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    Phthalimide-tethered imidazolium salts: Synthesis, characterization, enzyme inhibitory properties, and in silico studies
    (Wiley-V C H Verlag Gmbh, 2022) Yigit, Murat; Demir, Yeliz; Celepci, Duygu Barut; Taskin-Tok, Tugba; Arinc, Ali; Yigit, Beyhan; Aygun, Muhittin
    A series of new imidazolium salts were prepared in good yield by the reaction between 1-alkylimidazole and a variety of alkyl halides. The structures of the compounds were identified by FT-IR, H-1 NMR, and C-13 NMR spectroscopy, elemental analysis, and mass spectrometry. The crystal structure of 1b was determined by the single-crystal X-ray diffraction method. The phthalimide-tethered imidazolium salts exhibited inhibition abilities toward acetylcholinesterase (AChE) and human carbonic anhydrases (hCAs) I and II, with K-i values in the range of 24.63 +/- 3.45 to 305.51 +/- 35.98 nM for AChE, 33.56 +/- 3.71 to 218.01 +/- 25.21 nM for hCA I and 17.75 +/- 0.96 to 308.67 +/- 13.73 nM for hCA II. The results showed that the new imidazolium salts can play a key role in the treatment of Alzheimer's disease, epilepsy, glaucoma, and leukemia, which is related to their inhibition abilities of hCA I, hCA II, and AChE. Molecular docking and in silico absorption, distribution, metabolism, excretion and toxicity studies were used to look into how the imidazolium salts interacted with the specific protein targets. To better visualize and understand the binding positions and the influence of the imidazolium salts on hCA I, hCA II, and AChE conformations, each one was subjected to molecular docking simulations.
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    SYNTHESIS AND ENZYME INHIBITORY PROPERTIES OF QUINOXALINE BRIDGED BIS(IMIDAZOLIUM) SALTS
    (Pergamon-Elsevier Science Ltd, 2022) Yigit, Murat; Demir, Yeliz; Arinc, Ali; Yigit, Beyhan; Koca, Murat; Ozdemir, Ismail; Gulcin, Ilhami
    In this study, a series of new salts containing quinoxaline and imidazole moieties were synthesized in good yield by the reaction of 2,3 -bis(bromomethyl)quinoxalines and 1-alkylimidazoles in N,N-dimethylformamide. These salts were characterized by elemental analysis, IR, H-1 NMR and C-13 NMR spectroscopy, which support the proposed structures. Furthermore, the enzyme inhibition activities of these compounds were investigated. They showed highly potent inhibition effect on acetylcholinesterase (AChE) and carbonic anhydrases (hCAs) (Ki values are in the range of 44.80 +/- 14.87 to 288.64 +/- 42.68 nM, 21.50 +/- 4.76 to 187.30 +/- 22.43 nM, and 5.81 +/- 0.71 to 164.52 +/- 26.0 nM for AChE, hCA I, and hCA II, respectively). Compound 3 showed the best inhibition effect for hCA I and compound 4 showed the best inhibition effect for hCA II and AChE.
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    Synthesis, spectroscopic characterization and antimicrobial properties of silyl-tethere d benzimidazolium salts
    (Elsevier, 2022) Yigit, Murat; Sireci, Nihat; Guenal, Selami; Onderci, Muhittin; Ozdemir, Namik; Arinc, Ali; Yigit, Beyhan
    A series of new silyl-substituted benzimidazolium salts were synthesized in good yield by the reaction of 1-(dimethylvinylsilyl)methylbenzimidazole and various alkyl halides. These salts were characterized by spectroscopic techniques. Also, crystal structure of 2c has been determined by the single-crystal X-ray diffraction method. Newly synthesized compounds were tested for antibacterial and antifungal activities and the minimum inhibitory concentrations were determined. The results indicates that some of compounds exert effective antibacterial activity against four Gram (-) bacterial and four Gram ( + ) bacterial strains and two yeast strains.