92642-09-6Relevant articles and documents
In-vitro and In-vivo Photocatalytic Cancer Therapy with Biocompatible Iridium(III) Photocatalysts
Huang, Can,Liang, Chao,Sadhukhan, Tumpa,Banerjee, Samya,Fan, Zhongxian,Li, Tingxuan,Zhu, Zilin,Zhang, Pingyu,Raghavachari, Krishnan,Huang, Huaiyi
, p. 9474 - 9479 (2021)
Photocatalytic anticancer profile of a IrIII photocatalyst (Ir3) with strong light absorption, high turnover frequency, and excellent biocompatibility is reported. Ir3 showed selective photo-cytotoxicity against cisplatin- and sorafenib-resistant cell lines while remaining dormant to normal cell lines in the dark. Ir3 exhibited excellent photo-catalytic oxidation of cellular co-enzyme, the reduced nicotinamide adenine dinucleotide phosphate (NADPH), and amino acids via a single electron transfer mechanism. The photo-induced intracellular redox imbalance and change in mitochondrial membrane potential resulted in necrosis and apoptosis of cancer cells. Importantly, Ir3 exhibited high biocompatibility and photo-catalytic anticancer efficiency as evident from in vivo zebrafish and mouse cancer models. To the best of our knowledge, Ir3 is the first IrIII based photocatalyst with such a high biocompatibility and photocatalytic anticancer therapeutic effect.
Facile synthesis of new fullerene-Ru(bpy)3 dyads bearing phosphonate groups for hybrid organic-inorganic materials
Brunet, Ernesto,Alonso, Marina,Quintana, Ma Carmen,Juanes, Olga,Rodríguez-Ubis, Juan-Carlos
, p. 3739 - 3743 (2007)
Fullerene reacted with mono- and diphosphonate-bearing bipyridines by way of Bingel-type reactions to give adducts which were easily transformed in the corresponding dyads by forming Ru(bpy)3 complexes. Electrochemical measurements and the observation of heavy quenching of the Ru(bpy)3 luminescence manifested strong interactions between the active moieties. Attempts to include the dyads into inorganic matrices derived from zirconium phosphate are reported.
Macrocycles with switchable exo/endo metal binding sites
Tian, Lei-Lei,Wang, Chun,Dawn, Sandipan,Smith, Mark D.,Krause, Jeanette A.,Shimizu, Linda S.
, p. 17620 - 17629 (2009)
We report herein the synthesis and metal complexation properties of two macrocyclic hosts that contain two 2,2′-bipyridines and two urea groups. These hosts take advantage of the conformationally mobile 5,5′-positions of the bipyridines to give metal binding sites that are dynamic. By simple bond rotation, these hosts can exchange an interior (endo) situated metal binding site for an exterior (exo) binding site. We examine the solid-state structures of the two free hosts and two coordination complexes ([Cd(host 1)(H 2O)(NO3)2] and [Ag2(host 2)](SO 3CF3)2) using X-ray crystallography. Analysis of these crystal structures suggests that the bipyridine groups within the hosts are able to rotate to access multiple conformations including the desired exo and endo conformations. We also investigate the binding affinity of these new ligands in solution by UV-vis titrations with a series of metal nitrate salts (Ag, Cd, Zn, Ni, Mn, Fe, Co, Cr, and Cu) to afford discrete metal complexes. Some complexes showed a slow subsequent assembly to yield coordination polymers. Thus, these systems may afford unique insights into the process of metal organic framework formation.
PH-controlled crystal growth of copper/gemini surfactant complexes with bipyridine groups
Yao, Junyao,Chen, Qibin,Sheng, Yujie,Kai, Aiting,Liu, Honglai
, p. 5835 - 5843 (2017)
The pH-controlled crystal growth of two complexes with different coordination modes, derived from gemini surfactant molecules with a bipyridyl spacer (12Bpy) and metal copper ions (Cu2+) is presented in this work. Such crystalline forms obtained in appropriate pH ranges exhibit dissimilar morphologies, colors and crystalline structures. Under weak acidic conditions with a slightly higher pH (>4.3), blue grain crystals, made from dihydroxo-bridged binuclear complexes with a square pyramidal coordination mode, are formed, whereas under slightly stronger acidic conditions (pH 3.8 in this work), green crystals with mononuclear complexes with a distorted trigonal bipyramidal geometry are readily fabricated, and meanwhile the blue crystals are completely inhibited. In particular, these two crystals concomitantly existed in an intermediate pH range of 3.8-4.3. We suggest a fivefold coordinated Cu(ii)/12Bpy complex with a 1 : 1 metal-ligand ratio and three hydrated water ligands and a pH-controlled crystal growth mechanism on the basis of UV-vis spectra and density functional theory (DFT) calculations. Our findings indicate that pH adjustment is a straightforward and efficient way to control the crystal growth, having potential application in the preparation of smart and multifunctional materials.
