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Silychristin: Skeletal Alterations and Biological Activities

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68378050%3A_____%2F16%3A00468176" target="_blank" >RIV/68378050:_____/16:00468176 - isvavai.cz</a>

  • Alternative codes found

    RIV/61388971:_____/16:00468176 RIV/61388963:_____/16:00468176

  • Result on the web

    <a href="http://dx.doi.org/10.1021/acs.jnatprod.6b00750" target="_blank" >http://dx.doi.org/10.1021/acs.jnatprod.6b00750</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/acs.jnatprod.6b00750" target="_blank" >10.1021/acs.jnatprod.6b00750</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Silychristin: Skeletal Alterations and Biological Activities

  • Original language description

    Silychristin is the second most abundant flavonolignan (after silybin) present in the fruits of Silybum marianum. A group of compounds containing silychristin (3) and its derivatives such as 2,3-dehydrosilychristin (4), 2,3-dehydroanhydrosilychristin (5), anhydrosilychristin (6), silyhermin (7), and isosilychristin (8) were studied. Physicochemical data of these compounds acquired at high resolution were compared. The absolute configuration of silyhermin (7) was proposed to be identical to silychristin A (3a) in ring D (10R,11S). The preparation of 2,3-dehydrosilychristin (4) was optimized. The Folin-Ciocalteau reduction and DPPH and ABTS radical scavenging assays revealed silychristin and its analogues to be powerful antioxidants, which were found to be more potent than silybin and 2,3-dehydrosilybin. Compounds 4-6 exhibited inhibition of microsomal lipoperoxidation (IC50 4-6 μM). Moreover, compounds 4-8 were found to be almost noncytotoxic for 10 human cell lines of different histogenetic origins. On the basis of these results, compounds 3-6 are likely responsible for most of the antioxidant properties of silymarin attributed traditionally to silybin (silibinin).

  • Czech name

  • Czech description

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

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2016

  • 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 Natural Products

  • ISSN

    0163-3864

  • e-ISSN

  • Volume of the periodical

    79

  • Issue of the periodical within the volume

    12

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    7

  • Pages from-to

    3086-3092

  • UT code for WoS article

    000390832700014

  • EID of the result in the Scopus database

    2-s2.0-85007480345