title: Revised structure of trans-resveratrol: Implications for its proposed antioxidant mechanism.
abstract: 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.
authors: Department of Chemistry, School of Green Chemistry and Engineering, The University of Toledo, Toledo, OH 43606, USA; Department of Chemistry, Opole University, ul. Oleska 48, 45-052 Opole, Poland.
authors: Bartosz
authors: B
authors: Zarychta
authors: Department of Chemistry, School of Green Chemistry and Engineering, The University of Toledo, Toledo, OH 43606, USA.
authors: Christopher G
authors: CG
authors: Gianopoulos
authors: Department of Chemistry, School of Green Chemistry and Engineering, The University of Toledo, Toledo, OH 43606, USA; Department of Medicinal and Biological Chemistry, University of Toledo, Toledo, OH 43606, USA. Electronic address: a.pinkerton@utoledo.edu.
authors: A Alan
authors: AA
authors: Pinkerton
mesh_terms: D000975:Antioxidants / Q000737:chemistry* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000975:Antioxidants; D013267:Stilbenes; D000077185:Resveratrol
keywords: Disorder; Hydrogen bonding; Resveratrol; Superstructure; X-ray structure