So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Svahn, Noora; Moro, Artur J.; Roma-Rodrigues, Catarina; Puttreddy, Rakesh; Rissanen, Kari; Baptista, Pedro V.; Fernandes, Alexandra R.; Lima, Joao Carlos; Rodriguez, Laura researched the compound: Tri(naphthalen-1-yl)phosphine( cas:3411-48-1 ).Quality Control of Tri(naphthalen-1-yl)phosphine.They published the article 《The Important Role of the Nuclearity, Rigidity, and Solubility of Phosphane Ligands in the Biological Activity of Gold(I) Complexes》 about this compound( cas:3411-48-1 ) in Chemistry – A European Journal. Keywords: gold ethynylaniline acetylide phosphine complex preparation antitumor agent; cytotoxicity selectivity gold ethynylaniline acetylide phosphine complex; crystal structure gold ethynylaniline acetylide phosphine complex; mol structure gold ethynylaniline acetylide phosphine complex; X-ray diffraction; antitumor agents; apoptosis; biological activity; gold. We’ll tell you more about this compound (cas:3411-48-1).
A series of 4-ethynylaniline gold(I) complexes H2NC6H4CCAuL containing monophosphines (2, L = 1,3,5-triaza-7-phosphaadamantane, pta; 3, L = 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane; 4-6, L = tri-1-naphthylphosphine, PPh3, PEt3), diphosphines [7, L = 1/2 bis(diphenylphosphino)acetylene (dppa), 8, 1/2 L = trans-1,2-bis(diphenylphosphino)ethene (dppet); 9, 1/2 L = dppe; 10, 1/2 L = dppp] ligands have been synthesized and their efficiency against tumor cells evaluated. The cytotoxicity of complexes 2-10 was evaluated in human colorectal (HCT116) and ovarian (A2780) carcinoma as well as in normal human fibroblasts. All the complexes showed a higher antiproliferative effect in A2780 cells, with the cytotoxicity decreasing in the following order 5 > 6 = 9 = 10 > 8 > 2 > 4 > 7 > 3. Complex 4 stands out for its very high selectivity towards ovarian carcinoma cells (IC50=2.3 μM) compared with colorectal carcinoma and normal human fibroblasts (IC50>100 μM), which makes this complex very attractive for ovarian cancer therapy. Its cytotoxicity in these cells correlates with the induction of the apoptotic process and an increase of intracellular reactive oxygen species (ROS). The effects of the nuclearity, rigidity, and solubility of these complexes on their biol. activity were also analyzed. X-ray crystal structure determination allowed the identification of short N-H…π contacts as the main driving forces for the three-dimensional packing in these mols.
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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis