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, 1H and 13C 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.
Foodborne pathogens are a real public health concern in an escalating antimicrobial resistance scenario. Natural products represent a promising source of bioactive molecules, and essential oils have attracted much attention due to their myriad of biological properties, including antibacterial activities. In this context, essential oils obtained from the leaves of Chromolaena squalida, Campomanesia sessiliflora, Myrsine guianensis, Matayba guianensis, Siparuna guianensis, Ocotea minarum and Endlicheria paniculata—species from the Cerrado biome of Midwest Brazil—were extracted and evaluated for their antibacterial activity against a panel of four standard and three clinical multidrug−resistant bacterial strains. All tested oils showed moderate to good activity against at least four bacterial strains, including Salmonella Typhi and oxacillin−resistant Staphylococcus. The essential oils from C. squalida, C. sessiliflora, My. guianensis and Ma. guianensis showed strong inhibition of clinical Staphylococcus strains, which cause bovine mastitis and are related to milk−borne diseases. Their chemical profiles were investigated by gas chromatography coupled to mass spectrometry (GC/MS), which revealed a predominance of mono− and sesquiterpene hydrocarbons, some of which with well−known antimicrobial properties. The essential oil from Cerrado plants proved active against resistant Gram−positive and Gram−negative bacteria, revealing their potentialities for the development of new alternative agents to prevent the spreading of resistant bacterial contamination.
From the lichen Parmotrema lichexantonicum were isolated the depsidone salazinic acid, the xanthone lichexanthone, and the depside atranorin. The two major compounds, salazinic acid and lichexanthone, were selected for structure modifications. Salazinic acid afforded O-alkyl salazinic acids, some of them potentially cytotoxic against tumor cell lines (HCT-8, SF-295 and MDA/ MB - 435). From lichexanthone were obtained norlichexanthone, 3-O-methylnorlichexanthone, 3-O-methyl-6-O-prenylnorlichexanthone, 3,6-di-O-prenyl-norlichexanthone, 3,6-bis[(3,3-dimethyloxyran-2-il)methoxy]-1-hydroxy-8-methyl-9H-xanten-9-one and 3,6-bis[3-(dimethylamine)propoxy]-1-hydroxy-8-methyl-9H-xanten-9-one. The last compound was the most active against S. aureus.
18 January 2013 in Orbital: the Electronic Journal of Chemistry