title: Synthesis of diaryl ethers with acetylcholinesterase, butyrylcholinesterase and carbonic anhydrase inhibitory actions.
abstract: A series of diaryl ethers were synthesized and their human (h) carbonic anhydrase (CA) isoenzymes hCA I and II, acetylcholinesterase (AChE), and butyrylcholinesterase (BuChE) inhibitory actions were investigated. The new compounds were synthesized from the corresponding phenols and bromobenzenes via the Ullmann reaction, by using dipicolinic acid as a copper (I) complexing ligand. hCA I and II were inhibited with Kis in the low nanomolar range of 102.01-127.13 nM against hCA I, and of 73.71-113.40 nM against hCA II, whereas the inhibition constants against AChE were of 15.35-18.34 nM and against BChE in the range of 9.07-22.90 nM. The CA inhibition mechanism with these ethers is unknown, but may be similar to that of aryl methyl ethers investigated earlier by computational approaches.
authors.affiliation: a Department of Chemistry , Faculty of Science, Atatürk University , Erzurum , Turkey.
authors.forename: Fadime
authors.initials: F
authors.lastname: Özbey
authors.affiliation: a Department of Chemistry , Faculty of Science, Atatürk University , Erzurum , Turkey.
authors.forename: Parham
authors.initials: P
authors.lastname: Taslimi
authors.affiliation: a Department of Chemistry , Faculty of Science, Atatürk University , Erzurum , Turkey.|b Department of Zoology , College of Science, King Saud University , Riyadh , Saudi Arabia.
authors.forename: İlhami
authors.initials: İ
authors.lastname: Gülçin
authors.affiliation: a Department of Chemistry , Faculty of Science, Atatürk University , Erzurum , Turkey.
authors.forename: Ahmet
authors.initials: A
authors.lastname: Maraş
authors.affiliation: a Department of Chemistry , Faculty of Science, Atatürk University , Erzurum , Turkey.
authors.forename: Süleyman
authors.initials: S
authors.lastname: Göksu
authors.affiliation: c Dipartimento di Chimica Ugo Schiff, Universita degli Studi di Firenze , Sesto Fiorentino , Firenz , Italy , and.|d Neurofarba Department, Section of Pharmaceutical and Nutriceutical Sciences, Universita degli Studi di Firenze , Sesto Fiorentino , Florence , Italy.
authors.forename: Claudiu T
authors.initials: CT
authors.lastname: Supuran
mesh_terms: D000110:Acetylcholinesterase / Q000378:metabolism*; D002091:Butyrylcholinesterase / Q000378:metabolism*; D024401:Carbonic Anhydrase I / Q000037:antagonists & inhibitors / Q000302:isolation & purification / Q000378:metabolism; D024402:Carbonic Anhydrase II / Q000037:antagonists & inhibitors / Q000302:isolation & purification / Q000378:metabolism; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D004987:Ethers / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D007527:Isoenzymes / Q000037:antagonists & inhibitors / Q000302:isolation & purification / Q000378:metabolism; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D002257:Carbonic Anhydrase Inhibitors; D002800:Cholinesterase Inhibitors; D004987:Ethers; D007527:Isoenzymes; D000110:Acetylcholinesterase; D002091:Butyrylcholinesterase; D024401:Carbonic Anhydrase I; D024402:Carbonic Anhydrase II
keywords: Acetylcholinesterase; butyrylcholinesterase; carbonic anhydrase; diaryl ethers; enzyme inhibition