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Bioorg Chem. 2015 Jun;60:49-57. doi: 10.1016/j.bioorg.2015.04.006. Epub 2015 Apr 24.

Antioxidant and acetylcholinesterase inhibition properties of novel bromophenol derivatives.

Author information

1
Department of Chemistry, Faculty of Science, Atatürk University, 25240 Erzurum, Turkey.
2
Oltu Vocational School, Department of Food Technology, Atatürk University, 25400 Oltu, Erzurum, Turkey.
3
Department of Chemistry, Faculty of Science, Atatürk University, 25240 Erzurum, Turkey. Electronic address: sgoksu@atauni.edu.tr.
4
Department of Chemistry, Faculty of Science, Atatürk University, 25240 Erzurum, Turkey; Department of Zoology, College of Science, King Saud University, Riyadh, Saudi Arabia. Electronic address: igulcin@atauni.edu.tr.

Abstract

In this study, series of novel bromophenol derivatives were synthesized and investigated for their antioxidant and AChE inhibition properties. Novel brominated diarylmethanones were obtained from the acylation reactions of benzoic acids with substituted benzenes. One of the bromodiarylmethanone was synthesized from the bromination of diarylmethanone with molecular bromine. All diarylmethanones were converted into their bromophenol derivatives with BBr3. The antioxidant activities of all synthesized compounds were elucidated by using various bioanalytical assays. Radical scavenging activities of compounds 10-24 were evaluated by means of DPPH and ABTS(+) scavenging activities. In addition, reducing ability of 10-24 were determined by Fe(3+), Cu(2+), and [Fe(3+)-(TPTZ)2](3) reducing activities. α-Tocopherol, trolox, BHA, and BHT were used as positive antioxidant and radical scavenger molecules. On the other hand, IC50 values were calculated for DPPH, ABTS(+) scavenging, and AChE inhibition effects of novel compounds. The results obtained from the current studies clearly show that novel bromophenol derivatives 20-24 have considerable antioxidant, antiradical, and AChE inhibition effects.

KEYWORDS:

Acetylcholinesterase; Antioxidant activity; Bromophenols; Demethylation; Diarylmethanones; Enzyme inhibition

PMID:
25956827
DOI:
10.1016/j.bioorg.2015.04.006
[Indexed for MEDLINE]

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