Computer assisted design of potentially active anti-trypanosomal compounds
Author | dc.contributor.author | Paulino, M. | |
Author | dc.contributor.author | Iribarne, F. | es_CL |
Author | dc.contributor.author | Hansz, M. | es_CL |
Author | dc.contributor.author | Vega, M. | es_CL |
Author | dc.contributor.author | Seoane, G. | es_CL |
Author | dc.contributor.author | Cerecetto, Hugo | es_CL |
Author | dc.contributor.author | Di Maio, R. | es_CL |
Author | dc.contributor.author | Caracelli, I. | es_CL |
Author | dc.contributor.author | Zukerman-Schpector, J. | es_CL |
Author | dc.contributor.author | Olea Azar, Claudio | es_CL |
Author | dc.contributor.author | Stoppani, A. O. M. | es_CL |
Author | dc.contributor.author | Berriman, M. | es_CL |
Author | dc.contributor.author | Fairlamb, A. H. | es_CL |
Author | dc.contributor.author | Tapia, O. | es_CL |
Admission date | dc.date.accessioned | 2010-06-07T20:33:47Z | |
Available date | dc.date.available | 2010-06-07T20:33:47Z | |
Publication date | dc.date.issued | 2002-04-26 | |
Cita de ítem | dc.identifier.citation | JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM 584 Pages: 95-105 | en_US |
Identifier | dc.identifier.issn | 0166-1280 | |
Identifier | dc.identifier.uri | https://repositorio.uchile.cl/handle/2250/120965 | |
Abstract | dc.description.abstract | A computer assisted molecular modeling was used to design molecules having a shape complementary to the active site of glutathione reductase (GR) and trypanothione reductase (TR). The designed 5-nitro compound derivatives. were obtained from structural knowledge gleaned on glutathione (GSSG), trypanothione (T[S](2)) and GSP disulfide (glutathionylspermidine disulfide). These molecules form complexes with the enzymes GR and TR. The theoretical lead compound was: N1-[1-(5-nitro-2-furyl)methylidene]-N4-(4-[3-(2,2,2-trifluoroacetyl)hexahydro-1-1-pyrimidynil]butyl) semicarbazide (NPIPCO). A multidisciplinary team developed around the efforts to synthesize this lead. In this work we report on eight compounds that were synthesized in the pathway to NPIPCO: 4-(2-methoxyethyl)-1-, 4-butyl-1-, 4-hexyl-1- and 2-methoxphenyl-1-(5-nitrofurfurilidene) semicarbazides and the corresponding 5-nitrothiophenes. These substances are expected to act as pro-transition state analogues. Enzymologic studies proved that many of these compounds are inhibitors of TR. Furthermore, they showed inhibitory activity on Tripanosoma cruzi growth in vitro. | en_US |
Lenguage | dc.language.iso | en | en_US |
Publisher | dc.publisher | ELSEVIER SCIENCE BV | en_US |
Keywords | dc.subject | Anti-trypanosomal compounds | en_US |
Título | dc.title | Computer assisted design of potentially active anti-trypanosomal compounds | en_US |
Document type | dc.type | Artículo de revista |
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