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Convenient Synthesis of Some Novel 4-Benzyl-1(2H)-Phthalazinone Derivatives of expected anticancer activity 具有抗癌活性的新型4-苄基-1(2H)-酞嗪酮衍生物的便捷合成
S. E. Rayes, I. Ali, hamdy Abd Elazeem, Sara Eltorky
Series of new synthesized biologically active phthalazinone derivatives were obtained. Starting from the amino acid methyl esters of 4-benzyl-1(2 H )-phthalazinone 2a,b which were synthesized from the aceto hydrazide of 4-benzyl-1(2 H )-phthalazinone 1 via azide coupling method. The hydrazides 3a,b were prepared from hydrazinolysis of corresponding esters 2a,b . N -substituted-2-(4-Benzyl-1-oxo-1H-phthalazin-2-yl)-methyl-acetamide 4a-f and the dipeptides methyl {2-[2-(4-Benzyl-1-oxo-1H-phthalazin-2-yl)-acetylamino]-acetylamino}-alkanoates 6a-c were obtained by the reaction of corresponding hydrazide 3a with amines and amino acid esters respectively via azide coupling method. Similarly; N - substituted - 3 -[2-(4-Benzyl-1-oxo-1H-phthalazin-2-yl)-acetyl amino] propionamide 5a-f and the dipeptides methyl{3-[2-(4-Benzyl-1-oxo-1H-phthalazin-2-yl)-acetylamino]-propionylamino} alkanoates 7a-c were obtained by the reaction of corresponding hydrazide 3b with amines and amino acid esters respectively via azide coupling method
合成了一系列新的具有生物活性的酞嗪酮衍生物。从4-苄基-1(2 H)-酞嗪酮1的乙酰肼通过叠氮偶联法合成的4-苄基-1(2 H)-酞嗪酮2a的氨基酸甲酯入手。以相应的酯类2a、b为原料,通过肼水解制得3a、b。通过叠氮偶联法,相应的肼3a分别与胺和氨基酸酯反应得到N -取代-2-(4-苄基-1-氧- 1h -酞嗪-2-基)-甲基-乙酰胺4a-f和二肽甲基{2-[2-(4-苄基-1-氧- 1h -酞嗪-2-基)-乙酰氨基]-乙酰氨基}-烷酸酯6a-c。类似的;通过叠氮偶联法,将相应的肼3b分别与胺类和氨基酸酯类反应,得到N -取代- 3-[2-(4-苄基-1-氧- 1h -酞嗪-2-基)-乙酰氨基]-丙酰氨基烷酸酯7a-c和二肽甲基{3-[2-(4-苄基-1-氧- 1h -酞嗪-2-基)-乙酰氨基]-丙酰氨基烷酸酯7a-c
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引用次数: 0
Dehydrozingerone analogues in synthesis attractive sulfonamide compounds as potential antitumor agents 脱氢姜酮类似物在合成有吸引力的磺酰胺类化合物中的潜在抗肿瘤作用
Jovana Muskinja, Z. Ratković, S. Popovic, Sanja Matic, D. Todorović, D. Baskić
Sulfonamides are very important scaffold in design of different compounds with potential biological activity. They are the basis of several groups of drugs and could be called sulfa drugs. Starting from this fact, we wanted to synthesize some new types of sulfonamides, prepared from derivatives of natural product vanillin. In light of this, we synthesized dehydrozingerone, 4-(4-hydroxy-3-methoxyphenyl)-3-buten-2-one, and its alkyl derivatives. These compounds served as good substrates in the synthesis of new sulfonamide compounds. The structures of the new compounds were determined by IR and NMR methods. Cytotoxicity screening of fourteen new organic compounds against SW480, Hela and MRC-5 was measured by colorimetric MTT assay after 48h of treatment. Cytotoxicity ratio (CR) was calculated as % of cytotoxicity of each compound on normal cells and % of cytotoxicity of the same compounds on tumor cell line. CR is pointed to some new compounds as promising candidates for further experiments.
