Spontaneous Vesicle Formation by Caffeate Ion-Pair Surfactants: Antioxidant Properties and Application to DNA Protection

A new family of antioxidant ion-pair surfactants was developed by acid-base association of a fatty amine (C12 or C16) with caffeic acid, a natural antioxidant molecule. The amphiphilic molecules obtained, spontaneously formed stable vesicles in water with hydrodynamic diameters around 230 nm. Moreov...

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Bibliographic Details
Published inJournal of dispersion science and technology Vol. 31; no. 3; pp. 384 - 391
Main Authors Rudiuk, Sergii, Delample, Mathieu, Franceschi-Messant, Sophie, Chouini-Lalanne, Nadia, Perez, Emile, Garrigues, Jean-Christophe, Rico-Lattes, Isabelle
Format Journal Article
LanguageEnglish
Published Philadelphia, PA Taylor & Francis Group 01.01.2010
Taylor & Francis
Taylor & Francis Ltd
Subjects
Antioxidant
caffeic acid
Chemistry
Colloidal state and disperse state
DNA protection
Exact sciences and technology
General and physical chemistry
ion-pair surfactant
Membranes
micelle-vesicle transition
Micelles. Thin films
spontaneous vesicles
Water
Cationic surfactant
Micelle
Surfactant
Fatty amine
Ionic surfactant
Phase transitions
spontaneous vesicles
Benzophenone
Association
Test
caffeic acid
Protection
ion-pair surfactant
Diameter
Vesicle
Ion pair
Hydrodynamics
Antioxidant
Ketone
Complexes
Base
Quaternary ammonium compound
Acids
DNA
Photosensitization
Benzenic compound
Surface tension
micelle-vesicle transition
DNA protection
Formation
Physicochemical properties
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Summary:A new family of antioxidant ion-pair surfactants was developed by acid-base association of a fatty amine (C12 or C16) with caffeic acid, a natural antioxidant molecule. The amphiphilic molecules obtained, spontaneously formed stable vesicles in water with hydrodynamic diameters around 230 nm. Moreover, as shown by a surface tension study, they presented a phase transition from micelles to vesicles. The maintenance of the antioxidant properties of both caffeate ion-pair surfactants was confirmed by the DPPH test. The amphiphilic properties associated with the antioxidant ability of these new caffeates were used to protect complexed DNA by cationic surfactant (CTAB) from photooxidative cleavage induced by benzophenone photosensitization.
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ISSN:0193-2691
1532-2351
DOI:10.1080/01932690903199452