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Öğe Anti-tumor properties of microwave-assisted synthesized 6,7-dihydroxycoumarins: An in vitro study(Wiley-Blackwell, 2015) Tekin, Suat; Koran, Kenan; Ozen, Furkan; Gorgulu, Ahmet Orhan; Sandal, Suleyman[Abstract Not Available]Öğe Cytotoxic Properties of Amino Acid Substituted Novel Cinnamic Acid Compounds(Wiley, 2019) Caliskani, Eray; Ozturk, Dilara Altay; Tekin, Suat; Koran, Kenan; Gorgulu, Ahmet Orhan; Cetin, Ahmet[Abstract Not Available]Öğe Cytotoxic Properties of Peptide Substituted Novel Cyclotriphosphazene Compound(Wiley, 2019) Koran, Kenan; Tekin, Suat; Caliskan, Eray; Capan, Trfan; Sandal, Suleyman; Gorgulu, Ahmet Orhan[Abstract Not Available]Öğe Cytotoxicity Properties of Full Subsituted Organocyclophosphazene Derivatives Containing chalcone-groups against A2780 and MCF-7 Cancer Cell Lines(Wiley, 2017) Durmus, Merve; Beytur, Asiye; Celik, Mesut; Disli, Faruk; Koran, Kenan; Tekin, Suat; Gorgulu, Ahmet Orhan[Abstract Not Available]Öğe Determination of Anticancer Activities of Organophosphazene Compounds Bearing Ether Groups on Human Cancer Cell Lines(Wiley, 2017) Beytur, Asiye; Demir, Ilker; Koran, Kenan; Tekin, Suat; Gorgulu, Ahmet Orhan; Sandal, Suleyman[Abstract Not Available]Öğe Determination of antitumor properties of cyclophosphazene derivatives bearing chalcone-groups against PC-3 cell lines(Wiley-Blackwell, 2015) Tekin, Suat; Koran, Kenan; Ozen, Furkan; Gorgulu, Ahmet Orhan; Sandal, Suleyman[Abstract Not Available]Öğe Determination of Cytotoxicity Properties of Newly Synthesized Chalcone-Cyclophosphazene Compounds against Human Prostate Cancer Cell Lines(Wiley-Blackwell, 2015) Tekin, Suat; Koran, Kenan; Ozen, Furkan; Sandal, Suleyman; Gorgulu, Ahmet Orhan[Abstract Not Available]Öğe Determination of Cytotoxicity Properties of Oxime-Cyclotriphosphazene Derivatives Against PC-3 Cancer Cell Lines(Wiley, 2017) Calisgan, Seyma; Beytur, Asiye; Menengic, Kubra Nur; Tekin, Suat; Koran, Kenan; Gorgulu, Ahmet Orhan; Sandal, Suleyman[Abstract Not Available]Öğe The first peptide derivatives of dioxybiphenyl-bridged spiro cyclotriphosphazenes: In vitro cytotoxicity activities and DNA damage studies(Academic Press Inc Elsevier Science, 2023) Koran, Kenan; Caliskan, Eray; Ozturk, Dilara Altay; Capan, Irfan; Tekin, Suat; Sandal, Suleyman; Gorgulu, Ahmet OrhanIn this study, we aimed to synthesize new peptide-substituted cyclotriphosphazenes from a series of tyrosine -based peptides and dioxyphenyl-substituted spirocyclotriphosphazenes, and to evaluate their in vitro cytotox-icity and genotoxicity activities. Genotoxicity studies were conducted to understand whether the cytotoxic compounds cause cell death through DNA damage. The structures of the novel series of phosphazenes were characterized by FT-IR, elemental analysis, MS, 1D (31P, 1H, and 13C-APT NMR), and 2D (HETCOR) NMR spectroscopic techniques. In vitro cytotoxic activities were carried out against human breast (MCF-7), ovarian (A2780), prostate (PC-3), colon (Caco-2) cancer cell lines and human normal epithelial cell line (MCF-10A) at different concentrations by using an MTT assay. The compounds showed considerable reductions in cell viability against all human cancer cell lines. Especially, the compounds exhibited notable effects in A2780 cell lines (p < 0.05). The IC50 values of the compounds in the A2780 cell line were calculated to be 1.914 mu M for TG, 20.21 mu M for TV, 20.45 mu M for TA, 4.643 mu M for TP, 5.615 mu M for BTG, 1.047 mu M for BTV, 27.02 mu M for BTA, 0.7734 mu M for BTP, 21.5 mu M for DTG, 1.65 mu M for DTV, 2.89 mu M for DTA and 4.599 mu M for DTP. DNA damage studies of the compounds were conducted by the comet assay method using tail length, tail density, olive tail moment, head length, and head density parameters, and the results showed that the cell death occurred through DNA damage mechanism. In a nutshell, these compounds show promising cytotoxic effects and can be considered powerful candidate molecules for pharmaceutical applications.