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Öğe Asymmetric organocatalytic efficiency of synthesized chiral β-amino alcohols in ring-opening of glycidol with phenols(Springer Nature, 2012-04-11) Aral, Tarık; Karakaplan, Mehmet; Hoşgören, HalilA series of novel chiral β-amino alcohols 3-5 and 7-10 were synthesized by regioselective ring opening of epoxides and chiral amines with a straightforward method in high yields (up to 99 %). Kinetic resolution of racemic glycidol with phenols was achieved by using chiral amino alcohols as organocatalysts. Amino alcohols 5, 8 and 10 exhibited the highest enantioselectivities with p-cresol, phenol, and p-methoxyphenol by 63, 65, 58 % ee, respectively. The moderate enantioselectivities were observed with catalyst 9b towards all the nucleophiles (34-48 % ee). The ee values of the desired 3-aryloxy-1, 2-diols were determined by HPLC. This study presents an attractive tool for the synthesis of β-blockers and structurally complex molecules.Öğe Simultaneous electrochemical evaluation of ascorbic acid, epinephrine and uric acid at disposable pencil graphite electrode: Highly sensitive determination in pharmaceuticals and biological liquids by differential pulse voltammetry(Elsevier, 2018) Levent, Abdulkadir; Önal, GünayAim and Objective: As is known, AA, EP and UA can also coexist in biological fluids. Therefore, the determination of the levels of these compounds in biological fluids is extremely important both for the diagnosis and treatment of the related diseases. In the presence of many interfering substances in biological fluids such as blood and urine samples, it is very important that these compounds can be selectively analyzed. Materials and Methods: All electrochemical experiments were performed using an Autolab PGSTAT 128N potentiostat. Before beginning the electrochemical measurements, the PGE was activated. The electrochemical pretreatment of PG was exercised by anodically +1.40 V for 60 s. Then, measurements were performed with CV (-0.4 V to 1.2 V) and DPV (-0.2 V to 0.7 V) for single and simultaneous voltammetric behaviour of AA, EP, and UA in the electrochemical method. Results: The anodic peak potentials of AA and UA were observed at about +0.32 V and +0.62 V, respectively. On the other hand, for EP, while anodic peak potential was observed at about +0.53 V, in the reverse scan, cathodic peak potentials were observed at about +0.41 V and +0.007 V. The39 reduction peak observed at +0.3 V with the oxidation peak observed at +0.53 V are the reversible peaks. In the method developed for the electrochemical simultaneous determination of AA, EP and UA using PGE with DPV technique in BR buffer solution (pH 4.0), the anodic peak potentials are sufficiently separated from each other. Conclusion: A voltammetric method was developed for the simultaneous determination of AA, EP and UA with PGE for the first time. Here, the most important thing is that the simultaneous determination of AA, EP and UA was successfully achieved with that targeted voltammetric method which was sensitive, low-cost, practical and well-repeated; and that these were proven to be selectively applicable in pharmaceutical products and biological liquids.Öğe Mesogenic properties of PAA/6BA binary liquid crystal complexes(Elsevier, 2018-09-19) Okumuş, Mustafa; Eskalen, Hasan; Sünkür, Murat; Özgan , ŞükrüA novel supramolecular liquid crystal complex has been designed and formed from pure liquid crystalspara-azoxyanisole (PAA) and 4-hexylbenzoic acid (6BA). Thermal and microstructural properties offormed PAA/6BA binary liquid crystal complex system are investigated by differential scanning calo-rimeter (DSC), polarized optical microscopy (POM) and X-ray diffractometer (XRD). Fourier transformedinfrared spectroscopy (FTIR) is used to confirm the formation of hydrogen bond between the PAA and6BA molecules. The XRD results show that the molecular ordering of the hydrogen bonded PAA/6BAcomplex is arranged in the orthorhombic structure. The DSC and POM results clearly indicate that thePAA/6BA binary complex exhibits liquid crystalline properties due to the hydrogen bonds formed be-tween the PAA and 6BA molecules. The PAA/6BA complex shows the phase transition peaks indicatingCr/N/I and I/N/SmA/Cr phase sequence during continuous heating and cooling, respectively, byDSC. These phase sequences have also been confirmed by POM observations. Furthermore, the effect ofthe heating rate on the phase transition temperature values is investigated. As the heating rate increases,the phase transition temperature values increase as well. Moreover, the activation energies for the phasetransitions of the PAA/6BA liquid crystal complex are calculated by using Kissinger, Ozawa and Takhormethods. The calculated results clearly show that the phase transitions are regular.