Signalling and bioactive metabolites from Streptomyces sp. RK44

Qing Fang, Fleurdeliz Maglangit, Linrui Wu, Rainer Ebel, Kwaku Kyeremeh, Jeanette H. Andersen, Frederick Annang, Guiomar Pérez-Moreno, Fernando Reyes, Hai Deng

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)

Abstract

Streptomyces remains one of the prolific sources of structural diversity, and a reservoir to mine for novel natural products. Continued screening for new Streptomyces strains in our laboratory led to the isolation of Streptomyces sp. RK44 from the underexplored areas of Kintampo waterfalls, Ghana, Africa. Preliminary screening of the metabolites from this strain resulted in the characterization of a new 2-alkyl-4-hydroxymethylfuran carboxamide (AHFA) 1 together with five known compounds, cyclo-(L-Pro-Gly) 2, cyclo-(L-Pro-L-Phe) 3, cyclo-(L-Pro-L-Val) 4, cyclo-(L-LeuHyp) 5, and deferoxamine E 6. AHFA 1, a methylenomycin (MMF) homolog, exhibited antiproliferative activity (EC50 = 89.6 µM) against melanoma A2058 cell lines. This activity, albeit weak is the first report amongst MMFs. Furthermore, the putative biosynthetic gene cluster (ahfa) was identified for the biosynthesis of AHFA 1. DFO-E 6 displayed potent anti-plasmodial activity (IC50 = 1.08µM) against P. falciparum 3D7. High-resolution electrospray ionization mass spectrometry (HR ESIMS) and molecular network assisted the targeted-isolation process, and tentatively identified six AHFA analogues, 7–12 and six siderophores 13–18.

Original languageEnglish
Article number460
JournalMolecules
Volume25
Issue number3
DOIs
Publication statusPublished - 22 Jan 2020

Keywords

  • AHFA
  • Anticancer
  • Antimalaria
  • MMFs
  • Methylenomycin
  • Signalling molecules
  • Streptomyces sp. RK44

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