27046-29-3Relevant articles and documents
A saccharinate-bridged palladacyclic dimer with a Pd-Pd bond: Experimental and molecular docking studies of the interaction with DNA and BSA and in vitro cytotoxicity against human cancer cell lines
Karami, Kazem,Alinaghi, Moloud,Amirghofran, Zahra,Lipkowski, Janusz,Momtazi-Borojeni, Amir Abbas
, p. 574 - 586 (2018)
A new palladacyclic dimer [Pd2((C,N)L)2(μ-Sac)2] (1), in which L: C14H11NBr and sac: the saccharinate ligand, has been synthesized and completely characterized. X-ray crystallography has been used to determine the single crystal structure of this Pd(ii) complex. In this dimer, two palladium(ii) centers are bridged by a saccharinate anion, which is coordinated to the cyclopalladated units as a bidentate (N- and carbonyl O-atoms) ligand. According to DNA binding studies (UV-Vis spectroscopy, emission titration and viscosity measurements), the Pd(ii) complex interacts with calf-thymus DNA (CT-DNA) through a groove binding mode with a binding affinity on the order of 105. Furthermore, UV-Vis and fluorescence emission spectroscopy have been used to monitor the binding of the complex to bovine serum albumin (BSA). The complex is mainly located in site I of the protein, based on the competitive experiments using Warfarin, Ibuprofen and Digoxin as site markers. The results of molecular docking confirmed the experimental data. Finally, the in vitro cytotoxicity of sodium saccharin, ligand LH (C14H12NBr), complex 1 and cisplatin against cervical cancer (HeLa), lung cancer (A549) and breast cancer (MCF-7) cell lines has been studied. The complexation process has significantly improved the anticancer activity, as the IC50 values show. Furthermore, complex 1 has been tested against NIH normal fibroblast cells. Therefore, based on the SI definition, 1 can be assigned as a selective compound against cancer cells.
Enantioselective Reductive Cyanation and Phosphonylation of Secondary Amides by Iridium and Chiral Thiourea Sequential Catalysis
Chen, Dong-Huang,Sun, Wei-Ting,Zhu, Cheng-Jie,Lu, Guang-Sheng,Wu, Dong-Ping,Wang, Ai-E,Huang, Pei-Qiang
supporting information, p. 8827 - 8831 (2021/03/16)
The combination of transition-metal catalysis and organocatalysis increasingly offers chemists opportunities to realize diverse unprecedented chemical transformations. By combining iridium with chiral thiourea catalysis, direct enantioselective reductive cyanation and phosphonylation of secondary amides have been accomplished for the first time for the synthesis of enantioenriched chiral α-aminonitriles and α-aminophosphonates. The protocol is highly efficient and enantioselective, providing a novel route to the synthesis of optically active α-functionalized amines from the simple, readily available feedstocks. In addition, the reactions are scalable and the thiourea catalyst can be recycled and reused.
Efficient Co-Catalyzed Double Hydroboration of Nitriles: Application to One-Pot Conversion of Nitriles to Aldimines
Gudun, Kristina A.,Slamova, Ainur,Hayrapetyan, Davit,Khalimon, Andrey Y.
supporting information, p. 4963 - 4968 (2020/04/17)
The commercially available and bench-stable Co(acac)2/dpephos system is employed as a precatalyst for selective and efficient room temperature hydroboration of organic nitriles with HBPin to produce a series of N,N-diborylamines [RN(BPin)2], which react in situ with aldehydes to give aldimines. Formation of aldimines from N,N-diborylamines does not require a dehydrating agent, is applicable to a wide range of N,N-diborylamine and aldehyde substrates and is highly chemoselective, being unaffected by various common functional groups, such as alkenes, alkynes, secondary amines, ketones, esters, amides, carboxylic acids, pyridines, nitriles, and nitro compounds. The overall transformation represents a synthetically valuable approach to aldimines from nitriles and can be performed in a sequential one-pot manner, tolerating ester, lactone, carboxamide and unactivated alkene functionalities.
