51-66-1Relevant articles and documents
Exploiting the potential of aryl acetamide derived Zn(II) complexes in medicinal chemistry: Synthesis, structural analysis, assessment of biological profile and molecular docking studies
Sultana, Kishwar,Zaib, Sumera,Hassan Khan, Najm Ul,Khan, Imtiaz,Shahid, Khadija,Simpson, Jim,Iqbal, Jamshed
, p. 7084 - 7094 (2016)
In the medical arena, advancements in the rational design of metal-based therapeutic agents showcase increasingly significant research efforts towards the development of new compounds with fewer toxic side effects. In this context, our present manuscript explicitly encapsulates the design and synthesis of Zn(ii) complexes derived from different aryl acetamides, as potential frontline enzyme inhibitors as well as antileishmanial and anticancer agents. The structures of the synthesized metal complexes were established on the basis of spectro-analytical data and, in the case of 4c, by single crystal X-ray diffraction analysis. The X-ray structure of the Zn(ii) complex, dichlorido-bis[N-(4-methoxyphenyl)acetamide-O]-zinc(ii), 4c, showed that the zinc atom and the chloride ligands lie on a mirror plane, with the acetamide ligands in general positions. The coordination geometry of the zinc atom was tetrahedral, with the N-(4-methoxyphenyl)acetamide ligands bound to zinc via the acetamide oxygen atoms. The designed coordination complexes were analysed for their enzyme inhibition potential, and anticancer and antileishmanial efficacy. Detailed kinetic studies for complex 4b, the most active carbonic anhydrase and alkaline phosphatase inhibitor, indicated competitive and uncompetitive modes of inhibition against carbonic anhydrase and tissue non-specific alkaline phosphatase, respectively. The bioactivity results and molecular docking analysis revealed that the synthesized coordination complexes (4a-c) have great potential as enzyme inhibitors, in addition to being anticancer and anti-parasitic drug candidates.
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Wassmundt,Padegimas
, p. 7131 (1967)
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Iron oxide nanospheres and nanocubes modified with carboxyphenyl porphyrin and their magnetic, optical properties and photocatalytic activities in room temperature amide synthesis
Insin, Numpon,Krause, Stefan,Saengruengrit, Chalathan,Saetan, Trin,Salvan, Georgeta,Sattayaporn, Suchinda,Sharma, Apoorva,Solonenko, Dmytro,Thamyongkit, Patchanita,Wacharasindhu, Sumrit,Zahn, Dietrich R. T.
, (2021)
Superparamagnetic iron oxide nanoparticles of different shapes and sizes combined with 5-(4-carboxyphenyl)-10,15,20-triphenylporphinatozinc(II) (SPION-ZnCTPP) were prepared and investigated as a novel and potent magnetically responsive photocatalyst. Nanospheres and nanocubes of SPIONs in the sizes of 10 and 20 nm were synthesized using thermal decomposition method before coating with ZnCTPP. Morphologies of SPIONs were observed using a transmission electron microscope (TEM). Herein the attachment of ZnCTPP on particles was studied using various techniques including infrared spectroscopy (IR) and UV–visible spectroscopy and Inductively Coupled Plasma Optical Emission Spectroscopy (ICP-OES). Moreover, the obtained particles showed superparamagnetic character with saturation magnetization in a range of 10 to 76 emu/g, depending on the size and shape of the SPIONs. The SPION-ZnCTPP showed high photocatalytic activity (52% yield) for amide synthesis between potassium ethanethioate and 4-methoxyaniline under irradiation with a 19 W LED lamp, and this heterogeneous catalyst could be well separated from a solution under the induction of an external magnetic field.
Noncross-linked polystyrene nanoencapsulation of ferric chloride: A novel and reusable heterogeneous macromolecular Lewis acid catalyst toward selective acetylation of alcohols, phenols, amines, and thiols
Alinejad, Sara,Donyapeyma, Ghazaleh,Rahmatpour, Ali
, (2022/01/24)
Ferric chloride has been successfully nanoencapsulated for the first time on a non-cross-linked polystyrene matrix as the shell material via the coacervation technique. The resulting polystyrene nanoencapsulated ferric chloride was used as a novel and rec
Beckmann rearrangement of ketoximes promoted by cyanuric chloride and dimethyl sulfoxide under a mild condition
Ma, Ruonan,Chen, Xueyuan,Xiao, Zhiyin,Natarajan, Mookan,Lu, Chunxin,Jiang, Xiujuan,Zhong, Wei,Liu, Xiaoming
, (2021/01/06)
Synthesis of amides via Beckmann rearrangement of ketoximes promoted by cyanuric chloride (TCT)/DMSO under mild conditions has been reported. Conditions of the Beckmann rearrangement, e.g., solvents, the ratios of TCT/DMSO, and the temperature, were investigated using diphenylmethanone oxime as a substrate. The optimized conditions were adopted to afford fourteen amides with yields ranging from 20% to 99%. A plausible mechanism involving an active dimethyl alkoxysulfonium intermediate was proposed according to the mass spectrometry analysis. To our best knowledge, this is the first case of study on Beckmann rearrangement of ketoximes promoted by TCT/DMSO under a mild condition to afford amides efficiently.
Cu(OTf)2-Mediated Cross-Coupling of Nitriles and N-Heterocycles with Arylboronic Acids to Generate Nitrilium and Pyridinium Products**
Bell, Nicola L.,Xu, Chao,Fyfe, James W. B.,Vantourout, Julien C.,Brals, Jeremy,Chabbra, Sonia,Bode, Bela E.,Cordes, David B.,Slawin, Alexandra M. Z.,McGuire, Thomas M.,Watson, Allan J. B.
supporting information, p. 7935 - 7940 (2021/03/03)
Metal-catalyzed C–N cross-coupling generally forms C?N bonds by reductive elimination from metal complexes bearing covalent C- and N-ligands. We have identified a Cu-mediated C–N cross-coupling that uses a dative N-ligand in the bond-forming event, which, in contrast to conventional methods, generates reactive cationic products. Mechanistic studies suggest the process operates via transmetalation of an aryl organoboron to a CuII complex bearing neutral N-ligands, such as nitriles or N-heterocycles. Subsequent generation of a putative CuIII complex enables the oxidative C–N coupling to take place, delivering nitrilium intermediates and pyridinium products. The reaction is general for a range of N(sp) and N(sp2) precursors and can be applied to drug synthesis and late-stage N-arylation, and the limitations in the methodology are mechanistically evidenced.