Naphthalene containing amino-ether macrocycle based Cu(ii) templated [2]pseudorotaxanes and OFF/ON fluorescence switching: Via axle substitution
Bej, Somnath,Ghosh, Pradyut
, p. 13408 - 13418 (2018)
A new naphthalene containing macrocycle, NaphMC, and a new fluorophoric bidentate linear axle derivative of 5,5′-dimethyl-2,2′-bipyridine (L3) along with two other ligands 1,10-phenanthroline (L1) and 5,5′-dimethyl-2,2′-bipyridine (L2) are explored towards the synthesis of Cu(ii) templated [2]pseudorotaxanes. All ternary complexes are well characterized by ESI-MS, UV/Vis, EPR spectroscopy, elemental analysis and emission spectroscopic studies. Single crystal X-ray diffraction studies confirm the geometry around the Cu(ii) center as a distorted trigonal bipyramid via the contribution of [3 + 2] orthogonal motifs of the wheel (NaphMC) and the bidentate chelating ligands L1 and L2 in the cases of pseudorotaxanes, CuPR1 and CuPR2, respectively. Furthermore, the fluorescence "OFF" state of the fluorophoric axle L3 is achieved via threading it to the Cu(ii) complex of NaphMC, whereas fluorescence switching "ON" is demonstrated by the substitution of L3 of CuPR3 with a stronger chelating ligand L1.
Double-strand DNA cleavage by copper complexes of 2,2′-dipyridyl with electropositive pendants
An, Yan,Tong, Ming-Liang,Ji, Liang-Nian,Mao, Zong-Wan
, p. 2066 - 2071 (2006)
Two highly charged cationic copper(ii) complexes have been synthesized and characterized structurally and spectroscopically: [Cu(L1) 2(Br)](ClO4)5 (1) and [Cu(L2) 2(Br)](ClO4)5 (2) (L1 = 5,5′-di(1-(triethylammonio)methyl)-2,2′-dipyridyl cation and L 2 = 5,5′-di(1-(tributylammonio)methyl)-2,2′-dipyridyl cation bidentate ligands). X-Ray structures show that Cu(ii) ions in both complexes have a trigonal-bipyramidal CuN4Br-configuration. Two nitrogen atoms of the electropositive pendants and coordinated bromine atom basically array in a straight line. Their close distances of N...Br atoms are 5.772 and 5.594 , respectively, which is comparable to that of adjacent phosphodiesters in B-form DNA (ca. 6 ). In the absence of reducing agent, supercoiled plasmid DNA cleavage by the complexes has been performed and their hydrolytic mechanisms have been investigated. The pseudo-Michaelis-Menten kinetic parameters (kcat), 4.15 h-1 for 1, 0.43 h -1 for 2 and 0.61 h-1 for [Cu(bipy)(NO3) 2], were obtained. This result indicates that 1 exhibits markedly higher nuclease activity than its corresponding analogues. The high ability of DNA cleavage for 1 is attributed to the effective cooperation of the metal moiety and two positive pendants since the array of linear tri-binding sites matches with one of three phosphodiester backbones of nucleic acid. The Royal Society of Chemistry 2006.
An aerobic oxidation of alcohols into carbonyl synthons using bipyridyl-cinchona based palladium catalyst
Cheedarala, Ravi Kumar,Chidambaram, Ramasamy R.,Siva, Ayyanar,Song, Jung Il
, p. 32942 - 32954 (2021/12/02)
We have reported an aerobic oxidation of primary and secondary alcohols to respective aldehydes and ketones using a bipyridyl-cinchona alkaloid based palladium catalytic system (PdAc-5) using oxygen at moderate pressure. ThePdAc-5catalyst was analysed using SEM, EDAX, and XPS analysis. The above catalytic system is used in experiments for different oxidation systems which include different solvents, additives, and bases which are cheap, robust, non-toxic, and commercially available on the industrial bench. The obtained products are quite appreciable in both yield and selectivity (70-85%). In addition, numerous important studies, such as comparisons with various commercial catalysts, solvent systems, mixture of solvents, and catalyst mole%, were conducted usingPdAc-5. The synthetic strategy of oxidation of alcohol into carbonyl compounds was well established and all the products were analysed using1H NMR,13CNMR and GC-mass analyses.
Multimode Self-Oscillating Vesicle Transformers
Hu, Zhen,Shao, Qing,Zhang, Shaodong,Zhou, Yongfeng
supporting information, p. 17125 - 17129 (2020/07/30)
Engineering synthetic materials that mimic the complex rhythmic oscillatory behavior of living cells is a fundamental challenge in science and technology. Up to now, the reported synthetic model system still cannot compete with nature in oscillatory modes and amplitudes. Presented here is a novel alternating copolymer vesicle that exhibits drastic and multimode shape oscillations in real time, which are controlled by polymer concentrations and driven by the Belousov—Zhabotinsky oscillatory reaction, including swelling/deswelling, twisting/detwisting, stretching/shrinking, fusion/fission, and multiple division. Some of them, especially the fission oscillation, have not been observed before. In addition, the oscillation magnitude with regard to diameter is much larger than that of previously reported self-oscillating vesicles. Such a self-oscillating vesicle transformer would extend the complexity and capacity of membrane deformations in synthetic systems, approaching those of natural cells.