Öğe Organogels as novel carriers for dermal and topical drug delivery vehicles(Elsevier, 2016-11-24) Uzan, Serhat; Barış Cebe, Deniz; Çolak, Mehmet; Aydın, Haluk; Hoşgören, HalilAminoalcohol based bis-(aminoalcohol)oxalamides (BAOAs) (1,6-amino alcohol=leucinol, isoleucinol, valinol, phenylglycinol, phenylalaninol and 2-amino-1-butanol) have been explored to develop drug depot systems and illustrated as a novel dermal and topical drug delivery vehicle for non-steroidal anti-inflammatory drug molecules. FAE's (Fatty acid ethyl and isopropyl esters) with different chain lengths, ethyl laurate, ethyl myristate, ethyl palmitate, isopropyl laurate, isopropyl myristate, isopropyl palmitate, have been chosen as they are biocompatible organic fluids used typically in cosmetic industry. Ibuprofen (Ib), acting as a model drug, was entrapped in the supramolecular organogels. The release behavior of Ib molecules in the supramolecular organogels was investigated by using UV–vis spectroscopy. The influence of the organogelator and drug concentration, pH values of the accepting media, and nature of solvent (different FAE's) on the release behavior of Ib was investigated under static conditions. The results indicated that the release rate of Ib from the supramolecular organogels was effectively retarded with an increase of the organogelator concentration. Also, the release rates of Ib increased on increasing the Ib content. Furthermore, the release behavior of Ib was found to be different at various pH values in buffers as accepting media. The study of the release kinetics indicated that the release behavior of Ib was in accord with the Higuchi equation and the diffusion-controlled mechanism involved in the Fickian model. These observations indicate that bis-(aminoalcohol)oxalamides gels may act as delivery vehicles for non-steroidal anti-inflammatory drug molecules and also show that the release profiles for such systems can be fine-tuned by the correct choice of gelator-FAE combination.Öğe Synthesis, characterization and experimental, theoretical, electrochemical, antioxidant and antibacterial study of a new Schiff base and its complexes(Elsevier, 2014-09-15) Baykara, Hacı; İlhan, Salih; Levent, Abdulkadir; Seyitoğlu, Mehmet Salih; Özdemir, Sadin; Okumuş, Veysi; Öztomsuk, Abdussamet; Cornejo, MauricioA new Schiff base ligand was synthesized by reaction of salicylaldehyde with 1,6-bis(4-chloro-2-aminophenoxy)hexane. Then the Schiff base complexes were synthesized by metal salts and the Schiff base. The metal to ligand ratio of metal complexes was found to be 1:1. The Cu(II) complex is proposed to be square planar and the Co(II), Ni(II), Mn(II) and Zn(II) complexes are proposed to be tetrahedral geometry. The Ti(III) and V(III) complexes are proposed to be a capped octahedron in which a seventh ligand has been added to triangular face. The complexes are non-electrolytes as shown by their molar conductivities (ΛM). The structure of metal complexes is proposed from elemental analysis, FT-IR, UV–vis, magnetic susceptibility measurements, molar conductivity measurements, Mass Spectra and thermal gravimetric analysis. In addition antimicrobial and antioxidant studies, cyclic voltammetry of the complexes, theoretical 1H NMR and HOMO–LUMO energy calculations of the new di-functional ligand were done.Öğe Imine containing C2-Symmetric chiral half sandwich h6-p-cymene-Ru(II)- phosphinite complexes: Investigation of their catalytic activityin the asymmetric transfer hydrogenation of ketones(Journal of Molecular Structure, 2020-01-15) Aral, Tarık; Paşa, Salih; Kayan, Cezmi; Meriç, Nermin; Sünkür, Murat; Aydemir, Murat; Baysal, Akın; Durap, Feyyaz; Saleh, Najmuldain AbdullahNew chiral C2-symmetric bis(phosphinite) ligands containing imine group were synthesized from 1-({[(1R,2R)-2-{[(2-hydroxynaphthalen-1-yl)methylidene] amino}cyclohexyl]- imino}methyl)- naphthalen-2-ol and two equivalents of Ph2PCl, (i-Pr)2PCl or (Cy)2PCl, in high yields. Binuclear C2-symmetric half sandwich η6-p-cymene-Ru(II) complexes of the chiral phosphinite ligands were synthesized by treating of [Ru(η6-p-cymene)(μ-Cl)Cl]2 with the phosphinites in 1:1 M ratio in CH2Cl2. Their catalytic activities in asymmetric transfer hydrogenation (ATH) were investigated for the reaction of acetophenone derivatives with isopropyl alcohol. The corresponding optically active secondary alcohols were obtained in excellent levels of conversion (96–99%) and moderate enantioselectivity (up to 60% ee). Among three complexes investigated, complex 4 was the most efficient one.