University of the Pacific
Analysis of dirhenium carboxylate : purine dinucleotide adducts
Abstract
dc:description.abstract<p>The discovery of cisplatin, cis-[pt(NH<sub>3</sub>)<sub>2</sub>Cl<sub>2</sub>], as an anticancer agent in 1969 by Rosenbert and his colleagues sparked interest in the area of metal complexes as chemotherapeutic agents. Anticancer dimetal complexes such as Re<sub>2</sub>(O<sub>2</sub>CCH<sub>2</sub>CH<sub>3</sub>)<sub>2</sub>Br<sub>4</sub>·2H<sub>2</sub>O are proposed to prevent replication of cancel cells by coordinating to the purine nucleobases in DNA. To investigate the interaction between dimetal compounds and DNA, dirhenium complexes coordinated to purine dinucleotides were isolated and analyzed. LC/MS, HPLC, <sup>1</sup>H NMR, and UV-Visible spectroscopy were used to characterized complexes of Re<sub>2</sub>(O<sub>2</sub>CR)<sub>2</sub>X<sub>4</sub>·2H<sub>2</sub>O (R = CH<sub>3</sub>, CH<sub>2</sub>CH<sub>3</sub>; X= Cl, Br) with the purine dinucleotides dApG and dGpG. HPLC, UV-Vis, and <sup>1</sup>H NMR are used to investigate the aquation of Re<sub>2</sub>(O<sub>2</sub>C<sub>2</sub>H<sub>3</sub>)<sup>2Cl<sub>4</sub>μ2H<sub>2</sub>O which may contribute to its biological activity.</p<p>Upon reaction of Re<sub>2</sub(O<sub>2</sub>C<sub>2</sub>H<sub>3</sub>)<sup>2Cl<sub>4</sub>μ2H<sub>2</sub>O with dApG or dGpG, the intact dirhenium:dinucleotide complex is observed by LC/MS after two days. In both of these reactions, dirhenium:GMP complexes are also observes.</p><p><sup>1</sup>H NMR studies show the appearance of new resonances in the aromatic region that cannot be attributed to starting material or hydrolyzed DNA fragments. These resonances are proposed to result from the formation of dirhenium:dinucleotide complexes. Additionally, MS spectra support the conclusion that a complex between the dinuclear rhenium complex and the purine dinucleotides of dApG and dGpG is formed after two days. A dirhenium:nucleotide product is also formed as a result of the dinucleotide hydrolysis.
Degree
thesis:*- Name thesis:degree_name
- Master of Science (M.S.)
- Level thesis:degree_level
- Thesis - Pacific Access Restricted
- Discipline thesis:degree_discipline
- Chemistry
- Year dc:date.available
- 2006
Author and committee
dc:creator, dc:contributor.*- Author dc:creator
-
- Payne, Tiffany Anne
- Contributors dc:contributor
-
- Elizabeth F. Day
Subjects
dc:subject × 3Rights
dc:rightsIdentifiers
dc:identifier.*- Repository record dc:identifier
- https://scholarlycommons.pacific.edu/uop_etds/629
- OAI identifier oai:identifier
- oai:scholarlycommons.pacific.edu:uop_etds-1628