磺胺类化合物是设计具有潜在生物活性化合物的重要支架。它们是几组药物的基础,可以被称为磺胺类药物。从这一事实出发,我们想用天然产物香兰素的衍生物合成一些新型磺胺类化合物。在此基础上,我们合成了脱氢姜酮、4-(4-羟基-3-甲氧基苯基)-3-丁烯-2-酮及其烷基衍生物。这些化合物是合成新的磺胺类化合物的良好底物。新化合物的结构通过红外光谱和核磁共振光谱进行了表征。处理48h后,采用比色MTT法检测14种新有机化合物对SW480、Hela和MRC-5的细胞毒性。细胞毒性比(CR)计算为每种化合物对正常细胞的细胞毒性百分比和相同化合物对肿瘤细胞系的细胞毒性百分比。CR指出,一些新的化合物有希望进行进一步的实验。
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引用次数: 0
Convenient synthesis of some new 3-(4-chloro-phenyl)-3-hydroxy-2,2-dimethyl-propionic acid methyl ester derivatives of expected Anticancer Activity 方便地合成了一些新的具有预期抗癌活性的3-(4-氯苯基)-3-羟基-2,2-二甲基丙酸甲酯衍生物
S. E. Rayes, A. Aboelmagd, M. Gomaa, I. Ali, Walid Fathalla
A series of 25 compounds were synthesized based on structure modification of the model methyl 3-(4-chlorophenyl)-3-hydroxy-2,2-dimethylpropanoateas potent HDACIs. Saponification and hydrazinolysis of the model ester afforded the corresponding acid and hydrazide, respectively.The model ester was transformed into corresponding trichloroacetimidate or acetate by the reaction with trichloroacetonitrile and acetic anhydride, respectively. N -alkyl-3-(4-chlorophenyl)-3-hydroxy-2,2-dimethylpropan-amides and methyl 2-[(3-(4-chlorophenyl)-3-hydroxy-2,2-dimethylpropanoyl)amino] alkanoates were obtained by the reaction ofcorresponding acid or hydrazide with amines andamino acid esters via DCC and azidecoupling methods. Methyl 3-aryl-3-(4-chlorophenyl)-2,2-dimethylpropanoates were obtainedin good yields and short reaction timefrom the corresponding trichloroacetimidate or acetate by the reaction with C -active nucleophiles in the presence of TMSOTf(0.1eq %) via C-C bond formation. acetate
通过对模型3-(4-氯苯基)-3-羟基-2,2-二甲基丙烷进行结构修饰,合成了25个强效hddac化合物。模型酯的皂化反应和肼解反应分别产生相应的酸和肼。模型酯分别与三氯乙腈和乙酸酐反应生成相应的三氯乙酸酯或乙酸酯。通过DCC法和叠氮偶联法,将相应的酸或肼与胺和氨基酸酯反应,得到N -烷基-3-(4-氯苯基)-3-羟基-2,2-二甲基丙烷酰胺和2-[(3-(4-氯苯基)-3-羟基-2,2-二甲基丙烷基)氨基]烷酸甲酯。以相应的三氯乙酸酯或乙酸为原料,在TMSOTf存在下(0.1%)与C-活性亲核试剂反应,形成C-C键,产率高,反应时间短。醋酸
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引用次数: 0
Removal of lead ion from aqueous solution by Metal organic Framework 金属有机骨架去除水溶液中的铅离子
V. Safarifard, Hossein Shayegan, Yeganeh Davoudabadi Farahani
Since Pb(II) is one of the toxic water contamination agents, finding an efficient way to remove it from wastewater has become a serious issue in the world. Herein, a metal-organic framework, formulated as (TMU-23), with amide-decorated pores was prepared to investigate its potential in Pb(II) removal performance. At first, various determining factors including pH and adsorbent dosage were optimized. Then, the MOF adsorption capacity was measured about 434.7 mg. g. Moreover, reusability feature and effect of competitive cations were checked. Adsorptiondesorption tests showed that during three cycles, the MOF could act with favorable efficiency. Modeling calculations illustrate that pseudo-second-order and Langmuir models provide the best description for adsorption mode. Based on these models, monolayer adsorption behavior was responsible for adsorption process through chemical interaction between the analyte and the walls of MOF. Also, the possible adsorption mechanism was examined by exploiting of FTIR spectroscopy, EDS and SEM images. The significant affinity between amide groups of pillars and Pb(II) could cause good removal performance.
