Michael Acceptor Pyrrolidone Derivatives and Their Activity against Diffuse Large B-cell Lymphoma

Objective This study aimed to design and evaluate the efficacy of pyrrolidone derivatives as potential therapeutic agents against diffuse large B-cell lymphoma(DLBCL),a common and heterogeneous malignancy of the adult lymphohematopoietic system.Given the limitations of current therapies,there is a pressing need to develop new and effective drugs for DLBCL treatment.Methods A series of pyrrolidone derivatives were synthesized,and their antitumor activities were assessed,particularly against DLBCL cell lines.Structure-activity relationship(SAR)analysis was conducted to identify key structural components essential for activity.The most promising compound,referred to as compound 7,was selected for further mechanistic studies.The expression levels of relevant mRNA and protein were detected by RT-qPCR and Western blotting,and the expression of mitochondrial membrane potential and ROS was detected using flow cytometry for further assessment of cell cycle arrest and apoptosis.Results The compound 7 exhibited good antitumor activity among the synthesized derivatives,specifically in DLBCL cell lines.SAR analysis highlighted the critical role ofα,β-unsaturated ketones in the antitumor efficacy of these compounds.Mechanistically,compound 7 was found to induce significant DNA damage,trigger an inflammatory response,cause mitochondrial dysfunction,and disrupt cell cycle progression,ultimately leading to apoptosis of DLBCL cells.Conclusion The compound 7 has good antitumor activity and can induce multiple cellular mechanisms leading to cancer cell death.These findings warrant further investigation of the compound 7 as a potential therapeutic agent for DLBCL.

A new pyrrolidone derivative from Pistacia chinensis

A new N-phenyl-pyrrolidone derivative had been isolated from Pistacia chinesis Bunge. Its structure was elucidated as 4-hydroxy-5-（2-oxo-1-pyrrolidinyl）-benzoic acid, named pistaciamide on the basis of the 1D-NMR, DEPT, HMQC and HMBC spectroscopic techniques. 2007 Xi Kui Liu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

Dissolution Properties of 2-(Dinitromethylene)-5-methyl-1,3-diazacyclopentane in Dimethyl Sulfoxide and N-Methyl Pyrrolidone

The molar enthalpies of dissolution for 2-（dinitromethylene）-5-methyl-1,3-diazacyclopentane（DNMDZ） in dimethyl sulfoxide（DMSO） and N-methyl pyrrolidone（NMP） were measured using an RD496-2000 Calvet microcalorimeter at 298.15 K under atmospheric pressure.Empirical formulae for the calculation of the molar enthalpies of dissolution（Δ diss H） were obtained from the experimental data of the dissolution processes of DNMDZ in DMSO or NMP.The relationships between the rate constant（k） and the molality（b） and between the reaction order（n） and the molality（b） were determined.The corresponding kinetic equations describing the two dissolution processes were dα/dt=10^-2.16（1-α） ^1.01 for the dissolution of DNMDZ in DMSO,and dα/dt=10^-2.02（1-α）^ 0.85 for the dissolution of DNMDZ in NMP,respectively.

Effect of Added Poly (vinyl pyrrolidone) during Condensation on Properties of Poly(p-phenylene terephthalamide)Pulp

Poly(p-phenylene terephthalamide)(PPTA)pulp was prepared by polycondensation of the p-phenylene diamine(PPDA)with terephthaloyl chloride(TPC)in the completely anhydrous solvent system of N-methyl pyrrolidone(NMP)having calcium chloride,in the presence of poly(vinyl pyrrolidone)(PVP)having a viscosity average molecular weight lower than 40 000.It was confirmed that the polycondensation could be accelerated,the inherent viscosity of the polymer could be increased,and the polymers could be fibrillated more easily by the addition of the PVP.FTIR and X-ray spectra proved that PVP had not combined into molecular chains of the resultant PPTA pulps.The morphology of the resultant pulps,the effect of viscosity average molecular weight,amount and adding mode of PVP on inherent viscosity,specific surface area,and mean length of the resultant pulps were discussed in detail.And the friction and wear properties of the compound reinforced by the resultant pulps were simply investigated.

