Synthesis and characterization of novel bromophenols: Determination of their anticholinergic, antidiabetic and antioxidant activities.

Autor: Öztaşkın N; Atatürk University, Faculty of Science, Department of Chemistry, 25240 Erzurum, Turkey. Electronic address: noztaskin@atauni.edu.tr., Kaya R; Atatürk University, Faculty of Science, Department of Chemistry, 25240 Erzurum, Turkey., Maraş A; Atatürk University, Faculty of Science, Department of Chemistry, 25240 Erzurum, Turkey. Electronic address: amaras@atauni.edu.tr., Şahin E; Atatürk University, Faculty of Science, Department of Chemistry, 25240 Erzurum, Turkey., Gülcin İ; Atatürk University, Faculty of Science, Department of Chemistry, 25240 Erzurum, Turkey., Göksu S; Atatürk University, Faculty of Science, Department of Chemistry, 25240 Erzurum, Turkey.
Jazyk: angličtina
Zdroj: Bioorganic chemistry [Bioorg Chem] 2019 Jun; Vol. 87, pp. 91-102. Date of Electronic Publication: 2019 Mar 06.
DOI: 10.1016/j.bioorg.2019.03.010
Abstrakt: In this paper, a series of novel bromophenol derivatives were synthesized and evaluated for their acetylcholinesterase and α-glycosidase enzymes inhibition properties and antioxidant activity. Diarylmethanones were synthesized and their bromination was carried out. During bromination, some compounds gave new bromophenols via regioselective O-demethylation. Demethylation of brominated diarylmethanones was also performed with BBr 3 to give novel bromophenols. In addition, we examines the antioxidant capacity of novel bromophenol derivatives using several in vitro bioanalytical methodologies such as 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS⋅ + ) and 1,1-diphenyl-2-picryl-hydrazyl free radical (DPPH) radical scavenging activity, Fe 3+ and Cu 2+ reducing activities and ferrous (Fe 2+ ) ions chelating activities. Also, novel bromophenols and methoxylated bromophenols derivatives were tested against acetylcholinesterase and α-glycosidase, which associated with some metabolic diseases. The novel bromophenols showed Ki values in range of 8.94 ± 0.73-59.45 ± 14.97 nM against AChE and 4.31 ± 1.93-44.14 ± 2.19 nM against α-glycosidase.
(Copyright © 2019 Elsevier Inc. All rights reserved.)
Databáze: MEDLINE
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