Lignin-derived oak phenolics: a theoretical examination of additional potential health benefits of red wine
- 16 November 2010
- journal article
- research article
- Published by Springer Nature in Journal of Molecular Modeling
- Vol. 17 (8) , 1841-1845
Abstract
Lignin-derived phenolic compounds can be extracted from oak barrels during the aging of red wine, and it is hypothesized that these compounds may contribute to the health benefits of red wine by their antioxidant, radical-scavenging, or chemopreventive activities. Density functional calculations (B3LYP/6-311++G**) support the radical-scavenging abilities of the oak phenolics. Sinapaldehyde, syringaldehyde, syringol, and syringylacetone all have bond dissociation energies that are lower than resveratrol and comparable to the flavonoid catechin. Molecular docking studies of the oak phenolics with known resveratrol protein targets also show that these compounds dock favorably to the protein targets. Thus, lignin-derived oak phenolics, although found in small concentrations, may contribute to the beneficial antioxidant, chemopreventive, and cardioprotective effects of red wine.Keywords
This publication has 89 references indexed in Scilit:
- Structures of Metal-Substituted Human Histone Deacetylase 8 Provide Mechanistic Inferences on Biological Function,Biochemistry, 2010
- The p110δ structure: mechanisms for selectivity and potency of new PI(3)K inhibitorsNature Chemical Biology, 2010
- A Substructure Combination Strategy To Create Potent and Selective Transthyretin Kinetic Stabilizers That Prevent Amyloidogenesis and CytotoxicityJournal of the American Chemical Society, 2009
- Discovery of Leukotriene A4 Hydrolase Inhibitors Using Metabolomics Biased Fragment CrystallographyJournal of Medicinal Chemistry, 2009
- Synthesis of Casimiroin and Optimization of Its Quinone Reductase 2 and Aromatase Inhibitory ActivitiesJournal of Medicinal Chemistry, 2009
- Tuning a Three-Component Reaction For Trapping Kinase Substrate ComplexesJournal of the American Chemical Society, 2008
- Targeted polypharmacology: discovery of dual inhibitors of tyrosine and phosphoinositide kinasesNature Chemical Biology, 2008
- Anchored plasticity opens doors for selective inhibitor design in nitric oxide synthaseNature Chemical Biology, 2008
- Resveratrol directly targets COX‐2 to inhibit carcinogenesisMolecular Carcinogenesis, 2008
- Flavonoids: Promising anticancer agentsMedicinal Research Reviews, 2003