6839-89-0Relevant articles and documents
Determination of Ni(II) with picolinaldehyde-4-phenyl-3-thiosemicarbazone used as a chromogenic reagent in a nonionic micellar system
Balouch, Aamna,Bhanger, Muhammad Iqbal,Talpur, Farah Naz,Hinze, Willie L.
, p. 925 - 937 (2011)
Spectrophotometric determination of Ni(II) was carried out using picolinaldehyde-4-phenyl-3-thiosemicarbazone (PAPT) as a complexing/chromogenic reagent. The possibility of using a micellar system was explored to enhance the degree of detection and allow a more sensitive spectrophotometric method for the determination of nickel ions. The anionic surfactant Triton X-100 greatly enhanced the molar absorptivity and limit of detection relative to that observed with bulk water or an organic solvent. The linear calibration graphs were obtained for 0.5-2.0 mg L-1 and 0.001-1.0 mg L -1 of Ni(II) in aqueous and surfactant media, respectively. Using this approach, the limit of detection for the PAPT-Ni(II) complex (based on 3σ of blank absorbance/slope) was found to be 0.0008 mg L -1 with a micellar enhancement reagent. The interference from over 50 cations, anions, and complexing agents was studied at 0.50 mg L -1 of Ni(II); most metal ions can be tolerated in considerable amounts in aqueous micellar solutions. TUeBITAK.
Crystal packing of a zinc(II)-azide complex with a N,N,S-tridentate thiosemicarbazone ligand: An experimental and computational study
dos Santos, Sinara F.F.,Oliveira, Aline A.,R. Santos, Genisson,Mahmoudi, Ghodrat,Afkhami, Farhad A.,Santiago, Patrícia S.,Viana, Rommel B.,da Silva, Albérico B.F.,Santos, Regina H.A.
, p. 393 - 400 (2019)
The aim of this study was to provide a crystallographic and electronic analysis of a zinc(II)-azide complex with a N,N,S-tridentate thiosemicarbazone ligand. The characterization was performed by single-crystal X-ray diffraction, elemental analysis and FT-IR spectroscopy. This compound showed a distorted square-planar structure and its crystal structure was in the triclinic space group P1ˉ with Z = 2. Based on the Hirshfeld surface analysis, the van der Waals forces, N???H hydrogen bonds and C–H???π are the main intermolecular interactions that stabilize the crystal packing assembly. In addition, the Density Functional Theory (DFT) was used to predict the electronic properties. DFT calculations estimated interaction energy of ?12.6 kcal mol?1 required to form the dimer structure. Nevertheless, based on a Natural Bond Orbital (NBO) analysis, two hydrogen bonds between nitrogen atoms of the azide group and the hydrogen atom of the amine one (N–H???N) are the main interactions responsible for the stabilization of the dimer structure studied. In addition, we were also able to characterize other important intermolecular interactions as the Sulfur???Sulfur and the C–H???N formed between the azide groups and the aromatic rings performed with the Quantum Theory of Atoms in Molecules (QTAIM).
Diaryl-substituted thiosemicarbazone: A potent scaffold for the development of New Delhi metallo-β-lactamase-1 inhibitors
Li, Jia-Qi,Sun, Le-Yun,Jiang, Zhihui,Chen, Cheng,Gao, Han,Chigan, Jia-Zhu,Ding, Huan-Huan,Yang, Ke-Wu
, (2020/12/30)
The superbug infection caused by New Delhi metallo-β-lactamase (NDM-1) has become an emerging public health threat. Inhibition of NDM-1 has proven challenging due to its shuttling between pathogenic bacteria. A potent scaffold, diaryl-substituted thiosemicarbazone, was constructed and assayed with metallo-β-lactamases (MβLs). The obtained twenty-six molecules specifically inhibited NDM-1 with IC50 0.038–34.7 μM range (except 1e, 2e, and 3d), and 1c is the most potent inhibitor (IC50 = 0.038 μM). The structure-activity relationship of synthetic thiosemicarbazones revealed that the diaryl-substitutes, specifically 2-pyridine and 2-hydroxylbenzene improved inhibitory activities of the inhibitors. The thiosemicarbazones exhibited synergistic antimycobacterial actions against E. coli-NDM-1, resulted a 2–512-fold reduction in MIC of meropenem, while 1c restored 16–256-, 16-, and 2-fold activity of the antibiotic on clinical isolates ECs, K. pneumonia and P. aeruginosa harboring NDM-1, respectively. Also, mice experiments showed that 1c had a synergistic antibacterial ability with meropenem, reduced the bacterial load clinical isolate EC08 in the spleen and liver. This work provided a highly promising scaffold for the development of NDM-1 inhibitors.
