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1.
Org Biomol Chem ; 5(4): 644-54, 2007 Feb 21.
Artigo em Inglês | MEDLINE | ID: mdl-17285173

RESUMO

Secoisolariciresinol (SECO ) is the major lignan found in flaxseed (Linum usitatissimum L.) and is present in a polymer that contains secoisolariciresinol diglucoside (SDG ). SECO, SDG and the polymer are known to have a number of health benefits, including reduction of serum cholesterol levels, delay in the onset of type II diabetes and decreased formation of breast, prostate and colon cancers. The health benefits of SECO and SDG may be partially attributed to their antioxidant properties. To better understand their antioxidant properties, SECO and SDG were oxidized using 2,2'-azobis(2-amidinopropane), an in vitro model of radical scavenging. The major lignan radical-scavenging oxidation products and their formation over time were determined. SDG was converted to four major products, which were the result of a phenoxyl radical intermediate. One of these products, a dimer of SDG, decomposed under the reaction conditions to form two of the other major products, and . SECO was converted to five major products, two of which were also the result of a phenoxyl radical intermediate. The remaining products were the result of an unexpected alkoxyl radical intermediate. The phenol oxidation products were stable under the reaction conditions, whereas two of the alcohol oxidation products decomposed. In general, only one phenol group on the lignans was oxidized, suggesting that the number of phenols per molecule may not predict radical scavenging antioxidant ability of lignans. Finally, SECO is a superior antioxidant to SDG, and it may be that the additional alcohol oxidation pathway contributes to its greater antioxidant ability.


Assuntos
Amidinas/química , Antioxidantes/química , Butileno Glicóis/química , Sequestradores de Radicais Livres/química , Glucosídeos/química , Lignanas/química , Antioxidantes/síntese química , Butileno Glicóis/síntese química , Linho/química , Sequestradores de Radicais Livres/síntese química , Glucosídeos/síntese química , Lignanas/síntese química , Conformação Molecular , Oxirredução , Estereoisomerismo , Fatores de Tempo
2.
J Synchrotron Radiat ; 13(Pt 4): 304-13, 2006 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-16799221

RESUMO

The identification of genes involved in metal metabolism in plants requires the 'screening' of thousands of genetic variants. While inductively coupled plasma mass-spectroscopy has been used to identify variants with an altered total metal concentration, a more convenient high-throughput technique capable of examining individual seeds (or other tissues) would be useful. Here, the high brightness of synchrotron radiation has been utilised to examine relative metal concentrations in seeds of the genetically well characterised plant Arabidopsis thaliana. The relative concentrations of Mn, Fe, Ni, Cu and Zn in individual seeds were determined using a 500 microm x 500 microm beam. Metal concentrations were normally distributed, except where metal-containing dust contaminated the samples. Neither seed orientation nor genetic background (from three 'wild type' variants with different genetic lineages) had a significant affect on the Zn-normalised metal concentration. No advantages, such as the observation of tissue-specific metal accumulation, were obtained by using a 50 microm x 50 microm beam. A high-throughput proof-of-concept experiment was demonstrated that could be used to screen libraries of genetic variants for individuals with altered metal concentrations. Further work is required to standardise the technique before screening of libraries is possible.


Assuntos
Algoritmos , Arabidopsis/química , Metais/análise , Sementes/química , Espectrometria por Raios X/métodos , Síncrotrons , Reprodutibilidade dos Testes , Sensibilidade e Especificidade , Manejo de Espécimes/métodos
3.
J Am Coll Nutr ; 22(6): 494-501, 2003 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-14684754

RESUMO

BACKGROUND: Phytoestrogens offer a possible alternative to hormone replacement therapy. Flax seed contains large quantities of a phytoestrogen precursor, secoisolariciresinol diglucoside (SDG), as well as large quantities of alpha-linolenic acid; these factors may be protective against vascular disease. We have previously shown that the rise in blood pressure during mental stress is a strong predictor of atherosclerosis progression. METHODS: 35 postmenopausal women with vascular disease, 62 +/- 8 years of age, were treated in a random-sequence double-blind Latin square crossover study comparing three strains of flax seed: Flanders (low in lignan and high in alpha-linolenic acid), Linola 989 (high in lignan and low in alpha-linolenic acid) and AC Linora (intermediate in both lignan and alpha-linolenic acid). RESULTS: Compared to the pre-treatment baseline diet, all three strains of flax significantly reduced blood pressure during mental stress induced by a frustrating cognitive task (Stroop color-word interference task) (p = 0.004). Linola 989, the strain highest in lignan and lowest in alpha-linolenic acid, was associated with the least increase in peripheral resistance during stress, the greatest reduction in plasma cortisol during stress and the smallest increase in plasma fibrinogen during mental stress. CONCLUSION: Flax phytoestrogens ameliorate certain responses to stress and thus may afford protection against atherosclerosis; this hypothesis should be tested in clinical trials.


Assuntos
Linho , Lignanas/uso terapêutico , Fadiga Mental/tratamento farmacológico , Fitoterapia/métodos , Sementes , Estresse Psicológico/tratamento farmacológico , Ácido alfa-Linolênico/uso terapêutico , Idoso , Biomarcadores/sangue , Pressão Sanguínea/efeitos dos fármacos , Débito Cardíaco/efeitos dos fármacos , Estudos Cross-Over , Método Duplo-Cego , Feminino , Fibrinogênio/efeitos dos fármacos , Fibrinogênio/metabolismo , Humanos , Hidrocortisona/metabolismo , Pessoa de Meia-Idade , Resultado do Tratamento , Resistência Vascular/efeitos dos fármacos
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