Signalling and Bioactive Metabolites from Streptomyces sp. RK44
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Date
2020-01-22
Journal Title
Journal ISSN
Volume Title
Publisher
Molecules
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-Leu-Hyp) 5, and deferoxamine E 6. AHFA 1, a methylenomycin (MMF) homolog, exhibited
anti-proliferative activity (EC50 = 89.6 M) 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 = 1.08 M) 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.
Description
Research Article
Keywords
AHFA, methylenomycin, MMFs, signalling molecules, Streptomyces sp., RK44, anticancer, antimalaria