title: Molecular binding of catechins to biomembranes: relationship to biological activity.
abstract: Molecular dynamics simulations were used to study the interactions of four green tea catechin compounds with lipid bilayers. Reported studies have shown that catechins are linked to beneficial health effects, specifically those related to interactions with the cell membrane. To better understand the molecular interaction of catechins with membranes, simulations were carried out of interactions of four catechin molecules [epicatechin (EC), epigallocatechin (EGC), epicatechin gallate (ECG), and epigallocatechin gallate (EGCG)] with a 1-palmitoyl-2-oleoylphosphatidylcholine (POPC) lipid bilayer. The simulations show that catechins possess a strong affinity for the lipid bilayer. Some are absorbed into the bilayer. The molecular structure and aggregated condition of the catechins significantly influences their absorption, as well as their ability to form hydrogen bonds with the lipid headgroups. Insight into these molecular interactions helps to distinguish the structure-function relationship of the catechins with lipid bilayers and provides a foundation for a better understanding of the role of catechins in biological processes.
authors: Department of Mechanical Engineering, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061, USA.
authors: Timothy W
authors: TW
authors: Sirk
authors: Eugene F
authors: EF
authors: Brown
authors: Mendel
authors: M
authors: Friedman
authors: Amadeu K
authors: AK
authors: Sum
mesh_terms: D002392:Catechin / Q000737:chemistry*; D002462:Cell Membrane / Q000737:chemistry*; D006860:Hydrogen Bonding; D008051:Lipid Bilayers / Q000737:chemistry*; D008954:Models, Biological; D010713:Phosphatidylcholines / Q000737:chemistry
chemical_list: D008051:Lipid Bilayers; D010713:Phosphatidylcholines; D002392:Catechin; C028694:1-palmitoyl-2-oleoylphosphatidylcholine