title: Synthesis and paroxonase activities of novel bromophenols.
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.
authors.affiliation: Department of Chemistry, Faculty of Science, Atatürk University , Erzurum , Turkey.
authors.forename: Yusuf
authors.initials: Y
authors.lastname: Akbaba
authors.forename: Cüneyt
authors.initials: C
authors.lastname: Türkeş
authors.forename: Leyla
authors.initials: L
authors.lastname: Polat
authors.forename: Hakan
authors.initials: H
authors.lastname: Söyüt
authors.forename: Ertan
authors.initials: E
authors.lastname: Sahin
authors.forename: Abdullah
authors.initials: A
authors.lastname: Menzek
authors.forename: Süleyman
authors.initials: S
authors.lastname: Göksu
authors.forename: Sükrü
authors.initials: S
authors.lastname: Beydemir
mesh_terms: D043303:Aryldialkylphosphatase / Q000037:antagonists & inhibitors* / Q000302:isolation & purification / Q000378:metabolism; D004305:Dose-Response Relationship, Drug; D004789:Enzyme Activation / Q000187:drug effects; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D004791:Enzyme Inhibitors; D010636:Phenols; D043303:Aryldialkylphosphatase; C468406:PON1 protein, human