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    Synthesis and Characterization of Oxime Derivatives and their Some Transition Metal Complexes with Thiadiazole Groups: Biological Activities, and Molecular Docking Studies of the Ligands
    (Wiley-V C H Verlag Gmbh, 2024) Otaiwi, Ahmed Saleem; Mirghani, Ahmed Hamdi; Bostanci, Hayrani Eren; Coskun, Ahmet; Tahtaci, Hakan; Uysal, Saban
    This study involved the synthesis and investigation of the anticancer and antioxidant capabilities of six newly developed ligands generated from 1,3,4-thiadiazole and diphenyl ether keto oxime which has never been synthesized before, together with their transition metal complexes. The obtained ligands were characterized using elemental analysis, FTIR, 1H NMR, 13C NMR, and mass spectroscopy. Polymeric complexes of the obtained ligands were synthesized by reacting all ligands with MCl2.nH2O (M: Mn2+/Co2+)/Ni2+/Cu2+)) salts. The polymeric complexes ' structures were determined using elemental analysis, ICP-AES, FTIR spectroscopy, UV-vis spectroscopy, magnetic susceptibility analysis, and thermogravimetric analysis. Subsequently, the ligands were examined for their anticancer properties. To achieve this objective, the HT-22 cell line, which consists of healthy mouse hippocampus neuronal cells, is utilized as the control group. Additionally, the MCF7 (breast cancer), MDA-MB-231 (breast cancer), C6 (rat glioma), HT-29 (colon cancer), and A549 (lung carcinoma) cell lines are employed in cell culture research as representatives of cancerous cell lines. Based on the cell culture investigations, some of the synthesized ligands showed moderate to good anti-cancer activity, especially for both colon cancer and brain tumors. Finally, a molecular docking analysis was conducted utilizing MOE software to ascertain the binding affinity between the synthesized ligands and the specific proteins of interest. This study includes the synthesis of transition metal complexes of six new ligands obtained from 1,3,4-thiadiazole and diphenyl ether keto oxime and the investigation of the anticancer and antioxidant properties of the ligands. Finally, a molecular docking analysis was performed to determine the binding affinity between the synthesized ligands and specific proteins of interest. image
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    Synthesis of bilaterally thiadiazole substituted vic-dioxime ligands and investigation of their polymeric metal complexes
    (Elsevier, 2024) Khalid, Omar; Salah, Mojahid; Mirghani, Ahmed Hamdi; Tahtaci, Hakan; Coskun, Ahmet; Uysal, Saban
    In this study, three novels substituted 1,3,4-thiadiazole-derived vic-dioxime ligands and their corresponding polymeric transition metal (Co2+and Ni2+) complexes were synthesized and their structural characterizations were performed. For this purpose, 4,4 '-bis(chloroacetyldiphenyl) ether (OKS1) was obtained from the reaction of diphenyl ether with chloroacetyl chloride at a 1:2 molar ratio with the help of the Friedel-Crafts reaction. Our first starting oxime compound 2,2 '-(oxybis(4,1-phenylene))bis(N-hydroxy-2-oxoacetimidoyl) chloride (OKS2) was obtained from the reaction of OKS1 with butyl nitrite at a 1:2 molar ratio under the catalysis of HCl gas. Then, our final starting vic-dioxime compound 2,2 '-(oxybis(4,1-phenylene))bis(N-hydroxy-2-(hydroxyimino) acetimidoyl) chloride (OKS3) was obtained from the reaction of OKS2 with hydroxylamine hydrochloride in ethanol media at 40 degrees C. Then, our three original target vic-dioxime compounds (OKL1-OKL3) were synthesized from the reaction of substituted 2-amino-1,3,4-thiadiazole compounds with OKS3. Structural characterizations of all synthesized organic compounds were made using elemental analysis, FTIR, 1H and 13C NMR and mass spectroscopy methods. Target complexes were obtained from the reaction of all ligands with MCl2.nH2O (M: Co2+and Ni2+) salts, and their structures were elucidated using FTIR, magnetic susceptibility, thermogravimetric analysis, elemental analysis, and ICP-OES spectroscopy methods.