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4 protocols using polyethylene glycol sorbitan monooleate

1

Ozone-Infused Olive Oil Protocol

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Alginic acid sodium salt, calcium chloride (CaCl2) dihydrate, polyethylene glycol sorbitan monooleate (Tween 80), xanthan gum, and chitosan (medium molecular weight, >75% deacetylated) were purchased from Sigma-Aldrich (Milan, Italy). Ozoile (Stable Ozonides) is a formulation obtained from a patented mixing process (EP3900821A1) in which a defined oxygen–ozone mixture is bound to olefinic bonds of fatty acids of a biological olive oil forming stable ozonides. Deionized water (resistivity 18.2 MΩ⋅cm) was produced by a Direct-Q3 UV water purification system (Millipore, Molsheim, France) and used in all preparations.
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2

Curcumin-loaded Ionic Liquid Nanocarriers

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Ionic Liquids (ILs) 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide ([BMPYRR][NTf2], 99% purity), 1-octyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([OMIM][NTf2], 99% purity), and trihexyltetradecylphosphonium bis(trifluoromethylsulfonyl)imide ([P6,6,6,14][NTf2], >98% purity) were acquired from IoLiTec GmBH, Heilbronn, Germany. Tetraethyl orthosilicate (TEOS, >99% purity), co-surfactant/co-precursor (1H, 1H, 2H, 2H-perfluorooctyl) triethoxysilane (TEOFSilane, 98% purity), polyethylene glycol sorbitan monooleate (Tween®80), 4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid (HEPES, >99.5% purity), curcumin (extract from Curcuma longa, ~80% purity; the last 20% contain other curcuminoids), gelatin (from porcine skin, type A, bloom 300), and phosphate buffered saline tablets (PBS) were purchased from Sigma Aldrich, Barcelona, Spain. 1,3-diphenylisobenzofuran (DPBF, >95% purity) was purchase from TCI Europe N.V., Zwijndrecht, Belgium. Lactobacillus rhamnosus (DSMZ 20,021) was obtained from DSMZ (German Collection of Microorganisms and Cell Cultures GmbH, Braunschweig, Germany) and Man, Rogosa and Sharpe (MRS) broth was provided by Scharlab, Barcelona, Spain. All other used chemicals were of analytical grade.
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3

CBD-Loaded Self-Emulsifying Drug Delivery

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Sesame oil, glyceryl trioctanoate, polyoxyethylenesorbitan trioleate (Tween® 85, Sigma-Aldrich, Dorset, UK), polyethylene glycol sorbitan monooleate (Tween® 80), sorbitan monolaurate (Span® 20, Sigma-Aldrich, Dorset, UK), d-α-Tocopherol polyethylene glycol 1000 (TPGS), sodium hydroxide solution (NaOH, 1 M), l-α-phosphatidylcholine (~60%, from egg yolk), Trizma® (Sigma-Aldrich, Dorset, UK) maleate, sodium taurocholate hydrate, pancreatin from porcine pancreas (8 × USP specifications), sodium taurocholate hydrate, probucol, 4,4-dichlorodiphenyltrichloroethane (DDT) and serum triglyceride determination kit were all purchased from Sigma-Aldrich (Dorset, UK). Sodium chloride and anhydrous calcium chloride were purchased from Fisher Scientific (Leicester, UK). Cannabidiol (CBD, ≥98%) was purchased from THC Pharm (Frankfurt, Germany). Rat plasma was purchased from Sera Laboratories International (West Sussex, UK). All solvents were purchased from Fisher Scientific (Leicester, UK), and were of HPLC grade.
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4

Synthesis and Characterization of MIP-LFNGs

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In order to obtain the MIP-LFNGs, polyethyleneglycol diacrylate (PEGDA, MW = 700 g/mol), sorbitan monooleate (SPAN 80), N,N,N′,N′-tetramethyl ethylenediamine (TMEDA) sodium chloride (>99%), cyclohexane (CHx, 99.5%), phospholipase A2 from bee venom Apis Mellifera (PLA2), 2-amino-2-(hydroxymethyl)-1,3-propanediol (TRIS, 99.8%), hydrochloric acid (HCl, 37%) and acetone (99,92%) were purchased from Sigma-Aldrich (St. Louis, MO, USA). Ammonium persulfate (APS, 98%) was purchased from Peking Chemical Works (Beijing Chemical Works, Beijing, China), polyethylene glycol sorbitan monooleate (TWEEN 80, oleic acid, ≥58.0%) was purchased from Sigma-Aldrich (St. Louis, MO, USA) and phosphate-buffered saline (PBS) was purchased from Roti-CEL (Karlsruhe, Germany). Invitrogen EnzChek Phospholipase A2 Assay Kit was purchased from Thermo Scientific LSG (Life Technologies Ltd., Inchinnan Business Park Paisley, UK). Bee venom (BV) was used in the form of lyophilized powder and was purchased from The Research and Development Institute for Beekeeping (Bucharest, Romania). The difunctional macromer polyethyleneglycol diacrylate (PEGDA, MW = 2000 g/mol) was synthesized as previously reported by Radu et al. [32 (link)] (results of molecular weight, functionality, structure and thermal stability are provided in the Supplementary Materials, Figures S1–S4).
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