Research Article
Year 2023,
Volume: 2 Issue: 3, 118 - 124, 29.12.2023
Abstract
In the present research, we synthesized two unique series of thiazole compounds having 5-bromothiophene and 3-methylthiophene (2a-2f) in their structure. After that, spectroscopic methods were used to analyze the chemical compositions of the newly synthesized molecules. Then in vitro evaluation was done to determine acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) activity of the synthesized compounds using galantamine as reference standard. The compounds’ antioxidant properties were assessed using DPPH radical scavenging and ferrous ion-chelating techniques. The results of the study showed weak anticholinesterase activity against AChE and BuChE enzymes for all the final compounds. The synthesized analogs also showed significant DPPH radical scavenging activities with IC50 values in the range of 29.16 ± 0.009 to 33.09 ± 0.004 µM (for DDPH) incomparison to standard gallic acid with IC50 = 31.13 ± 0.008 µM (for DDPH). Especially, compound 2c showed the best antioxidant activity with IC50 value of 29.16 ± 0.009 µM.
Keywords
References
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Year 2023,
Volume: 2 Issue: 3, 118 - 124, 29.12.2023
Abstract
References
- Gupta SM, Behera A, Jain NK, Tripathi A, Rishipathak D, Singh S, Ahemad N, Erol M, & Kumar D. Development of substituted benzylidene derivatives as novel dual cholinesterase inhibitors for Alzheimer’s treatment. RSC Adv. (2023); 13(38): 26344-26356. https://doi.org/10.1039/D3RA03224H.
- Siddiqui SZ, Arfan M, Abbasi MA, Shah SAA, Parveen R, Ashraf M, Solangi M, Hussain S, & Khan KM. Design, synthesis of triazole-based scaffolds, N-(substitutedphenyl)-2-(5-(4-methoxyphenyl)-4-phenyl-4H-1,2,4-triazol-3-ylthiol) acetamides: As potential anti-cholinesterase agents for neurodegenerative diseases. J Mol Struct. (2023); 135885. https://doi.org/10.1016/j.molstruc.2023.135885.
- Gutti G, Leifeld J, Kakarla R, Bajad NG, Ganeshpurkar A, Kumar A, Krishnamurthy S, Klein-Schmidt C, Tapken D, Hollmann M, & Singh SK. Discovery of triazole-bridged aryl adamantane analogs as an intriguing class of multifunctional agents for treatment of Alzheimer’s disease. Eur J Med Chem. (2023); 259: 115670. https://doi.org/10.1016/j.ejmech.2023.115670.
- Ezzat MAF, Abdelhamid SM, Fouad MA, Abdel‐Aziz HA, & Allam HA. Design, synthesis, in vitro, and in vivo evaluation of novel phthalazinone‐based derivatives as promising acetylcholinesterase inhibitors for treatment of Alzheimer’s disease. Drug Dev Res. (2023); 84: 1231-1246. https://doi.org/10.1002/ddr.22082.
- Kiran PVR, Waiker DK, Verma A, Saraf P, Bhardwaj B, Kumar H, Singh A, Kumar P, Singh N, Srikrishna S, Kumar Trigun S, Shrivastava SK. Design and development of benzyl piperazine linked 5-phenyl-1,2,4-triazole-3-thione conjugates as potential agents to combat Alzheimer’s disease. Bioorg Chem. (2023); 139: 106749. https://doi.org/10.1016/j.bioorg.2023.106749.
- Yu D, Yang C, Liu Y, Lu T, Li L, Chen G, Liu Z, Li Y. Synthesis and biological evaluation of substituted acetamide derivatives as potential butyrylcholinestrase inhibitors. Sci Rep. (2023); 13(1): 4877. https://doi.org/10.1038/s41598-023-31849-5.
- Pourtaher H, Hasaninejad A, Zare S, Tanideh N, & Iraji A. The anti-Alzheimer potential of novel spiroindolin-1, 2-diazepine derivatives as targeted cholinesterase inhibitors with modified substituents. Sci Rep. (2023); 13(1): 11952. https://doi.org/10.1038/s41598-023-38236-0.
