Browsing by Author "Ozalp-Yaman, Seniz"
Now showing 1 - 13 of 13
- Results Per Page
- Sort Options
Article Citation Count: 3Anticancer investigation of platinum and copper-based complexes containing quinoxaline ligands(Elsevier, 2022) Kayı, Hakan; Yildizhan, Yasemin; Özalp Yaman, Şeniz; Cetin, Yuksel; Adiguzel, Zelal; Gungor-Topcu, Gamze; Ozalp-Yaman, Seniz; Chemical EngineeringThis research focuses on synthesis and anticancer activity of trans-[(dichloro)bisdipyridlquinoxalino] and [(dichloro)bisdithienylquinoxalino]copper(II)/platinum(II) compounds as prodrug candidates. The binding interaction of these compounds with calf thymus DNA (CT-DNA) and human serum albumin (HSA) of the complexes were assessed with UV titration, thermal decomposition, viscometric, and fluorometric measurements. The nature of the binding of the complexes on DNA were revealed as electrostatic interaction between the cationic metal complexes ion and the negative phosphate groups of CT-DNA upon removal of the counter ion, chloride. In addition, our complexes induced a surface contact through the hydrophobic region of protein. Antitumor activity of the complexes against human glioblastoma A172, LN229, and U87 cell lines and human lung A549, human breast MDA-231, human cervix HeLa, and human prostate PC-3 cell lines were investigated by examining cell viability, oxidative stress, apoptosis, and migration/invasion. Cytotoxicity of the complexes was evaluated by MTT test. The U87 and HeLa cells were investigated as the cancer cells most sensitive to our complexes. The exerted cytotoxic effect of dipyridlquinoxalino and dithienylquinoxalino copper(II)/platinum(II) complexes was attributed to the formation of the reactive oxygen species in vitro. It is clearly demonstrated that trans-[(dichloro)bisdithenylquinoxalino]copper (II) (Cu(dtq)) has the highest DNA degradation potential and anticancer effect among the tested complexes by leading apoptosis. Wound healing and invasion analysis results also supported the anticancer activity of Cu(dtq). (C) 2021 Elsevier B.V. All rights reserved.Article Citation Count: 0Antiproliferative activity of platinum(II) and copper(II) complexes containing novel biquinoxaline ligands(Oxford Univ Press, 2024) Kayı, Hakan; Gercek, Zuhal; Özalp Yaman, Şeniz; Yildizhan, Yasemin; Cetin, Yuksel; Adiguzel, Zelal; Ozalp-Yaman, Seniz; Chemical EngineeringNowadays, cancer represents one of the major causes of death in humans worldwide, which renders the quest for new and improved antineoplastic agents to become an urgent issue in the field of biomedicine and human health. The present research focuses on the synthesis of 2,3,2MODIFIER LETTER PRIME,3MODIFIER LETTER PRIME-tetra(pyridin-2-yl)-6,6MODIFIER LETTER PRIME-biquinoxaline) and (2,3,2MODIFIER LETTER PRIME,3MODIFIER LETTER PRIME-tetra(thiophen-2-yl)-6,6MODIFIER LETTER PRIME-biquinoxaline) containing copper(II) and platinum(II) compounds as prodrug candidates. The binding interaction of these compounds with calf thymus DNA (CT-DNA) and human serum albumin were assessed with UV titration, thermal decomposition, viscometric, and fluorometric methods. The thermodynamical parameters and the temperature-dependent binding constant (KMODIFIER LETTER PRIMEb) values point out to spontaneous interactions between the complexes and CT-DNA via the van der Waals interactions and/or hydrogen bonding, except Cu(ttbq)Cl2 for which electrostatic interaction was proposed. The antitumor activity of the complexes against several human glioblastomata, lung, breast, cervix, and prostate cell lines were investigated by examining cell viability, oxidative stress, apoptosis-terminal deoxynucleotidyl transferase-mediated dUTP nick end labeling, in vitro migration and invasion, in vitro-comet DNA damage, and plasmid DNA interaction assays. The U87 and HeLa cells were investigated as the cancer cells most sensitive to our complexes. The exerted cytotoxic effect of complexes was attributed to the formation of the reactive oxygen species in vitro. It is