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Öğe Gabriel-Cromwell aziridination of amino sugars; chiral ferrocenoyl-aziridinyl sugar synthesis and their biological evaluation(Elsevier Sci Ltd, 2021) Sert, Mustafa; Isilar, Ozer; Yaglioglu, Ayse Sahin; Bulut, AdnanN-sugar substituted chiral aziridines were synthesized via Gabriel-Cromwell reaction. Novel pure diastereomers of aziridine derivatives (4 diastereomers) were readily obtained in high yields and their structures were confirmed by means of 1H NMR, 13C NMR, FT-IR, Mass and optical rotations. This is, to the best of our knowledge, the unique example of N-sugar aziridine synthesis. Diastereomeric effects for prostate (PC3) and cervix (HeLa) cancers were screened and it has been observed that the epimers bearing the same sugars showed different results against PC3 and HeLa cancer cells. The novel sugar aziridines were investigated as promising prodrug candidates for prostate cancer (PC3) therapy. Moreover, the drug likeness calculations (Lipinski's rule, physicochemical properties, lipophilicity, solubility, pharmacokinetics and bioavailability radar) have indicated that the sugar aziridines can be good candidates as oral drugs.Öğe Novel magnetic poly(allyl methacrylate-co-glycidyl methacrylate) Fe3O4 nanoparticles: synthesis and evaluation as adsorbents for heavy metals(Springer, 2024) Erduran, Nuran; Isilar, OzerMagnetic nanoparticles have gained significant attention as versatile adsorbents in various studies due to their easy application, simple synthesis, cost-effectiveness, and reusability. In this study, we synthesized magnetic poly(AMA-co-GMA) nanoparticles (MAG) and modified them using allyl methacrylate (AMA) and glycidyl methacrylate (GMA). The epoxy groups on the nanoparticles were opened to introduce -OH, -NH2, and -SH functional groups. The structural properties of the synthesized nanoparticles were characterized by FTIR, their morphology by SEM-EDS, TEM, BET, and XRD, their magnetic properties by VSM, and the thermal properties by the TGA analysis. MAG and the modified nanoparticles (MAG-OH, MAG-NH2, and MAG-SH) were then employed in batch adsorption experiments for heavy metal ions, including Cd2+, Cu2+, Zn2+, Ni2+, Pb2+, and Hg2+. The effect of pH, contact time, ion concentration, and temperature on adsorption was investigated, and kinetic, isotherm, and thermodynamic parameters were determined. Pb2+ and Hg2+ exhibited higher adsorption capacities among the tested heavy metal ions, prompting further investigation with MAG and MAG-SH nanoparticles. The experimental data suggested that the adsorption followed the second order kinetic and Langmuir isotherm models. Overall, the results highlight the excellent potential of the synthesized magnetic nanoparticles for effectively removing heavy metal ions from wastewater.Öğe Synthesis and biological activity of ferrocenyl furoyl derivatives(Taylor & Francis Inc, 2017) Tombul, Mustafa; Bulut, Adnan; Turk, Mustafa; Ucar, Busra; Isilar, OzerDue to the fact that ferrocene and furan derivatives have long been known to be one of the most biologically active compounds, preparation of their new derivatives might serve a very important purpose. Herein, five furoyl ferrocenes were synthesized via EAS reaction utilizing AlCl3-EtAlCl2 Lewis acids. The compounds 1-5 were obtained in moderate yields and characterized by IR, H-1-NMR, C-13-NMR, and mass spectrometry. Although toxicity increases with concentration, at 100 mu g/mL concentration, the protection of cell viability was observed to be 70% level. At 50 mg/mL concentration, apoptosis in cancer cells observed was 63 +/- 4% leading to high apoptosis ratio for the compound 3. For the compounds (1-5), the necrotic effects were found to be between 21% and 39% at 50 mu g/mL concentration.Öğe Synthesis and biological evaluation of novel urea, thiourea and squaramide diastereomers possessing sugar backbone(ELSEVIER SCI LTD, 2020) Isilar, Ozer; Bulut, Adnan; Yaglioglu, Ayse Sahin; Demirtas, Ibrahim; Arat, Esra; Turk, MustafaA series of novel chiral 14 urea, thiourea and squaramide stereoisomers possessing carbohydrate backbones as well as amide functional groups was synthesized and characterized by their, H-1 NMR, C-13 NMR, FT-IR, HRMS, optical rotation, and melting points. Their antiproliferative activities were investigated against HeLa and PC3 cell lines. The compounds 9, 11 and 12 showed better activities at 25 mu M against PC3 cell line with respect to the standard 5-fluorouracil (5-FU). Especially, the compounds 9 and 11 showed higher activities than the standard 5-FU even at low concentration (5 mu M) against HeLa cell line. IC50 results also confirm these activities. The compounds 9, 10 and 11 have the IC50 values of 1.10 mu M, 1.51 mu M and 1.02 mu M, respectively while 5-FU has 2.51 mu M. Moreover, their cytotoxicity tests have proven that their viabilities were in between 50% and 100%.Öğe Synthesis and Crystal Structure Determination of a Dimeric Complex of Dimethylammoniumbis(p-tert-butylcatecholato) borate(JAPAN SOC ANALYTICAL CHEMISTRY, 2020) Tombul, Mustafa; Biyikoglu, Mutluhan; Bulut, Adnan; Guven, Kutahms; Isilar, OzerThe structure of a dimeric complex, namely dimethylammoniumbis{(p-tert-butylcatecholato) borate}, was determined by X-ray crystallography. The compound crystallized in a triclinic system, and was characterized to be in the space group P-1, with cell parameters a = 11.929(7)angstrom, b = 16.833(6)angstrom, c = 11.259(11)angstrom, alpha = 93.75(5)degrees, beta = 91.00(7)degrees, gamma = 100.37(4)degrees, Z = 4, and V = 2218(3)angstrom(3). The crystal packing is conducted by intermolecular/intramolecular N-H-O hydrogen bonds. The B atom adopts a distorted tetrahedral geometry with four O atoms of p-tert-butylcatechol ligands.
