614717-89-4Relevant academic research and scientific papers
Hydrogen bonded supramolecular framework in inorganic-organic hybrid compound: Syntheses, crystal structure, thermal stability, and photoluminescent properties
Yan, Li,Li, Chuanbi,Fu, Jia,Sun, Mingzhe
, p. 814 - 818 (2014)
A novel compound [Mn(bip)2Cl2·4H2O] (1) [bip = 2-(4-bromophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline] has been synthesized by hydrothermal reactions and characterized by elemental analysis, thermogravimetric (TG) analysis, infrared spectrum (IR), XRD spectra (X-ray powder diffraction), and single-crystal X-ray diffraction. The title compound crystallizes in orthorhombic, space group pbcn with a = 1.4820, b = 0.8961, c = 2.8105 nm, β = 90°. Single-crystal X-ray diffraction reveals that compound 1 is zero-dimensional (0D) architecture, and the existence of hydrogen bonds and π-π interactions lead the 0D to 2D novel frameworks. Hydrogen bonds and π-π interactions are powerful interactions for directing supra-molecular architectures. TG analysis shows clear courses of weight loss, which corresponds to the decomposition of different ligands. The luminescent properties for the ligand bip and compound 1 are also discussed.
Luminescent ruthenium(II)-para-cymene complexes of aryl substituted imidazo-1,10-phenanthroline as anticancer agents and the effect of remote substituents on cytotoxic activities
Ashok Kumar, S. K.,Banerjee, Subhasis,De, Sourav,Gauthaman, Ashna,Moorthy, Anbalagan,Paira, Priyankar,Selva Kumar, R.
, (2020/10/18)
Ruthenium complexes are currently significant attention in medicinal chemistry as they offer various properties which make them an appropriate choice for drug development. Herein, a series of ruthenium(II)-p-cymene-2-aryl-imidazo-1,10-phenanthroline derivatives have been prepared and characterised by elemental analysis, infrared, LC-mass and NMR techniques. The structural and chemical properties shows that Ru(II) complexes have got rigidity, planarity, aromaticity, hydrogen donating and accepting capability which aids both solubility and interaction with biomolecules. The binding strength of these complexes with DNA and BSA were found to be 104–106 M?1. The competitive displacement of ethidium bromide (EtBr) from DNA in the presence of complex reveals an intercalation or groove binding further this was supported by viscosity and in-silico studies. The cytotoxicity study of these Ru(II) complexes were conducted with two cancer cell lines (MDA-MB-231 and HeLa) and one human embryonic kidney cells (HEK-293). The study revealed that [(η6-p-cymene)RuCl (κ2-N,N-2-(4-fluorophenyl)-1H-imidazo[4,5-f][1,10]Phenanthroline].PF6 (4e), [(η6-p-cymene)RuCl(κ2-N,N-2-(4-bromophenyl)-1H-imidazo[4,5-f][1,10]Phenanthroline].PF6 (4f) and [(η6-p-cymene)RuCl(κ2-N,N-2-(4-nitrophenyl)-1H-imidazo[4,5-f][1,10]Phenanthro line].PF6 (4g) were found exhibit least inhibitory concentration (IC50) and high selectivity with respect to HeLa and MDA-MB-231. The activity of the Ru(II) complexes were position and substituents dependent.
The synthesis and evaluation of the antitumor and antibacterial activity of two novel oxovanadium complexes
Cheng, Jianxin,Huang, Bin,Jiang, Guijjuan,Liao, Xiangwen,Wang, Jing,Wang, Jintao,Wang, Liqiang,Xiong, Yanshi
, p. 1016 - 1021 (2021/10/19)
Two novel oxovanadium(IV) complexes ([VO(hntdtsc)(BPIP)] and [VO(hntdtsc)(MOPIP)] (hntdtsc = 2-hydroxy-1-naphthaldehydethiosemicarbazone, BPIP = 2-(4-bromophenyl)-imidazo[4,5-f]-1,10-phenanthroline, MOPIP = 2-(4-methoxyphenyl)-imidazo[4,5-f]1,10-phenanthr
Synthesis, docking studies and antitumor activity of phenanthroimidazole derivatives as promising c-myc G-quadruplex DNA stabilizers
Chen, Weiming,Liu, Ruotong,Mei, Wenjie,Song, Yue,Wang, Rui,Wang, Xicheng,Wu, Qiong,Yang, Huanglan
, (2020/07/31)
Phenanthroimidazole derivatives containing phenanthroline and imidazole heterocyclic aromatic rings are effective agents to inhibit tumor cell growth. Herein, halogen element-modified imidazo[4,5f][1,10]phenanthroline derivatives 1–6 (1, 4-fluorophenyl; 2
Synthesis method of arylimidazophenanthroline fluorescence dye, and recognition of metal ions
-
Paragraph 0012, (2020/02/20)
The invention discloses a synthesis method of an arylimidazophenanthroline fluorescence dye, and recognition of metal ions. The synthesis method is a method for synthesizing arylimidazo[4,5-f]phenanthroline oxa-crown ether compounds from cheap and easily available 1,10-phenanthroline through a series of steps. Fluorescence properties of the arylimidazo[4,5-f]phenanthroline compounds are screened,the complexing property of the compounds and metal ions is verified through screening experiments of different metal ions and experiments of ion concentration and the like, and recognition of the metal ions Zn in tumor cells is achieved. The fluorescence probe has the following technical effects: 1, the compounds respectively have high selectivity to Zn Zn on wide metal ions; and 2, a fluorescence quenching molecular switch responding to Zn can be obtained in MCF-7 cells, and lays a great foundation for the application of the system in fields of biological recognition and the like.
