African Journal of
Microbiology Research

  • Abbreviation: Afr. J. Microbiol. Res.
  • Language: English
  • ISSN: 1996-0808
  • DOI: 10.5897/AJMR
  • Start Year: 2007
  • Published Articles: 5093

Full Length Research Paper

Diketopiperazine alkaloids produced by the endophytic fungus Penicillium citrinum and evaluation of their antileishmanial activity

Luiza Guimarães Tunes
  • Luiza Guimarães Tunes
  • Genômica Funcional e Proteômica de Leishmania ssp. e Trypanosoma cruzi, Instituto René Rachou, Fundação Oswaldo Cruz, Belo Horizonte, MG, Brazil.
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Vívian Nicolau Gonçalves
  • Vívian Nicolau Gonçalves
  • Departamento de Microbiologia, Instituto de Ciências Biológicas, Universidade Federal de Minas Gerais, Belo Horizonte, MG, Brazil.
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Daniela Nabak Bueno
  • Daniela Nabak Bueno
  • Laboratório de Química de Produtos Naturais Bioativos, Instituto René Rachou, Fundação Oswaldo Cruz, Belo Horizonte, MG, Brazil.
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Carlos Leomar Zani
  • Carlos Leomar Zani
  • Laboratório de Química de Produtos Naturais Bioativos, Instituto René Rachou, Fundação Oswaldo Cruz, Belo Horizonte, MG, Brazil.
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Luiz Henrique Rosa
  • Luiz Henrique Rosa
  • Departamento de Microbiologia, Instituto de Ciências Biológicas, Universidade Federal de Minas Gerais, Belo Horizonte, MG, Brazil.
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Betania Barros Cota
  • Betania Barros Cota
  • Laboratório de Química de Produtos Naturais Bioativos, Instituto René Rachou, Fundação Oswaldo Cruz, Belo Horizonte, MG, Brazil.
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  •  Received: 26 June 2019
  •  Accepted: 26 August 2019
  •  Published: 31 October 2019

Abstract

Chromatographic fractionation of the antileishmanial extract obtained from fermentation of the endophytic fungus Penicillium citrinum, isolated from leaves of Ageratum myriadenia, yielded three diketopiperazine alkaloids; cyclo(L-Pro-L-Leu) (1), cyclo-(L-Pro-L-Phe) (2) and tryprostatin B (3). The structures of these compounds were established on the basis of spectroscopic methods and comparison with the literature. Compounds 1 and 2 were active against both amastigote-like forms of Leishmania (Leishmania) amazonensis and intracelular amastigotes of L. (Leishmania) infantum with approximately 50% of parasite growth inhibition at 100 μM. None of the compounds were considered toxic against human leukemia monocyte cell line (THP-1) at 100 μM. It is the first report about isolation of these diketopiperazines from P. citrinum and their antileishmanial potential against L. (L.) infantum.

 

Key words: Microfungi, natural products, in vitro, Leishmania, amphotericin B, cytotoxic activity.