由于铅(II)是一种有毒的水污染剂,寻找一种有效的方法从废水中去除它已成为世界上一个重要的问题。本文制备了一种具有酰胺修饰孔的金属有机骨架(TMU-23),以研究其去除Pb(II)的潜力。首先对pH、吸附剂投加量等决定因素进行了优化。测得MOF的吸附量约为434.7 mg。g.此外,还检验了竞争状态的可重用性特征和效果。吸附和解吸试验表明,在三个循环过程中,MOF具有良好的吸附效率。模拟计算表明,拟二阶模型和Langmuir模型能较好地描述吸附模式。基于这些模型,单层吸附行为是通过分析物与MOF壁之间的化学相互作用进行吸附的。利用红外光谱(FTIR)、能谱(EDS)和扫描电镜(SEM)分析了其可能的吸附机理。柱的酰胺基团与Pb(II)具有显著的亲和性,具有良好的去除效果。
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引用次数: 0
A novel and efficient magnetic nanocatalyst functionalized with 1,3,5-tris(2-hydroxyethyl)isocyanurate and boric acid for the synthesis of symmetric and asymmetric Hantzsch esters 以1,3,5-三(2-羟乙基)异氰脲酸酯和硼酸为官能团的新型高效磁性纳米催化剂,用于合成对称和不对称汉奇酯
M. Sam, M. Dekamin
A new magnetic core/shell nanocatalyst functionalized with 1,3,5-tris(2-hydroxyethyl)isocyanurate and boric acid (Fe3O4/SiO2/CPTS/THEIC/(CH2)3B(OH)2) was designed and properly characterized by the Fourier transform infrared (FTIR) spectroscopy, nitrogen adsorption–desorption technique (BET), thermal gravimetric analysis (TGA) and X-ray diffraction (XRD), vibrating sample magnetometer (VSM), field emission scanning electron microscopy (FESEM) and energy-dispersive X-ray (EDX) spectroscopy. The catalytic activity of Fe3O4/SiO2/CPTS/THEIC/(CH2)3B(OH)2, as an efficient magnetically recoverable catalyst, was investigated for the synthesis of polyhydroquinolines (PHQs) as well as polyhydroacridines (PHAs) via one-pot multicomponent reactions of ethyl acetoacetate and / or dimedone, different aldehydes and ammonium acetate in EtOH under reflux conditions. High to quantitative yields of the desired PHQs or PHAs products, wide scope of the substrates, eliminating of any toxic heavy metals or corrosive reagents for modification of the catalyst, simple work-up procedure, short reaction times and low loading of the catalyst are remarkable advantages of this green protocol. An additional advantage of this magnetic nanoparticles catalyst is its ability to be separated and recycled easily from the reaction mixture with minimal efforts in six subsequent runs without significant loss of its catalytic activity.
设计了一种以1,3,5-三(2-羟乙基)异氰脲酸酯和硼酸(Fe3O4/SiO2/CPTS/THEIC/(CH2)3B(OH)2)为官能团的新型磁核/壳纳米催化剂(Fe3O4/SiO2/CPTS/THEIC/(CH2)3B(OH)2)为官能团),并采用傅里叶变换红外(FTIR)光谱、氮吸附-解吸技术(BET)、热重分析(TGA)和x射线衍射(XRD)、振动样品磁强计(VSM)、场发射扫描电镜(FESEM)和能量色散x射线(EDX)光谱对其进行了表征。研究了Fe3O4/SiO2/CPTS/THEIC/(CH2)3B(OH)2作为高效磁可回收催化剂,在回流条件下,以乙乙酸乙酯和/或二美酮、不同醛类和乙酸铵为原料,进行一锅多组分反应合成聚氢喹啉(PHQs)和聚氢吖啶(PHAs)的催化活性。该绿色方案的显著优点是,所需phq或pha产品的高定量收率,底物范围广,消除了任何有毒重金属或用于修饰催化剂的腐蚀性试剂,简单的加工程序,短的反应时间和低的催化剂负载。这种磁性纳米颗粒催化剂的另一个优点是它能够在随后的六次运行中轻松地从反应混合物中分离和回收,而不会显著损失其催化活性。
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引用次数: 0
Synthesis and characterization of iminophosphorane palladacycles 亚磷酸环的合成与表征
P. Munín, Francisco Reigosa, Marcos Rúa-Sueiro, J. M. Ortigueira, M. Pereira, J. M. Vila
: Herein we report on the synthesis and characterization of bisiminophosphoranes as potential tetradentate ligands. Treatment of the latter with palladium acetate gives tetranuclear structures with two ligand moieties linked by acetate-bridging ligands. The addition of ddpm (4 equivalents) provides doubly metallated structures where the phosphine acts as a bidentate chelating ligand.
