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Relevant academic research and scientific papers

Pharmacomodulation on Gold-NHC complexes for anticancer applications – is lipophilicity the key point?

A series of four new mononuclear cationic gold(I) complexes containing nitrogen functionalized N-heterocyclic carbenes (NHCs) was synthesized and fully characterized by spectroscopic methods. The X-ray structures of three complexes are presented. These lipophilic gold(I) complexes originate from a pharmacomodulation of previously described gold(I)-NHC complexes, by replacing an aliphatic spacer with an aromatic one. The Log P values of the resulting complexes increased by 0.7–1.5, depending on the substituents in comparison to the aliphatic-linker systems. The new series of complexes has been investigated in vitro for their anti-cancer activities in PC-3 (prostate cancer) and T24 (bladder cancer) cell lines and in the non-cancerous MC3T3 (osteoblast) cell line. All tested complexes show high activities against the cancer cell lines with GI50 values lower than 500 nM. One complex (11) has been selected for further investigations. It has been tested in vitro in six cancer cell lines from different origins (prostate, bladder, lung, bone, liver and breast) and two non-cancerous cell lines (osteoblasts, fibroblasts). Moreover, cellular uptake measurements were indicative of a good bioavailability. By various biochemical assays, this complex was found to effectively inhibit the thioredoxin reductase (TrxR) and its cytotoxicity towards prostate PC-3, bladder T24 and liver HepG2 cells was found to be ROS-dependent.

Cation-anion interaction-directed molecular design strategy for mechanochromic luminescence

Mechanofluorochromic materials have great potential for a wide variety of applications such as sensors, memory devices, motion systems, security systems, and so forth. However, only few design principles have been disclosed, which greatly impedes the growth of mechanofluorochromic dyes. Here, a strategy of molecular design for mechanochromic luminescence is reported, based on the cation-anion interaction-directed switching of molecular stacking. On the basis of this strategy, a series of common N-heteroaromatic onium fluorophores such as imidazolium, 1,2,4-triazolium, triazolopyridinium, benzoimidazolium, γ-carbolinium, and pyridinium salts have been designed and proved to have striking reversible mechanofluorochromic behaviors. The simple attachment of a non-fluorescent imidazolium unit to the pyrene scaffold through a flexible carbon chain can even trigger the mechanofluorochromic phenomenon, which gives a consummate interpretation that the cation-anion interaction can be considered as an important general tool to design organic mechanochromic luminescent materials. Molecular Design: A cation-anion interaction-directed molecular design strategy for mechanochromic luminescence is proposed. On the basis of this strategy, a series of common N-heteroaromatic onium fluorophores such as imidazolium, 1,2,4-triazolium, triazolopyridinium, benzoimidazolium, γ-carbolinium, and pyridinium salts are designed and prove to have striking reversible mechanofluorochromic behaviors.

Chan-Lam-Type C-N Cross-Coupling Reactions under Base- and Ligand-Free CuI-Zeolite Catalysis

Various representative copper(I)-exchanged zeolites were investigated for their catalytic potential in Chan-Lam cross-coupling reactions. CuI-USY appeared as the best catalyst and proved to efficiently promote C-N cross-coupling processes under attractive, simple, and practical conditions, namely refluxing in methanol under air and without any base.