Novel South African Rare Actinomycete <i>Kribbella</i> <i>speibonae</i> Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners
In this paper, we report on the chemistry of the rare South African Actinomycete <i>Kribbella speibonae</i> strain SK5, a prolific producer of hydroxamate siderophores and their congeners. Two new analogues, dehydroxylated desferrioxamines, speibonoxamine <b>1</b> and desoxy-...
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doaj-bfdfa51ab65e476aaab094dbf0e9a09d2020-11-25T03:55:07ZengMDPI AGMolecules1420-30492020-06-01252979297910.3390/molecules25132979Novel South African Rare Actinomycete <i>Kribbella</i> <i>speibonae</i> Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated CongenersKojo Sekyi Acquah0Denzil R. Beukes1Digby F. Warner2Paul R. Meyers3Suthananda N. Sunassee4Fleurdeliz Maglangit5Hai Deng6Marcel Jaspars7David W. Gammon8Department of Chemistry, University of Cape Town, Rondebosch 7701, South AfricaSchool of Pharmacy, University of the Western Cape, Bellville 7535, South AfricaSAMRC/NHLS/UCT Molecular Mycobacteriology Research Unit & DST/NRF Centre of Excellence for Biomedical TB Research, Department of Pathology, Faculty of Health Sciences, University of Cape Town, Observatory 7925, South AfricaDepartment of Molecular and Cell Biology, University of Cape Town, Rondebosch 7701, South AfricaDepartment of Chemistry, University of Cape Town, Rondebosch 7701, South AfricaCollege of Science, University of the Philippines Cebu, Lahug, Cebu City 6000, PhilippinesMarine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Old Aberdeen AB24 3UE, Scotland, UKMarine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Old Aberdeen AB24 3UE, Scotland, UKDepartment of Chemistry, University of Cape Town, Rondebosch 7701, South AfricaIn this paper, we report on the chemistry of the rare South African Actinomycete <i>Kribbella speibonae</i> strain SK5, a prolific producer of hydroxamate siderophores and their congeners. Two new analogues, dehydroxylated desferrioxamines, speibonoxamine <b>1</b> and desoxy-desferrioxamine D<sub>1 </sub><b>2</b>, have been isolated, together with four known hydroxamates, desferrioxamine D<sub>1</sub> <b>3</b>, desferrioxamine B <b>4</b>, desoxy-nocardamine <b>5</b> and nocardamine <b>6</b>, and a diketopiperazine (DKP) <b>7</b>. The structures of <b>1</b>–<b>7</b> 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 <b>8</b>–<b>10</b> were tentatively identified in the molecular network of <i>K.</i> <i>speibonae </i>strain SK5 extracts, and structures were proposed based on their MS/MS fragmentation patterns. A plausible <i>spb</i> biosynthetic pathway was proposed. To the best of our knowledge, this is the first report of the isolation of desferrioxamines from the actinobacterial genus <i>Kribbella</i>.https://www.mdpi.com/1420-3049/25/13/2979<i>Kribbella</i>speibonoxaminesiderophorehydroxamatemolecular networkingmass spectrometry |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Kojo Sekyi Acquah Denzil R. Beukes Digby F. Warner Paul R. Meyers Suthananda N. Sunassee Fleurdeliz Maglangit Hai Deng Marcel Jaspars David W. Gammon |
spellingShingle |
Kojo Sekyi Acquah Denzil R. Beukes Digby F. Warner Paul R. Meyers Suthananda N. Sunassee Fleurdeliz Maglangit Hai Deng Marcel Jaspars David W. Gammon Novel South African Rare Actinomycete <i>Kribbella</i> <i>speibonae</i> Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners Molecules <i>Kribbella</i> speibonoxamine siderophore hydroxamate molecular networking mass spectrometry |
author_facet |
Kojo Sekyi Acquah Denzil R. Beukes Digby F. Warner Paul R. Meyers Suthananda N. Sunassee Fleurdeliz Maglangit Hai Deng Marcel Jaspars David W. Gammon |
author_sort |
Kojo Sekyi Acquah |
title |
Novel South African Rare Actinomycete <i>Kribbella</i> <i>speibonae</i> Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners |
title_short |
Novel South African Rare Actinomycete <i>Kribbella</i> <i>speibonae</i> Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners |
title_full |
Novel South African Rare Actinomycete <i>Kribbella</i> <i>speibonae</i> Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners |
title_fullStr |
Novel South African Rare Actinomycete <i>Kribbella</i> <i>speibonae</i> Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners |
title_full_unstemmed |
Novel South African Rare Actinomycete <i>Kribbella</i> <i>speibonae</i> Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners |
title_sort |
novel south african rare actinomycete <i>kribbella</i> <i>speibonae</i> strain sk5: a prolific producer of hydroxamate siderophores including new dehydroxylated congeners |
publisher |
MDPI AG |
series |
Molecules |
issn |
1420-3049 |
publishDate |
2020-06-01 |
description |
In this paper, we report on the chemistry of the rare South African Actinomycete <i>Kribbella speibonae</i> strain SK5, a prolific producer of hydroxamate siderophores and their congeners. Two new analogues, dehydroxylated desferrioxamines, speibonoxamine <b>1</b> and desoxy-desferrioxamine D<sub>1 </sub><b>2</b>, have been isolated, together with four known hydroxamates, desferrioxamine D<sub>1</sub> <b>3</b>, desferrioxamine B <b>4</b>, desoxy-nocardamine <b>5</b> and nocardamine <b>6</b>, and a diketopiperazine (DKP) <b>7</b>. The structures of <b>1</b>–<b>7</b> 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 <b>8</b>–<b>10</b> were tentatively identified in the molecular network of <i>K.</i> <i>speibonae </i>strain SK5 extracts, and structures were proposed based on their MS/MS fragmentation patterns. A plausible <i>spb</i> biosynthetic pathway was proposed. To the best of our knowledge, this is the first report of the isolation of desferrioxamines from the actinobacterial genus <i>Kribbella</i>. |
topic |
<i>Kribbella</i> speibonoxamine siderophore hydroxamate molecular networking mass spectrometry |
url |
https://www.mdpi.com/1420-3049/25/13/2979 |
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