6533b82dfe1ef96bd1290a8b

RESEARCH PRODUCT

Revised structure of trans-resveratrol: Implications for its proposed antioxidant mechanism

Bartosz ZarychtaChristopher G. GianopoulosA. Alan Pinkerton

subject

Models MolecularDiffractionStereochemistryClinical BiochemistryStructure (category theory)Pharmaceutical ScienceCrystal structureCrystallography X-Ray010402 general chemistry01 natural sciencesBiochemistryAntioxidantsStructure-Activity RelationshipStilbenesDrug DiscoveryMoleculeMolecular BiologyMolecular StructureTrans-resveratrol010405 organic chemistryHydrogen bondChemistryOrganic ChemistryHydrogen Bondingdisorder0104 chemical sciencesCrystallographyResveratrolMechanism (philosophy)Molecular MedicineX-ray structuresuperstructureSuperstructure (condensed matter)

description

The crystal structure of trans-resveratrol has been redetermined by X-ray diffraction. The newly refined structure demonstrates that the previously reported, dynamically disordered hydrogen-bonding network is rather the superposition of two crystallographically independent molecules of trans-resveratrol. This latter arrangement possesses a well-defined hydrogen-bonding network in a unit cell of double the previously reported volume. While not meant as a criticism of the proposed antioxidant mechanism itself, the present studies clearly show that the X-ray diffraction data should no longer be used for its additional support.

https://doi.org/10.1016/j.bmcl.2016.01.070