Article 2022 · 27 citations

Synthesis of Novel Bromophenol with Diaryl Methanes-Determination of Their Inhibition Effects on Carbonic Anhydrase and Acetylcholinesterase

Oztaskin, Necla, Goksu, Suleyman, Demir, Yeliz, Maras, Ahmet, Gulcin, Ilhami

Abstract

In this work, nine new bromophenol derivatives were designed and synthesized. The alkylation reactions of (2-bromo-4,5-dimethoxyphenyl)methanol (7) with substituted benzenes 8-12 produced new diaryl methanes 13-17. Targeted bromophenol derivatives 18-21 were synthesized via the O-Me demethylation of diaryl methanes with BBr3. Moreover, the synthesized bromophenol compounds were tested with some metabolic enzymes such as acetylcholinesterase (AChE), carbonic anhydrase I (CA I), and II (CA II) isoenzymes. The novel synthesized bromophenol compounds showed Ki values that ranged from 2.53 +/- 0.25 to 25.67 +/- 4.58 nM against hCA I, from 1.63 +/- 0.11 to 15.05 +/- 1.07 nM against hCA II, and from 6.54 +/- 1.03 to 24.86 +/- 5.30 nM against AChE. The studied compounds in this work exhibited effective hCA isoenzyme and AChE enzyme inhibition effects. The results show that they can be used for the treatment of glaucoma, epilepsy, Parkinson's as well as Alzheimer's disease (AD) after some imperative pharmacological studies that would reveal their drug potential.

Keywords

bromophenol diaryl methane demethylation carbonic anhydrase acetylcholinesterase BIOLOGICAL EVALUATION ANTIMICROBIAL ACTIVITIES ANTIOXIDANT PROPERTIES ISOENZYMES I METAL-IONS HCA I DERIVATIVES BUTYRYLCHOLINESTERASE ESTERASE (3,4-DIHYDROXYPHENYL)(2,3,4-TRIHYDROXYPHENYL)METHANONE

WoS Categories

Biochemistry & Molecular Biology Chemistry, Multidisciplinary

Sustainable Development Goals

Good Health and Well-being

Citation

Journal: MOLECULES
Year: 2022
Volume: 27
Issue: 21
eISSN: 1420-3049
DOI: 10.3390/molecules27217426
WoS UID: WOS:000884119000001

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