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Akademisyenler > Turgay TUNÇ > Yayın Detayı

Chiral Anthranilic Amides as Potential Cholinesterase Inhibitors: Synthesis, Bioactivity Assessment, and Molecular Modeling  
Yazarlar (4)
Doç. Dr. Turgay TUNÇ Doç. Dr. Turgay TUNÇ
Kırşehir Ahi Evran Üniversitesi, Türkiye
Namık Kılınç
Iğdır Üniversitesi, Turkey
Prof. Dr. Nadir DEMİREL Prof. Dr. Nadir DEMİREL
Kırşehir Ahi Evran Üniversitesi, Türkiye
Zuhal Alım
Kırşehir Ahi Evran Üniversitesi, Turkey
Devamını Göster
Özet
Inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) are central therapeutic targets for Alzheimer's disease (AD). In this study, novel chiral anthranilic amide derivatives (5a–5d, 7a, and 7b) were synthesized from chiral amines and were characterized by 1H, 13C NMR, LC–MS, and IR, then inhibitory effect of 5a–5d, 7a, and 7b on AChE/BChE activity was investigated by in vitro inhibition and in silico studies. For AChE, IC50 values of 5a–5d, 7a, and 7b were found to be 70, 63.64, 53.85, 36.84, 17.07, and 17.5 nM, respectively. For BChE, IC50 values of 5a–5d, 7a, and 7b were found as 46.66 µM, 33.33 µM, 116.6 µM, 233.3 µM, 175 nM and, 116.6 nM, respectively. All compounds had better inhibition effects against AChE than BChE. The enantioselective inhibition was observed in the compounds 5a–5d. For AChE, the S-enantiomers exhibited stronger inhibition than the R-enantiomers. However, in the case of BChE, R-enantiomers had better inhibition effects. Although molecules 7a and 7b had a stronger inhibition effect than molecules 5a–5d for AChE and BChE, the enantioselectivity was decreased in these molecules. This result was attributed to the spacer group effect in 7a and 7b.
Anahtar Kelimeler
acetylcholinesterase | butyrylcholinesterase | chiral anthranilic amide | inhibition | molecular docking
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı Chemistry and Biodiversity
Dergi ISSN 1612-1872 Wos Dergi Scopus Dergi
Dergi Grubu Q3
Makale Dili İngilizce
Basım Tarihi 01-2025
Sayı 1
Doi Numarası 10.1002/cbdv.202500974
BM Sürdürülebilir Kalkınma Amaçları
Atıf Sayıları
Chiral Anthranilic Amides as Potential Cholinesterase Inhibitors: Synthesis, Bioactivity Assessment, and Molecular Modeling

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