Kinetic hydrate inhibitor performance of new copolymer poly(N-vinyl-2-pyrrolidone-co-2-vinyl pyridine)s with TBAB

In oil and gas field, the application of kinetic hydrate inhibitors （KHIs） independently has remained problematic in high subcooling and high water-cut situation. One feasible method to resolve this problem is the combined use of KHIs and some synergists, which would enhance KHIs’ inhibitory effect on both hydrate nucleation and hydrate crystal growth. In this study, a novel kind of KHI copolymer poly（N-vinyl-2-pyrrolidone-co-2-vinyl pyridine）s （HGs） is used in conjunction with TBAB to show its high performance on hydrate inhibition. The performance of HGs with different monomer ratios in structure II tetrahydrofuran （THF） hydrate is investigated using kinetic hydrate inhibitor evaluation apparatus by step-cooling method and isothermal cooling method. With the combined gas hydrate inhibitor at the concentration of 1.0 wt%, the induction time of 19 wt% THF solution could be prolonged to 8.5 h at a high subcooling of 6℃. Finally, the mechanism of HGs inhibiting the formation of gas hydrate is proposed.

Thermo-Responsive Electrospun Nanofibers from Poly( N-isopropylacrylamide )/Polyvinyl Pyrrolidone Blends

A novel nanofiber composite poly(N-isopropylacrylamide)(PNIPAAm)/polyvinyl pyrrolidone(PVP)was successfully prepared by electrospinning.Analogous medicated fibers loaded with ketoprofen(KET)as a model drug were prepared.X-ray diffraction(XRD)demonstrated that the drug was presented in the fibers with an amorphous form.Both scanning and transmission electron microscopy showed that the fibers had an even diameter and smooth surface,and no phase separation was observed.The KET loaded nanofibers did not affect the morphology of the fibers,and no drug aggregation was separated from the polymer fibers.Water contact angle measurements proved that the PNIPAAm/PVP fibers switched from hydrophilic to hydrophobic when the temperature increased the lower critical solution temperature of 32℃.In vitro drug release studies were also undertaken and the result indicated that the PNIPAAm/PVP blend nanofiber presented the properties of the two polymers,having temperature-sensitive systems with sustained release properties.In addition,MTT assay demonstrated that the nanofiber film was non-toxic and suitable for cell growth.Thus,the nanofiber can be used as thermoresponsive carriers for sustained release of poor water soluble drugs.

Rational Synthesis of Cylindrical Silver Single-crystalline Nanowires via Poly(vinyl pyrrolidone) Reduction of AgCl

We presented a simple yet convenient hydrothermal approach for the large-scale synthesis of uniform cylindrical silver (Ag) single-crystalline nanowires with diameters of about 25 nm and lengths of 1-4 μm. Poly(vinyl pyrrolidone) (PVP) was used as a reducing agent, and AgCl was used as a precursor to deliberately control [Ag^+] at a low degree in the overall reaction process through its dynamic equilibrium by directly reducing AgCl with PVP at a quasi-equilibrium growth condition. The as-obtained products were characterized by powder X-ray diffraction (XRD) patterns, field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), infrared spectra (IR) and Raman spectra. Factors such as [PVP], reaction temperature, time, and species of reducing agents and precursors were investigated to have strong influences on the morphologies and structures of the resultant Ag nanostructures. The wire diameter can conveniently be adjusted between 25 and 50 nm by simply adjusting [PVP], reaction temperature and reducing agent species. The as-synthesized silver nanowires can be self-assembled into perfect order arrays after being dried on tin foil due to the PVP coating on the surface, the circular cross-section and the uniform diameter of the Ag nanowires. These special silver nanowires with a core-shell structure as well as their spontaneous self-assembly of order arrays are expected to provide potential applications in flexible conductors, dielectric materials, electromagnetic shielding materials and nano-devices.

