Synthesis and paroxonase activities of novel bromophenols

Author： Akbaba Yusuf   Türkeş Cüneyt   Polat Leyla   Söyüt Hakan   Şahin Ertan   Menzek Abdullah   Göksu Süleyman   Beydemir Şükrü  

Publisher： Informa Healthcare

ISSN： 1475-6366

Source： Journal of Enzyme Inhibition and Medicinal Chemistry, Vol.28, Iss.5, 2013-10, pp. : 1073-1079

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Abstract

Three novel bromophenols 10–12 were synthesized. Acylation of veratrole (4) with 2,3-dimethoxy benzoic acid (5) gave a kown diarylmethanone 6. Bromination of 6 with different equivalents of molecular bromine afforded new di and tribrominated compounds 7–9 which were converted to their corresponding bromophenols 10–12 via O-demethylation with BBr3. Paraoxonase-1 (PON1) was purified from human serum with approximately 42% and 3584 U × mg−1 specific activity. The synthesized compounds 6–12 showed inhibitory effects on paraoxonase-1 (PON1) which is an organophosphate (OP) hydrolyser and an antioxidant bioscavenger enzyme. IC50 values were determined in the range of 0.123–1.212 mM.Graphical abstract

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