Synthesis and paroxonase activities of novel bromophenols
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, vol.28, no.5, pp.1073-1079, 2013 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 28 Issue: 5
- Publication Date: 2013
- Doi Number: 10.3109/14756366.2012.715287
- Journal Name: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Page Numbers: pp.1073-1079
- Keywords: Bromination, bromophenols, natural products, demethylation, paroxonase activity, IN-VITRO, CARBONIC-ANHYDRASE, PARAOXONASE, ANESTHETICS, PON1
- Open Archive Collection: AVESIS Open Access Collection
- Bursa Uludag University Affiliated: No
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 x 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.