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Vieillardiixanthone B.

Nawong Boonnak, Suchada Chantrapromma, Hoong-Kun Fun

    Acta Crystallographica. Section E, Structure Reports Online
    |May 18, 2011
    PubMed
    Summary
    This summary is machine-generated.

    A novel xanthone, 1,5-dihydroxy-3,6-dimethoxy-4-(2-methyl-but-3-en-2-yl)-9H-xanthen-9-one, was isolated from Cratoxylum formosum roots. Its structure features a nearly planar core with specific hydrogen bonding and π-π interactions in crystal form.

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    Area of Science:

    • Natural Product Chemistry
    • Organic Chemistry
    • Crystallography

    Background:

    • Cratoxylum formosum ssp. pruniflorum is a plant source of bioactive compounds.
    • Xanthones are a class of organic compounds with diverse biological activities.
    • Understanding the structural and chemical properties of natural products is crucial for drug discovery.

    Purpose of the Study:

    • To isolate and characterize a novel xanthone from the roots of Cratoxylum formosum ssp. pruniflorum.
    • To determine the three-dimensional structure and intermolecular interactions of the isolated xanthone.
    • To contribute to the chemical knowledge of the Cratoxylum genus.

    Main Methods:

    • Isolation of the title compound using chromatographic techniques.
    • Structure elucidation using spectroscopic methods (e.g., NMR, Mass Spectrometry).
    • Single-crystal X-ray diffraction analysis to determine the molecular and crystal structure.

    Main Results:

    • The title compound, 1,5-dihydroxy-3,6-dimethoxy-4-(2-methyl-but-3-en-2-yl)-9H-xanthen-9-one (C20H20O6), was successfully isolated and identified.
    • X-ray diffraction revealed a nearly planar xanthone core with specific substituent conformations.
    • Intramolecular hydrogen bonds (S(5) and S(6) motifs) and intermolecular interactions (O-H⋯O, C-H⋯O, π-π stacking) were characterized in the crystal lattice.

    Conclusions:

    • The study reports a new xanthone derivative from Cratoxylum formosum.
    • The detailed structural analysis provides insights into the stereochemistry and intermolecular forces governing the compound's solid-state arrangement.
    • This research expands the understanding of xanthone diversity and their structural characteristics.