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
Contribution of Solvents to Geometrical Preference in the Z/ E Equilibrium of N-Phenylthioacetamide
Chan, Erika S.,Hyodo, Tadashi,Ikeda, Hirotaka,Inagaki, Satoshi,Ohwada, Tomohiko,Otani, Yuko,Song, Shuyi,Tang, Yulan,Vu, Kim Anh L.,Yamaguchi, Kentaro
, (2021/06/28)
We studied the Z/E preference of N-phenylthioacetamide (thioacetanilide) derivatives in various solvents by means of 1H NMR spectroscopy, as well as molecular dynamics (MD) and other computational analyses. Our experimental results indicate that the Z/E isomer preference of secondary (NH)thioamides of N-phenylthioacetamides shows substantial solvent dependency, whereas the corresponding amides do not show solvent dependency of the Z/E isomer ratios. Detailed study of the solvent effects based on molecular dynamics simulations revealed that there are two main modes of hydrogen (H)-bond formation between solvent and (NH)thioacetamide, which influence the Z/E isomer preference of (NH)thioamides. DFT calculations of NH-thioamide in the presence of one or two explicit solvent molecules in the continuum solvent model can effectively mimic the solvation by multiple solvent molecules surrounding the thioamide in MD simulations and shed light on the precise nature of the interactions between thioamide and solvent. Orbital interaction analysis showed that, counterintuitively, the Z/E preference of NH-thioacetamides is mainly determined by steric repulsion, while that of sterically congested N-methylthioacetamides is mainly determined by thioamide conjugation.
Meta Selective C-H Borylation of Sterically Biased and Unbiased Substrates Directed by Electrostatic Interaction
Chaturvedi, Jagriti,Haldar, Chabush,Bisht, Ranjana,Pandey, Gajanan,Chattopadhyay, Buddhadeb
supporting information, p. 7604 - 7611 (2021/05/26)
An electrostatically directed meta borylation of sterically biased and unbiased substrates is described. The borylation follows an electrostatic interaction between the partially positive and negative charges between the ligand and substrate. With this strategy, it has been demonstrated that a wide number of challenging substrates, especially 4-substituted substrates, can selectively be borylated at the meta position. Moreover, unsubstituted substrates also displayed excellent meta selectivity. The reaction employs a bench-stable ligand and proceeds at a milder temperature, precluding the need to synthesize a bulky and sophisticated ligand/template.