Aromatic glycosyl disulfide derivatives: Evaluation of their inhibitory activities against Trypanosoma cruzi

Bessy Gutiérrez, Christian Muñoz, Luis Osorio, Krisztina Fehér, Tünde Zita Illyés, Zsuzsa Papp, Ambati Ashok Kumar, K. Kövér, Hernán Sagua, Jorge E. Araya, Patricio Morales, László Szilágyi, Jorge González

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Aromatic oligovalent glycosyl disulfides and some diglycosyl disulfides were tested against three different Trypanosoma cruzi strains. Di-(β-d-galactopyranosyl-dithiomethylene) benzenes 2b and 4b proved to be the most active derivatives against all three strains of cell culture-derived trypomastigotes with IC50 values ranging from 4 to 11 μM at 37 C. The inhibitory activities were maintained, although somewhat lowered, at a temperature of 4 C as well. Three further derivatives displayed similar activities against at least one of the three strains. Low cytotoxicities of the active compounds, tested on confluent HeLa, Vero and peritoneal macrophage cell cultures, resulted in significantly higher selectivity indices (SI) than that of the reference drug benznidazole. Remarkably, several molecules of the tested panel strongly inhibited the parasite release from T. cruzi infected HeLa cell cultures suggesting an effect against the intracellular development of T. cruzi amastigotes as well.

Original languageEnglish
Pages (from-to)3576-3579
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume23
Issue number12
DOIs
Publication statusPublished - Jun 15 2013

Fingerprint

Trypanosoma cruzi
Cell culture
Disulfides
Cell Culture Techniques
Derivatives
Macrophages
Peritoneal Macrophages
Cytotoxicity
Benzene
HeLa Cells
Inhibitory Concentration 50
Parasites
Molecules
Temperature
Pharmaceutical Preparations

Keywords

  • Carbohydrate
  • Chagas disease
  • Disulfide
  • Trypanosoma cruzi

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

Cite this

Aromatic glycosyl disulfide derivatives : Evaluation of their inhibitory activities against Trypanosoma cruzi. / Gutiérrez, Bessy; Muñoz, Christian; Osorio, Luis; Fehér, Krisztina; Illyés, Tünde Zita; Papp, Zsuzsa; Kumar, Ambati Ashok; Kövér, K.; Sagua, Hernán; Araya, Jorge E.; Morales, Patricio; Szilágyi, László; González, Jorge.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 23, No. 12, 15.06.2013, p. 3576-3579.

Research output: Contribution to journalArticle

Gutiérrez, B, Muñoz, C, Osorio, L, Fehér, K, Illyés, TZ, Papp, Z, Kumar, AA, Kövér, K, Sagua, H, Araya, JE, Morales, P, Szilágyi, L & González, J 2013, 'Aromatic glycosyl disulfide derivatives: Evaluation of their inhibitory activities against Trypanosoma cruzi', Bioorganic and Medicinal Chemistry Letters, vol. 23, no. 12, pp. 3576-3579. https://doi.org/10.1016/j.bmcl.2013.04.030
Gutiérrez, Bessy ; Muñoz, Christian ; Osorio, Luis ; Fehér, Krisztina ; Illyés, Tünde Zita ; Papp, Zsuzsa ; Kumar, Ambati Ashok ; Kövér, K. ; Sagua, Hernán ; Araya, Jorge E. ; Morales, Patricio ; Szilágyi, László ; González, Jorge. / Aromatic glycosyl disulfide derivatives : Evaluation of their inhibitory activities against Trypanosoma cruzi. In: Bioorganic and Medicinal Chemistry Letters. 2013 ; Vol. 23, No. 12. pp. 3576-3579.
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