Laccase Inhibiting Activity of Some Coumarin Derivatives
Letters in Organic Chemistry,
Marina Ti sma, Maja Molnar, Marija Skarica, Milan Cacic and Bruno ZelicAffiliation:
J.J. Strossmayer University of Osijek, Faculty of Food Technology Osijek, F. Kuha ca 20, HR-31000 Osijek, Croatia.
AbstractSeven coumarin derivatives were screened for their inhibitory effect on laccase utilizing ABTS and L-DOPA as substrates. 2-[(4-Methyl-2-oxo-2H-1-benzopyran-7-yl)oxy]acetic acid (E)-2-[(dihydroxyphenyl)methylene]hydrazides were proven to be stronger inhibitors than corresponding thiosemicarbazides when ABTS [2,2'-azinobis(3- ethylbenzothiazoline-6-sulfonic acid)] was used as a substrate. In kinetic experiments mixed type inhibition was determined for 2-[(4-methyl-2-oxo-2H-1-benzopyran-7-yl)oxy]acetic acid (E)-2-[(2,5-dihydroxyphenyl)methylene]hydrazide and (E)-2-[(3,4-dihydroxyphenyl)methylene]hydrazide. In reaction of L-DOPA (L-3,4-dihydroxyphenylalanine) oxidation catalyzed by laccase none of the tested compounds has shown inhibitory effect.
Coumarins, laccase activity, inhibition, ABTS, L-DOPA.
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