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Novel antioxidant bromophenols with acetylcholinesterase,butyrylcholinesterase and carbonic anhydrase inhibitory actions
Affiliation:1. Ataturk University, Faculty of Sciences, Department of Chemistry, Erzurum, Turkey;2. Erzurum Technical University, Faculty of Science, Department of Basic Sciences, Erzurum, Turkey;1. Department of Chemistry, Faculty of Arts and Sciences, Inönü University, 44280 Malatya, Turkey;2. Dokuz Eylül University, Faculty of Science, Department of Physics, 35160 Buca İzmir, Turkey;3. Department of Chemistry, Faculty of Sciences, Ataturk University, 25240 Erzurum, Turkey;4. Agri Ibrahim Cecen University, Central Research and Application Laboratory, 04100 Agri, Turkey;1. Department of Chemistry, Faculty of Arts and Sciences, Inönü University, 44280, Malatya, Turkey;2. Department of Physics, Faculty of Science, Dokuz Eylül University, 35160, Buca, İzmir, Turkey;3. Department of Chemistry, Faculty of Science, Atatürk University, 25240, Erzurum, Turkey;1. Department of Chemistry, Faculty of Arts and Science, Inönü University, 44280-Malatya, Turkey;2. Dokuz Eylül University, Faculty of Science, Department of Physics, 35160-Buca, İzmir, Turkey;3. Department of Chemistry, Faculty of Science, Atatürk University, 25240-Erzurum, Turkey;4. Agri Ibrahim Cecen University, Central Research and Application Laboratory, 04100-Agri, Turkey;1. Tercan Vocational High School, Erzincan Binali Yildirim University, Erzincan 24800, Turkey;2. Department of Chemistry, Faculty of Science, Atatürk University, Erzurum 25240, Turkey;3. Department of Pharmaceutical Basic Sciences, Faculty of Pharmacy, Erzincan Binali Yildirim University, Erzincan 24100, Turkey;4. Central Research and Application Laboratory, Agri Ibrahim Cecen University, Agri 04100, Turkey;5. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Mersin University, Mersin 33169, Turkey;1. Department of Chemistry, Faculty of Arts and Sciences, Inönü University, 44280 Malatya, Turkey;2. Dokuz Eylül University, Faculty of Science, Department of Physics, 35160 Buca, İzmir, Turkey;3. Central Research and Applications Laboratory, Agri Ibrahim Cecen University, 04100 Agri, Turkey;4. Department of Chemistry, Faculty of Sciences, Ataturk University, 25240 Erzurum, Turkey;5. Department of Biotechnology, Faculty of Science, Bartin University, 74100 Bartin, Turkey;6. Department of Pharmacy Services, Nihat Delibalta Göle Vocational High School, Ardahan University, 75700 Ardahan, Turkey
Abstract:In this study, a series of novel bromophenols were synthesized from benzoic acids and methoxylated bromophenols. The synthesized compounds were evaluated by using different bioanalytical antioxidant assays including 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulphonic acid) (ABTSradical dot+) radical scavenging assays. Also, reducing power of novel bromophenols were evaluated by Cu2+-Cu+ reducing, Fe3+-Fe2+ reducing and [Fe3+-(TPTZ)2]3+-[Fe2+-(TPTZ)2]2+ reducing and ferrous ions (Fe2+) chelating abilities. The compounds demonstrate powerful antioxidant activities when compared to standard antioxidant molecules of α-tocopherol, trolox, butylated hydroxyanisole (BHA), and butylated hydroxytoluene (BHT). Also in the last part of this studies novel bromophenols were tested against some metabolic enzymes including acetylcholinesterase (AChE), butyrylcholinesterase (BChE) enzymes and carbonic anhydrase I, and II (hCA I and hCA II) isoenzymes. The newly synthesized bromophenols showed Ki values in a range of 6.78 ± 0.68 to 126.07 ± 35.6 nM against hCA I, 4.32 ± 0.23 to 72.25 ± 12.94 nM against hCA II, 4.60 ± 1.15 to 38.13 ± 5.91 nM against AChE and 7.36 ± 1.31 to 29.38 ± 3.68 nM against BChE.
Keywords:Bromophenols  Antioxidant activity  Acetylcholinesterase  Butyrylcholinesterase  Carbonic anhydrase
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