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Isolation of a Unique Monoterpene Diperoxy Dimer From Ziziphora clinopodioides subsp. bungeana Together With Triterpenes With Antidiabetic Properties

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F86652079%3A_____%2F25%3A00643865" target="_blank" >RIV/86652079:_____/25:00643865 - isvavai.cz</a>

  • Alternative codes found

    RIV/00216224:14160/25:00140636

  • Result on the web

    <a href="https://analyticalsciencejournals.onlinelibrary.wiley.com/doi/10.1002/pca.3505" target="_blank" >https://analyticalsciencejournals.onlinelibrary.wiley.com/doi/10.1002/pca.3505</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/pca.3505" target="_blank" >10.1002/pca.3505</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Isolation of a Unique Monoterpene Diperoxy Dimer From Ziziphora clinopodioides subsp. bungeana Together With Triterpenes With Antidiabetic Properties

  • Original language description

    IntroductionZiziphora clinopodioides subsp. bungeana (Juz.) Rech.f. is used in traditional medicine for various purposes. Previous phytochemical studies focused on phenolic compounds, but triterpenoids were almost overlooked.ObjectiveThe study focused on the isolation of compounds with dual antidiabetic activity from the aerial parts of Z. clinopodioides subsp. bungeana.Materials and MethodsSeparation of CHCl3-soluble fraction by silica gel column chromatography using different mobile phases and purification of compounds by semi-preparative HPLC or preparative TLC. The structures of pure compounds were elucidated by 1D and 2D NMR experiments along with HRMS. Compound 1 was additionally identified by the single crystal X-ray diffraction method. alpha-Glucosidase inhibitory assay and GLUT4 expression and translocation in C2C12 myotubes were conducted to evaluate antidiabetic potential of isolated compounds.ResultsThis phytochemical study led to the isolation of 20 compounds, including a unique monoterpene diperoxy dimer (1). Compounds 7 and 9-11 displayed more potent alpha-glucosidase inhibitory activity (IC50 45.3-135.3 mu M) than acarbose used as a positive control (IC50 264.7 mu M), while only pomolic acid (5) increased GLUT4 translocation in C2C12 myotubes in a significant manner.ConclusionExtensive chromatographic separation led to the isolation and identification of a unique monoterpene diperoxy dimer (1) from aerial parts of Z. clinopodioides subsp. bungeana. Some triterpenes inhibited alpha-glucosidase, another increased GLUT4 translocation. Although none of the isolated compounds demonstrated dual antidiabetic activity, selected triterpenes proved to be potent antidiabetic agents in vitro.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10608 - Biochemistry and molecular biology

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

    2025

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Phytochemical Analysis

  • ISSN

    0958-0344

  • e-ISSN

    1099-1565

  • Volume of the periodical

    36

  • Issue of the periodical within the volume

    4

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    8

  • Pages from-to

    1223-1230

  • UT code for WoS article

    001391831900001

  • EID of the result in the Scopus database

    2-s2.0-85214411697