Metal interactions with cyclam derivatives of cytosine investigated by mass spectrometry

Ključarić, Valentina (2016) Metal interactions with cyclam derivatives of cytosine investigated by mass spectrometry. Doctoral thesis, Faculty of Science > Department of Chemistry.

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Abstract

In this doctoral thesis, Cu (II) molecular complexes [Cu(1-TsC-N3)2Cl2] and [Cu(1-MsC-N3)2Cl2] of biologically active N-sulfonylcytosine ligands (C) with tosyl (Ts) and mesyl (Ms) and new cyclame-TsC conjugates were synthesized. The Mannich reaction of TsC, paraformaldehyde and cyclame in the presence of acetic acid yields C-aminomethylated konjugate in which the cyclame was introduced through a methylene bridge at C5 position of cytosine. The same reaction with protected cyclame gives C4 aminomethylated product. Using ESI-MS method was conducted stability studies and the influence of biologically important metal ions (Na+, K+, Ca2+, Mg2+, Zn2+, Cu2+) to ligands, Cu (II) complexes, and polyaza macrocyclic conjugates. The interaction of ligands and Cu (II) complexes with biologically important metal ions results with formation of various metal complex. Alkali metals Na+ and K+ formed clusters due to the electrostatic inetractions. Bis, tris and mixed ligand complexes were observed upon mixing with Ca2+ or Mg2+ salt. Interaction with Zn2+ sieed monometal Zn2+ complexes and mixed ligand dimetal complexes that includ water molecules in the structures of the complexes because of affinity of Zn2+ for both O and N atoms. Both ions Cu2+ and Zn2+ were located within the cyclamic ring upon their interaction with polyaza macrocyclic conjugates. Newly formed Cu2+complexes were molecular while the ionic complexes were formed with zinc ions.

Item Type: Thesis (Doctoral thesis)
Keywords: N-sulfonilcytosine derivatives, Cu(II) complexes, cyclam, metal ions, ESI-MS
Supervisor: Žinić, Biserka and Kobetić, Renata
Date: 2016
Number of Pages: 169
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Faculty of Science > Department of Chemistry
Depositing User: Branka Maravic
Date Deposited: 27 Oct 2016 10:01
Last Modified: 27 Oct 2016 10:01
URI: http://digre.pmf.unizg.hr/id/eprint/5248

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