- Binici EE, Akıncıoğlu H, & Kılınç N. Indole‐3‐carbinol (I3C): Inhibition Effect on Monoamine Oxidase A (MAO‐A), Monoamine Oxidase B (MAO‐B) and Cholinesterase Enzymes, Antioxidant Capacity and Molecular Docking Study. ChemistrySelect. (2023); 8(33): e202301727. https://doi.org/10.1002/slct.202301727.
- Luo K, Chen J, Li H, Wu D, Du Y, Zhao S, Liu T, Li L, Dai Z, Li Y, Zhao Y, Tang L, Fu X. Design, synthesis and biological evaluation of new multi-target scutellarein hybrids for treatment of Alzheimer’s disease. Bioorg Chem. (2023); 138: 106596. https://doi.org/10.1016/j.bioorg.2023.106596.
- Ibrahim M, Ali M, Halim SA, Latif A, Ahmad M, Ali S, Ullah S, Khan A, Rebierio AI, Uddin J, Al-Harrasi A. New supramolecules of bis (acylhydrazones)-linked bisphenol sulfide for Alzheimer’s: targeting cholinesterases by in vitro and in silico approaches. RSC Adv. (2023); 13(36): 25379-25390. https://doi.org/10.1039/D3RA03908K.
- Sever B, Türkeş C, Altıntop MD, Demir Y, & Beydemir Ş. Thiazolyl-pyrazoline derivatives: In vitro and in silico evaluation as potential acetylcholinesterase and carbonic anhydrase inhibitors. Int J Biol Macromol. (2020); 163: 1970-1988. https://doi.org/10.1016/j.ijbiomac.2020.09.043.
- Tuğrak M, Gül Hİ, & Gülçin İ. Acetylcholinesterase inhibitory potencies of new pyrazoline derivatives. J Res Pharm. (2020); 24(4): 464-471. https://doi.org/10.35333/jrp.2020.194.
- Temel HE, Altintop MD, & Özdemir A. Synthesis and evaluation of a new series of thiazolyl-pyrazoline derivatives as cholinesterase inhibitors. Turk J Pharm Sci. (2018); 15(3): 333-338. https://doi.org/10.4274/tjps.20982.
- Budak Y, Kocyigit UM, Gürdere MB, Özcan K, Taslimi P, Gülçin İ, & Ceylan M. Synthesis and investigation of antibacterial activities and carbonic anhydrase and acetyl cholinesterase inhibition profiles of novel 4, 5-dihydropyrazol and pyrazolyl-thiazole derivatives containing methanoisoindol-1, 3-dion unit. Synth Commun. (2017); 47(24): 2313-2323. https://doi.org/10.1080/00397911.2017.1373406.
- Ellman GL, Courtney KD, Andres Jr V, & Featherstone RM. A new and rapid colorimetric determination of acetylcholinesterase activity. Biochem Pharmacol. (1961); 7(2): 88-95. https://doi.org/10.1016/0006-2952(61)90145-9.
- Dinis TCP, Madeira VMC., & Almeida LM. Action of phenolic derivatives (acetaminophen, salicylate, and 5-aminosalicylate) as inhibitors of membrane lipid peroxidation and peroxyl radical scavengers. Arch Biochem Biophys. (1994); 315: 161–169. https://doi.org/10.1006/abbi.1994.1485.
- Ercetin T, Senol FS, Orhan IE, and Toker G. Comparative assessment of antioxidant and cholinesterase inhibitory properties of the marigold extracts from Calendula arvensis L. and Calendula officinalis L. Ind Crops Prod. (2012); 36(1): 203-208. https://doi.org/10.1016/j.indcrop.2011.09.007.
- Blois MS. Antioxidant determinations by the use of a stable free radical. Nature. (1958); 181(4617): 1199-1200. https://doi.org/10.1038/1811199a0.
There are 18 citations in total.
Details
| Primary Language | English |
|---|---|
| Subjects | Pharmacology and Pharmaceutical Sciences (Other) |
| Journal Section | Research Articles |
| Authors | |
| Publication Date | December 29, 2023 |
| Submission Date | October 12, 2023 |
| Acceptance Date | November 17, 2023 |
| Published in Issue | Year 2023 Volume: 2 Issue: 3 |
