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Spectroscopic Characterization and Biological Activity of Fatty Hydroxamic Acids Derived from Olive Oil Triacylglycerides

Fatty hydroxamic acid (FHAs) mixture, composed mainly of oleoyl and linoleyl hydroxamic acid (OHA and LHA respectively), was derived from olive oil triacylglycerides (Scheme). The FHAs mixture was elucidated by means of IR, Raman, MS, one- and two-dimensional homo- and heteronuclear 1H and 13 C-NMR spectroscopy in comparison with corresponding olive oil spectra. The ratio of the OHA and LHA (4:1) was confirmed by MALDI-TOF/TOF mass spectrometry.The results of FHAs cell toxicity on normal fibroblast (BJ) and tumour cell linee (HeLa) revealed that the normal cell line was sensitive to FHAs in whole range of applied concentrations while HeLa tumor cell line was sensitive only at higher FHAs concentrations.The radical scavenging, metal chelating and the antioxidant activity in β- carotene-linoleate assay, as well as the reducing power of FHAs, gave positive results of FHAs activity in these tests. The ADMET predictor parameters revealed that the FHAs in comparison to their corresponding carboxylic precursors (oleic and linoleic acids) are more prominent as leading compound for further research.

Fatty hydroxamic acids; synthesis; IR; Raman; NMR and MS spectroscopy; antioxidant activity; cytotoxic activity; ADMET

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