本文报道了作为潜在四齿配体的二亚氨基磷烷的合成和表征。后者与醋酸钯处理得到由醋酸酯桥接配体连接的两个配体部分的四核结构。ddpm(4等价物)的加入提供了双金属结构,其中磷化氢作为双齿螯合配体。
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引用次数: 0
Synthesis and characterization of novel thiosemicarbazone palladacycles 新型硫代氨基脲偶联环的合成与表征
Marcos Rúa-Sueiro, Paula Munín-Cruz, Francisco Reigosa, J. M. Vila, M. T. Pereira
Since the appearance of the term palladacycle, as coined by Trofimenko[1], one of the most salient groups is the one comprising thiosemicarbazones. Herein, the synthesis and characterization of several palladium cyclometallated compounds with thiosemicarbazone ligands is discussed. The ligands were synthesized by treatment of a ketone with four different thiosemicarbazides in acidified aqueous solution. Then, they were conveniently treated with a palladium salt to yield the corresponding palladacycle. All show a tetranuclear structure with [C, N, S] coordination of the ligands to the metal centers.
自Trofimenko[1]创造了palladacycle一词以来,最突出的基团之一是由硫代氨基脲组成的基团。本文讨论了几种含硫代氨基脲配体钯环金属化化合物的合成和表征。在酸化水溶液中,用四种不同的硫代氨基脲对酮进行处理,合成了配体。然后,用钯盐对它们进行处理,得到相应的钯环。它们均呈[C, N, S]配体与金属中心配位的四核结构。
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引用次数: 0
Sophisticated synthesis of monosubstituted piperazines – from a batch reaction vessel to a flow (microwave) reactor 单取代哌嗪的复杂合成-从间歇反应容器到流动(微波)反应器
R. Sevcik, D. Němečková, E. Havránková, J. Šimbera, P. Pazdera
Abstract: We reported a novel sophisticated synthetic method for preparation of monosubstituted piperazine derivatives, which can now be easily prepared in a one-pot-one-step way from a free piperazine with no need of introduction of a protecting group bringing further disadvantages in terms of time, costs and reduced yields. Reactions proceeding either at room or higher temperatures in common solvents employ with advantage heterogeneous catalysis by metal ions supported on commercial polymeric resins.
摘要:本文报道了一种制备单取代哌嗪衍生物的新型复杂合成方法,该方法可以方便地从游离哌嗪中一步一步合成,无需引入保护基团,但在时间、成本和产率方面存在进一步的缺点。在室温或更高温度下,在普通溶剂中进行的反应具有由商业聚合物树脂支撑的金属离子进行非均相催化的优势。
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引用次数: 0
Characterization of novel graphene-like materials prepared by new cheap and environmentally friendly synthetic methods 新型廉价环保合成方法制备的新型类石墨烯材料的表征
R. Sevcik, D. Němečková, P. Pazdera
: We report characterization data of novel graphene-like materials prepared by new cheap and environmentally friendly synthetic methods. FT-IR, Raman and X-ray photoelectron spectroscopy, scanning electron microscopy and thermal and elemental analysis methods were used to describe features of novel graphene-like materials and obtained data were compared with the data of commercial standards. It was found that employment of gentle oxidizing agents supported by ultrasound action instead of harsh oxidizers and strongly acidic solutions provides a-few-layer graphene oxides with low-defect layers in high yields. Although keeping the same level of oxidation like commercial standards new products are more stable due to a lower damage of carbon layers. Obtained products can then be further modified to reduced graphene oxides or amine-modified derivatives. All of the characterization data are presented and discussed in the article.
我们报告了用新的廉价和环保的合成方法制备的新型类石墨烯材料的表征数据。采用FT-IR、拉曼光谱和x射线光电子能谱、扫描电镜和热元素分析等方法对新型类石墨烯材料的特征进行了描述,并将所得数据与商业标准数据进行了比较。研究发现,使用超声波支持的温和氧化剂代替强酸性氧化剂和强酸性溶液,可以获得高产量、低缺陷层的少层氧化石墨烯。虽然与商业标准保持相同的氧化水平,但新产品由于碳层的破坏较低而更加稳定。得到的产品可以进一步修饰成还原的氧化石墨烯或胺修饰的衍生物。本文给出并讨论了所有的表征数据。
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引用次数: 0
Removal of Hg2+ heavy metal ion using a highly stable metal-organic framework 利用高度稳定的金属有机骨架去除Hg2+重金属离子
V. Safarifard, Hossein Shayegan, Seyedeh Pegah Aledavoud, Zahra Seyfi Hasankola
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引用次数: 0
期刊
Proceedings of The 23rd International Electronic Conference on Synthetic Organic Chemistry
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