Catalytic transfer hydrogenation and anticancer activity of arene-ruthenium compounds incorporating bi-dentate precursors
Journal
Dalton Transactions
Journal Volume
44
Journal Issue
36
Pages
16107-16118
Date Issued
2015
Author(s)
Abstract
Ruthenium based organometallic compounds are presently a subject of great attention as anticancer drugs and appear to work reasonably well on tumor cells. We develop a series of mononuclear arene-ruthenium compounds incorporating N,O and N,N bidentate ligands, and their activity as anticancer drugs against human hormone-refractory metastatic prostate cancer (HRMPCs) cell lines are investigated. The ruthenium compounds also act as effective catalysts in the transfer hydrogenation of the -C=O- → -CH(OH)- system. Three types of ligands, namely, sodium glutamate, C4H3NH(2-CH2NHtBu), and C4H3NH(2-CH=NR) are separately coupled with [(η6-cymene)RuCl2]2 (1) (cymene = 4-isopropyltoluene) to synthesize five Ru-derivatives: [(η6-cymene)RuCl(κ2-N,O-OOCCHNH2CH2CH2COOH)] (2), {(η6-cymene)RuCl[C4H3N(2-CH2NHtBu)]} (3), {(η6-cymene)RuCl[C4H3N(2-CH=NCH2Ph)]} (4), {(η6-cymene)RuCl{C4H3N[2-CH=NCH2(C4H7O)]}} (5) and {(η6-cymene)RuCl[C4H3N(2-CHnBuNHCH2(C4H7O))]} (7). To the best of our knowledge, the aforementioned Ru compounds are not only characterized by 1H and 13C NMR spectroscopy, but for the first time their structures have been established by single crystal X-ray diffractometry. Compound 4 influences a concentration-dependent apoptosis in PC-3 cells and initiates the conversion rate in transfer hydrogenation. ? The Royal Society of Chemistry.
SDGs
Other Subjects
Cell culture; Cell death; Diseases; Hydrogenation; Ligands; Nuclear magnetic resonance spectroscopy; Organometallics; Rubidium compounds; Ruthenium; Single crystals; X ray diffraction analysis; Anticancer activities; Bidentate ligands; Catalytic transfer hydrogenation; Concentration-dependent; Conversion rates; Organometallic compounds; Prostate cancers; Transfer hydrogenations; Ruthenium compounds
Type
journal article