Öğe Hexa-substituted cyclotriphosphazene derivatives containing hetero-ring chalcones: Synthesis, in vitro cytotoxic activity and their DNA damage determination(Academic Press Inc Elsevier Science, 2022) Beytur, Asiye; Tekin, Cigdem; Caliskan, Eray; Tekin, Suat; Koran, Kenan; Gorgulu, Ahmet Orhan; Sandal, SuleymanIn this study, hetero ring hexasubstituted cyclotriphosphazes were obtained in two steps and these compounds were investigated in terms of in vitro cytotoxicity and genotoxicity. The structural characterizations of the starting compounds 1-4 were defined by FT-IR, elemental analysis, and NMR (1H and 13C) spectroscopy techniques. In addition to these techniques, the 31P NMR spectroscopy technique was also used in the characterization of cyclotriphosphazenes (FSC 1-4). The changes in cell viability at 1, 5, 25, 50, and 100 mu M concentrations against human ovarian (A2780) and human prostate (PC-3 and LNCaP) cell lines for 24 h were determined by the MTT assay method. According to MTT assay results, the inhibitory concentration 50 (IC50/ LogIC50) value was calculated in Graphpad Prism 6 program. The comet assay was performed to determine whether the effects of compounds on cell viability were through DNA damage. In the comet assay experiments, the highest concentration of compounds (100 mu M) was applied to the cells for 24 h and tail length (TL), tail intensity (TI), olive tail moment (OTM) parameters were examined. The results showed that the compound 1-4 and FSC 1-4 compounds reduced the cell viability against all cancer cell lines (p < 0.05). At the same time, different concentrations of these compounds caused DNA damage in all three cell types (p < 0.05). The possible interactions and chemical mechanisms of the synthesized compounds were explained by computational methods with molecular docking. In addition, pharmacological properties of drug candidate molecules have been defined. Experimental and calculated data comply with each other. The study results showed that these compounds have cytotoxic effects against cancer cells and suggested that these effects have occurred through genotoxicity.Öğe In Vitro Cytotoxic and Genotoxic Properties of Hexa Substituted New Organophosphazene Compounds(Wiley, 2019) Dogan, Hacer; Bahar, Mehmet Refik; Caliskan, Eray; Koran, Kenan; Tekin, Suat; Sandal, Suleyman; Gorgulu, Ahmet Orhan[Abstract Not Available]Öğe Investigation of Anti-cancer Properties of 2,2,4,4-Tetra (4?-oxy-substituted-chalcone)-6,6-diphenylcyclotriphosphazene Derivatives Against Human Ovarian (A2780) and Prostate (PC-3) Cancer Cell Lines(Wiley-Blackwell, 2016) Tekin, Cigdem; Koran, Kenan; Tekin, Suat; Sandal, Suleyman; Gorgulu, Ahmet Orhan[Abstract Not Available]Öğe Investigation of Anti-Carcinogenic Properties of 2-(2,3,4-trimethoxyphenyl)-1-(substituephenyl) Acrylonitrile and 7,8-dihydroxy-1-(substituephenyl) Coumarine Compounds against Human Breast Cancer Cell Lines(Wiley-Blackwell, 2015) Tekin, Suat; Koran, Kenan; Ozen, Furkan; Gorgulu, Ahmet Orhan; Sandal, Suleyman[Abstract Not Available]Öğe Investigation of Cytotoxicity Properties of Novel Phthalocyanine Complexes Containing Chalcones Groups on Different Cancer Cell Lines(Wiley, 2017) Tekin, Suat; Koran, Kenan; Gorgulu, Ahmet Orhan; Sandal, Suleyman[Abstract Not Available]Öğe