Abstract
In this paper, we report on the chemistry of the rare South African Actinomycete Kribbella speibonae strain SK5, a prolific producer of hydroxamate siderophores and their congeners. Two new analogues, dehydroxylated desferrioxamines, speibonoxamine 1 and desoxy-desferrioxamine D1 2, have been isolated, together with four known hydroxamates, desferrioxamine D1 3, desferrioxamine B 4, desoxy-nocardamine 5 and nocardamine 6, and a diketopiperazine (DKP) 7. The structures of 1–7 were characterized by the analysis of HRESIMS and 1D and 2D NMR data, as well as by comparison with the relevant literature. Three new dehydroxy desferrioxamine derivatives 8–10 were tentatively identified in the molecular network of K. speibonae strain SK5 extracts, and structures were proposed based on their MS/MS fragmentation patterns. A plausible spb biosynthetic pathway was proposed. To the best of our knowledge, this is the first report of the isolation of desferrioxamines from the actinobacterial genus Kribbella.
Highlights
Minerals are essential for the growth, development, and propagation of living organisms
The K. speibonae strain SK5 is a prolific producer of hydroxamate siderophores and their dehydroxy analogues
D1, four known hydroxamates, and a DKP were isolated from K. speibonae strain SK5
Summary
Minerals are essential for the growth, development, and propagation of living organisms. Plants and microorganisms overcome this limitation by producing Fe(III)-chelating siderophores to scavenge and accumulate iron from soil, fresh and marine water, and sediments for absorption and subsequent reduction to the required Fe(II) form [3]. Siderophores are low molecular weight compounds (200–2000 Da) produced by bacteria, fungi, and graminaceous plants under iron limiting conditions [4] Siderophores from nonpathogenic microorganisms compete for iron with those produced by plant and fish fungal pathogens in soil and water habitats, respectively, thereby serving as biological control agents [4]. 7. siderophores are ubiquitous among metabolites produced by actinomycete strains [3], especially under iron-deficient conditions, this is the first report of the isolation of siderophores from an actinobacterium of the genus Kribbella
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