Oxyresveratrol from Mulberry as a dihydrate

Area of Science:

• Natural Product Chemistry
• Crystallography
• Organic Chemistry

Background:

• Resveratrol derivatives are known for potential health benefits.
• Mulberry (Morus spp.) is a rich source of bioactive compounds.
• Oxyresveratrol is a stilbenoid found in mulberry with antioxidant properties.

Purpose of the Study:

• To characterize the crystal structure of oxyresveratrol dihydrate.
• To investigate the molecular conformation and intermolecular interactions.
• To provide insights into the solid-state properties of this resveratrol derivative.

Main Methods:

• Isolation of the title compound from mulberry.
• Single-crystal X-ray diffraction analysis.
• Analysis of hydrogen bonding and crystal packing.

Main Results:

• The compound was identified as 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol dihydrate (C14H12O4·2H2O).
• The molecule exhibits a trans conformation around the ethenyl double bond, forming a conjugated system.
• The crystal structure reveals a three-dimensional network stabilized by O-H⋯O hydrogen bonds between oxyresveratrol and water molecules.
• The dihedral angle between the benzene rings was determined to be 9.39(9)°.

Conclusions:

• The study provides a detailed crystallographic description of oxyresveratrol dihydrate.
• The observed hydrogen bonding network influences the compound's solid-state structure.
• This characterization contributes to understanding the structure-property relationships of resveratrol analogs.