The ion balance of Shotokuseki extract promotes filaggrin fragmentation and increases amino acid production and pyrrolidone carboxylic acid content in three-dimensional cultured human epidermis

Natural moisturizing factor(NMF)in the stratum corneum contributes to the retention of moisture there.The purpose of this study was to determine the penetration of ions in Shotokuseki extract(SE)into the three-dimensional cultured epidermis and the effect of NMF on the biosynthesis of amino acids and pyrrolidone carboxylic acid formation.Vari-ous ions,amino acids and pyrrolidone carboxylic acid were quantified by inductively coupled plasma mass spectrom-etry,fully automatic amino acid analyzer or high-performance liquid chromatography(HPLC)in three-dimensional cultured epidermis after application of SE.Gene expression levels of profilaggrin,calpain1,caspase14,and bleomycin hydrolase,which are involved in NMF production,were determined by reverse-transcription qPCR and bleomycin hydrolase activity was determined by aminopeptidase assay.The application of SE increased Na,K,Mg,Ca,Al,and Fe levels in three-dimensional cultured epidermis.The mRNA levels of the starting material of amino acid synthesis profilaggrin,and calpain1 and bleomycin hydrolase,which are involved in its fragmentation,increased.The activity of bleomycin hydrolase also increased.Furthermore,the levels of amino acids and pyrrolidone carboxylic acid increased in the three-dimensional cultured epidermis.This suggests that the ionic composition of SE may be involved in its moisturizing effect on the stratum corneum.

Investigation of N-（Hydroxylethyl）pyrrolidone Dehydration over REOx-doped Nano-ZrO2 Catalyst

Catalyst plays an important role in the dehydration of N-（hydroxylethyl）pyrrolidone （NHP） to prepare N-vinyl-pyrrolidone （NVP）. At present, NVP yield is only about 30% on commercial ZrO2 catalyst. A coupled precipitation and solid dispersion technique was designed to prepare the nano-ZrO2 catalyst, in which rare earth metal oxides （REOx） was used as electronic promoter. The results indicated that the catalyst doped REOx （S-1.0） exhibits the optimum performance of NHP dehydration at moderate conditions. NHP conversion and NVP selectivity are respectively 97.0%, 82.3%. Of special interest is that the indexes of the catalyst （S-1.0-1.0） are up to 98.4% and 89.2% respectively. Furthermore, this catalyst bears the good stability. It means that nano-ZrO2 doped REOx catalyst might be a potential commercial catalyst for the NHP dehydration.

Preparation and characterization of the antifouling porous membranes from poly(vinylidene fluoride)-graft-poly(N-vinyl pyrrolidone) powders

Porous membranes were prepared using the phase inversion method from poly(vinylidene fluoride)-graftpoly(N-vinyl pyrrolidone)(PVDF-g-PVP) powders, which were synthesized via γ-ray induced graft polymerization(pre-irradiation). Chemical compositions, thermal behavior, morphology and hydrophilicity of the membranes were characterized by Fourier transform infrared spectroscopy, X-ray photoelectron spectroscopy, element analysis, thermalgravimetric analysis, differential scanning calorimetry, scanning electron microscopy and contact angle measurements, respectively. Permeation experiments were conducted to evaluate the water flux,and the dynamic BSA fouling resistance performances were investigated, too. All the experimental results indicate that the PVDF-g-PVP membranes demonstrate better separation performances over the pristine PVDF membrane.

Dissolution and recrystallization of perovskite induced by N-methyl-2-pyrrolidone in a closed steam annealing method

High quality perovskite films with large columnar grains are greatly desired for efficient perovskite solar cells. Here, low volatility N-methyl-2-pyrrolidone(NMP) was added in MAI/IPA solution in a two-step spin-coating method, which promoted the conversion of lead iodide to perovskite. The perovskite films were annealed by a closed-steam annealing method to prolong the recrystallization process of perovskite films assisted by the residual NMP. It leaded to high quality CH_3NH_3PbI_3 perovskite films with large columnar grains due to its enhancement of the Oswald ripening. The large grain perovskite film leaded to efficient carrier transformation and injection, and low recombination. The photovoltaic performance of the perovskite solar cells was improved significantly.

