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Hydrolysis and Transport Characteristics of Phospholipid Complex of Alkyl Gallates: Potential Sustained Release of Alkyl Gallate and Gallic Acid

Qian Wang, Xinmiao Wang, Dong Cai, Jinghan Yu, Xuan Chen, Weiyuan Niu, Siya Wang, Xiaoyang Liu, Dayong Zhou, Fawen Yin

2024Journal of Agricultural and Food Chemistry11 citationsDOI

Abstract

Phospholipid complexes of alkyl gallates (A-GAs) including ethyl gallate (EG), propyl gallate (PG), and butyl gallate (BG) were successfully prepared by the thin film dispersion method. HPLC-UV analysis in an everted rat gut sac model indicated that A-GAs can be liberated from phospholipid complexes, which were further hydrolyzed by intestinal lipase to generate free gallic acid (GA). Both A-GAs and GA are able to cross the membrane, and the hydrolysis rate of A-GAs and the transport rate of GA are positively correlated with the alkyl chain length. Especially, compared with the corresponding physical mixtures, the phospholipid complexes exhibit slower sustained-release of A-GAs and GA. Therefore, the formation of phospholipid complexes is an effective approach to prolong the residence time in vivo and additionally enhance the bioactivities of A-GAs and GA. More importantly, through regulating the carbon skeleton lengths, controlled-release of alkyl gallates and gallic acid from phospholipid complexes will be achieved.

Topics & Concepts

Gallic acidPhospholipidAlkylChemistryHydrolysisGallateOrganic chemistryPhosphatidylcholinePropyl gallateMembraneNuclear chemistryBiochemistryAntioxidantTannin, Tannase and Anticancer ActivitiesCurcumin's Biomedical ApplicationsProtein Hydrolysis and Bioactive Peptides
Hydrolysis and Transport Characteristics of Phospholipid Complex of Alkyl Gallates: Potential Sustained Release of Alkyl Gallate and Gallic Acid | Litcius