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Dysobinin, a tetranortriterpenoid.

S Sarkhel1, G K Jain, S Singh

  • 1Division of Membrane Biology, Central Drug Research Institute, Chattar Manzil Palace, Post Box No. 173, Lucknow 226 001, India.

Acta Crystallographica. Section C, Crystal Structure Communications
|July 21, 2004
PubMed
Summary
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The crystal structure of 6beta-acetoxyazadirone reveals a twisted furan ring relative to the steroid D ring. This structure is maintained by hydrogen bonds and van der Waals forces.

Area of Science:

  • * Chemical Crystallography
  • * Organic Chemistry
  • * Structural Biology

Background:

  • * Azadirone derivatives are known for diverse biological activities.
  • * Understanding the precise three-dimensional structure of such compounds is crucial for structure-activity relationship studies.
  • * The steroid D ring and furan moiety interactions are key determinants of molecular conformation.

Purpose of the Study:

  • * To elucidate the crystal structure of 6beta-acetoxyazadirone.
  • * To investigate the conformational relationship between the furan ring and the steroid D ring.
  • * To identify the intermolecular forces stabilizing the crystal lattice.

Main Methods:

  • * Single-crystal X-ray diffraction analysis was performed on 6beta-acetoxyazadirone.

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  • * The crystal structure was solved and refined to determine atomic coordinates and bond parameters.
  • * Intermolecular interactions, including hydrogen bonds and van der Waals forces, were analyzed.

    • Main Results:

    • * The crystal structure of 6beta-acetoxyazadirone (C(30)H(38)O(6)) was successfully determined.
    • * A significant twist was observed between the planar furan ring and the steroid D ring.
    • * The crystal packing is stabilized by intermolecular C-H···O hydrogen bonds and van der Waals interactions.

    Conclusions:

    • * The observed twist in 6beta-acetoxyazadirone impacts its overall molecular conformation.
    • * Hydrogen bonding and van der Waals forces play a critical role in the crystal structure stabilization.
    • * These structural insights provide a foundation for further investigations into the chemical and biological properties of azadirone derivatives.