New bis-catechols 5-lipoxygenase inhibitors
R Dupont, JF Goossens, N Cotelle, L Vrielynck… - Bioorganic & medicinal …, 2001 - Elsevier
Bioorganic & medicinal chemistry, 2001•Elsevier
Three polyhydroxy-2-phenylnaphthalenes (1–3) and the oxy analogue of
tetrahydroxypavinan (4) were prepared and evaluated for their antioxidant properties
(inhibition of diphenylpycrylhydrazyl radical (DPPH), reduction of iron (III) ion) and inhibition
of 5-lipoxygenase (5-LO) activity. Their three-dimensional structures were established on the
basis of spectroscopic data and semi-empirical calculations. Compounds 1 and 2 were
found as potent 5-LO inhibitors as nordihydroguaiaretic acid (NDGA), whereas 4 is 2.5 times …
tetrahydroxypavinan (4) were prepared and evaluated for their antioxidant properties
(inhibition of diphenylpycrylhydrazyl radical (DPPH), reduction of iron (III) ion) and inhibition
of 5-lipoxygenase (5-LO) activity. Their three-dimensional structures were established on the
basis of spectroscopic data and semi-empirical calculations. Compounds 1 and 2 were
found as potent 5-LO inhibitors as nordihydroguaiaretic acid (NDGA), whereas 4 is 2.5 times …
Three polyhydroxy-2-phenylnaphthalenes (1–3) and the oxy analogue of tetrahydroxypavinan (4) were prepared and evaluated for their antioxidant properties (inhibition of diphenylpycrylhydrazyl radical (DPPH), reduction of iron (III) ion) and inhibition of 5-lipoxygenase (5-LO) activity. Their three-dimensional structures were established on the basis of spectroscopic data and semi-empirical calculations. Compounds 1 and 2 were found as potent 5-LO inhibitors as nordihydroguaiaretic acid (NDGA), whereas 4 is 2.5 times less potent than NDGA. The reliability of the 3-D structures with the 5-LO inhibition properties is discussed. Their antioxidant properties show that tested compounds are expected to act as redox inhibitors.
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