63698-06-6Relevant academic research and scientific papers
Synthesis, X-ray characterization, DFT calculations and Hirshfeld surface analysis of thiosemicarbazone complexes of Mn+ ions (n = 2, 3; M = Ni, Cd, Mn, Co and Cu)
Mahmoudi, Ghodrat,Casti?eiras, Alfonso,Garczarek, Piotr,Bauzá, Antonio,Rheingold, Arnold L.,Kinzhybalo, Vasyl,Frontera, Antonio
, p. 1009 - 1023 (2016)
Two new pyridine-based heterocyclic thiosemicarbazone ligands and their Ni(ii), Cd(ii), Mn(ii), Co(iii) and Cu(ii) complexes have been synthesized and characterized by structural, analytical and spectroscopic methods. The monodeprotonated anionic forms of the ligands coordinate in a tridentate fashion via two nitrogen and one sulphur donor atoms to yield seven complexes in which metal centres vary from four-coordinated square planar to six-coordinated distorted octahedral geometries. Single-crystal X-ray crystallography showed that the molecular complexes can aggregate into larger entities depending on the anion coordinated to the metal centre. We have analysed the interesting supramolecular assemblies observed in the solid state of some complexes by means of DFT calculations. These assemblies are formed by a combination of several noncovalent interactions, including chelate ring-π, π-π, and chalcogen bonding interactions, that have been characterized using Bader's Theory of "atoms-in-molecules".
Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents
Bo-Wang,He, Zhang-Xu,Li, Yi-Han,Liu, Hong-Min,Ma, Li-Ying,Ma, Qin,Tao, Yuan-Yuan,Wang, Hao-Jie,Wu, Hui-Pan,Zhang, Xin-Hui,Zhao, Bing
, (2020/05/19)
In this paper, a series of thiosemicarbazone derivatives containing different aromatic heterocyclic groups were synthesized and the tridentate donor system of the lead compound was optimized. Most of the target compounds showed improved antiproliferative activity against MGC803 cells. SAR studies revealed that compound 5d displayed significant advantages in inhibition effect with an IC50 value of 0.031 μM, and better selectivity between cancer and normal cells than 3-AP and DpC (about 15- and 5-fold improved respectively). Besides, compound 5d showed selective antiproliferative activity in not only other cancer cells but also different gastric cancer cell lines. In-depth mechanism studies showed that compound 5d could induce mitochondria-related apoptosis which might be related to the elevation of intracellular ROS level, and cause cell cycle arrest at S phase. Moreover, 5d could evidently suppress the cell migration and invasion by blocking the EMT (epithelial–mesenchymal transition) process. Consequently, our studies provided a lead optimization strategy of thiosemicarbazone derivatives which would contribute to discover high-efficiency and low-toxicity agents for the treatment of gastric cancer.
Tin complex with 2-acetyl pyridine thiosemicarbazone as ligand and synthesis method thereof
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Paragraph 0045-0048, (2020/02/14)
The invention discloses a tin complex taking 2-acetyl pyridine thiosemicarbazone as a ligand and a synthesis method thereof. The synthesis method comprises the following steps of: dissolving thiosemicarbazone in methanol, adding 2-acetyl pyridine dropwise
Palladium complex taking 2-acetylpyridine thiosemicarbazone as ligand and synthesis method of palladium complex
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Paragraph 0011; 0055-0058, (2020/12/30)
The invention discloses a palladium complex taking 2-acetylpyridine thiosemicarbazone as a ligand and a synthesis method of the palladium complex. Five new palladium complexes are obtained by coordination of nitrogen heterocyclic ring-containing 2-acetylp
Rhodium complexes taking 2-acetylpyridine thiosemicarbazone as ligand and synthesis method thereof
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Paragraph 0043-0046, (2020/12/30)
The invention discloses rhodium complexes taking 2-acetylpyridine thiosemicarbazone as a ligand and a synthesis method thereof. The three kinds of new rhodium complexes are obtained by coordination ofnitrogen heterocyclic ring-containing 2-acetylpyridine thiosemicarbazone and metal rhodium. According to the invention, in-vitro proliferation inhibition activity experiments are further carried outon the synthesized rhodium complexes, and results show that the synthesized rhodium complexes have generally better in-vitro activity than ligands thereof, show very good inhibition activity, have little toxic effect on human normal cells, and are suitable for preparation of high-efficiency and low-toxicity anti-tumor drugs.
Preparation, structural characterization, voltammetry and Hirshfeld surface analysis of homoleptic iron(III) thiosemicarbazone complexes
Costa, Waleska R. P.,Deflon, Victor M.,Oliveira, Carolina G.,Souza, Rafael A. C.
