Synthesis, Characterization, and Time-Dependent NMR Spectroscopy Studies of (SP-4-2)-[(trans-1R,2R/1S,2S-N-15(2))-Cyclohexane-1,2-diamine][(C-13(2))oxalato]platinum(II)
- Author(s)
- Doris Hoefer, Mathea Sophia Galanski, Bernhard K. Keppler
- Abstract
Synthesis and characterization of
15N-labeled and partially
13C-labeled oxaliplatin in a racemic mixture with its S,S enantiomer, (SP-4-2)-[(trans-1R,2R/1S,2S-
15N
2)-cyclohexane-1,2-diamine][(
13C
2)oxalato]platinum(II), is presented.
15N labeling of trans-cyclohexane-1,2-diamine (DACH) was conducted by reacting cyclohexane-1,2-dione with the
15N source (
15N)hydroxylamine hydrochloride. After reduction, trans-(
15N
2)DACH was isolated as a tartrate salt and reacted with K
2[PtCl
4]. Subsequent reaction with (
13C
2)oxalate afforded the final
15N- and
13C-labeled oxaliplatin together with its S,S analog. Detailed characterization was performed by one- and two-dimensional
1H,
13C,
15N, and
195Pt NMR spectroscopy; high-resolution mass spectrometry; and elemental analysis. The reaction behavior towards chloride ions, 5′-guanosine monophosphate, and l-methionine was studied by 1D
1H,
13C, and
195Pt NMR spectroscopy and 2D [
1H,
15N] and [
1H,
195Pt] NMR spectroscopy.
- Organisation(s)
- Department of Inorganic Chemistry, NMR Centre
- Journal
- European Journal of Inorganic Chemistry
- Volume
- 2017
- Pages
- 2347-2354
- No. of pages
- 8
- ISSN
- 1434-1948
- DOI
- https://doi.org/10.1002/ejic.201601503
- Publication date
- 05-2017
- Peer reviewed
- Yes
- Austrian Fields of Science 2012
- 104003 Inorganic chemistry, 104026 Spectroscopy
- Keywords
- ASJC Scopus subject areas
- Inorganic Chemistry
- Portal url
- https://ucrisportal.univie.ac.at/en/publications/a854631f-b516-4894-867b-bb644d100f8d