8-Methoxy-naphtho[2,3-6]thiophen-4,9-quinone, a Non-competitive Inhibitor of Trypanothione Reductase

Carlos L. Zani, Alan H. Fairlamb

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)

Abstract

The enzyme trypanothione reductase is a recognised drug target in trypanosomatids and has been used in the search of new compounds with potential activity against diseases such as leishmaniasis, Chagas disease and African trypanosomiasis. 8-Methoxy-naphtho [2,3-b] thiophen-4,9-quinone was selected in a screening of natural and synthetic compounds using an in vitro assay with the recombinant enzyme from Trypanosoma cruzi. Its mode of inhibition fits a non-competitive model with respect to the substrate (trypanothione) and to the co-factor (NADPH), with Ki-values of 5 and 3.6 μM, respectively. When tested against human glutathione reductase, this compound did not display any significant inhibition at 100 μM, indicating a good selectivity against the parasite enzyme.

Original languageEnglish
Pages (from-to)565-568
Number of pages4
JournalMemorias do Instituto Oswaldo Cruz
Volume98
Issue number4
DOIs
Publication statusPublished - Jun 2003

Keywords

  • Enzyme inhibitors
  • Leishmania
  • Naphthoquinone
  • Trypanosoma cruzi
  • Trypanothione reductase

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