RESUMO
Current evidence supports the positive association between the consumption of plant foods and health. In this work, we assessed the effect of consuming a half-serving (30 g) or one serving (60 g) of broccoli sprouts on the urinary concentrations of biomarkers of oxidative stress (isoprostanes) and inflammation (prostaglandins and thromboxanes). Twenty-four volunteers participated in the project. A quantitative determination of sulforaphane and its mercapturic derivatives, eicosanoids, and total vitamin C in urine was performed. The intake of broccoli sprouts produced an increase in the urinary concentrations of sulforaphane metabolites and vitamin C. Among the 13 eicosanoids analyzed, tetranor-PGEM and 11ß-PGF2α as well as 11-dehydro-TXB2 showed a significant decrease in their urinary concentrations after the ingestion of broccoli sprouts. Therefore, the consumption of broccoli sprouts modulated the excretion of biomarkers linked to inflammation and vascular reactions without exerting a significant influence on the oxidation of phospholipids in vivo.
Assuntos
Brassica/química , Isoprostanos/urina , Estresse Oxidativo/efeitos dos fármacos , Prostaglandinas/urina , Adulto , Ácido Ascórbico/farmacocinética , Ácido Ascórbico/urina , Biomarcadores/urina , Cromatografia Líquida de Alta Pressão , Estudos Cross-Over , Feminino , Glucosinolatos/farmacocinética , Glucosinolatos/urina , Voluntários Saudáveis , Humanos , Imidoésteres/farmacocinética , Inflamação/prevenção & controle , Isoprostanos/farmacocinética , Isotiocianatos/farmacocinética , Isotiocianatos/urina , Masculino , Pessoa de Meia-Idade , Oximas , Extratos Vegetais/administração & dosagem , Extratos Vegetais/farmacocinética , Prostaglandinas/farmacocinética , Sulfóxidos , Espectrometria de Massas em Tandem , Tromboxano B2/análogos & derivados , Tromboxano B2/farmacocinética , Tromboxano B2/urina , Doenças Vasculares/prevenção & controle , População Branca , Adulto JovemRESUMO
A simple and efficient asymmetric synthesis of 2H-azirine-2-phosphine oxides 3 is described. The key step is a solid-phase bound achiral or chiral amine-mediated Neber reaction of beta-ketoxime tosylates derived from phosphine oxides 1. Reaction of 2H-azirines 3 and 11 with carboxylic acids 4 gives phosphorylated ketamides 5 and 12. Ring closure of ketamides 5 and 12 with triphenylphosphine and hexachloroethane in the presence of triethylamine leads to the formation of phosphorylated oxazoles 8 and 13.
Assuntos
Aminas/química , Azirinas/química , Azirinas/síntese química , Ácidos Carboxílicos/química , Fosfinas/química , Indicadores e Reagentes , Relação Estrutura-AtividadeRESUMO
[reaction: see text] Tetrasubstituted pyrazines containing two phosphonate groups 2 in positions 2 and 5 and trisubstituted pyrazines containing a phosphonate 5 or a phosphine oxide group 7 in position 2 are obtained by thermal treatment of 2H-azirine-2-phosphonates 1 and -phosphine oxides 6. These pyrazines can also be prepared from beta-ketoxime tosylates 9 and 10 or from oxime derived from phosphine oxide 11.
