2602-88-2Relevant academic research and scientific papers
Effect of anions on cadmium(II) complexes with ligand 2-(pyrazin-2-yl)-1H- benzimidazole
Wang, Yong-Tao,Yan, Shi-Chen,Tang, Gui-Mei,Zhao, Chao,Li, Tian-Duo,Cui, Yue-Zhi
, p. 492 - 499 (2011)
Three new supramolecular complexes based on a 2-(pyrazin-2-yl)-1H- benzimidazole (Hpbi) and a series of Cd(II) salts have been solvothermally synthesized and structurally characterized by single-crystal X-ray diffraction analysis. Reaction of CdCl2·2.5H2O with Hpbi afforded a one-dimensional chain [Cd(Hpbi)Cl2] (1), which exhibits a three-dimensional (3-D) supramolecular architecture through intermolecular X-H?Cl (X = N and C) hydrogen bonds and π-π stacking interactions. When using CdBr2·4H2O instead of CdCl 2·2.5H2O under similar reaction conditions, a bisnuclear complex [Cd(Hpbi)2Br2] (2) is obtained, which obviously exhibits intermolecular X-H?Br (X = N and C) hydrogen bonds and π-π stacking interactions. When CdI2 take place of CdCl 2·2.5H2O, a mononuclear complex, [Cd(Hpbi) 2I2] (3), is isolated, which shows a 3D supramolecule framework formed by intermolecule hydrogen bonds and π-π packing interactions. Interestingly, the Hpbi ligand exhibits the same coordination modes in complexes 1-3. It is noteworthy that the radius of anions plays an important role in affecting the structures and luminescent intensity of the final products. The TGA for 1-3 have been investigated and discussed in detail.
Influence of the introduction of a triphenylphosphine group on the anticancer activity of a copper complex
Gan, Ning,Guo, Yan,Hou, Hongwei,Hu, Jiyong,Li, Sen,Mei, Yameng,Yuan, Bangpeng,Zhang, Junshuai,Zhao, Jin'an
, (2020)
Aiming at obtaining new copper complexes with good cytotoxicity against cancer cells, triphenylphosphine (TPP) was introduced to obtain insight into the influence of the co-ligands. In this paper, two copper complexes, Cu(2-pbmq)(CH3OH)Br2 (1) and [Cu(2-pbmq)(TPP)Br]2 (2) were designed, synthesized, and characterized by X-ray crystallography, 2-((2-(pyrazin-2-yl)-1H-benzo[d]imidazol-1-yl)methyl))quinolone (2-pbmq), to investigate the influence of the TPP group on the anticancer activity of the metal complex. Although the presence of the TPP group diminished the intensity of the interaction properties of the complex with DNA, the in vitro anticancer activity and cellular uptake of the TPP-containing complex were markedly superior to those of its TPP-lacking counterpart. Detailed studies on the more potently cytotoxic complex 2 revealed that it accumulated in nucleus, arrested the cell cycle at the G0-G1 phase, causing mitochondrial dysfunction, involving the potential simultaneous mitochondrial membrane collapse, cellular ATP level depletion, and Ca2+ leakage, eventually inducing cell apoptosis. In summary, the introduction of a TPP group enhances the biological activity and cytotoxicity of the complex.
Synthesis and spectroscopic properties of 2,5-bis(benzoazol-2-yl)pyrazines
Saito, Ryota,Machida, Shinnosuke,Suzuki, Saori,Katoh, Akira
, p. 531 - 536 (2008)
A class of π-conjugated 2,5-bis(benzoazol-2-yl)pyrazine dyes have been synthesized in which 2,5-bis(benzimidazol-2-yl)pyrazine (1) exhibits strong fluorescence in solution. The enhanced fluorescence of 1 with a base leads to future applications such as anion sensing feasible upon chemical modification.
I2/TBHP promoted oxidative C–N bond formation at room temperature: Divergent access of 2-substituted benzimidazoles involving ring distortion
Saha, Moumita,Das, Asish R.
supporting information, p. 2520 - 2525 (2018/05/31)
A new ‘one pot’ tandem synthesis of 2-substituted benzimidazoles has been developed from 2-aminobenzyl alcohol/2-aminobenzamide and different coupling partners (nitriles, aldehydes and 1,3-diketones) via iodine and TBHP promoted oxidative ring contraction. The present strategy involves sequential C–N bond formation, cyclization, subsequent ring contraction and dehydrogenation to afford various medicinally important benzimidazole derivatives in moderate to good yields. This operationally simple synthetic approach proceeds at room temperature under base-free condition, broadly applicable to a wide array of nitriles and aldehydes bearing oxidation prone functional groups and noteworthy to mention that various acyclic 1,3-diketones undergo selective C–C bond cleavage leading to 2-alkyl benzimidazoles under mild condition.
Metal-mediated inhibition of escherichia coli methionine aminopeptidase: Structure-activity relationships and development of a novel scoring function for metal-ligand interactions
Schiffmann, Rolf,Neugebauer, Alexander,Klein, Christian D.
, p. 511 - 522 (2007/10/03)
We report the discovery of thiabendazole as a potent inhibitor (K 1 = 0.4 μM) of Escherichia coli methionine aminopeptidase (ecMetAP) and the synthesis and pharmacological evaluation of thiabendazole congeners with activity in the upper nanomolar range, Elucidation of the X-ray structure of ecMetAP in complex with thiabendazole and an unrelated inhibitor that was independently described by another group showed that that both compounds bind to an additional CoII ion at the entrance of the active site. This unexpected finding explains the inactivity of the compounds under in vivo conditions. It also allows us to discuss the structure-activity relationships of this series of compounds in a meaningful way, based upon docking runs with an auxiliary metal ion, We describe a new scoring function for the evaluation of metal-mediated inhibitor binding that, unlike the previously used scoring function implemented in the docking program, allows us to distinguish between active and inactive compounds, Finally, conclusions for the structure-based design of in vivo-active inhibitors of ecMetAP are drawn.
Microwave-assisted synthesis of aryl and heteroaryl derivatives of benzimidazole
Yu, Haitao,Kawanishi, Hirohisa,Koshima, Hideko
, p. 1457 - 1460 (2007/10/03)
A series of benzimidazoles containing aryl and heteroaryl substituents were efficiently and quickly synthesized by condensation of 1,2phenylenediamine with carboxylic acids in the presence of polyphosphoric acid under microwave irradiation.
