96-99-1Relevant articles and documents
Synthesis, characterization, DNA/HSA interactions, and anticancer activity of two novel copper(II) complexes with 4-chloro-3-nitrobenzoic acid ligand
Cai, Jie-Hui,Chen, Zi-Lu,Huang, Qiu-Chan,Huang, Qiu-Ping,Liu, Zi-Lu,Wei, You-Huan,Zeng, Zhen-Fang,Zheng, Guang-Jin
, (2021)
The purpose of this study was to identify new metal-based anticancer drugs; to this end, we synthesized two new copper(II) complexes, namely [Cu(ncba)4 (phen)] (1) and [Cu(ncba)4 (bpy)] (2), comprised 4-chloro-3-nitrobenzoic acid as the main ligand. The single-crystal XRD approach was employed to determine the copper(II) complex structures. Binding between these complexes and calf thymus DNA (CT-DNA) and human serum albumin (HSA) was explored by electronic absorption, fluorescence spectroscopy, and viscometry. Both complexes intercalatively bound CT-DNA and statically and spontaneously quenched DNA/HSA fluorescence. A CCK-8 assay revealed that complex 1 and complex 2 had substantial antiproliferative influences against human cancer cell lines. Moreover, complex 1 had greater antitumor efficacy than the positive control cisplatin. Flow cytometry assessment of the cell cycle demonstrated that these complexes arrested the HepG2 cell cycle and caused the accumulation of G0/G1-phase cells. The mechanism of cell death was elucidated by flow cytometry-based apoptosis assays. Western blotting revealed that both copper(II) complexes induced apoptosis by regulating the expression of the Bcl-2(Bcl-2, B cell lymphoma 2) protein family.
MEBENDAZOLE POLYMORPH FOR TREATMENT AND PREVENTION OF TUMORS
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Sheet 9/17, (2016/09/22)
Mebendazole is an antiparasitic drug with over 40 years of safe use. Recently mebendazole was repurposed for glioblastoma therapy. Three polymorphs of mebendazole exist, but the relative polymorph content for existing drugs varies, and the therapeutic anti-cancer relevance of the different polymorphs was unknown. As an oral drug mebendazole polymorph C is a superior form, and it reaches the brain and brain tumors in effective concentrations. Efficacy is further improved by combining mebendazole with a P-glycoprotein inhibitor. Mebendazole may also be used for therapy of other cancers, as well as a chemo-preventative agent.
Synthesis of 3-amino-4-hydroxyl benzoic acid phosphate
Quan, Baoxue,Jiang, Wenwei
, p. 755 - 759 (2016/01/12)
3-amino-4-hydroxyl benzoic acid phosphate was synthesized from 4-chloro benzoic acid through three steps, the whole process was cost-effective in which the materials in each step were reused. More importantly, phosphoric acid medium did no harm to Pd-C catalyst in the hydrogenation and the Pd-C catalyst could be recycled for ten times at least without decrease in catalytic activity. In addition, product could meet the requirement of polymerization reaction of producing poly(2,5-benzoxazole) without dehydrochlorogenation. In this process, good conversion, high overall yield (79.28%) and high purity (99.30% by HPLC) were achieved.
Bio-derived CuO nanocatalyst for oxidation of aldehyde: A greener approach
Tamuly, Chandan,Saikia, Indranirekha,Hazarika, Moushumi,Das, Manash R.
, p. 20636 - 20640 (2014/06/09)
Eco-friendly synthesis of hierarchical CuO nanoparticles using the peel of Musa balbisiana and its application as a nanocatalyst in oxidation of aldehyde to the corresponding carboxylic acid is reported here. CuO nanoparticles were characterized by using XRD, XPS, SEM, TEM and PL techniques. In XRD analysis, significant peaks appeared at 18.2, 24.6, 33.3, 34.9, 35.5, 38.6 and 42.3. The SEM images indicate the formation of a micro flower hierarchical CuO architecture. The hierarchical CuO architecture is found to be made up of 2D nanosheets as building blocks, which were self assembled to form micro flower like assemblies. The synthesized CuO nanoparticles are efficiently utilised in the oxidation of aldehyde to the corresponding carboxylic acid in the presence of 30% H2O2 with high yields. The utilization of the CuO nanocatalyst in the oxidation reaction in environmental friendly conditions is the novelty in this study. This journal is the Partner Organisations 2014.
