Novel aeruginosin-865 from Nostoc sp. as a potent anti-inflammatory agent

A. Kapuścik; P. Hrouzek; M. Kuzma; S. Bártová; P. Novák; J. Jokela; M. Pflüger; A. Eger; H. Hundsberger; J. Kopecký

doi:10.1002/cbic.201300246

Novel aeruginosin-865 from Nostoc sp. as a potent anti-inflammatory agent

A. Kapuścik, P. Hrouzek, M. Kuzma, S. Bártová, P. Novák, J. Jokela, M. Pflüger, A. Eger, H. Hundsberger, J. Kopecký

Research output: Contribution to journal › Article › peer-review

Abstract

Aeruginosin-865 (Aer-865), isolated from terrestrial cyanobacterium Nostoc sp. Lukešová 30/93, is the first aeruginosin-type peptide containing both a fatty acid and a carbohydrate moiety, and is the first aeruginosin to be found in the genus Nostoc. Mass spectrometry, chemical and spectroscopic analysis as well as one- and two-dimensional NMR and chiral HPLC analysis of Marfey derivatives were applied to determine the peptidic sequence: D-Hpla, D-Leu, 5-OH-Choi, Agma, with hexanoic and mannopyranosyl uronic acid moieties linked to Choi. We used an AlphaLISA assay to measure the levels of proinflammatory mediators IL-8 and ICAM-1 in hTNF-α-stimulated HLMVECs. Aer-865 showed significant reduction of both: with EC ₅₀ values of (3.5±1.5) μg mL ^-1 ((4.0±1.7) μM) and (50.0±13.4) μg mL ^-1 ((57.8±15.5) μM), respectively. Confocal laser scanning microscopy revealed that the anti-inflammatory effect of Aer-865 was directly associated with inhibition of NF-κB translocation to the nucleus. Moreover, Aer-865 did not show any cytotoxic effect.

Original language	English
Pages (from-to)	2329-2337
Number of pages	9
Journal	ChemBioChem
Volume	14
Issue number	17
DOIs	https://doi.org/10.1002/cbic.201300246
Publication status	Published - 2 Oct 2013

Keywords

aeruginosin 865
antiinflammatory agent
bacterial protein
intercellular adhesion molecule 1
interleukin 8
peptide
unclassified drug
amino acid sequence
antiinflammatory activity
article
carbon nuclear magnetic resonance
cell adhesion
cell survival
cell viability
chiral chromatography
confocal laser microscopy
controlled study
down regulation
extraction
heteronuclear multiple bond correlation
heteronuclear single quantum coherence
high performance liquid chromatography
human
human cell
mass spectrometry
microvascular endothelial cell
Nostoc
nuclear localization signal
nuclear magnetic resonance spectroscopy
priority journal
purification
stereochemistry
Cyanobacteria
Nostoc sp.
anti-inflammatory
cyanobacteria
drug discovery
NMR spectroscopy
peptides
Active Transport
Cell Nucleus
Anti-Inflammatory Agents
Non-Steroidal
Cell Line
Dose-Response Relationship
Drug
Down-Regulation
Glycopeptides
Humans
Intercellular Adhesion Molecule-1
Interleukin-8
Lipopeptides
Molecular Structure
NF-kappa B
Protein Transport
Structure-Activity Relationship

IMC Research Focuses

Medical biotechnology

ÖFOS 2012 - Austrian Fields of Study

304005 Medical biotechnology

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1002/cbic.201300246

Cite this

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title = "Novel aeruginosin-865 from Nostoc sp. as a potent anti-inflammatory agent",

