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Related Experiment Videos

De-acetyl-cinobufalactam monohydrate.

Hong-Jin Tang1, Xiao-Feng Yuan1, Hai-Yan Tian1

  • 1Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine and New Drugs Research, Institute of Traditional Chinese Medicine and Natural Products, Jinan University, Guangzhou 510632, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|June 19, 2014
PubMed
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This study details the crystal structure of a de-acetyl-cinobufagin derivative. The compound features multiple fused rings and forms a 3D network via hydrogen bonding in its crystalline state.

Area of Science:

  • Organic Chemistry
  • Crystallography
  • Chemical Crystallography

Background:

  • De-acetyl-cinobufagin is a bufadienolide with potential biological activities.
  • Understanding the structure of its derivatives is crucial for structure-activity relationship studies.

Purpose of the Study:

  • To elucidate the three-dimensional molecular structure and crystal packing of the reaction product of de-acetyl-cinobufagin with ammonium acetate.

Main Methods:

  • Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
  • Analysis of bond lengths, bond angles, and stereochemistry of the fused ring system.
  • Identification of intermolecular interactions, specifically hydrogen bonds.

Main Results:

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  • The title compound, C24H33NO4·H2O, was characterized by its complex fused ring system including cyclohexane, five-membered, lactone, and epoxide rings.
  • The stereochemistry of the ring junctures (A/B cis, B/C trans, C/D cis, D/F cis) and conformations (chair, envelope, planar) were established.
  • A three-dimensional network was observed in the crystal, formed by extensive hydroxy-hydroxy, hydroxy-water, and amine-water hydrogen bonds.

Conclusions:

  • The crystal structure provides detailed insights into the stereochemistry and conformation of this de-acetyl-cinobufagin derivative.
  • The identified hydrogen bonding network highlights the intermolecular forces governing the crystal packing, which can influence solid-state properties.