Separation Performance of Sodium Alginate/Poly(Vinyl Pyrrolidone)Membranes for Aqueous/Dimethylformamide Mixtures by Vapor Permeation and Vapor Permeation with Temperature Difference Methods

In this study sodium alginate (NaAlg)/poly (vinyl pyrrolidone) (PVP) blend membranes were prepared and crosslinked with CaCl2 (0.1 Molarity (M)) for the separation of aqueous/dimethylformamide (DMF) mixtures. Membranes were characterized by Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM) and their performance was examined by varying experimental parameters such as feed composition (0 - 100 wt%), operating temperature (30℃ - 50℃) and membrane thickness (30 - 90 micrometer (μm)). Blending NaAlg with PVP, decreased separation factor whereas increased the permeation rate as the permeation temperature was increased in Vapor Permeation (VP) and Vapor Permeation with Temperature Difference (TDVP) methods. In the TDVP method, the separation factors increased and the permeation rates decreased as the temperature of the membrane surrounding is decreased. The highest separation factor of 60 was obtained in TDVP method for 90 wt% DMF concentration in the feed.

Improvement of poly(vinyl alcohol)/poly(vinylpyrrolidone) blended hydrogel by radiation crosslinking

A series of polyvinyl alcohol (PVA) and polyvinyl pyrrolidone (PVP) blended hydrogel with kappa-carrageenan (KC) were prepared by radiation crosslinking with electron beam to improve the properties of hydrogel as wound dressing. The properties of the blended hydrogels were evaluated in terms of gel fraction, swelling behavior, gel strength and water evaporation from hydrogel. Gel fraction of PVA/PVP was saturated at 50 kGy and the achievcd gel fraction was 70%～80%. However, obtained hydrogel was very fragile and produced many bubbles at a dose of 50kGy and above, hence 1%～5% KC were added to give toughness. The rate of gel formation and the toughness of the blended hydrogel were raised after mixing KC. The PVA/PVP/KC blended hydrogel irradiated showed satisfactory properties for wound dressing, it did not produce bubble during irradiation, and it could retard the water evaporation.

钯催化合成N-芳基-γ-胺基-γ-丁内酰胺类化合物

γ-丁内酰胺是很多具有生物活性、药物活性化合物的核心结构单元。已报道的由过渡金属催化,直接合成N-芳基-γ-胺基-γ-丁内酰胺类化合物的反应,存在必须使用过氧化物、操作不便的局限性。以10%(物质的量分数,下同)Pd/C为催化剂,将芳香胺和N-甲基吡咯烷酮在空气气氛下的二甲苯中于100℃反应24 h得到N-芳基-γ-胺基-γ-丁内酰胺类化合物(3a~3g),产率高达91%。经过核磁氢谱、碳谱和高分辨质谱分析,产物的结构得到确证。

气相色谱-质谱联用法测定童鞋中N-甲基吡咯烷酮和N-乙基吡咯烷酮

建立了气相色谱-质谱联用(GC-MS)法同时测定童鞋中N-甲基吡咯烷酮和N-乙基吡咯烷酮。童鞋产品中常用的材料有纺织品、合成革、皮革和乙烯-乙酸乙烯酯共聚物材料。取童鞋中不同材质的样品,优化了预处理过程,确定预处理条件为50℃用丙酮超声提取60 min,根据不同材质提取液情况选择是否需要净化。取适量提取液供GC-MS仪分析,以色谱峰面积为纵坐标,质量浓度为横坐标,外标法定量。该方法检出限为0.5 mg/kg,N-甲基吡咯烷酮和N-乙基吡咯烷酮的质量浓度在0.5~50 mg/L范围内与色谱峰面积具有良好的线性关系,线性相关系数均大于0.9995,低、中、高三个浓度水平的加标回收率为96.3%~98.7%,测定结果的相对标准偏差为0.2%~1.8%(n=7),满足测定要求。

The Influence of Tartaric Acid in the Silver Nanoparticle Synthesis Using Response Surface Methodology

