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Yeni makrosiklik ligantlar ve geçiş metali komplekslerinin sentezi, yapısal karakterizasyonu, DNA'ya bağlanma davranışları ve antimikrobiyal activiteleri

2009
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Advisor: Prof. Dr. Mehmet Suat Somer

Abstract (EN)

Two series of novel mixed aza-oxo-thia macrocyclic ligands; 1,7(2,6)-ditriazina-2,6,8,12-tetraaza-3,5,9,11-tetraoxocyclododecaphan-14,74-dimethyl (L1); 1,8(2,6)-ditriazina -2,7,9,14-tetraaza-3,6,10,13-tetraoxocyclotetradecaphan-14,84- dimethyl (L2); 1,9(2,6)-di-triazina-2,8,10,16-tetra-aza-3,7,11,15-tetraoxocyclohexadecaphan-14,94-dimethyl (L3); 1,10(2,6)-ditriazina-2,9,11,18-tetraaza-3,8,12,17-tetraoxocyclooctadecaphan-14,104-dimethyl (L4); 1,9(2,6)-ditriazina-2,8,10,16-tetraaza-3,7,11,15-tetraoxo-5,13-dithiacyclo-hexadecaphan-14,94-diphenyl (L5); 1,10(2,6)-ditriazina-2,9,11,18-tetraaza-3,8,12,17-tetra-oxo-5,6,14,15-tetrathiacyclooctadecaphan-14,104-diphenyl (L6); 1,11(2,6)-ditriazina-2,10,12,20-tetraaza-3,9,13,19-tetraoxo-6,16-dithiacyclocosaphan-14,114-diphenyl (L7) ; 1,12(2,6)-ditriazina-2,11,13,22-tetraaza-3,10,14,21-tetraoxo-6,7,17,18-tetrathiacyclodo-cosaphan-14,124-diphenyl (L8); 1,2-Di(o-aminophenylthio)ethane (L9) and monometallic complexes of (L9) ligand with palladium halides PdX2 (X = Cl, Br, I) were synthesized. The structural features of the compounds have been investigated by elemental analyses, conductivity measurements, FT-Raman, FT-IR, 1H and 13C NMR spectroscopy. The antimicrobial activities of the ligands were evaluated using disk diffusion method in dimethyl sulfoxide (DMSO) as well as the minimal inhibitory concentration (MIC) dilution method, against several bacteria and yeast cultures. The obtained results from both methods were assessed in side-by-side comparison with those of Penicillin-G, Ampicilin, Cefotaxime, Vancomycin, Oflaxacin, Tetracyclin well-known antibacterial agents. The results from dilution procedure were compared with Gentamycin as antibacterial and Nystatin as antifungal. In most cases, the compounds show strong antifungal activity in the comparison tests. The binding of the ligands to genomic DNA was assessed by monitoring the change in absorption spectra at 260 nm in the presence or absence of genomic DNA. The binding ability of compounds to DNA was also determined by electrophoretic mobility shift using polyacrylamide gel electrophoresis assay (PAGE). The effect of ligands on Taq polymerase-catalyzed gene amplification reaction was investigated by using PCR method. The cytotoxicity assay was performed using human cervical cancer HeLa cells.

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Dr. Ali Baş

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Ali Baş (Master Thesis). Yeni makrosiklik ligantlar ve geçiş metali komplekslerinin sentezi, yapısal karakterizasyonu, DNA'ya bağlanma davranışları ve antimikrobiyal activiteleri, 2009, Koç University.

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