Spectroscopic characterization of ozonides with biological activity

M. Díaz, I. Lezcano, J. Molerio, F. Hernández

Resultado de la investigación: Contribución a una revistaArtículorevisión exhaustiva

31 Citas (Scopus)

Resumen

Ozonation reactions are very important in fatty acid chemistry since their ozonation products are involved in vital biological processes. When an unsaturated acid reacts with ozone in presence of an organic solvent, Criegee ozonides are produced according to the Criegee mechanism. These ozonides are relatively stable compounds, thus, in the organism they have biological effects at distant sites from the sites they are formed. The antimicrobial activity of ozonized sunflower oil (OleozonR) has been previously well documented. We have suggested that ozonides are involved in the antimicrobial effect of OleozonR. In this study we try to demonstrate this hypothesis. Ozonides were obtained by total reaction of ozone gas with a sample of methyl oleate in an organic solvent (hexane). Proton Nuclear Magnetic Resonance (1H NMR) technique was used for identification of ozonides in ozonation products, whereas biological evaluation was done by determining Minimum Inhibitory Concentration (MIC), Minimum Bactericidal Concentration (MBC) and Minimum Fungicidal Concentration (MFC) of ozonation products of different microorganism. The ozonide signal was identified in the OleozonR and ozonized methyl oleate while in sunflower oil was not. Ozonation products from methyl oleate, in our reaction conditions, were spectroscopically found to be only ozonides. MICs for ozonides from ozonized methyl oleate were from 2.3 to 28 mg/mL, whereas MBC and MFC were 460 mg/mL comparable with those from OleozonR. These results demonstrate that ozonides are one of the active species of OleozonR.

Idioma originalInglés
Páginas (desde-hasta)35-40
Número de páginas6
PublicaciónOzone: Science and Engineering
Volumen23
N.º1
DOI
EstadoPublicada - 2001
Publicado de forma externa

Áreas temáticas de ASJC Scopus

  • Ingeniería ambiental
  • Química ambiental

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