Novel South African Rare Actinomycete Kribbellaspeibonae Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners

Kojo Sekyi Acquah; Denzil R Beukes; Digby F Warner; Paul R Meyers; Suthananda N Sunassee; Fleurdeliz Maglangit; Hai Deng; Marcel Jaspars; David W Gammon

doi:10.3390/molecules25132979

Novel South African Rare Actinomycete Kribbellaspeibonae Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners

Kojo Sekyi Acquah, Denzil R Beukes, Digby F Warner, Paul R Meyers, Suthananda N Sunassee, Fleurdeliz Maglangit, Hai Deng, Marcel Jaspars, David W Gammon^* (Corresponding Author)

^*Corresponding author for this work

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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 D12, have been isolated, together with four known hydroxamates, desferrioxamine D13, 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.

Original language	English
Article number	2979
Number of pages	12
Journal	Molecules
Volume	25
Issue number	13
DOIs	https://doi.org/10.3390/molecules25132979
Publication status	Published - 29 Jun 2020

Bibliographical note

Funding:
The authors acknowledge funding for this research from the South African Medical Research Council (SAMRC) through the Strategic Health Innovation Partnerships (SHIP) initiative (to D.F.W.), Newton Advanced Fellowship Award (NA160057) (to S.N.S. and M.J.), and the University of Cape Town (to K.S.A.)

Keywords

Kribbell
Speibonoxamine
Siderophore
Hydroxamante
molecular networking
mass spectrometry
BIOSYNTHESIS
hydroxamate
Kribbella
speibonoxamine
siderophore
Molecular networking
Hydroxamate
Mass spectrometry

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Acquah, K. S., Beukes, D. R., Warner, D. F., Meyers, P. R., Sunassee, S. N., Maglangit, F., Deng, H., Jaspars, M., & Gammon, D. W. (2020). Novel South African Rare Actinomycete Kribbellaspeibonae Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners. Molecules, 25(13), Article 2979. https://doi.org/10.3390/molecules25132979

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title = "Novel South African Rare Actinomycete Kribbellaspeibonae Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners",

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 D12, have been isolated, together with four known hydroxamates, desferrioxamine D13, 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.",

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author = "Acquah, {Kojo Sekyi} and Beukes, {Denzil R} and Warner, {Digby F} and Meyers, {Paul R} and Sunassee, {Suthananda N} and Fleurdeliz Maglangit and Hai Deng and Marcel Jaspars and Gammon, {David W}",

note = "Funding: The authors acknowledge funding for this research from the South African Medical Research Council (SAMRC) through the Strategic Health Innovation Partnerships (SHIP) initiative (to D.F.W.), Newton Advanced Fellowship Award (NA160057) (to S.N.S. and M.J.), and the University of Cape Town (to K.S.A.)",

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AU - Acquah, Kojo Sekyi

AU - Beukes, Denzil R

AU - Warner, Digby F

AU - Meyers, Paul R

AU - Sunassee, Suthananda N

AU - Maglangit, Fleurdeliz

AU - Deng, Hai

AU - Jaspars, Marcel

AU - Gammon, David W

N1 - Funding: The authors acknowledge funding for this research from the South African Medical Research Council (SAMRC) through the Strategic Health Innovation Partnerships (SHIP) initiative (to D.F.W.), Newton Advanced Fellowship Award (NA160057) (to S.N.S. and M.J.), and the University of Cape Town (to K.S.A.)

PY - 2020/6/29

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N2 - 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 D12, have been isolated, together with four known hydroxamates, desferrioxamine D13, 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.

AB - 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 D12, have been isolated, together with four known hydroxamates, desferrioxamine D13, 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.

KW - Kribbell

KW - Speibonoxamine

KW - Siderophore

KW - Hydroxamante

KW - molecular networking

KW - mass spectrometry

KW - BIOSYNTHESIS

KW - hydroxamate

KW - Kribbella

KW - speibonoxamine

KW - siderophore

KW - Molecular networking

KW - Hydroxamate

KW - Mass spectrometry

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U2 - 10.3390/molecules25132979

DO - 10.3390/molecules25132979

M3 - Article

C2 - 32610457

SN - 1420-3049

VL - 25

JO - Molecules

JF - Molecules

IS - 13

M1 - 2979

ER -

Novel South African Rare Actinomycete Kribbellaspeibonae Strain SK5: A Prolific Producer of Hydroxamate Siderophores Including New Dehydroxylated Congeners

Abstract

Bibliographical note

Keywords

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