome Trust Travel Awards 2000, 2002; TWAS 02-051; CONCYTEC: 2002-2003, 441-2004 and PUCP-DAI: 3054, 0198, 3414, and E-032.
Palabras clave
Trypanosomatid, Trypanothione reductase, Enzymatic inhibition
Citación