The study of quality indicators in the process of obtaining ozonized vegetable oils is useful for monitoring the ozonation reaction. The Brazilian oils “dendê”, soy, corn, rice and sunflower were studied, all of them were ozonated applying different doses of ozone. Ozonized oils were evaluated by determining the physicochemical indexes of peroxide, acidity, iodine and density in addition viscosity, fatty acid composition and microbiological activity were determined. The results showed that of the five ozonized oils evaluated, “dendê” oil exhibited a higher peroxide index, approximately 1746 mmol-equiv kg-1, using an applied ozone dose of 97 mg g-1, during an hour and a half of the ozonation reaction. This result could be explained by its chemical composition, rich in oleic acid that facilitates the reaction with ozone due to its spatial conformation. It was also demonstrated that “dendê” oil exhibits a greater antibacterial activity with minimum inhibitory concentration (MIC) values ranging from 1.9 to 4.75 mg mL-1 against Staphylococcus aureus, Pseudomonas aeruginosa and Escherichia coli. It is suggested that the ozonated “dendê” oil presents greater possibilities to be used in the preparation of pharmaceutical or cosmetic formulations.

No presente estudo o linoleato de metila ozonizado com índice de peróxidos de 1.800 mmol-equiv. kg-1 foi caracterizado quimicamente. Os efeitos do ozônio sobre o linoleato de metila produz hidroperóxidos, ozonideos e aldeídos, os quais foram identificados por técnicas de ressonância magnética nuclear de ¹H e 13C, mono- e bidimensional. O linoleato de metila padrão e o linoleato de metila ozonizado mostram espectros muito similares, excetuando os valores de ressonância (delta 9,7 e delta 9,6) que correspondem aos hidrogênios aldeídicos (delta 5,7 e delta 5,5) e olefínicos de hidroperóxidos (delta 5,2). Outras atribuições estão baseadas nas conectividades fornecidas pelas constantes de acoplamento. Estes resultados indicam que a espectrometria de RMN pode oferecer informação valiosa a respeito da quantidade de compostos oxigenados formados à partir do linoleato de metila ozonizado para o uso em ozonoterapia e na química de óleos vegetais ozonizados.

In the present study ozonized methyl linoleate with peroxide index of 1,800 mmol-equiv kg-1 was chemically characterized. Ozonation of methyl linoleate produced hydroperoxides, ozonides and aldehydes which were identified by ¹H and 13C NMR two-dimensional. The standard methyl linoleate and ozonized methyl linoleate shown very similar ¹H NMR spectra except for the signals at delta 9.7 and delta 9.6 that correspond to aldehydic hydrogen, delta 5.7 and delta 5.5 (olefinic signals from hydroperoxides) and delta 5.2 ppm (multiplet from ozonides methynic hydrogen). Other resonance assignments are based on the connectivities provided by the hydrogen scalar coupling constants. These results indicate that NMR spectroscopy can provide valuable information about the amount of formed oxygenated compounds in the ozonized methyl linoleate in order to use it to follow up ozone therapy and chemistry of ozonized vegetable oil.

Neste estudo, óleos de oliva e girassol ozonizados foram comparados química e microbilogicamente. Estes óleos foram introduzidos em um reator com gás ozônio borbulhante, em banho-maria a temperatura ambiente, até solidificação. O teor de peróxido, de iodo e o grau de acidez foram determinados juntamente com a atividade antimicrobiana. Os efeitos da ozonização na composição dos ácidos graxos desses óleos foram analisados usando-se a técnica de Cromatografia Gás-Líquido. Um aumento nos valores de peroxidação e de acidez foi observado em ambos os óleos, mas foram maiores no óleo de girassol ozonizado. O teor de iodo obtido no azeite de oliva ozonizado foi zero, enquanto no óleo de girassol ozonizado foi de 8,8 g de iodo per 100 g. A atividade antimicrobiana foi similar para os dois óleos ozonizados, com exceção da Concentração Mínima Bactericida de Pseudomona Aruginosa. A composição dos ácidos graxos nos dois óleos ozonizados mostrou um decréscimo gradual de ácidos graxos insaturados (C18:1, C18:2), com o aumento gradual da ozonização.

In this study the ozonized olive and sunflower oils are chemical and microbiologically compared. These oils were introduced into a reactor with bubbling ozone gas in a water bath at room temperature until they were solidified. The peroxide, acidity and iodine values along with antimicrobial activity were determined. Ozonization effects on the fatty acid composition of these oils were analyzed using Gas-Liquid Chromatographic Technique. An increase in peroxidation and acidity values was observed in both oils but they were higher in ozonized sunflower oil. Iodine value was zero in ozonized olive oil whereas in ozonized sunflower was 8.8 g Iodine per 100 g. The antimicrobial activity was similar for both ozonized oils except for Minimum Bactericidal Concentrations of Pseudomona aeruginosa. Composition of fatty acids in both ozonized oils showed gradual decrease in unsaturated fatty acids (C18:1, C18:2) with gradual increase in ozone doses.