Potaniec Bartłomiej, Grabarczyk Małgorzata, Stompor Monika, Szumny Antoni, Zieliński Paweł, Żołnierczyk Anna Katarzyna, Anioł Mirosław
Department of Chemistry, The Faculty of Food Science, Wrocław University of Environmental and Life Sciences, Norwida 25/27, 50-375 Wrocław, Poland.
Spectrochim Acta A Mol Biomol Spectrosc. 2014 Jan 24;118:716-23. doi: 10.1016/j.saa.2013.09.018. Epub 2013 Sep 12.
Oximes of isoxanthohumol (IXN), naringenin (N) and flavanone (FL) were synthesized with yields of 88-95% and their antioxidant activity was evaluated using the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) method. Although naringenin oxime (NOX) and flavanone oxime (FLOX) did not have any significant antioxidant effect (EC50=2.21 mM and 78.7 mM, respectively), isoxanthohumol oxime (IXNOX) showed a strong antioxidant activity (EC50=0.0411 mM), comparable to the activity of ascorbic acid (EC50=0.0181 mM). The structure of new compound IXNOX was established using (1)H NMR, (13)C NMR, IR and UV-VIS spectroscopy, by comparison to IXN, NOX and FLOX.
合成了异黄腐酚(IXN)、柚皮素(N)和黄烷酮(FL)的肟,产率为88 - 95%,并使用1,1 - 二苯基 - 2 - 苦基肼自由基(DPPH)法评估了它们的抗氧化活性。尽管柚皮素肟(NOX)和黄烷酮肟(FLOX)没有任何显著的抗氧化作用(EC50分别为2.21 mM和78.7 mM),但异黄腐酚肟(IXNOX)表现出较强的抗氧化活性(EC50 = 0.0411 mM),与抗坏血酸的活性(EC50 = 0.0181 mM)相当。通过与IXN、NOX和FLOX比较,利用(1)H NMR、(13)C NMR、红外光谱和紫外 - 可见光谱确定了新化合物IXNOX的结构。