14429-14-2Relevant articles and documents
Indenyl Rhodium Complexes with Arene Ligands: Synthesis and Application for Reductive Amination
Kharitonov, Vladimir B.,Makarova, Maria,Arsenov, Mikhail A.,Nelyubina, Yulia V.,Chusova, Olga,Peregudov, Alexander S.,Zlotskii, Semen S.,Chusov, Denis,Loginov, Dmitry A.
, p. 2553 - 2562 (2018)
An efficient protocol for synthesis of indenyl rhodium complexes with arene ligands has been developed. The hexafluoroantimonate salts [(σ5-indenyl)Rh(arene)](SbF6)2 (arene = benzene (2a), o-xylene (2b), mesitylene (2c), d
Design, synthesis and evaluation of novel bis-substituted aromatic amide dithiocarbamate derivatives as colchicine site tubulin polymerization inhibitors with potent anticancer activities
Sun, Ya-Xin,Song, Jian,Kong, Li-Jun,Sha, Bei-Bei,Tian, Xin-Yi,Liu, Xiu-Juan,Hu, Tao,Chen, Ping,Zhang, Sai-Yang
supporting information, (2021/12/31)
As the continuation of our work on the development of tubulin inhibitors with potential anticancer activities, novel bis-substituted aromatic amide dithiocarbamate derivatives were designed by contacting bis-substituted aryl scaffolds (potential anti-tubulin fragments) with N-containing heterocycles (potential anti-tubulin fragments) in one hybrid using the anticancer dithioformate unit as the linker. The antiproliferative activity against three digestive tract tumor cells was evaluated and preliminary structure activity relationships were summarized. Among these compounds, compound 20q exhibited most potent antiproliferative activity against MGC-803, HCT-116, Kyse30 and Kyse450 cells with IC50 values of 0.084, 0.227, 0.069 and 0.078 μM, respectively. In further studies, compound 20q was identified as a novel tubulin inhibitor targeting the colchicine binding site. Compound 20q could inhibit the microtubule assembly and disrupt cytoskeleton in Kyse30 and Kyse450 cells. The results of molecular docking suggested that compound 20q could tightly bind into the colchicine binding site of tubulin by hydrogen bonds and hydrophobic interactions. Compound 20q dose-dependently inhibited the cell growth and colony formation, effectively arrested cells at the G2/M phase and induce mitochondrial apoptosis in Kyse30 and Kyse450 cells. In addition, Compound 20q could regulate the expression of G2/M phase and mitochondrial apoptosis related proteins. Collectively, compound 20q was here reported as a novel tubulin inhibitor with potential anticancer activities.
Catalytic Hydroboration and Reductive Amination of Carbonyl Compounds by HBpin using a Zinc Promoter
Banerjee, Indrani,Gupta, Puneet,Kumar, Ravi,Pada Nayek, Hari,Panda, Tarun K.,Rawal, Parveen
supporting information, (2022/02/05)
The chemoselective hydroboration of aldehydes and ketones, catalyzed by Zinc(II) complexes [κ2-(PyCH=NR)ZnX2] [R=CPh3, X=Cl (1) and R=Dipp (2,6-diisoropylphenyl) and X=I (2)], in the presence of pinacolborane (HBpin) at ambient temperature and under solvent-free conditions, which produced the corresponding boronate esters in high yield, is reported. Zinc metal complexes 1 and 2 were derived in 80–90% yield from the reaction of iminopyridine [PyCH=NR] with anhydrous zinc dichloride in dichloromethane at room temperature. The solid-state structures of both zinc complexes were confirmed using X-ray crystallography. Zinc complex 1 was also used as a competent pre-catalyst in the reductive amination of carbonyl compounds with HBpin under mild and solvent-free conditions to afford a high yield (up to 97%) of the corresponding secondary amines. The wider substrate scope of both reactions was explored. Catalytic protocols using zinc as a pre-catalyst demonstrated an atom-economic and green method with diverse substrates bearing excellent functional group tolerance. Computational studies established a plausible mechanism for catalytic hydroboration.
Carbon monoxide-driven osmium catalyzed reductive amination harvesting WGSR power
Afanasyev, Oleg I.,Biriukov, Klim O.,Chusov, Denis,Godovikova, Maria,Loginov, Dmitry A.,Nelyubina, Yulia V.,Tsygankov, Alexey A.,Vasilyev, Dmitry V.,Vinogradov, Mikhail M.
, p. 4922 - 4930 (2021/07/26)
Herein, we present the first example of Os-catalyzed efficient reductive amination under water-gas shift reaction conditions. The developed catalytic systems are formedin situin aqueous solutions, employ as small as 0.0625 mol% osmium and are capable of delivering reductive amination products for a broad range of aliphatic and aromatic carbonyl compounds and amines. The scope of the reaction, active catalytic systems, possible limitations of the method and DFT-supported mechanistic considerations are discussed in detail in the manuscript.
