Synthesis, characterization, thermal behavior, and biological activity of ozonides from vegetable oilsElectronic supplementary information (ESI) available. See DOI: 10.1039/c5ra02798e

In this work, we have synthesized ozonides from sunflower, flaxseed and baru oils. In addition, ozonolysis reaction of sunflower oil in the presence of water was performed, and the product obtained had high viscosity and a gel-like appearance. The ozonated products were investigated for their antimicrobial activity and cytotoxicity. The oleogel, with an MIC ≤ 3 mg mL −1 , exhibited excellent antimicrobial activity against standard and clinical strains. All products showed no cytotoxicity when tested against NIH/3T3 murine fibroblast cells. Effects of ozonation time on the oils were analyzed by IR, 1 H and 13 C NMR spectroscopy. DSC analysis shows that the ozonides of vegetable oils decompose with a peak at about 150 °C and with a broad exotherm. The decomposition enthalpy is proportional to the degree of ozonation reached. This study involved detailed characterization of ozonated oils, including thermal analysis and investigation of antimicrobial activity and cytotoxicity.