clearly demonstrated that Cu(ttbq)Cl2, Pt(ttbq)Cl2, and Pt(tpbq)Cl2 have the highest DNA degradation potential and anticancer effect among the tested complexes by leading apoptosis. The wound healing and invasion analysis results also supported the higher anticancer activity of these two compounds. Graphical Abstract Antitumor activity of biqunoxaline complexes.Article Citation Count: 15Concise synthesis, electrochemistry and spectroelectrochemistry of phthalocyanines having triazole functionality(Pergamon-elsevier Science Ltd, 2014) Özalp Yaman, Şeniz; Sezer, Serdar; Ozalp-Yaman, Seniz; Tanyeli, Cihangir; Chemical EngineeringThe synthesis of novel metallophthalocyanines (M = Zn, Ni) bearing substituted benzyl protected 1,2,3-triazole moieties at peripheral positions is described for the first time via direct cyclotetramerization. These complexes have been characterized by a combination of FT-IR, H-1 NMR, HRMS and UVVis spectroscopy techniques and all the new compounds are highly soluble in most common organic solvents. In addition, the electrochemical and electrochromic behaviors of the complexes are investigated. Cyclic voltammetry and differential pulse voltammetry measurements demonstrate ligand base oxidations and reductions for both the Zn(II) and Ni(II) phthalocyanines by the transfer of one electron in each electrochemical step. The redox couples are identified in situ by monitoring the electronic absorption spectral changes during the electrolysis.Article Citation Count: 1Heavy metal inhibition on an alternating activated sludge system and its comparison to conventional methods: case study of Cu2+(Iwa Publishing, 2021) Balku, Şaziye; Balku, Saziye; Özalp Yaman, Şeniz; Energy Systems Engineering; Chemical EngineeringIn order to understand the behaviour of wastewater treatment plants (WWTPs) with heavy metal presence, the present study evaluates the treatment process in the presence of heavy metals (Cu2+ as a case study) and compares it with the absence of heavy metals. An activated sludge model is improved by means of incorporating other novel inhibitory kinetic and settler models for this evaluation. To achieve this goal, a simulation algorithm is developed using the MATLAB code to detect any heavy metal influence on the aerobic and anoxic growth of heterotrophic and autotrophic biomass. The code also allows for a comparison of treatment plant performance with and without Cu2+ in both conventional and alternating systems. The results reveal that the presence of heavy metals, in case of the present study for Cu2+ at 0.5 mg/L, in a biological treatment system, has an inhibitory effect on the heterotrophic bacteria but more so on the autotrophic bacteria growth and it prevents nitrification and denitrification, thus negatively effecting on the nitrogen removal in the alternating systems.Article Citation Count: 152Heavy Metal Removal Investigation in Conventional Activated Sludge Systems(C Ej Publishing Group, 2020) Balku, Şaziye; Balku, Saziye; Özalp Yaman, Şeniz; Energy Systems Engineering; Chemical EngineeringThe combination of industrial and domestic wastewater in municipal WWTPs (waste water treatment plants) may be economically profitable, but it increases the difficulty of treatment, and also has some detrimental effects on the biomass and causes a low-quality final effluent. The present study evaluates the treatment process both in the presence and absence of heavy metals using ASM3 (activated sludge model no.3) so as to improve the model by means of incorporating other novel inhibitory kinetic and settler models. The results reveal that the presence of heavy metal, a case study for copper and cadmium at a concentration of 0.7 mgL(-1) in a biological treatment system has a negative effect on heterotrophic bacteria concentration by 25.00 %, and 8.76 % respectively. Meanwhile, there are no important changes in COD (chemical oxygen demand), SS (total suspended solids) and TN (total nitrogen) in the final effluent in the conventional system. However, all