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Synthesis of 3-(2-Hydroxy-1-phenylethyl)- and 3-(2-Hydroxy-2-phenylethyl)adenine, DNA Adducts Derived from Styrene

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F08%3A00020022" target="_blank" >RIV/60461373:22310/08:00020022 - isvavai.cz</a>

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis of 3-(2-Hydroxy-1-phenylethyl)- and 3-(2-Hydroxy-2-phenylethyl)adenine, DNA Adducts Derived from Styrene

  • Original language description

    3-(2-Hydroxy-2-phenylethyl)- and 3-(2-hydroxy-1-phenylethyl)adenine, DNA adducts derived from styrene, along with their 9-substituted analogues were prepared by alkylation of 8-bromoadenine with corresponding allyl-protected bromohydrins followed by a new deallylation procedure using tetrakis(triphenylphosphine)palladium catalyzed reductive cleavage by poly(methylhydrosiloxane) in the presence of p-toluenesulphonic acid. This novel procedure proved to be useful for purine derivatives, which were resistant to other deallylation protocols. Structure of positional isomers was assigned using 2D NMR experiments HMBC and HMQC.

  • Czech name

    Syntéza 3-(1-fenyl-2-hydroxyethyl)- a 3-(2-fenyl-2-hydroxyethyl)adeninu, DNA aduktů odvozených od styrenu

  • Czech description

    3-(1-Fenyl-2-hydroxyethyl)- a 3-(2-fenyl-2-hydroxyethyl)adenin byly připraveny spolu s příslušnými 9-substituovanými adeniny alkylací 8-bromadeninu s následnou debromací a odchráněným. Připravené 3-substituované adeniny jsou pravděpodobnými DNA adukty odvozenými od styrenu a budou použity jako analytické standardy pro vývoj metod biologického monitorování exposice styrenu.

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Others

  • Publication year

    2008

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Journal of Heterocyclic Chemistry

  • ISSN

    0022-152X

  • e-ISSN

  • Volume of the periodical

    45

  • Issue of the periodical within the volume

    May-June

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    7

  • Pages from-to

  • UT code for WoS article

    000255967700025

  • EID of the result in the Scopus database