Synthesis of 2-(2,3,4-trimethoxyphenyl)-1-(substituted-phenyl)acrylonitriles: in vitro anticancer activity against MCF-7, PC-3 and A2780 cancer cell lines(Springer, 2016) Ozen, Furkan; Tekin, Suat; Koran, Kenan; Sandal, Suleyman; Gorgulu, Ahmet OrhanA series of 2-(2,3,4-trimethoxyphenyl)-1-(substituted-phenyl)acrylonitrile (2-9) were designed and synthesized to develop new cancer drugs. The structures of synthesized compounds 2-9 were described by using melting point, mass (MALDI-TOF-MS), FT-IR, elemental analysis, H-1, C-13, C-13-APT and 2D NMR spectroscopy. The in vitro anticancer activities of 2-9 against human breast cancer (MCF-7), human prostate cancer (PC-3) and human ovarian cancer cells (A2780) were investigated by [3-(4,5-dimethylthiazol)-2-yl]-2,5-diphenyl-2H-tetrazolium bromide] (MTT) assay method. Additionally, the LogIC(50) values of these compounds on A2780, MCF-7 and PC-3 cell lines were calculated by using inhibition % values by the GraphPad Prism 6 program on a computer. The results indicated that these compounds have high anticancer activity against MCF-7, PC-3 and A2780 cell lines (especially A2780 cell lines, p < 0.05).Öğe Synthesis of New Amino Acid Conjugates Containing Cinnamic Acid Derivatives and Investigation of Their Cytotoxic and Genotoxic Properties(Wiley, 2023) Sandal, Suleyman; Tekin, Suat; Caliskan, Eray; Koran, Kenan; Gorgulu, Ahmet Orhan; Cetin, Ahmet[Abstract Not Available]Öğe Synthesis of New Cinnamoyl-Amino Acid Conjugates and in Vitro Cytotoxicity and Genotoxicity Studies(Wiley-V C H Verlag Gmbh, 2022) Caliskan, Eray; Ozturk, Dilara Altay; Koran, Kenan; Tekin, Suat; Sandal, Suleyman; Erkan, Sultan; Gorgulu, Ahmet OrhanAmino acid conjugates are described by the reaction of amino acids with bioactive organic groups such as vitamins, hormones, flavonoids, steroids, and sugars. In this study, 12 new conjugates were synthesized by reaction of cinnamic acid derivatives with various amino acids. Cytotoxic studies against four different human cancer cells (MCF7, PC-3, Caco-2, and A2780) were carried out by MTT assay method at five different concentrations. The structure-activity relationships based on the cell viability rates were evaluated. To compare the anticancer activities of the compounds using computational chemistry methods, they were docked against A2780 human ovarian cancer, Michigan Cancer Foundation-7 (MCF7), human prostate cancer (PC-3) and human colon epidermal adenocarcinoma (Caco-2) cell lines and compared with the standard 5-Fluorouracil. The results indicate that the efficacy of cinnamic acid derivatives increases with the presence of amino acids. Comet assay was conducted to understand whether the cell deaths occur through DNA damage mechanism and the results exhibit that the changes in the specified parameters were statistically significant (p<0.05). Our study demonstrated that the compounds cause cell death through the formation of DNA damage mechanism.Öğe Synthesis, structural and thermal characterizations and in vitro cytotoxic activities of new cyclotriphosphazene derivatives(Taylor & Francis Ltd, 2017) Koran, Kenan; Tekin, Cigdem; Caliskan, Eray; Tekin, Suat; Sandal, Suleyman; Gorgulu, Ahmet OrhanWe investigated the cytotoxic effects of the newly synthesized cyclotriphosphazene derivatives on A2780 (ovarian), PC-3 and LNCaP (prostate) cancer cell lines. 