THE STUDY OF ANTIOXIDANT ACTIVITY OF THE APORPHINE ALKALOID OF GLAUCINE AND THE PHENAN-THRENE ALKALOID OF SECO-GLAUCINE OBTAINED IN SUBCRITICAL WATER
Abstract
Antioxidant activity of aporphine alkaloid of glaucine – 1,2,9,10-tetramethoxy-6-alpha-aporphine (GL), that extracted from Glaucinum flavum, and phenanthrene alkaloid of seco- glaucine – 1-[2- (N-methylaminoethyl)]-3,4,6,7-tetramethoxyfenantren (seco-GL), that synthesized in medium of subcritical water were studied by bioluminescent test (in vivo) and in antiradical reaction with DPPH.
Antioxidant activity of alkaloids were evaluated in vivo by bioluminescence of recombinant strain of E. coli MG1655 (pKatG-lux), induced with H2O2. The influence of GL or seco-GL led to reduced of factor induction of bioluminescence, indicating reducing the toxic effect of H2O2 on the bacterial cells due to the antioxidant activity of alkaloids. Antioxidant activity of seco-GL in bioluminescent assay was significantly higher than that of the isomer - GL. Thus, at a concentration of 0,2 mM seco-GL protective activity value was 86%, while for the GL at the same concentration in 9,5 times lower – 9,3%.
Behavior GL and seco-GL were very different in the reaction with DPPH. Seco- glaucine reacted with DPPH much faster and leads to significant changes in the absorption spectrum of DPPH. Values of EC50, obtained in the test with DPPH for seco-GL was 0,3 mM, while for GL EC50= 5,3 mM.
Thus, the transformation (in medium of subcritical water) of the model alkaloid - glaucine into its isomer seco-glaucine provided production of a phenanthrene alkaloid of seco- glaucine, whose antioxidant activity is many times higher than the natural activity of the original glaucine.
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