Silver nanoparticles(AgNPs)synthesized using tartaric acid as a capping agent have a great impact on the reaction kinetics and contribute significantly to the stability of AgNPs.The protective layer formed by tartaric acid is an important factor that protects the silver surface and reduces potential cytotoxicity problems.These attributes are critical for assessing the compatibility of AgNPs with biological systems and making them suitable for drug delivery applications.The aim of this research is to conduct a comprehensive study of the effect of tartaric acid concentration,sonication time and temperature on the formation of silver nanoparticles.Using Response Surface Methodology(RSM)with Face-Centered Central Composite Design(FCCD),the optimization process identifies the most favorable synthesis conditions.UV-Vis spectrum regression analysis shows that AgNPs stabilized with tartaric acid are more stable than AgNPs without tartaric acid.This highlights the increased stability that tartaric acid provides in AgNP ssssynthesis.Particle size distribution analysis showed a multimodal distribution for AgNPs with tartaric acid and showed the smallest size peak with an average size of 20.53 nm.The second peak with increasing intensity shows a dominant average size of 108.8 nm accompanied by one standard deviation of 4.225 nm and a zeta potential of−11.08 mV.In contrast,AgNPs synthesized with polyvinylpyrrolidone(PVP)showed a unimodal particle distribution with an average particle size of 81.62 nm and a zeta potential of−2.96 mV.The more negative zeta potential of AgNP-tartaric acid indicates its increased stability.Evaluation of antibacterial activity showed that AgNPs stabilized with tartaric acid showed better performance against E.coli and B.subtilis bacteria compared with AgNPs-PVP.In summary,this study highlights the potential of tartaric acid in AgNP synthesis and suggests an avenue for the development of stable AgNPs with versatile applications.

离子液体催化合成巯基丙酸甲酯的性能分析及表征

采用一步法合成吡咯烷酮-硫酸离子液体催化剂,利用红外光谱仪、液相色谱仪、热重分析仪、核磁共振氢谱等对其进行表征。研究了该离子液体对甲醇与巯基丙酸酯化反应的催化性能,并与传统浓硫酸催化剂的催化性能进行比较。结果表明,合成物质为[Hnhp]HSO_(4)离子液体且纯度为96%;与传统浓硫酸催化剂相比,以[Hnhp]HSO_(4)离子液体为催化剂时反应时间短,产品的收率高于浓硫酸催化剂产品收率约5%;[Hnhp]HSO_(4)离子液体重复10次试验后,催化剂性能没有降低,且产品收率在85%左右。

N-甲基吡咯烷酮法丁二烯抽提装置技术探讨

结合N-甲基吡咯烷酮(NMP)法丁二烯抽提装置的生产工艺特点,对装置的综合能耗、控制理念、设备布置以及环保指标等进行研究。试验结果表明,采用三级能量回收技术方案及抽余C_(4)产品规格的调整方案,可有效降低NMP法丁二烯抽提装置的综合能耗;以气相稀释剂与液相稀释剂相结合的方式稀释高含量C_(4)炔烃,可控制C_(4)炔烃含量小于40%(w);以顺-2-丁烯作为中间塔的关键组分,可控制粗1,3-丁二烯的产品质量;在高含量气相1,3-丁二烯换热器中采用倾斜3%角度布置及纵向立式布置两种方式,可降低1,3-丁二烯聚合物堵塞换热器的风险;废气、废水的排放量较少,处理效果整体满足国内相关标准要求;在装置内设置的烃类密闭排放系统及NMP溶剂储罐废气水洗系统等环保措施可有效提高装置的安全性。

NMP法和ACN法在丁二烯抽提装置中的应用

介绍了国内某企业采用NMP(N-甲基吡咯烷酮)法和ACN(乙腈)法建设的2套丁二烯抽提装置。通过对NMP法和ACN法丁二烯抽提装置的工艺流程特点、产品质量要求、溶剂萃取性能及装置经济效益及投资等方面进行总结,结合2套装置的实际运行数据,发现NMP法丁二烯抽提装置工艺流程更加合理紧凑,运行成本更低且NMP溶剂对环境更加友好。