Developing a Novel Indium(III) Agent Based on Liposomes to Overcome Cisplatin-Induced Resistance in Breast Cancer by Multitargeting the Tumor Microenvironment Components
Chu, Yong,Jiang, Ming,Li, Wenjuan,Liang, Hong,Sun, Hongbin,Yang, Feng,Yang, Tongfu,Zhang, Zhenlei
, p. 14587 - 14602 (2021/10/25)
To overcome the resistance of cancer cells to platinum-based drugs and effectively suppress tumor growth, we developed a novel indium (In) agent based on liposomes (Lips). Thus, we not only obtained an In(III) thiosemicarbazone agent (5b) with remarkable
Development of a multi-target anticancer Sn(ii) pyridine-2-carboxaldehyde thiosemicarbazone complex
Li, Wenjuan,Liang, Hong,Pang, Min,Sun, Hongbin,Wang, Xiaojun,Wu, Junmiao,Yang, Feng,Yang, Tongfu
, p. 10909 - 10921 (2021/08/17)
In this study, we proposed to design effective multi-target anticancer agents based on the chelation of nontoxic metals with ligands that possess anticancer activity. In total, five Sn(ii) pyridine-2-carboxaldehyde thiosemicarbazone complexes are synthesi
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-pyridineformaldehyde thiosemicarbazone as ligand and synthesis method thereof
-
Paragraph 0058-0061, (2020/02/14)
The invention discloses a tin complex taking 2-pyridineformaldehyde thiosemicarbazone as a ligand and a synthesis method thereof. The synthesis method comprises the following steps of: dissolving thiosemicarbazone in anhydrous CH3OH, adding 2-pyridineform
FTO small molecule inhibitor palladium complex and synthesis method thereof
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Paragraph 0009; 0046-0049, (2020/11/26)
The invention discloses an FTO small molecule inhibitor palladium complex and a synthesis method thereof. The synthesis method comprises the following steps: dissolving thiosemicarbazide in anhydrousCH3OH, then adding 2-pyridylaldehyde, carrying out reflu
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; 0166-0170, (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)
Novel thiosemicarbazone derivatives containing indole fragment as potent and selective anticancer agent
He, Zhangxu,Qiao, Hui,Yang, Feifei,Zhou, Wenjuan,Gong, Yunpeng,Zhang, Xinhui,Wang, Haojie,Zhao, Bing,Ma, Liying,Liu, Hong-min,Zhao, Wen
, (2019/10/14)
Potent and safe anticancer drugs research and development are still on the way to human health. In this report, a series of novel thiosemicarbazone derivatives containing indole fragment were designed and synthesized. Most compounds exhibited excellent antiproliferative activity against PC3, MGC803 and EC109 cell lines with low micromolar IC50 (0.14–12μM). Especially, compound 5j can selectively inhibit PC3 cells in three tested tumor cells with IC50 value of 0.14 μM, which may be attributed to a synergistic effect after introducing indole fragment into the TSC structure. Meanwhile, compound 5j displayed more selectivity in PC3 cells toward two normal WPMY-1 and GES-1 cell lines, compared to those of 3-AP and DPC. We also found that 5j can effectively inhibit PC3 cell proliferation, colonization and induce apoptosis. What's more, 5j may significantly suppress migration and invasion by blocking the EMT process but had no effect on cell cycle. Collectively, our findings indicate that 5j with structure of thiosemicarbazone containing indole may serve as a useful anticancer lead for further optimization and development.
