Isolation of the lignan secoisolariciresinol diglucoside from flaxseed (Linum usitatissimum L.) by high-speed counter-current chromatography

Degenhardt, Andreas; Habben, Saskia; Winterhalter, Peter

doi:10.1016/s0021-9673(01)01467-4

Cited by 53 publications

(19 citation statements)

References 15 publications

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“…Secoisolariciresinol diglucoside was isolated from flaxseed (Degenhardt et al , 2002). SECO was purchased from Sigma‐Aldrich (Taufkirchen, Germany).…”

Section: Methodsmentioning

confidence: 99%

Phylogeny of human intestinal bacteria that activate the dietary lignan secoisolariciresinol diglucoside

Clavel¹,

Henderson²,

Engst³

et al. 2006

FEMS Microbiology Ecology

175

134

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The human intestinal microbiota is essential for the conversion of the dietary lignan secoisolariciresinol diglucoside (SDG) via secoisolariciresinol (SECO) to the enterolignans enterodiol (ED) and enterolactone (EL). However, knowledge of the species that catalyse the underlying reactions is scant. Therefore, we focused our attention on the identification of intestinal bacteria involved in the conversion of SDG. Strains of Bacteroides distasonis, Bacteroides fragilis, Bacteroides ovatus and Clostridium cocleatum, as well as the newly isolated strain Clostridium sp. SDG-Mt85-3Db, deglycosylated SDG. Demethylation of SECO was catalysed by strains of Butyribacterium methylotrophicum, Eubacterium callanderi, Eubacterium limosum and Peptostreptococcus productus. Dehydroxylation of SECO was catalysed by strains of Clostridium scindens and Eggerthella lenta. Finally, the newly isolated strain ED-Mt61/PYG-s6 catalysed the dehydrogenation of ED to EL. The results indicate that the activation of SDG involves phylogenetically diverse bacteria, most of which are members of the dominant human intestinal microbiota.

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“…Secoisolariciresinol diglucoside was isolated from flaxseed (Degenhardt et al , 2002). SECO was purchased from Sigma‐Aldrich (Taufkirchen, Germany).…”

Section: Methodsmentioning

confidence: 99%

Phylogeny of human intestinal bacteria that activate the dietary lignan secoisolariciresinol diglucoside

Clavel¹,

Henderson²,

Engst³

et al. 2006

FEMS Microbiology Ecology

175

134

View full text Add to dashboard Cite

show abstract

“…Flaxseed (Linum usitatissimum) is among the richest known source of these compounds, but the consumption of flaxseed products in human diets is relatively low. As a consequence, it is the cereal and whole-grain products, particularly rye and barley that provide the most important dietary source of lignan precursors [9,25,52,53]. Many oilseeds, vegetables and fruits have been also found to contain lignan precursors.…”

Section: Chemistry Of Phytoestrogenic Compounds and Natural Sourcesmentioning

confidence: 99%

Analytical methods to determine phytoestrogenic compounds

Wang

Simon

2004

Journal of Chromatography B

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“…SDG was extracted from defatted flaxseed according to a modified method (Degenhardt et al . ; Pihlava et al . ).…”

Section: Methodsmentioning

confidence: 96%

Production of secoisolariciresinol from defatted flaxseed by bacterial biotransformation

Zhu

Yang

et al. 2012

J Appl Microbiol

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Aims: Secoisolariciresinol (SECO) is increasingly recognized for potential clinical application because of its preventive effects against breast and colon cancers, atherosclerosis and diabetes, and its production through biotransformation has been attempted. However, previously reported bacteria all required stringent anaerobic culture conditions, precluding large-scale production. Here, we report the isolation and characterization of bacteria that produce SECO under less stringent anaerobic culture conditions. Methods and Results: Using defatted flaxseed as raw material, we isolated a facultative anaerobic bacterium from human faeces that hydrolysed secoisolariciresinol diglucoside-3-hydroxy-3-methyl glutaric acid (SDG-HMGA) oligomers in flaxseed to produce SECO. Both conventional assays and 16S rRNA gene sequence analysis demonstrated its close relatedness with Bacteroides uniformis. The transformation efficiency of SDG in defatted flaxseed to SECO was more than 80% by this bacterial strain. We investigated factors that might influence fermentation, such as redox potential and pH, for largescale fermentation of defatted flaxseed to produce SECO. Conclusions: The method to produce SECO through biotransformation of defatted flaxseed with this bacterial strain is highly efficient and economic. Significance and Impact of the Study: This bacterial strain can transform SDG to SECO under less stringent anaerobic culture conditions, which will greatly facilitate industry-scale production of SECO.

show abstract

Isolation of the lignan secoisolariciresinol diglucoside from flaxseed (Linum usitatissimum L.) by high-speed counter-current chromatography

Cited by 53 publications

References 15 publications

Phylogeny of human intestinal bacteria that activate the dietary lignan secoisolariciresinol diglucoside

Phylogeny of human intestinal bacteria that activate the dietary lignan secoisolariciresinol diglucoside

Analytical methods to determine phytoestrogenic compounds

Production of secoisolariciresinol from defatted flaxseed by bacterial biotransformation

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