, p. 511 - 521 (2020/08/03)
Reactions of FeSO4 precursor with thiosemicarbazones Hatc-R, where R is ethyl (Et) or phenyl (Ph), led to the formation of homoleptic iron(III) complexes of the type [Fe(atc-R)2]HSO4. The characterization of the compounds was performed by spectroscopy techniques, such as FTIR, UV–Vis, besides elemental analysis, conductometry, voltammetry and magnetic susceptibility measurement. The crystalline structure of [Fe(atc-Ph)2]HSO4?H2O was determined by single-crystal X-ray diffraction and revealed the oxidation of the Fe(II) centre to Fe(III) upon complexation of the monoanionic N,N,S-tridentate thiosemicarbazonate ligands. The magnetic susceptibility results showed the paramagnetic property of the iron(III) complexes in the extension of 1 unpaired electron. The electrochemical analyses showed a nearly reversible process of the iron complex, which is slightly influenced by the peripheral substituent groups at the N(4) position of the atc-R1? ligands. Hirshfeld surface analysis revealed that the supramolecular structure of [Fe(atc-Ph)2]HSO4?H2O is stabilized mainly by H···H, C···H/H···C and O···H/H···O interactions.
CHEMICAL ACTIVATORS OF NICOTINAMIDE MONONUCLEOTIDE ADENLYLY TRANSFERASE 2 (NMNAT2) AND USES THEREOF
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Page/Page column 22-23; 25; 29, (2020/06/22)
The present application relates to novel semicarbazones and thiosemicarbazones, to processes for preparing them, to pharmaceutical preparations comprising them, to the use of the novel semicarbazones and thiosemicarbazones for treatment and/or prophylaxis of diseases and to the use thereof for production of a medicament for treatment and/or prophylaxis of diseases, especially of neurodegeneration and age-associated diseases or conditions associated with NAD loss. The present application also provides a method for high throughput screening of NMNAT2 activators.
IClick Reactions of Square-Planar Palladium(II) and Platinum(II) Azido Complexes with Electron-Poor Alkynes: Metal-Dependent Preference for N1 vs N2 Triazolate Coordination and Kinetic Studies with 1H and 19F NMR Spectroscopy
Peng, Kun,Mawamba, Viviane,Schulz, Ellina,L?hr, Mario,Hagemann, Carsten,Schatzschneider, Ulrich
, p. 11508 - 11521 (2019/08/26)
Two square-planar palladium(II) and platinum(II) azido complexes [M(N3)(L)] with L = N-phenyl-2-[1-(2-pyridinyl)ethylidene]hydrazine carbothioamide reacted with four different electron-poor alkynes R-CC-R′ with R = R′ = COOCH3, COOEt, COOCH2CH2OCH3 or R = CF3, R′' = COOEt in a [3 + 2] cycloaddition "iClick" reaction. The resulting triazolate complexes [M(triazolateR,R')(L)] were isolated by simple precipitation and/or washing in high purity and good yield. Six out of the eight new compounds feature the triazolate ligand coordinated to the metal center via the N2 nitrogen atom, but fortuitous solubility properties allowed isolation of the N1 isomer in two cases from acetone. When the solvent was changed to DMSO, the N1 → N2 isomerization could be studied by NMR spectroscopy and took several days to complete. 19F NMR studies of the iClick reaction with F3C-CC-COOEt led to identification of a putative early linear intermediate in addition to the N1 and N2 isomers, however with the latter as the final product. Rate constants determined by 1H or 19F NMR spectroscopy increased in the order Pd > Pt and CF3/COOEt > COOR/COOR with R = CH3, Et, CH2CH2OCH3. The second-order rate constant k2 > 3.7 M-1 s-1 determined for the reaction of [Pd(N3)(L)] with F3C-CC-COOEt is the fastest observed for an iClick reaction so far and compares favorably with that of the most evolved strained alkynes reported for the SPAAC (strain-promoted azide-alkyne cycloaddition) to date. Selected title compounds were evaluated for their anticancer activity on the GaMG human glioblastoma brain cancer cell line and gave EC50 values in the low micromolar range (2-16 μM). The potency of the Pd(II) complexes increased with the chain length of the substituents in the 4- and 5-positions of the triazolate ligand.
A thiourea structure unit including shrinking amino aromatic compound and its preparation method and application (by machine translation)
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Paragraph 0119; 0124-0127; 0186-0190, (2019/07/10)
The invention relates to the technical field of pharmaceutical chemistry, and in particular relates to a thiourea structure unit including shrinking amino aromatic compound and its preparation method and application. The present invention provides including shrinking amino thiourea structure unit of the aromatic heterocyclic compound with the gastric cancer cells through the inner metal ion chelating form stable complexes, thereby suppressing the MGC803 gastric cancer cell proliferation activity. The results of the embodiment of the display, and the compound 3 - AP compared with, the present invention provides including shrinking amino thiourea structure unit of the aromatic heterocyclic compound to stomach MGC803 has better proliferation inhibitory activity. (by machine translation)
Synthesis of 2-acetylpyridine-N-substituted thiosemicarbazonates of copper(ii) with high antimicrobial activity against methicillin resistant S. aureus, K. pneumoniae 1 and C. albicans
Kaushal, Mani,Lobana, Tarlok S.,Nim, Lovedeep,Bala, Ritu,Arora, Daljit S.,Garcia-Santos, Isabel,Duff, Courtney E.,Jasinski, Jerry P.
supporting information, p. 11727 - 11742 (2019/07/31)
The basic interest in the present study pertains to developing metal based antimicrobial agents, as several microorganisms have built resistance to the conventional drugs. In this respect, reactions of 2-acetylpyridine-N1-substituted thiosemica
