Inhibition of citral degradation in an acidic aqueous environment by polyoxyethylene alkylether surfactants

Citral degradation in micellar structures formed with polyoxyethylene-type surfactants

“…The citral molecule, which is a non-polar aliphatic compound, prefers to be partitioned into a hydrophobic environment because of the hydrophobic effect. Therefore because the citral molecules present within the hydrophobic cores of the micelles were sequestered away from the acidic aqueous environment, the chemical stability of citral increased (Choi et al, 2009(Choi et al, , 2010Maswal & Dar, 2013).…”

“…If labile food flavours can be located within an environment where they are isolated from the harsh surroundings that promote its chemical degradation, then the degradation can be effectively prevented, or reduced. Many studies have shown that the stability of citral in an acidic environment was dramatically increased by incorporating and encapsulating it into colloidal dispersions, such as emulsions and micelles (Choi, Decker, Henson, Popplewell, & McClements, 2010;Djordjevic, Cercaci, Alamed, McClements, & Decker, 2008;Maswal & Dar, 2013;Rao & McClements, 2012;Yang, Tian, Ho, & Huang, 2011. If citral can be located predominantly within the non-polar environment of surfactant micelles, then it may be possible to alter its stability against chemical degradation.…”

Formulation, Characterization, and Antitumor Properties of Trans- and Cis-Citral in the 4T1 Breast Cancer Xenograft Mouse Model

“…Clearly, the geometric conformation of geranial and neral does not appear to play a critical role in LE of the isomers into PEG-b-PCL micelles. Citral was previously successfully encapsulated into micelles formed from non-ionic polyoxyethylene alkylether surfactants and was also found to preferentially solubilize citral within the alkylether core of C 12 H 25 -PEO 4 micelles,(1) but to the best of our knowledge this is the first report of drug loading properties comparing geranial to neral. The in vitro release study of geranial, neral, and citral from PEG-b-PCL micelles was performed by the dialysis cassette method at 37°C against water for 48 h and demonstrated comparable sustained release properties for all the drugs, characterized by a half-life of ca.…”

“…Citral has been used as a natural additive to food, cosmetics, and beverages due to its intense lemon aroma and flavor. (1, 2) Essential oils containing citral have been shown to exhibit antimicrobial, antifungal and antiparasitic properties,(3-7) making citral a natural preservative.…”

“…1.1 μm in diameter) seemed more effective at protecting citral from acid-induced degradation. (12) Citral has also been successfully incorporated into the hydrophobic environment of micelles formed from non-ionic polyoxyethylene-type surfactants,(1, 13) micelles formed from Tween 80,(14) and reverse micelles formed from polyglycerol polyricinoleate for enhanced protection against acid-induced degradations. (14) Most of these formulations have been tailored to improve citral stability in the context of food, fragrance, cosmetics or beverage applications.…”