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    Antiproliferative-antimicrobial properties and structural analysis of newly synthesized Schiff bases derived from some 1,3,4-thiadiazole compounds
    (Elsevier, 2020) Gur, Mahmut; Yerlikaya, Serife; Sener, Nesrin; Ozkinali, Sevil; Baloglu, Mehmet Cengiz; Gokce, Halil; Sener, Izzet
    The 1,3,4-thiadiazole core has been mainly used as a pharmacological scaffold in medicinal chemistry. A series of Schiff bases derived from 5-substituted-1,3,4-thiadiazole-2-amine were designed and synthesized to investigate their biological activities. Structures of compounds were clarified with FTIR, H-1 NMR and elemental analysis. Due to the importance of this core in pharmacology, all these newly synthesized compounds were tested for different biological properties at the same time. Compound 3A ((E)-N-(2,5-dimethoxybenzylidene)-5-(4-methoxyquinolin-2-yl)-1,3,4-thiadiazol-2-amine) and compound 4A ((E)-N-(2,5-dimethoxybenzylidene)-5-(3-methylbenzofuran-2-yl)-1,3,4-thiadiazol-2-amine) possessed high DNA protective ability against oxidative Fenton mixture. Compound 1A ((E)-N-(2,5-dimethoxybenzylidene)-5-(benzo[b]thiophen-2-yl)-1,3,4-thiadiazol-2-amine) and compound 2B ((E)-2-((5-(1H-indol-2-yl)-1,3,4-thiadiazol-2-ylimino)methyl)-6-methoxyphenol) showed strong antimicrobial activity against S. epidermidis. The most effective compound was detected as compound 3A which exhibited cytotoxicity on both PC-3 and MDA-MB-231 cancer cell lines. The IC50 of this compound was calculated as 370.7 mu M and 505.1 mu M for MDA-MB-231 and PC-3 cells, respectively. Molecular docking studies were also performed to examine the understanding of the mechanism behind the anti-cancer and anti-bacterial properties. For further study, compound 3A has the potential for utilization with chemotherapy drugs to establish a more efficient therapy strategy with minimum cytotoxicity against cancer cells. (C) 2020 Elsevier B.V. All rights reserved.
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    Öğe
    Synthesis and Characterization of Some New 1,3,4-Thiadiazole Compounds Derived from 3,4-(Methylenedioxy)Cinnamic Acid and their Antimicrobial Activities
    (Bentham Science Publ Ltd, 2019) Muglu, Halit; Gur, Mahmut; Ben Hsin, Maesm Ahmed Mohamed; Sener, Nesrin; Ozkinali, Sevil; Ozkan, Osman Emre; Sener, Izzet
    Some new 1,3,4-thiadiazole compounds derived from 3,4-(methylenedioxy)cinnamic acid were synthesized in this study. Their structures were determined using UV-Vis, IR, H-1-NMR, and C-13-NMR spectroscopy. Moreover, the antibacterial activities of the new 1,3,4-thiadiazole derivatives were tested against Gram positive (Enterococcus durans, Bacillus subtilis, and Staphylococcus aureus) and gram negative (Salmonella typhimurium, Escherichia coli, Salmonella enteritidis, Salmonella infantis, Salmonella kentucky, Enterobacter aerogenes) bacteria using the disk diffusion method. Furthermore, their antifungal activity was tested against Candida albicans using the disk diffusion method. Some of the synthesized compounds (V, VII, XIII, and XIV) showed antibacterial activity against S. aureus. Also, one synthesized compound (VIII) showed antibacterial activity against E. coli, exhibiting 8 and 9 mm inhibition zones using 50 and 80 mu L. One compound (IX) showed antibacterial activity against E. aerogenes, exhibiting a 12 mm inhibition zone using 80 mu L. One compound (XIII) showed antibacterial activity against S. kentucky, exhibiting an inhibition zone of about 9 mm using 80 mu L. Also, one compound (VII) showed antibacterial activity against E. durans, exhibiting 7, 7, and 8 mm inhibition zones using 30, 50, and 80 mu L. None of the compounds (I-XV) showed antifungal activity against C. albicans. These results showed that some of the synthesized compounds could be used as antibacterial agents.
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    Synthesis, Spectroscopic and Thermal Analysis and Investigation of Dyeing Properties of o-Hydroxy Schiff Bases and Their Metal Complexes
    (Wiley-V C H Verlag Gmbh, 2020) Ozkinali, Sevil; Yavuz, Senol; Tosun, Tugce; Ali Kose, Dursun; Gur, Mahmut; Kocaokutgen, Hasan
    Two series of new Schiff base metal complexes (Cu(II), Ni(II), Co(II), Mn(II), Zn(II)) were synthesized and used to study their fastness and thermal properties. All of the dyes were applied on cotton, polyester and cellulose acetate fabrics as reactive dyes by using temperature and 1 : 20 Flotte ratio. Washing, rubbing and light fastness was investigated by ISO 105-C06 A2S, TS EN ISO 105-X12 and ISO 105-B02 methods, respectively and obtained very well to excellent results. Structures of the metal complex dyes were elucidated by IR, UV-Vis, H-1-NMR, C-13-NMR, mass spectroscopic techniques, magnetic susceptibility measurements, elemental analysis, and thermal analysis. Spectroscopic results indicate that all of the complexes adopt octahedral geometry. Also the results indicate that the complexes are formed by the binding of a metal ion with two Schiff bases by using two >C=N- groups, two hydroxyl groups and two aqua ligands. In the present study, for the first time, fabrics were dyed with Schiff bases and metal complexes, and then, their fastness analyses were carried out and were obtained fine results.