these parameters are acceptable and consistent with EU Commission Directives. The results indicate that ASM3 can predict and provide an opportunity of the operation for an activated sludge wastewater treatment plant that receives the effluent from an industrial plant.Article Citation Count: 25Interaction of a novel platinum drug with bovine serum albumin: FTIR and UV-Vis spectroscopy analysis(Royal Soc Chemistry, 2015) Korkmaz Özkan, Filiz; Özalp Yaman, Şeniz; Ozalp-Yaman, Seniz; Physics Group; Chemical EngineeringPlatinum complexes have proven to be very effective in cancer treatment. However, severe side effects of these drugs have lead scientists to pursue new platinum complex derivatives. A novel blue platinum compound, called Platinum-Blue (Pt-Blue), is one of the promising candidate platinum compounds to be used for tumor treatment. In this study, the interaction of Pt-Blue with bovine serum albumin (BSA) has been investigated using UV-Vis and FTIR spectroscopy. One of the findings is that the drug-protein interaction type depends on the drug concentration. Though Pt-Blue is attached to the surface of BSA at high concentrations, it interacts with a hydrophobic region of the protein at low concentrations with a binding constant of 1.93 x 10(5) M-1. Spectroscopic results indicate the hydrophobic docking position to be around Trp 213 in domain II, which is surrounded by a number of Asp and Glu. During this interaction, helices such as helix-10, helix-18, helix-19 and helix-24 change orientation and/or partially unfold to make room for the compound. Binding constants at high and low concentrations of Pt-Blue are determined using UV-Vis spectroscopy, which are found to be comparable to cisplatin. FTIR spectroscopy also reveals that the interaction between Pt-Blue and BSA is noncovalent, which makes the candidate drug favorable because it is available for DNA binding while being carried by albumin.Article Citation Count: 12Novel Pt(II) complexes containing pyrrole oxime, synthesis, characterization and DNA binding studies(Elsevier, 2014) Özalp Yaman, Şeniz; Ozalp-Yaman, Seniz; Chemical EngineeringSince the discovery of anticancer activity and subsequent clinical success of cisplatin (cis-[PtCl2(NH3)(2)]), platinum-based compounds have since been widely synthesized and studied as potential chemotherapeutic agents. In this sense, three novel nuclease active Pt(II) complexes with general formula; [Pt(NH3)CI(L)] (1), [Pt(L)(2)] (2), and K[PtCl2(L)] (3) in which L is 1-H-pyrrole-2-carbaldehyde oxime were synthesized. Characterization of complexes was performed by elemental analysis, FT-IR, H-1 NMR and mass spectroscopy measurements. Interaction of complexes (1-3) with calf thymus deoxyribonucleic acid (ct-DNA) was investigated by using electrochemical, spectroelectrochemical methods and cleavage studies. The hyperchromic change in the electronic absorption spectrum of the Pt(II) complexes indicates an electrostatic interaction between the complexes and ct-DNA. Binding constant values between 4.42 x 10(3) and 5.09 x 10(3) M-1 and binding side size values between 2 and 3 base pairs were determined from cyclic voltammetry (CV) and differential pulse voltammetry (DPV) studies. (C) 2014 Elsevier B.V. All rights reserved.Article Citation Count: 43Platinated copper(3-clip-phen) complexes as effective DNA-cleaving and cytotoxic agents(Wiley-v C H verlag Gmbh, 2008) Özalp Yaman, Şeniz; de Hoog, Paul; Amadei, Giulio; Pitie, Marguerite; Gamez, Patrick; Dewelle, Janique; Reedijk, Jan; Chemical EngineeringThe synthesis and biological activity of three heteronuclear platinum-copper complexes based on 3-Clip-Phen are reported. These rigid complexes have been designed to alter the intrinsic mechanism of action of both the platinum moiety and the Cu(3-Clip-Phen) unit. The platinum centers of two of these complexes are coordinated to a 3-Clip-Phen moiety, an ammine ligand and two chlorides, which are either cis or trans to each other. The third complex comprises two 3-Clip-Phen units