title: Hydroxytyrosol and tyrosol esters partitioning into, location within, and effect on DOPC liposome bilayer behavior.
abstract: The phenols hydroxytyrosol and tyrosol made abundantly available through olive oil processing were enzymatically transesterified into effective lipophilic antioxidants with cuphea oil. The hydroxytyrosyl and tyrosyl esters made from cuphea oil were assessed for their ability to partition into, locate within and effect the bilayer behavior of 1,2-dioloeoylphosphatidylcholine liposomes and compared to their counterparts made from decanoic acid. Partitioning into liposomes was on the same scale for both hydroxytyrosyl derivatives and both tyrosyl derivatives. All were found to locate nearly at the same depth within the bilayer. Each was found to affect bilayer behavior in a distinct manner.
authors: Renewable Products Technology Research Unit, National Center of Agricultural Utilization Research Center, Agricultural Research Service, U.S. Department of Agriculture, 1815 N. University Street, Peoria, IL 61604, USA. Electronic address: Kervin.Evans@ars.usda.gov.
authors: Kervin O
authors: KO
authors: Evans
authors: Renewable Products Technology Research Unit, National Center of Agricultural Utilization Research Center, Agricultural Research Service, U.S. Department of Agriculture, 1815 N. University Street, Peoria, IL 61604, USA.
authors: Joseph A
authors: JA
authors: Laszlo
authors: Renewable Products Technology Research Unit, National Center of Agricultural Utilization Research Center, Agricultural Research Service, U.S. Department of Agriculture, 1815 N. University Street, Peoria, IL 61604, USA.
authors: David L
authors: DL
authors: Compton
mesh_terms: D000975:Antioxidants / Q000737:chemistry*; D031562:Cuphea; D003652:Decanoic Acids / Q000737:chemistry; D004951:Esterification; D004952:Esters / Q000737:chemistry*; D008051:Lipid Bilayers; D008081:Liposomes; D008956:Models, Chemical; D015394:Molecular Structure; D010626:Phenylethyl Alcohol / Q000031:analogs & derivatives* / Q000737:chemistry; D010713:Phosphatidylcholines / Q000737:chemistry*; D010938:Plant Oils / Q000737:chemistry; D013997:Time Factors
chemical_list: D000975:Antioxidants; D003652:Decanoic Acids; D004952:Esters; D008051:Lipid Bilayers; D008081:Liposomes; D010713:Phosphatidylcholines; D010938:Plant Oils; C005975:3,4-dihydroxyphenylethanol; C011867:4-hydroxyphenylethanol; C031071:decanoic acid; C017251:1,2-oleoylphosphatidylcholine; D010626:Phenylethyl Alcohol
keywords: Bilayer depth; Hydroxytyrosol; Partitioning; Tyrosol