Abstract
Autoxidation products of synthetic methyl 9,12-epoxy-octadeca-9,11-dienoate (MEFA) were investigated by gas chromatography-mass spectrometry analysis and tested for bacterial urease inhibition. A suspension of oxidized MEFA in 10% Tween 80 was an effective inhibitor for bacterial urease extract fromHelicobacter pylori (I50=1.3 mM) and for commercial urease fromBacillus pasteurii (I50=0.06 mM). The urease inhibitory effect was cancelled by adding cysteine to the reaction mixture. The total content of biologically active oxidized products in the mixture was found to be 6.2%. Dioxo-ene derivatives of MEFA on the thin-layer chromatography plate surface were converted into more stable compounds, whose formation in the mixture reduced inhibition ofB. pasteurii to about 2% of the former level. The mechanism of urease inhibition is supposed to involve the interaction of the thiol groups of the enzyme’s active center with the inhibitor molecules.
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Rosenblat, G., Tabak, M., Lie Ken Jie, M.S.F. et al. Inhibition of bacterial urease by autoxidation of furan C-18 fatty acid methyl ester products. J Am Oil Chem Soc 70, 501–505 (1993). https://doi.org/10.1007/BF02542584
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DOI: https://doi.org/10.1007/BF02542584