Design, Synthesis and Cholinesterase Inhibitory Activity of Novel 1,3,4-Thiadiazole Derivatives

Betül Kaya; Ulviye Acar Çevik; Bilge Çiftci; Mesut Isık; Zafer Asım Kaplancıklı; Şükrü Beydemir

doi:10.17776/csj.1449622

EN

Design, Synthesis and Cholinesterase Inhibitory Activity of Novel 1,3,4-Thiadiazole Derivatives

Abstract

Inhibition of the cholinesterases (AChE and BChE) plays a pivotal role in the symptomatic treatment of Alzheimer’s disease. The present study reports the synthesis and anticholinesterase activity of five novel thiadiazole analogs in search of anti-Alzheimer agents. The structures of the newly synthesized compounds were characterized using 1H NMR, 13C NMR and HRMS. Tested compounds inhibited acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes with IC50 values in the range of 8.250-20.382 μM and 14.143-0.986 μM, respectively. N-(4-Chlorophenyl)-2-[(5-(allylamino)-1,3,4-thiadiazol-2-yl)thio]-N-(3-nitrobenzyl)acetamide (6e) was determined as the most potent inhibitor against both tested enzymes when compared with standard drug tacrine. Molecular docking study was carried out to reveal the binding interactions between compound 6e and the active site of AChE

Keywords

Acetylcholinesterase, Butyrylcholinesterase, Cholinesterase inhibitors, 1, 3, 4-thiadiazole, Alzheimer’s disease

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Details

Primary Language

English

Subjects

Pharmaceutical Chemistry

Journal Section

Research Article

Authors

Betül Kaya ^*
0000-0002-1713-9485
Türkiye

Ulviye Acar Çevik
0000-0003-1879-1034
Türkiye

Bilge Çiftci
Türkiye

Mesut Isık
Türkiye

Zafer Asım Kaplancıklı
Türkiye

Şükrü Beydemir
Türkiye

Publication Date

September 30, 2024

Submission Date

March 11, 2024

Acceptance Date

July 22, 2024

Published in Issue

Year 2024 Volume: 45 Number: 3

DOI

https://doi.org/10.17776/csj.1449622

IZ

https://izlik.org/JA78GY84SY

APA

Kaya, B., Acar Çevik, U., Çiftci, B., Isık, M., Kaplancıklı, Z. A., & Beydemir, Ş. (2024). Design, Synthesis and Cholinesterase Inhibitory Activity of Novel 1,3,4-Thiadiazole Derivatives. Cumhuriyet Science Journal, 45(3), 503-509. https://doi.org/10.17776/csj.1449622

AMA

1.Kaya B, Acar Çevik U, Çiftci B, Isık M, Kaplancıklı ZA, Beydemir Ş. Design, Synthesis and Cholinesterase Inhibitory Activity of Novel 1,3,4-Thiadiazole Derivatives. CSJ. 2024;45(3):503-509. doi:10.17776/csj.1449622

Chicago

Kaya, Betül, Ulviye Acar Çevik, Bilge Çiftci, Mesut Isık, Zafer Asım Kaplancıklı, and Şükrü Beydemir. 2024. “Design, Synthesis and Cholinesterase Inhibitory Activity of Novel 1,3,4-Thiadiazole Derivatives”. Cumhuriyet Science Journal 45 (3): 503-9. https://doi.org/10.17776/csj.1449622.

EndNote

Kaya B, Acar Çevik U, Çiftci B, Isık M, Kaplancıklı ZA, Beydemir Ş (September 1, 2024) Design, Synthesis and Cholinesterase Inhibitory Activity of Novel 1,3,4-Thiadiazole Derivatives. Cumhuriyet Science Journal 45 3 503–509.

IEEE

[1]B. Kaya, U. Acar Çevik, B. Çiftci, M. Isık, Z. A. Kaplancıklı, and Ş. Beydemir, “Design, Synthesis and Cholinesterase Inhibitory Activity of Novel 1,3,4-Thiadiazole Derivatives”, CSJ, vol. 45, no. 3, pp. 503–509, Sept. 2024, doi: 10.17776/csj.1449622.

ISNAD

Kaya, Betül - Acar Çevik, Ulviye - Çiftci, Bilge - Isık, Mesut - Kaplancıklı, Zafer Asım - Beydemir, Şükrü. “Design, Synthesis and Cholinesterase Inhibitory Activity of Novel 1,3,4-Thiadiazole Derivatives”. Cumhuriyet Science Journal 45/3 (September 1, 2024): 503-509. https://doi.org/10.17776/csj.1449622.

JAMA

1.Kaya B, Acar Çevik U, Çiftci B, Isık M, Kaplancıklı ZA, Beydemir Ş. Design, Synthesis and Cholinesterase Inhibitory Activity of Novel 1,3,4-Thiadiazole Derivatives. CSJ. 2024;45:503–509.

MLA

Kaya, Betül, et al. “Design, Synthesis and Cholinesterase Inhibitory Activity of Novel 1,3,4-Thiadiazole Derivatives”. Cumhuriyet Science Journal, vol. 45, no. 3, Sept. 2024, pp. 503-9, doi:10.17776/csj.1449622.

Vancouver

1.Betül Kaya, Ulviye Acar Çevik, Bilge Çiftci, Mesut Isık, Zafer Asım Kaplancıklı, Şükrü Beydemir. Design, Synthesis and Cholinesterase Inhibitory Activity of Novel 1,3,4-Thiadiazole Derivatives. CSJ. 2024 Sep. 1;45(3):503-9. doi:10.17776/csj.1449622

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