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    Positional isomeric effect on the crystallization of chlorine-substituted N-phenyl-2-phthalimidoethanesulfonamide derivatives
    (International Union of Crystallography, 2015) Köktaş Koca S.; Sevinçek R.; Akgül O.; Aygün M.
    The ortho-, para- and meta-chloro-substituted N-chlorophenyl-2-phthalimidoethanesulfonamide derivatives, C16H13ClN2O4S, have been structurally characterized by single-crystal X-ray crystallography. N-(2-Chlorophenyl)-2-phthalimidoethanesulfonamide, (I), has orthorhombic (P212121) symmetry, N-(4-chlorophenyl)-2-phthalimidoethanesulfonamide, (II), has triclinic (P ) symmetry and N-(3-chlorophenyl)-2-phthalimidoethanesulfonamide, (III), has monoclinic (P21/c) symmetry. The molecules of (I)-(III) are regioisomers which have crystallized in different space groups as a result of the differing intra- and intermolecular hydrogen-bond interactions which are present in each structure. Compounds (I) and (II) are stabilized by N - H O and C - H O hydrogen bonds, while (III) is stabilized by N - H O, C - H O and C - H Cl hydrogen-bond interactions. The structure of (II) also displays ?-? stacking interactions between the isoindole and benzene rings. All three structures are of interest with respect to their biological activities and have been studied as part of a programme to develop anticonvulsant drugs for the treatment of epilepsy. © 2015 International Union of Crystallography.
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    Synthesis and cytotoxic activity of some 2-(2,3-dioxo-2,3-dihydro-1H-indol- 1-yl)acetamide derivatives
    (2013) Akgül O.; Tarikogullari A.H.; Köse F.A.; Kirmizibayrak P.B.; Pabuççuoglu M.V.
    Isatin, 1H -indoline-2,3-dione, an endogenous compound, is also a synthetically versatile molecule that possesses a diversity of biological activities including anticonvulsant, antibacterial, antifungal, antiviral, anticancer, and cytotoxic properties. Based on the promising cytotoxic activity studies on N -substituted isatin derivatives, a series of 18 derivatives of 2-(2,3-dioxo-2,3-dihydro-1H -indol-1-yl)-N-phenylacetamide were designed, synthesized, and characterized according to their analytical and spectral data. All of the compounds were evaluated for their cytotoxic activity against MCF7, A549, HeLa, and HEK293 cell lines by real time cell analyzer. Etoposide was used as a standard compound. Briefly, ortho substitutions gave better results compared to meta and para substitutions on the N-phenyl ring and compounds bearing ortho substitutions were more effective on MCF7 cell lines than A549 and HeLa cell lines. 2-(2,3- Dioxo-2,3-dihydro-1H -indol-1-yl)-N-(2- isopropylphenyl)acetamide was the most active compound against all the tested cell lines. © TÜBITAK.