Publication: Anticarcinogenic trimethoxybenzoate of catechin stabilizes the liquid crystalline bilayer phase in phosphatidylethanolamine membranes
Authors
Aranda, Elisa ; Teruel, José A. ; Ortiz, Antonio ; Pérez-Cárceles, María Dolores ; Rodríguez-López, José N. ; Aranda, Francisco J.
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Publisher
Elsevier
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Description
©2022. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
This document is the Published, version of a Published Work that appeared in final form in Journal of Molecular Liquids. To access the final edited and published work see https://doi.org/10.1016/j.molliq.2022.120774
Abstract
The anticarcinogenic properties of catechins stand out among the great variety of biological actions
attributed to these compounds. The capacity of catechins to interact with lipids and their participation
in membrane related processes points out to the membrane as their potential site of action.
Phosphatidylethanolamine is an abundant phospholipid in mammalian membranes that has tendency
to form non lamellar phases, it is associated with important cellular processes, and it has been related
to cancer. In order to shed light into the molecular effect of the anticarcinogenic 3,4,5-
trimethoxybenzoate of catechin (TMBC) on lipid polymorphism and membrane structure and dynamics,
we present a combined experimental and computational study of the interaction between this semisyn thetic catechin and biomimetic membranes composed of unsaturated phosphatidylethanolamine. Our
experimental evidence reveals that TMBC is readily incorporated into unsaturated phos phatidylethanolamine system where it is able to shift the gel to liquid crystalline phase transition tem perature to lower values, decreasing the cooperativity and the enthalpy change of the transition. The
presence of TMBC is able to promote the formation of gel phase immiscibility and to block the formation
of the inverted hexagonal phase. In the bilayer liquid crystalline phase, the catechin decreases the inter lamellar repeat distance, it increases the fluidity of the membrane, and it alters the hydrogen bond pat tern of the interfacial region of the bilayer. Our molecular dynamics results concur with the experimental
data and locate TMBC forming different domains near the interfacial region of the bilayer where it mod ifies the lateral pressure profile of the membrane leading to a stabilization of the bilayer in the liquid
crystalline phase and to a potential alteration of the function of the membrane
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