Synthesis, Characterization, and in Vitro Antitumor Activity of Osteotropic Diam(m)ineplatinum(II) Complexes Bearing a N,N-Bis(phosphonomethyl)glycine Ligand
- Author(s)
- Mathea Sophia Galanski, Susanna Slaby, Michael Jakupec, Bernhard Keppler
- Abstract
A series of osteotropic (bone-seeking) [(bis(phosphonomethyl)amino-? N)acetato-?O(2-)]platinum-(II) complexes attached to diammine, ethane-1,2-diamine, cis-R,S-cyclohexane-1,2-diamine, trans-S,S-cyclohexane-1,2-diamine, or trans-R,R-cyclohexane-1,2-diamine has been synthesized in accord with the concept of drug targeting and characterized by elemental analysis, 1H, 13C, and 31P NMR spectroscopy. The in vitro antitumor activity in ovarian cancer cells (CH1) has been determined by means of the MTT assay. In this cisplatin-sensitive cell line the complexes containing cyclohexane-1,2-diamine (chxn) displayed a high activity in comparison to the diammine and ethane-1,2-diamine counterparts. In agreement with structure-activity relationships of other chxn-containing platinum(II) complexes both [(bis(phosphonomethyl)amino-? N)-acetato-?O(2-)](trans-cyclohexane-1,2-diamine)platinum(II) complexes show superior potency than the corresponding cis-congener whereas the trans-R,R isomer displays the highest activity. Within the series of complexes under investigation, potency decreases depending on the coordinated amine ligand in the following order: trans-R,R-chxn > trans-S,S-chxn > NH3 = cis-R,S-chxn > en.
- Organisation(s)
- Department of Inorganic Chemistry
- External organisation(s)
- University of Vienna
- Journal
- Journal of Medicinal Chemistry
- Volume
- 46
- Pages
- 4946-4951
- No. of pages
- 6
- ISSN
- 0022-2623
- DOI
- https://doi.org/10.1021/jm0308040
- Publication date
- 2003
- Peer reviewed
- Yes
- Austrian Fields of Science 2012
- 104003 Inorganic chemistry
- Sustainable Development Goals
- SDG 3 - Good Health and Well-being
- Portal url
- https://ucrisportal.univie.ac.at/en/publications/a28f3c71-4a36-446b-939f-2d87a25b2524