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Isolation of a Unique Monoterpene Diperoxy Dimer From Ziziphora clinopodioides subsp. bungeana Together With Triterpenes With Antidiabetic Properties
| Autoři | |
|---|---|
| Rok publikování | 2025 |
| Druh | Článek v odborném periodiku |
| Časopis / Zdroj | Phytochemical Analysis |
| Fakulta / Pracoviště MU | |
| Citace | |
| www | https://analyticalsciencejournals.onlinelibrary.wiley.com/doi/epdf/10.1002/pca.3505 |
| Doi | https://doi.org/10.1002/pca.3505 |
| Klíčová slova | antidiabetic; GLUT4; pomolic acid; triterpenes; <italic>Ziziphora</italic>; alpha-glucosidase |
| Popis | Introduction: Ziziphora 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. Objective: The study focused on the isolation of compounds with dual antidiabetic activity from the aerial parts of Z. clinopodioides subsp. bungeana. Materials and Methods: Separation 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. ?-Glucosidase inhibitory assay and GLUT4 expression and translocation in C2C12 myotubes were conducted to evaluate antidiabetic potential of isolated compounds. Results: This phytochemical study led to the isolation of 20 compounds, including a unique monoterpene diperoxy dimer (1). Compounds 7 and 9–11 displayed more potent ?-glucosidase inhibitory activity (IC50 45.3–135.3 µM) than acarbose used as a positive control (IC50 264.7 µM), while only pomolic acid (5) increased GLUT4 translocation in C2C12 myotubes in a significant manner. Conclusion: Extensive 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 ?-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. |
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