<abstract xmlns="http://www.w3.org/1999/xhtml"><p>The interactions of platinum(II) complexes with nitrogen- and sulfur-containing biomolecules are responsible for aider antitumor activity due to attack on DNA or a variety of toxic side effects. Therefore, the monofunctional Pt(II) complexes, [Pt(Gly-Gly-N,N,O)I]+ (Gly-Gly is the dipeptide glycyl-glycine coordinated through the oxygen and two nitrogen atoms) and [Pt(Gly-L-Met-S,N,N)Cl] (Gly-L-Met is the dipeptide glycyl-L-methionine coordinated through the sulfur and two nitrogen atoms) have been used to study their interactions with S-methylglutathione (GS-Me) and guanosine- 5’-monophosphate (5’-GMP). All reactions have been studied by 1H NMR spectroscopy and at room temperature in 50 mM phosphate buffer at pD 7.4. The investigation of the competitive binding of 5’-GMP and GS-Me to the Pt(II) complexes (1:1:1 molar ratio) has shown that in the initial stages of the reaction the corresponding Pt(II) complex only reacts with GS-Me, and second step of the reaction is very slow intermolecular displacement of the S-bound thioether ligand with N7 atom of the guanine base of 5’-GMP. The obtained results have been analyzed in relation to the antitumor activity and toxicity of Pt(II) complexes.</p></abstract>

The interactions of platinum(II) complexes with nitrogen- and sulfur-containing biomolecules are responsible for aider antitumor activity due to attack on DNA or a variety of toxic side effects. Therefore, the monofunctional Pt(II) complexes, [Pt(Gly-Gly-N,N,O)I]+ (Gly-Gly is the dipeptide glycyl-glycine coordinated through the oxygen and two nitrogen atoms) and [Pt(Gly-L-Met-S,N,N)Cl] (Gly-L-Met is the dipeptide glycyl-L-methionine coordinated through the sulfur and two nitrogen atoms) have been used to study their interactions with S-methylglutathione (GS-Me) and guanosine- 5’-monophosphate (5’-GMP). All reactions have been studied by 1H NMR spectroscopy and at room temperature in 50 mM phosphate buffer at pD 7.4. The investigation of the competitive binding of 5’-GMP and GS-Me to the Pt(II) complexes (1:1:1 molar ratio) has shown that in the initial stages of the reaction the corresponding Pt(II) complex only reacts with GS-Me, and second step of the reaction is very slow intermolecular displacement of the S-bound thioether ligand with N7 atom of the guanine base of 5’-GMP. The obtained results have been analyzed in relation to the antitumor activity and toxicity of Pt(II) complexes.

Reactions of Platinum II Complexes with Sulfur- and Nitrogen-Containing Biomolecules: Selective Intermolecular Migration of the Thioether-Bound Platinum II Complex to the N7 Nitrogen Atom of Guanosine-5’-Monophosphate

Department of Pharmacy, Faculty of Medical Sciences

Experimental and Applied Biomedical Research (EABR)

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

The interactions of platinum(II) complexes with nitrogen- and sulfur-containing biomolecules are responsible for aider antitumor activity due to attack on DNA...

Reactions of Platinum II Complexes with Sulfur- and Nitrogen-Containing Biomolecules: Selective Intermolecular Migration of the Thioether-Bound Platinum II Complex to the N7 Nitrogen Atom of Guanosine-5’-Monophosphate

Published Online: Feb 23, 2019

Page range: 325 - 330

Received: Mar 09, 2017

Accepted: Apr 19, 2017

DOI: https://doi.org/10.1515/sjecr-2017-0015

Keywords
Platinum(II) complexes, S-methylglutathione (GS-Me), guanosine-5’-monophosphate (5’-GMP), Intermolecular migration

© 2018 Ivana Vasic et al., published by Sciendo

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Reactions of Platinum II Complexes with Sulfur- and Nitrogen-Containing Biomolecules: Selective Intermolecular Migration of the Thioether-Bound Platinum II Complex to the N7 Nitrogen Atom of Guanosine-5’-Monophosphate

Published Online: Feb 23, 2019

Page range: 325 - 330

Received: Mar 09, 2017

Accepted: Apr 19, 2017

DOI: https://doi.org/10.1515/sjecr-2017-0015

KeywordsPlatinum(II) complexes, S-methylglutathione (GS-Me), guanosine-5’-monophosphate (5’-GMP), Intermolecular migration

© 2018 Ivana Vasic et al., published by Sciendo

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Keywords
Platinum(II) complexes, S-methylglutathione (GS-Me), guanosine-5’-monophosphate (5’-GMP), Intermolecular migration