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Open AccessArticle

Signalling and Bioactive Metabolites from Streptomyces sp. RK44

1
Marine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE, UK
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College of Science, Department of Biology and Environmental Science, University of the Philippines Cebu, Lahug, Cebu 6000, Philippines
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Marine and Plant Research Laboratory of Ghana, Department of Chemistry, University of Ghana, P.O. Box LG56 Legon, Accra, Ghana
4
Marbio, UiT—The Arctic University of Norway, N-9037 Tromsø, Norway
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Fundación MEDINA, Avda. del Conocimiento 34, 18016 Armilla, Granada, Spain
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Instituto de Parasitología y Biomedicina “López-Neyra”, Consejo Superior de Investigaciones Científicas (CSIC) Avda. del Conocimiento 17, 18016 Armilla, Granada, Spain
*
Author to whom correspondence should be addressed.
Molecules 2020, 25(3), 460; https://doi.org/10.3390/molecules25030460
Received: 22 December 2019 / Revised: 17 January 2020 / Accepted: 21 January 2020 / Published: 22 January 2020
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 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 = 1.08 µM) 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, 712 and six siderophores 1318. View Full-Text
Keywords: AHFA; methylenomycin; MMFs; signalling molecules; Streptomyces sp. RK44; anticancer; antimalaria AHFA; methylenomycin; MMFs; signalling molecules; Streptomyces sp. RK44; anticancer; antimalaria
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Fang, Q.; Maglangit, F.; Wu, L.; Ebel, R.; Kyeremeh, K.; Andersen, J.H.; Annang, F.; Pérez-Moreno, G.; Reyes, F.; Deng, H. Signalling and Bioactive Metabolites from Streptomyces sp. RK44. Molecules 2020, 25, 460.

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