Letters in Organic Chemistry

Author(s): Marina Tisma, Maja Molnar, Marija  Skarica, Milan Cacic and Bruno  Zelic

DOI: 10.2174/157017861108140613161919

Laccase Inhibiting Activity of Some Coumarin Derivatives

Page: [583 - 589] Pages: 7

  • * (Excluding Mailing and Handling)

Abstract

Seven 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.

Keywords: Coumarins, laccase activity, inhibition, ABTS, L-DOPA.

Graphical Abstract