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    Chlorine-thymol substituted silicon (IV) phthalocyanines: Synthesis, characterization, and in vitro acetylcholinesterase (AChE)/butyrylcholinesterase (BChE) inhibitory effect
    (John Wiley and Sons Ltd, 2024) Aktaş Kamiloğlu, Ayşe; Arslan, Tayfun; Tekin, Aşkın; Kantekin, Halit; Acar, İrfan
    In this study, novel chlorine-thymol derivatives (1,3-bis(4-chloro-2-isopropyl-5 methylphenoxy)propan-2-ol (Thy-OHI) and 2-[2-(4-chloro-2-isopropyl-5-methylphenoxy)ethoxy]ethanol (Thy-OHII)) and axially di-4-chloro-2-isopropyl-5-methylphenoxy (Thy-SiPc), 1,3-bis(4-chloro-2-isopropyl-5-methylphenoxy)propanoxy (Thy-OHI-SiPc), and 2-[2-(4-chloro-2-isopropyl-5-methylphenoxy)ethoxy]ethanoxy (Thy-OHII-SiPc) substituted silicon phthalocyanine compounds were obtained, and their structures were elucidated by the combination of various methods such as NMR, IR, UV–Vis, and MS. The inhibitory effects of these compounds (Thy-OHI, Thy-OHII, Thy-SiPc, Thy-OHI-SiPc and Thy-OHII-SiPc), synthesized for the first time, on cholinesterase enzymes (AChE and BChE) were investigated in the laboratory environment. In the studies, notably Thy-OHI-Si and thymol derivative ligand Thy-OHII displayed significant inhibition against AChE and BChE.
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    Development of pyrimidine-substituted schiff base and their axially silicon phthalocyanines as inhibitors of acetylcholinesterase and butyrylcholinesterase for alzheimer's disease therapy
    (John Wiley and Sons Ltd, 2025) Aktaş Kamiloğlu, Ayşe; Arslan, Tayfun; Tekin, Aşkın; Kantekin, Halit
    In this study, axially substituted silicon (IV) phthalocyanine complexes containing pyrimidine-substituted Schiff bases were synthesized and characterized. The Schiff bases (Pyr-1 and Pyr-2) were synthesized through a condensation reaction between pyrimidine derivatives and appropriate aldehydes, followed by their coordination with silicon (IV) to form the corresponding phthalocyanine complexes (Pyr-1-SiPc and Pyr-2-SiPc). The synthesized Schiff bases (Pyr-1 and Pyr-2) and silicon (IV) phthalocyanine derivatives (Pyr-1-SiPc and Pyr-2-SiPc) were subsequently tested in vivo for their inhibitory effect on the enzymes acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). A substantial number of these compounds exhibited pronounced inhibitory activity against both enzymes. Notably, among the phthalocyanines and their precursor compounds, the most intriguing were identified as submicromolar selective inhibitors of AChE and BChE, with IC50 values of 4.26 μM and 6.46 μM, respectively.
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    Synthesis and in vitro acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes activity of aldehyde and schiff base substituted cobalt (II), copper (II), and zinc (II) phthalocyanines
    (John Wiley and Sons Ltd, 2024) Yalazan, Halise; Kamiloğlu, Ayşe Aktaş; Tekin, Askın; Arslan, Tayfun; Kantekin, Halit
    In this work, a series of aldehyde-substituted phthalocyanine compounds (1, 3, and 5) were prepared by the cyclotetramerization of the 4-(5-(diethylamino)-2-formylphenoxy) phthalonitrile (a) and the corresponding metal salts. Schiff base-substituted phthalocyanines (2, 4, and 6) were derived from an aldehyde-substituted phthalocyanine (1, 3, and 5) via the reaction of aldehyde-substituted phthalocyanines with an amine reagent. The compounds that were obtained were characterized using FT-IR, 1H {13C} NMR, UV–Vis, and MS spectra (a and 1–6). The inhibitory qualities of synthesized aldehyde and Schiff base-substituted complexes against the enzymes butyrylcholinesterase (BChE) and acetylcholinesterase (AChE) were assessed. The majority of phthalocyanines exhibited strong enzyme-inhibiting properties. Out of the six produced phthalocyanines, 3 and 4 displayed the most intriguing profiles as submicromolar selective AChE inhibitors (IC50 = 0.060 ?M), whereas 1 demonstrated the most potent BChE inhibitor (IC50 = 0.024 ?M). The aggregation studies of CoPcs, CuPcs, and ZnPcs (1–6) were also carried out in this work.