and two chloride ligands bound in a trans fashion to the platinum ion. DNA-cleavage experiments show that the complexes are highly efficient nuclease agents. In addition, a markedly difference in their aptitude to perform direct double-strand cleavage is observed, which appears to be strongly related to the ability of the platinum unit to coordinate to DNA. Indeed, complex 6 is unable to coordinate to DNA, which is reflected by its incapability to carry out double-strand breaks. Nonetheless, this complex exhibits efficient DNA-cleavage activity, and its cytotoxicity is high for several cell lines. Complex 6 shows better antiproliferate activity than both cisplatin and Cu(3-Clip-Phen) toward most cancer cell lines. Furthermore, the cytotoxicity observed for 1 is for most cell lines close to that of cisplatin, or even better. Cu(3-Clip-Phen) induces very low cytotoxic effects, but a marked migratory activity. Complex 6 presents DNA-cleavage properties comparable to the one of Cu(3-Clip-Phen), but it does not show any migratory activity. Interestingly, both Cu(3-Clip-Phen) and 6 induces vacuolisation processes in the cell in contrast to complex 1 and cisplatin. Thus, the four complexes cisplatin tested, Cu(3-Clip-Phen), I and 6 stimulate different cellular responses.Article Citation Count: 6A platinum blue complex exerts its cytotoxic activity via DNA damage and induces apoptosis in cancer cells(Wiley, 2017) Özalp Yaman, Şeniz; Ozalp-Yaman, Seniz; Celik, Gokalp; Salem, Safia; Bagci-Onder, Tugba; Senbabaoglu, Filiz; Acilan, Ceyda; Chemical EngineeringHere, we describe the characteristics of a Pt-blue complex [Pt-4(2-atp)(8)(H2O)(OH)] (2-atp: 2-aminothiophenol) as a prodrug for its DNA-binding properties and its use in cancer therapy. The nature of the interaction between the Pt-blue complex and DNA was evaluated based on spectroscopic measurements, the electronic absorption spectra, thermal behavior, viscosity, fluorometric titration, and agarose gel electrophoresis. Our results suggested that the compound was able to partially intercalate DNA and appeared to induce both single- and double-stranded breaks (DBS) on DNA in vitro, but no DSBs in cells. The ability of the compound to induce DNA damage was dependent on reactive oxygen species (ROS) in vitro. There was also elevated formation of ROS and SOD expression in response to drug treatment in cell culture. The complex was found to be more cytotoxic to cancer cells in comparison with noncancer controls using WST-1 assay. The mean of cell death was determined to be apoptosis as assessed via biochemical, morphological, and molecular observations, including DNA condensation/fragmentation analysis, live cell imaging microscopy, TUNEL analyses, and increase in the levels of pro-apoptotic genes such as Bag3, Bak, Bik, Bmf, and Hrk. Hence, the Pt-blue complex under study grants premise for further studies.Article Citation Count: 4Radicalic cleavage pathway and DNA docking studies of novel chemotherapic platinum agent of 5,6-di-2-ithienyl-2,3-dihydropyrazine(Pergamon-elsevier Science Ltd, 2019) Kayı, Hakan; Abdusalam, Mohamed Musbah; Özalp Yaman, Şeniz; Kayi, Hakan; Ozalp-Yaman, Seniz; Chemical EngineeringA new Pt(II) complex of the general formula ([PtCl2(L)]center dot H2O), where L is 5,6-di-2-thienyl-2,3-dihydropyrazine is synthesized as a potential antitumor agent and its structure is elucidated using a variety of physical and chemical procedures. DNA attaching ability of the complex is studied spectroscopically. UV and fluorometric titration, viscometric measurements and thermal decomposition studies agreed that two binding mode of actions, covalent and non-covalent bindings, are possible simultaneously. DNA helix cleavage studies clearly indicated OH center dot radical pathway in the presence of the reducing agent. Quantum mechanical calculations are carried out to call the minimum energy structures of the ligand and the complex, and to determine the FTIR, H-1 NMR and UV-Vis spectra using the density functional theory (DFT) at the B3LYP/LANL2DZ level of theory. Calculated geometrical parameters for the complex indicated a square-planar structure around the metallic center through the dithiopyridyl ring and two chlorine atoms. The minimum energy structure of the complex obtained from DFT conformational analysis is used in docking studies to investigate complex-DNA binding mechanisms. The complex interacts with DNA through three different mechanisms, namely, intercalation, covalent and electrostatic interaction. The most stable mode of interaction with lowest binding energy (-333.6 kcal/mol) was intercalation mode. Comparisons between theoretical and experimental findings are performed and a good agreement is obtained. (C) 2019 Elsevier Ltd. All rights reserved.Article Citation Count: 3Spectroelectrochemical Investigation of Nuclease Active Pt(II) Complexes Containing Pyrrole Oxime(Pergamon-elsevier Science Ltd, 2015) Kayı, Hakan; Kayi, Hakan; Özalp Yaman, Şeniz; Chemical EngineeringIn this paper, the electrochemical oxidation of three Pt(II) complexes containing pyrrole oxime (HL) having a general formula of [Pt(NH3)Cl(L)] (1), [Pt(L)(2)] (2), and K[PtCl2(L)] (3) has been investigated by in-situ spectroelectrochemistry in dimethylformamide (DMF). An irreversible metal-based oxidation process occurs during the anodic scan for each of the three complexes. The electronic absorption spectral changes indicate that all the three complexes generate similar Pt(IV) compounds and free ligand. Our experimental data is supported by quantum chemistry calculations utilizing density functional theory. In addition, the frontier orbital energy distributions indicate that electron densities are localized on mainly platinum atom. (C) 2015 Elsevier Ltd. All rights reserved.Article Citation Count: 2Spectroelectrochemical investigations of pyrimidine-2-thionato-bridged binuclear platinum(III) complexes(Pergamon-elsevier Science Ltd, 2014) Özalp Yaman, Şeniz; Ozalp-Yaman, Seniz; Ozkan, Ilker; Onal, Ahmet M.; Isci, Huseyin; Chemical EngineeringThe electrochemical behavior of the binuclear platinum(III-III) complexes [Pt-2(C4H3N2S)(4)X-2] (C4H3N2S- = pyrimidine-2-thionate; X- = Cl--,Cl- Br--,Br- I-) have been studied by cyclic voltammetry and insitu spectroelectrochemistry in an acetonitrile-tetrabutylammonium tetrafluoroborate solventelectrolyte couple. An irreversible metal based reduction appears during the cathodic scan for each of the three complexes. The changes in UV-Vis spectra observed in-situ during the reductive electrolysis indicate that all three complexes give the same product, [Pt-2(C4H3N2S)(4)], with a Pt(II)-Pt(II) system. The changes in the reduction potentials of the complexes on changing the axial ligands are interpreted by the changes in the energy of the LUMO level, which is determined by the degree of sigma- and it-interactions of the axial halide ligands with the metal atoms. DFT (B3LYP/LanL2DZ) calculations support our experimental data. (c) 2014 Elsevier Ltd. All rights reserved.Article Citation Count: 4Spectroelectrochemical studies of nuclease-active zinc(II) coordination compounds from the ligands Hpyramol and Hpyrimol(Pergamon-elsevier Science Ltd, 2010) Özalp Yaman, Şeniz; de Hoog, Paul; Maheswari, Palanisamy Uma; Casellas, Helene; Golobic, Amalija; Kozlevcar, Bojan; Reedijk, Jan; Chemical EngineeringThe electrochemical oxidation of four zinc(II) coordination compounds from the ligands 4-methyl-2-(2-pyridylmethyl)aminophenol (Hpyramol()) and 4-methyl-2-(2-pyridylmethylene)aminophenol (Hpyrimol) with chloride or acetate as counter-ions has been studied by in situ spectroelectrochemistry in dimethylformamide (DMF) Low-temperature EPR studies of electrolyte solutions of all zinc compounds indicate the presence of a phenoxyl radical with a g-value in the range 2 070-2 099 which is illustrative for an electron delocalization over the metal centre The final product of this oxidative process is shown to be a benzoquinone methide derivative (C) 2010 Elsevier Ltd All rights reserved