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    Antiproliferative properties and structural analysis of newly synthesized Schiff bases bearing pyrazole derivatives and molecular docking studies
    (Elsevier, 2021) Sener, Nesrin; ozkinali, Sevil; Altunoglu, Yasemin Celik; Yerlikaya, Serife; Gokce, Halil; Zurnaci, Merve; Sener, Izzet
    New pyrazole Schiffbases containing azo groups were synthesized using the condensation reaction between p-nitrobenzaldehyde and (E)-4-(phenyl)-1-H-pyrazole-3,5-diamine in the molar ratio of 1:2. Characterization of the compounds was performed by spectroscopic techniques, including IR, UV-Vis, H-1-NMR and C-13-NMR. Biological activity of the compounds was evaluated by analyzing DNA protection, antimicrobial and anticancer properties. Compound 4 was effective for Salmonella typhimurium with the MIC concentration of 62.5 mu g/mL. Moreover, this compound had the highest protection activity on DNA. Cytotoxic activity of compound 4 was determined on the HeLa cancer cell line with the IC50 concentration of 976.6 mu M. The anti-cancer characteristic of compounds 4 and 5 for HeLa cancer was theoretically analyzed by molecular docking study as well. Among the tested compounds, compound 4 possessed significant results due to its in vitro cytotoxic properties. Therefore, it may be considered as a potential bioactive agent for cancer treatment studies. In addition, further in vivo analysis can be performed to indicate its anticancer property. (C) 2021 Elsevier B.V. All rights reserved.
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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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    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.