Metabolomics-guided isolation of anti-trypanosomal compounds from endophytic fungi of the mangrove plant Avicennia lanata

Noor Wini Mazlan, Rothwelle Tate, Yusnaini Md. Yusoff, Carol Clements, RuAngelie Edrada-Ebel

Research output: Contribution to journalArticle

4 Citations (Scopus)
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Abstract

Endophytic fungi have been explored not just for their ecological functions but also for their secondary metabolites as a new source of these pharmacologically active natural products. Accordingly, many structurally unique and biologically active compounds have been obtained from the cultures of endophytic fungi. Fusarium sp. and Lasiodiplodia theobromae were isolated from the root and stem of the mangrove plant Avicennia lanata, respectively, collected from Terengganu, Malaysia. High-resolution mass spectrometry and NMR spectroscopy were used as metabolomics profiling tools to identify and optimize the production of bioactive secondary metabolites in both strains at different growth stages and culture media. The spectral data was processed by utilizing the MZmine 2.2, a quantitative expression analysis software and an in house MS-Excel macro coupled with the Dictionary of Natural Products databases for dereplication studies. The investigation for the potential bioactive metabolites from a 15-day rice culture of Fusarium sp. yielded four 1,4-naphthoquinone with naphthazarin structures (1-4). On the other hand, the endophytic fungus L. theobromae grown on the 15-day solid rice culture produced dihydroisocoumarins (5 to 8). All the isolated compounds (1 to 8) showed significant activity against Trypanosoma brucei brucei with MIC values of 0.32-12.5 μM. Preliminary cytotoxicity screening against normal prostate cells (PNT2A) was also performed. All compounds exhibited low cytotoxicity, with compounds 3 and 4 showing the lowest cytotoxicity of only 22.3% and 38.6% of the control values at 100 μg/mL, respectively. Structure elucidation of the isolated secondary metabolites was achieved using 1D and 2D-NMR and HRESI-MS as well as comparison with literature data.
Original languageEnglish
Pages (from-to)1815-1835
Number of pages21
JournalCurrent Medicinal Chemistry
Volume27
Issue number11
Early online date4 Jul 2019
DOIs
Publication statusPublished - 1 Jan 2020

Keywords

  • endophytic fungi
  • dereplication
  • metabolomics
  • mass spectrometry
  • multivariate analysis

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