849200-40-4Relevant academic research and scientific papers
Photoactive PtIIand PdIIcomplexes of: N, N -diethyl- N ′-3,4,5-trimethoxybenzoylthiourea: Synthesis, crystal structures, DFT and cytotoxicity studies
Bosman, G. W.,Luckay, R. C.,Nkabyo, H. A.,Olaoye, O.,Oyenihi, O. R.,Sikiti, P.
, p. 14703 - 14712 (2021/08/23)
Photo-chemical isomerism of the cis-[PdII/PtII(L-κS,O)2] complexes of N,N-di-ethyl-N′-3,4,5-trimethoxy-benzoylthiourea (HL) in acetonitrile reversibly produces geometric trans-[PdII/PtII(L-κS,O)2] isomers in solution after irradiation with visible light, as determined by 1H NMR, UV-vis and reverse phase chromatography (RP-HPLC). Single-crystal X-ray diffraction studies reveal that the new trans-[PdII/PtII(L-κS,OκS,O)2] complexes crystallize in a triclinic P1 space group, with the sulfur and oxygen donor atoms arranged trans to each other in the six-membered chelate. Structural analysis of the cis- and trans-[PdII/PtII(L-κS,O)2] complexes performed using time-dependent DFT at the B3LYP/CEP31-G level of theory reveals that the cis-[PdII/PtII(L-κS,O)2] complexes are more stable than their trans-[PdII/PtII(L-κS,O)2] counterparts. The cytotoxicity of the HL ligand and its corresponding cis-[PdII/PtII(L-κS,O)2] and trans-[PdII(L-κS,O)2] complexes was investigated against the human prostate cancer cell line (DUI45) and the normal embryonic kidney cell line (HEK-293). Cytotoxicity was evident after complexation with the HL ligand. In particular trans-[PdII(L-κS,O)2] and cis-[PtII(L-κS,O)2] complexes produced a significant dose-dependent decrease in cell viability of both cell lines. cis-[PtII(L-κS,O)2] presented the most cytotoxic activity against DUI45 and comparable selectivity to doxorubicin, a commonly used anticancer drug, indicating its potential as a Pt-based anticancer compound.
Photoinduced isomerisation of cis-[M(L-S,O)2] (M = Pt II and PdII) complexes of N,N-diethyl-N′-3,4,5- trimethoxybenzoylthiourea: Key to preparation of the trans isomer
Hanekom, Dirk,McKenzie, Jean M.,Derix, Nocky M.,Koch, Klaus R.
, p. 767 - 769 (2007/10/03)
In acetonitrile solutions at room temperature, cis-[M(L-S,O)2] PtII and PdII complexes of N,N-diethyl-N′-3,4,5- trimethoxybenzoylthiourea undergo reversible photoinduced isomerisation to the corresponding trans isomer upon irradiation with visible light in the 320-570 nm range, the rate and extent of isomerisation being significantly higher for the cis-[Pd(L-S,O)2] complex compared to the PtII analogue; in the dark trans-[M(L-S,O)2] cleanly reverts back to the cis complex at a rate dependent on the solution temperature, indicating a thermally controlled reverse process. The Royal Society of Chemistry 2005.
