Synthesis and inhibitory properties of some carbamates on carbonic anhydrase and acetylcholine esterase |
| |
| Authors: | Süleyman Y?lmaz Yusuf Akbaba Bünyamin Özgeri? Leyla Polat Köse |
| |
| Institution: | 1. Department of Chemistry, Faculty of Science, Atatürk University, Erzurum, Turkey,;2. Department of Chemistry, Faculty of Science, Atatürk University, Erzurum, Turkey,;3. Department of Basic Science, Faculty of Science, Erzurum Technical University, Erzurum, Turkey, |
| |
| Abstract: | A series of carbamate derivatives were synthesized and their carbonic anhydrase I and II isoenzymes and acetylcholinesterase enzyme (AChE) inhibitory effects were investigated. All carbamates were synthesized from the corresponding carboxylic acids via the Curtius reactions of the acids with diphenyl phosphoryl azide followed by addition of benzyl alcohol. The carbamates were determined to be very good inhibitors against for AChE and hCA I, and II isoenzymes. AChE inhibition was determined in the range 0.209–0.291?nM. On the other hand, tacrine, which is used in the treatment of Alzheimer’s disease possessed lower inhibition effect (Ki: 0.398?nM). Also, hCA I and II isoenzymes were effectively inhibited by the carbamates, with inhibition constants (Ki) in the range of 4.49–5.61?nM for hCA I, and 4.94–7.66?nM for hCA II, respectively. Acetazolamide, which was clinically used carbonic anhydrase (CA) inhibitor demonstrated Ki values of 281.33?nM for hCA I and 9.07?nM for hCA II. The results clearly showed that AChE and both CA isoenzymes were effectively inhibited by carbamates at the low nanomolar levels. |
| |
| Keywords: | Acetylcholinesterase carbamates carbonic anhydrase enzyme inhibition synthesis |
|
|
