title: The synthesis of some β-lactams and investigation of their metal-chelating activity, carbonic anhydrase and acetylcholinesterase inhibition profiles.
abstract: β-Lactam antibiotics are a broad class of antibiotics, consisting of all antibiotic agents that contain a β-lactam ring in their molecular structures. Synthesis of β-lactam analogs, which are containing dichloride atoms and N-methyl, N-aromatic rings, was achieved by Schiff bases and dichloroketene compounds. All the synthesized imines and β-lactam analogs were tested against two physiologically relevant carbonic anhydrase isozymes (hCA I and II) and acetylcholinesterase (AChE). They demponstrated effective inhibitory profiles with Kivalues in ranging of 3.22-11.18 nM against hCA I, 3.74-10.41 nM against hCA II, and 0.50-1.57 nM against AChE. On the other hand, acetazolamide and dorzolamide clinically used as CA inhibitors, showed Kivalue of 170.34 and 129.26 nM against hCA I, and 115.43 and 135.67 nM against hCA II, respectively. Also, tacrine used as standard AChE inhibitor showed Kivalue of 5.70 nM against AChE.
authors.affiliation: a Department of Chemistry , Faculty of Science, Ataturk University , Erzurum , Turkey.
authors.forename: Burhanettin
authors.initials: B
authors.lastname: Turan
authors.affiliation: a Department of Chemistry , Faculty of Science, Ataturk University , Erzurum , Turkey.|b Department of Chemistry , Faculty of Science and Arts, Kafkas University , Kars , Turkey.
authors.forename: Kivilcim
authors.initials: K
authors.lastname: Şendil
authors.affiliation: a Department of Chemistry , Faculty of Science, Ataturk University , Erzurum , Turkey.
authors.forename: Emin
authors.initials: E
authors.lastname: Şengül
authors.affiliation: a Department of Chemistry , Faculty of Science, Ataturk University , Erzurum , Turkey.
authors.forename: Mehmet Serdar
authors.initials: MS
authors.lastname: Gültekin
authors.affiliation: a Department of Chemistry , Faculty of Science, Ataturk University , Erzurum , Turkey.
authors.forename: Parham
authors.initials: P
authors.lastname: Taslimi
authors.affiliation: a Department of Chemistry , Faculty of Science, Ataturk University , Erzurum , Turkey.|c Department of Zoology , College of Science, King Saud University , Riyadh , Saudi Arabia.
authors.forename: İlhami
authors.initials: İ
authors.lastname: Gulçin
authors.affiliation: d Dipartimento Di Chimica Ugo Schiff, Universita Degli Studi Di Firenze , Firenze , Italy , and.|e Department of Neurofarba , Section of Pharmaceutical and Nutriceutical Sciences, Universita Degli Studi Di Firenze , Florence , Italy.
authors.forename: Claudiu T
authors.initials: CT
authors.lastname: Supuran
mesh_terms: D000110:Acetylcholinesterase / Q000378:metabolism*; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002256:Carbonic Anhydrases / Q000378:metabolism*; D002614:Chelating Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D006801:Humans; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D047090:beta-Lactams / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D002257:Carbonic Anhydrase Inhibitors; D002614:Chelating Agents; D002800:Cholinesterase Inhibitors; D047090:beta-Lactams; D000110:Acetylcholinesterase; D002256:Carbonic Anhydrases
keywords: Acetylcholinesterase; Schiff bases; carbonic anhydrase; enzyme inhibition; enzyme purification; β-lactams