4'-hydroxy-substituted-chalcone compounds (2-8) were reacted with diphenyl-cyclotriphosphazene (DPP) in the presence of acetone/K2CO3 in order to obtain novel cyclotriphosphazene compounds (DPP 2-8). The structures of DPP2-8 were characterized by MALDI-TOF mass spectrometry, FT-IR, elemental analysis, H-1, C-13-APT, and P-31 NMR measurements. The thermal properties of all phosphazene compounds have been studied after synthesis and characterization procedure. The cytotoxic effects of DPP 2-8 were examined primarily by applying the MTT method based on the measurement of mitochondrial activity. In this regard, several phosphazene compounds have shown high chemotherapeutic effect at low dose (p < 0.05). When the cytotoxic effects of DPP 2-8 at doses of 1, 5, 25, 50 and 100 mu M on A2780 cells were examined, it was observed that DPP-3, DPP-4, DPP-5 and DPP-7 were more effective than other derivatives suggested by their high Log IC50 values (p < 0.05). The compounds DPP 2-8 possess cytotoxic activity against PC-3 and LNCaP cells (especially compounds DPP-4 and DPP-5, p < 0.05).Öğe Synthesis, structural and thermal characterizations, dielectric properties and in vitro cytotoxic activities of new 2,2,4,4-tetra(4'-oxy-substituted-chalcone)-6,6-diphenylcyclotriphosphazene derivatives(Springer Birkhauser, 2017) Koran, Kenan; Tekin, Cigdem; Biryan, Fatih; Tekin, Suat; Sandal, Suleyman; Gorgulu, Ahmet OrhanIn this study, we aimed to investigate the relationship between the cytotoxic and dielectric properties of newly synthesized 2,2,4,4-tetra(4'-oxy-substituted-chalcone)-6,6-diphenylcyclotriphosphazene derivatives (3-10). Firstly, 2,2,4,4-tetrachloro-6,6-diphenyl cyclotriphosphazene (2) was obtained through Friedel Crafts alkylation in the presence of hexachlorocyclotriphosphazene, benzene and triethylamine and anhydrous AlCl3. The compounds 3-10 were synthesized from the reaction of the hydroxychalcone compounds (1a-h) with 2 in the presence of K2CO3 and within the acetone solvent for the first time and their dielectric constant, dielectric loss factor and ac conductivity of compounds 3-10 were examined through the impedance analyzer as a function of frequency. The in vitro cytotoxic activities of compounds 3-10 in five different concentrations (1, 5, 25, 50, and 100 mu M) were analyzed by colorimetric MTT assay which is based on reduction of MTT salt by mitochondria of alive cells over the human ovarian cancer (A2780) and human prostate cancer (PC-3 and LNCaP) cell lines. The LogIC(50) values of 3-10 were calculated by using a Graphpad prism 6 programs on a computer. The obtained results suggests that the compounds have a powerful cytotoxic activity (especially A2780, p < 0.05).Öğe Synthesis, structural characterization and anti-carcinogenic activity of new cyclotriphosphazenes containing dioxybiphenyl and chalcone groups(Elsevier Science Bv, 2015) Gorgulu, Ahmet Orhan; Koran, Kenan; Ozen, Furkan; Tekin, Suat; Sandal, Suleyman2,2-Dichloro-4,4,6,6-bis[spiro(2',2 ''-dioxy-1',1 ''-biphenylyl]cyclotriphosphazene (2) was synthesized from hexachlorocyclotriphosphazene (HCCP) and 2,2'-dihydroxybiphenyl. The mixed substituent chalcone/dioxybiphenyl cyclophosphazenes (2a-h) were obtained from the reactions of (2) with hydroxy chalcone compounds in K2CO3/acetone system. The chalcone-cyclophosphazene compounds were characterized by elemental analysis, FT-IR, H-1, C-13, P-31 NMR techniques. In vitro anti-carcinogenic activities of all compounds were determined by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MU) assay. Anti-carcinogenic activity of the compounds (2a-h) against androgen-dependent (LNCaP) and independent (PC-3) human prostate cancer cell lines were investigated. Our results indicate that the chalcone-phosphazene compounds (2a-h) have anti-carcinogenic activity on PC-3 and LNCaP cell lines (p < 0.05). The effective dose of the compounds was determined as 100 mu M. (C) 2015 Elsevier B.V. All rights reserved.