Казанский (Приволжский) федеральный университет, КФУ
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IMINO [4+4] CYCLOADDITION PRODUCTS AS EXCLUSIVE AND BIOLOGICALLY RELEVANT ACROLEIN-AMINE CONJUGATES ARE INTERMEDIATES OF 3-FORMYL-3,4-DEHYDROPIPERIDINE (FDP), AN ACROLEIN BIOMARKER
Форма представленияСтатьи в зарубежных журналах и сборниках
Год публикации2014
  • Курбангалиева Альмира Рафаэловна, автор
  • Другие авторы M. Takamatsu; K. Fukase
    Библиографическое описание на языке оригинала M. Takamatsu, K. Fukase, A. Kurbangalieva, K. Tanaka. Imino [4+4] cycloaddition products as exclusive and biologically relevant acrolein-amine conjugates are intermediates of 3-formyl-3,4-dehydropiperidine (FDP), an acrolein biomarker // Bioorg. Med. Chem. 2014. V. 22. № 22. P. 6380–6386.
    Аннотация We demonstrated synthetically that the eight-membered heterocycles 2,6,9-triazabicyclo[3.3.1]nonanes and 1,5-diazacyclooctanes are the initial and exclusive products of the reaction, through an imino [4+4] cycloaddition, of biologically relevant amines with acrolein. The stabilities of the aminoacetals within the eight-membered heterocycles determined whether the product was subsequently transformed gradually into the 3-formyl-3,4-dehydropiperidine (FDP), which is widely used as an oxidative stress marker. The reactivity profiles discovered in this study suggested that some of the imino [4+4] cycloaddition products are reactive intermediates of FDP and contribute to the mechanisms underlying the oxidative stress response to acrolein.
    Ключевые слова Acrolein, Biologically relevant amine, Biomarker, 1,5-Diazacyclooctane, 3-Formyl-3,4-dehydropiperidine (FDP), Imino [4+4] cycloaddition, 2,6,9-Triazabicyclo[3.3.1]nonane
    Название журнала Bioorganic & Medicinal Chemistry
    URL http://www.sciencedirect.com/science/article/pii/S0968089614006993
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