abstract = "Aeruginosin-865 (Aer-865), isolated from terrestrial cyanobacterium Nostoc sp. Luke{\v s}ov{\'a} 30/93, is the first aeruginosin-type peptide containing both a fatty acid and a carbohydrate moiety, and is the first aeruginosin to be found in the genus Nostoc. Mass spectrometry, chemical and spectroscopic analysis as well as one- and two-dimensional NMR and chiral HPLC analysis of Marfey derivatives were applied to determine the peptidic sequence: D-Hpla, D-Leu, 5-OH-Choi, Agma, with hexanoic and mannopyranosyl uronic acid moieties linked to Choi. We used an AlphaLISA assay to measure the levels of proinflammatory mediators IL-8 and ICAM-1 in hTNF-α-stimulated HLMVECs. Aer-865 showed significant reduction of both: with EC 50 values of (3.5±1.5) μg mL -1 ((4.0±1.7) μM) and (50.0±13.4) μg mL -1 ((57.8±15.5) μM), respectively. Confocal laser scanning microscopy revealed that the anti-inflammatory effect of Aer-865 was directly associated with inhibition of NF-κB translocation to the nucleus. Moreover, Aer-865 did not show any cytotoxic effect.",

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AU - Kapuścik, A.

AU - Hrouzek, P.

AU - Kuzma, M.

AU - Bártová, S.

AU - Novák, P.

AU - Jokela, J.

AU - Pflüger, M.

AU - Eger, A.

AU - Hundsberger, H.

AU - Kopecký, J.

N1 - cited By 30

PY - 2013/10/2

Y1 - 2013/10/2

N2 - Aeruginosin-865 (Aer-865), isolated from terrestrial cyanobacterium Nostoc sp. Lukešová 30/93, is the first aeruginosin-type peptide containing both a fatty acid and a carbohydrate moiety, and is the first aeruginosin to be found in the genus Nostoc. Mass spectrometry, chemical and spectroscopic analysis as well as one- and two-dimensional NMR and chiral HPLC analysis of Marfey derivatives were applied to determine the peptidic sequence: D-Hpla, D-Leu, 5-OH-Choi, Agma, with hexanoic and mannopyranosyl uronic acid moieties linked to Choi. We used an AlphaLISA assay to measure the levels of proinflammatory mediators IL-8 and ICAM-1 in hTNF-α-stimulated HLMVECs. Aer-865 showed significant reduction of both: with EC 50 values of (3.5±1.5) μg mL -1 ((4.0±1.7) μM) and (50.0±13.4) μg mL -1 ((57.8±15.5) μM), respectively. Confocal laser scanning microscopy revealed that the anti-inflammatory effect of Aer-865 was directly associated with inhibition of NF-κB translocation to the nucleus. Moreover, Aer-865 did not show any cytotoxic effect.

AB - Aeruginosin-865 (Aer-865), isolated from terrestrial cyanobacterium Nostoc sp. Lukešová 30/93, is the first aeruginosin-type peptide containing both a fatty acid and a carbohydrate moiety, and is the first aeruginosin to be found in the genus Nostoc. Mass spectrometry, chemical and spectroscopic analysis as well as one- and two-dimensional NMR and chiral HPLC analysis of Marfey derivatives were applied to determine the peptidic sequence: D-Hpla, D-Leu, 5-OH-Choi, Agma, with hexanoic and mannopyranosyl uronic acid moieties linked to Choi. We used an AlphaLISA assay to measure the levels of proinflammatory mediators IL-8 and ICAM-1 in hTNF-α-stimulated HLMVECs. Aer-865 showed significant reduction of both: with EC 50 values of (3.5±1.5) μg mL -1 ((4.0±1.7) μM) and (50.0±13.4) μg mL -1 ((57.8±15.5) μM), respectively. Confocal laser scanning microscopy revealed that the anti-inflammatory effect of Aer-865 was directly associated with inhibition of NF-κB translocation to the nucleus. Moreover, Aer-865 did not show any cytotoxic effect.

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KW - Cyanobacteria

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DO - 10.1002/cbic.201300246

M3 - Article

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JO - ChemBioChem

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ER -

Novel aeruginosin-865 from Nostoc sp. as a potent anti-inflammatory agent

Abstract

Keywords

IMC Research Focuses

ÖFOS 2012 - Austrian Fields of Study

UN SDGs

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