Disease relevance of Artigenin congener

• Last, both secoisolariciresinol and matairesinol are metabolized in the gut of mammals, following digestion of high fiber dietary grains, seeds, and berries, into the so-called "mammalian" lignans, enterodiol and enterolactone, respectively; these in turn confer significant protection against the onset of breast and prostate cancers [1].
• OBJECTIVE: We investigated whether the intakes of 4 plant lignans (lariciresinol, pinoresinol, secoisolariciresinol, and matairesinol) were inversely associated with coronary heart disease (CHD), cardiovascular diseases (CVD), cancer, and all-cause mortality [2].
• Our results suggest an important role of dietary intake of daidzein and genistein, despite low levels, as well as of matairesinol and mammalian lignans to reduce premenopausal breast cancer risk in this study population [3].
• Matairesinol (1) and harman (5), identified from Symplocos setchuensis, were found to inhibit HIV replication in H9 lymphocyte cells [4].
• In particular, Peptostreptococcus productus demethylated the lignans pinoresinol, lariciresinol and matairesinol [5].

High impact information on Artigenin congener

• There were no differences in excretion of isoflavonoids (daidzein, genistein, equol, and O-desmethylangolensin) or the lignan matairesinol with flaxseed [6].
• Daily ingestion of nine slices (76.5 g/day) of rye crispbread per day (containing 41.8 and 33.0 microg/100 g dry weight secoisolariciresinol and matairesinol, respectively) for 2 weeks did not significantly reduce genetic damage in blood lymphocytes, nor was there a modulation of plasma antioxidant capacity [7].
• Foods (N = 121) available in Ontario, Canada were prepared as commonly consumed and analyzed for isoflavones (genistein, daidzein, glycitein, formononetin), lignans (secoisolariciresinol, matairesinol, pinoresinol, lariciresinol), and coumestan (coumestrol) using gas chromatography-mass spectrometry methods [8].
• Six 2,3-dibenzylbutyrolactone-type lignans were biologically evaluated, and two of them, arctigenin and matairesinol, showed potent activity to suppress NO production in vitro in LPS-activated macrophages of SD rat [9].
• We describe an isotope dilution gas chromatographic-mass spectrometric (GC/MS) method for the identification and quantitative determination of the lignans enterolactone, enterodiol, and matairesinol and the isoflavonoids daidzein, equol, O-desmethylangolensin, and genistein in feces [10].

Chemical compound and disease context of Artigenin congener

• Our hypothesis is that long-term consumption of dietary antioxidants and phytoestrogens such as genistein, daidzein, biochanin A, formononetin, matairesinol, secoisolariciresinol and coumestrol, may reduce the risk of adult glioma [11].
• Nine of the lignans and one coumarin showed toxicity for A. salina, and the lignans bursehernin and matairesinol inhibited the hatching of the two nematode species [12].
• The difference in urinary excretion of mammalian and plant lignans in rats was determined after oral administration of equivalent doses (25 mg/kg of body weight) of 7-hydroxymatairesinol (HMR), lariciresinol (LAR), matairesinol (MR), and secoisolariciresinol (SECO) [13].

Biological context of Artigenin congener

• The pathways in the metabolism of both secoisolariciresinol and matairesinol included aliphatic and aromatic hydroxylation, whereas oxidative demethylation was only observed for matairesinol [14].

Anatomical context of Artigenin congener

• Five oxidative metabolites of secoisolariciresinol and 10 oxidative metabolites of matairesinol were detected in rat liver microsomes, and their chemical structures were elucidated [14].
• Human hepatic microsomes were able to metabolize secoisolariciresinol whereas matairesinol was only poorly metabolized [14].
• The cytotoxic activity for colon 26 cell line of matairesinol, oxidized matairesinol, 9,9'-epoxylignan and oxidized 9,9'-epoxylignan were examined [15].

Associations of Artigenin congener with other chemical compounds

• As flaxseed mainly accumulates lignans (secoisolariciresinol diglucoside and matairesinol), these compounds were barely or not detected in plant cell suspensions initiated from Linum usitatissimum [16].
• Six plant lignans, i.e., secoisolariciresinol, matairesinol, syringaresinol, lariciresinol, isolariciresinol, and pinoresinol, have been identified and quantified by gas chromatography-mass spectrometry, and a positive correlation has been found between the levels of plant lignans and the levels of isoflavones in the different products [17].

Gene context of Artigenin congener

• The plant lignans matairesinol and secoisolariciresinol administered to Min mice do not protect against intestinal tumor formation [18].
• Secoisolariciresinol dehydrogenase (SDH) catalyzes the NAD(+) dependent enantiospecific conversion of secoisolariciresinol into matairesinol [19].

Analytical, diagnostic and therapeutic context of Artigenin congener

• Determination of matairesinol in flax seed by HPLC with coulometric electrode array detection [20].

References