Öğe Electrochemical determination of melatonin hormone using a boron-doped diamond electrode(Elsevier, 2012-01) Levent, AbdulkadirIn this study, a boron-doped diamond electrode was used for the electroanalytical determination of melatonin in the pharmaceutical tablet and urine samples by square-wave voltammetry. Melatonin yielded a well-defined voltammetric response in Britton-Robinson buffer, pH 3.0 at + 0.88 V (vs. Ag/AgCl). Using the optimal square-wave voltammetry conditions, the oxidation peak was used to determine melatonin in the concentration range of 5.0 × 107 M to 4.0 × 106 M (r = 0.998, n = 8), a detection limit of 1.1 × 107 M (0.025 μg/mL) and relative standard deviation was 2.06% at the 2.0 × 106 M level (n = 10). Recoveries of melatonin were in the range of 97.67–105%, for both tablet and spiked human urine samples.Öğe In vitro antimicrobial and antioxidant activity of ethanol extract of three hypericum and three achillea species from Turkey(Taylor & Francis, 2011-02-25) Barış Cebe, Deniz; Kızıl, Murat; Aytekin, Mehmet Çetin; Kızıl, Göksel; Yavuz, Murat; Çeken Toptancı, Bircan; Ertekin, Alaattin SelçukThe present study was conducted to determine the antimicrobial, antifungal and antioxidant activity of the ethanol extract of Hypericum scabrum L (HSm), Hypericum lysimachioides var. lysimachioides (HL), and Hypericum retusum Aucher (HR) and ethanol extracts of Achillea aleppica D.C. subsp. aleppica (AA), Achillea aleppica D.C. subsp. zederbaueri (Hayek) Hub.-Mor (AZ), and Achillea biebersteinii Afan. (AB). The antioxidant properties of extracts were evaluated using different antioxidants tests, including reducing power, free radical scavenging, deoxyribose assay, metal chelating activities and determination of total phenolic compounds. The extracts obtained from Hypericum and Achillea species showed high antioxidant properties. The protective effects of plant extracts were compared with a well known antioxidant, Butilated Hydroxytoluen (BHT) and α-tocopherol. Total antioxidant activity of ethanol extracts of plants were also tested by using ferric thiocyanate (FTC) and thiobarbituric acid (TBA) methods. Antioxidative activities of plant extracts were found to be comparable with Vitamin E. The results showed that the ethanol extracts of all tested plant exhibited different activity against tested microorganisms. Since most of the studied extracts have good antimicrobial and antioxidant activity, it might be possible to use them as natural food additives that act both as antioxidants and as spices.Öğe Preparation, spectral studies, theoretical, electrochemical and antibacterial investigation of a new Schiff base and its some metal complexes(Elsevier, 2014-10-05) İlhan, Salih; Baykara, Hacı; Seyitoğlu, Mehmet Salih; Levent, Abdulkadir; Özdemir, Sadin; Dündar, Abdurrahman; Öztomsuk, Abdussamet; Cornejo, MauricioA new Schiff base ligand, 1,6-Bis(2-(5-bromo-2-hydroxybenzylideneamino)-4-chlorophenoxy)hexane was synthesized. Some Schiff metal complexes of the new Schiff base were prepared by the reaction of some metal salts and the Schiff base. The complexes are non-electrolytes as shown by their molar conductivities (ΛM). The structures of metal complexes are proposed from elemental analysis, FT-IR, UV–vis, magnetic susceptibility measurements, molar conductivity measurements, mass spectra and thermal gravimetric analysis. In addition theoretical 1H NMR, HOMO–LUMO studies of the ligand; antimicrobial and cyclic voltammetric studies of the compounds were also carried out. In this study antioxidant and antibacterial activities of the compounds were examined via in vitro methods.Öğe Synthesis of rigid and C2-symmetric pyridino-15-crown-5 type macrocycles bearing diamide–diester functions: enantiomeric recognition for chiral primary organoammonium perchlorate salts(Elsevier, 2014-03-15) Şeker, Sevil; Barış Cebe, Deniz; Arslan, Nevin; Turgut, Yılmaz; Pirinççioğlu, Necmettin; Toğrul, MahmutFour novel C2-symmetric macrocyclic compounds with a pyridine function and possessing amide and ester lingeages were prepared. The enantiomeric discrimination abilities of these macrocycles against α-phenylethylammonium and α-(1-naphthyl)ethylammonium perchlorate salts were measured by standard 1H NMR titration techniques in DMSO-d6. A binding constant ratio of 31 (Kbind(S)/Kbind(R)) for two enantiomers of α-(1-naphthyl)ethylammonium salt with the macrocyclic host (S,S)-4 bearing phenyl arms was observed, which corresponds to an enantiomeric discrimination of approximately 94%. Molecular dynamic calculations were performed for some of the supramolecular complexes to in order to gain insight into the mode of molecular recognition between the macrocyclic compounds and ammonium salts; these results were consistent with experimental observations, which may be relevant to those in biochemical processes occurring in organisms.