Synthesis of 1-heterocyclic aminomethyl-3-(4'-anilino-3'-nitrobenzoyl hydrazono)- 2-indolinones as antifilarial and CNS active agents
Beg,Gupta
experimental part, p. 1569 - 1572 (2012/01/06)
A series of 1-heterocyclic aminomethyl-3-(4'-anilino-3'-nitrobenzoyl hydrazono)-2-indolinones (VIa-VIl) have been synthesized and tested for their antifilarial and CNS activity. The compounds VIa, VId, VIg have exhibited 75.8, 78.2 and 70.5 % microfilaricidal activity respectively.
Hydrolysis of 1-(X-substituted-benzoyl)-4-aminopyridinium ions: Effect of substituent X on reactivity and reaction mechanism
Um, Ik-Hwan,Kim, Eun-Hee,Kang, Ji-Sun
, p. 8062 - 8067 (2012/01/04)
A kinetic study is reported for hydrolysis of 1-(X-substituted-benzoyl)-4- aminopyridinium ions 2a-i, which were generated in situ from the nucleophilic substitution reaction of 2,4-dinitrophenyl X-substituted-benzoates 1a-i with 4-aminopyridine in 80 mol% H2O/20 mol% DMSO at 25.0 ± 0.1 °C. The plots of pseudo-first-order rate constants kobsdvs. pyridine concentration are linear with a large positive intercept, indicating that the hydrolysis of 2a-i proceeds through pyridine-catalyzed and uncatalyzed pathways with the rate constant kcat and ko, respectively. The Hammett plots for kcat and ko consist of two intersecting straight lines, which might be taken as evidence for a change in the rate-determining step (RDS). However, it has been proposed that the nonlinear Hammett plots are not due to a change in the RDS but are caused by stabilization of 2a-i in the ground state through a resonance interaction between the π-electron-donor substituent X and the carbonyl functionality. This is because the corresponding Yukawa-Tsuno plots exhibit excellent linear correlations with ρX = 1.45 and r = 0.76 for kcat while ρX = 1.39 and r = 0.72 for ko. A possibility that the hydrolysis of 2a-i proceeds through a concerted mechanism has been ruled out on the basis of the large ρX values. Thus, the reaction has been concluded to proceed through a stepwise mechanism in which the leaving group departs after the RDS since OH- is more basic and a poorer nucleofuge than 4-aminopyridine. The Royal Society of Chemistry 2011.
Synthesis of a new spiropyran based on [60]fullerene unit
Xu, Ju-Hua,Li, Yu-Liang,Zhu, Dao-Ben
, p. 1647 - 1652 (2007/10/03)
A new compound 2: spiropyran with [60]fullerene unit was synthesized and characterized by FT-IR, MALDI-TOF MS, NMR, and UV-Vis spectra.
Reinterpretation of curved hammett plots in reaction of nucleophiles with aryl benzoates: Change in rate-determining step or mechanism versus ground-state stabilization
Um, Ik-Hwan,Han, Hyun-Joo,Ahn, Jung-Ae,Kang, Swan,Buncel, Erwin
, p. 8475 - 8480 (2007/10/03)
A kinetic study is reported for the reaction of the anionic nucleophiles OH-, CN-, and N3- with aryl benzoates containing substituents on the benzoyl as well as the aryloxy moiety, in 80 mol % H2O-20 mol % dimethyl sulfoxide at 25.0 °C. Hammett log k vs σ plots for these systems are consistently nonlinear. However, a possible traditional explanation in terms of a mechanism involving a tetrahedral intermediate with curvature resulting from a change in rate-determining step is considered but rejected. The proposed explanation involves ground-state stabilization through resonance interaction between the benzoyl substituent and the electrophilic carbonyl center in the two-stage mechanism. Accordingly, the data are nicely accommodated on the basis of the Yukawa-Tsuno equation, which gives linear plots for all three nuceophiles. Literature reports of the mechanism of acyl transfer processes are reconsidered in this light.
Kinetics and mechanism of oxidation of 4-oxoacids by hexacyanoferrate(III) catalysed by Os(VIII)
Gnana Rani, D. Freeda,Pushparaj, F. J. Maria,Alphonse,Rangappa
, p. 2153 - 2159 (2007/10/03)
Kinetics of Os(VIII) catalysed oxidation of substituted and unsubstituted 4-oxoacids by alkaline hexacyanoferrate(III) in sodium carbonate-bicarbonate buffer have been studied. The reaction is zero order in oxidant, first order with respect to Os(VIII), first order at higher concentrations and zero order at lower concentrations with respect to both substrate and alkali. The activation parameters have been computed.