Luminescent anticancer ruthenium(II)-: P-cymene complexes of extended imidazophenanthroline ligands: Synthesis, structure, reactivity, biomolecular interactions and live cell imaging
Sarkar, Bidisha,Mondal, Ashaparna,Madaan, Yukti,Roy, Nilmadhab,Moorthy, Anbalagan,Kuo, Yung-Chih,Paira, Priyankar
, p. 12257 - 12271 (2019/08/21)
Of late, cancer has become a terrible disease affecting people throughout the world. Keeping this in mind, we tried to design drugs that are more lipophilic, target-specific, water-soluble, cytoselective and fluorescent. In this regard, we reported novel
Ruthenium (II) complex and its preparation method and application thereof as cell fluorescent dye
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Paragraph 0086; 0087, (2017/10/07)
The invention discloses a ruthenium (II) complex, of which the structure is as shown in the specification, and also discloses a preparation method of the complex. The method comprises the following steps: firstly, preparing X-RPIP from phenanthroline 5,6-
Arene Ruthenium(II) Complexes as Low-Toxicity Inhibitor against the Proliferation, Migration, and Invasion of MDA-MB-231 Cells through Binding and Stabilizing c-myc G-Quadruplex DNA
Wu, Qiong,Zheng, Kangdi,Liao, Siyan,Ding, Yang,Li, Yangqiu,Mei, Wenjie
, p. 317 - 326 (2016/02/19)
Arene Ru(II) complexes have long been extensively studied as potential inhibitors against the proliferation of tumor cells, but their behavior against the migration and invasion of tumor cells needs further research. In this work, a series of arene Ru(II) complexes, (η6-C6H6)Ru(p-XPIP)Cl]Cl (X = H, 1; F, 2; Cl, 3; Br, 4; and I, 5), have been synthesized, and their inhibitory activity against the migration and invasion of MDA-MB-231 breast cancer cells have been investigated. It is found that all of these complexes exhibit excellent inhibitory activity (IC50) against the growth of MDA-MB-231 breast cancer cells, and the value of IC50 for 1, 2, 3, 4, and 5 is about >300, 52.6, 11.4, 45.5, and 59.1 μM, respectively. Further studies by wound-healing assay, FITC-geltain assay, and flow cytometry assay showed that 3 can apparently suppress the migration and invasion of MDA-MB-231 cells via the joint action of S-phase arrest and apoptosis. Moreover, the binding behavior of these arene Ru(II) complexes with c-myc G-quadruplex DNA has also been studied, and the results showed that these complexes can bind and stabilize c-myc G-quadruplex DNA in groove binding mode. Also, the low toxicity of 3 was confirmed by its low inhibitory activity against the growth of normal MCF-10A breast cells in vitro and the development of zebrafish embryos in vivo. In other words, these results indicated that synthetic arene Ru(II) complexes can be developed as low-toxicity agents against the proliferation, migration, and invasion of breast cancer cells.
Microwave-assisted synthesis of phenanthroimidazole derivatives as stabilizer of c-myc G-quadruplex DNA
Liao, Siyan,Zhang, Zhao,Wu, Qiong,Wang, Xicheng,Mei, Wenjie
, p. 6503 - 6508 (2015/01/09)
c-myc G-quadruplex DNA, which plays a central role in tumor progression and resistance, has been extensively investigated as potential target of antitumor drugs. In this paper, a series of phenanthroimidazole derives have been synthesized under irradiation of microwave in yields of 51-80%. The antitumor activity of these compounds against various tumor cells has been evaluated, and the results show that these compounds exhibit great inhibition to MDA-MB-231, MCF-7 and Hela cells, especially 5 inhibit the growth of MDA-MB-231 cells with IC50 about 3.6 μM. The further studies show that 5 can bind and stabilize c-myc G4 DNA in π-π stacking mode, which confirmed by the hypochromise in the electronic spectra of 5 with the increasing of c-myc G4 DNA. When dealt with 5, the strength of CD signal attributed to c-myc G4 DNA is decreased and the FRET melting point of c-myc G4 DNA is increased. Moreover, the molecule docking calculation was conducted to show that 5 suitably stack onto the 5′ G-quartet surface, and parallels to the surfaces of the G5 and G-quartet consisting of G7, G11, G16, and G20. As a result, the replication of c-myc oligomers is blocked by 5. In a word, this type of phenanthroimidazole derives can act as potential inhibitor against breast cancer cells by binding and stabilizing c-myc G4 DNA through π-π stacking.
Hydrogen bonded supramolecular framework in inorganic-organic hybrid compounds: Syntheses, crystal structures, and photoluminescent properties
Yan, Li,Xiao, Yufei,Li, Chuanbi,Liu, Meiling,Li, Wenyu,Yang, Nan
, p. 829 - 835 (2014/03/21)
Two novel compounds [Zn(bip)(BDC)] (1) and [Co(bip)2Cl 2· 4H2O] (2) [bip = 2-(4-bromophenyl)-1H-imidazo[4, 5-f][1,10]phe- nanthroline, BDC = phthalate acid] have been synthesized by hydrothermal reactions and characterized
