CHEMICAL ENGINEERING JOURNAL
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2025
·
IF 13.2
Qing-Shan Niu,Yi-Ran Du,Xin-Peng Guo,Jing-Wen Sun,Si-Ping Pang,Bao-Hua Xu
The Pd-catalyzed N-debenzylation of hexabenzylhexaazaisowurtzitane (HBIW) to tetraacetyldibenzylhexaazaisowurtzitane (TADBIW) has provided high yields (up to 90.0 %, 12 h) in batch reactors, however, several phase transition stages during the catalytic process disable the development of a continuous flow system. In this work, we designed Pd-WO m bifunctional catalysts (Pd-WO m /MO n ) for such a transformation under three-phase reaction conditions with high efficiency. Remarkably, TADBIW was obtained with a high yield of 82.5 % upon reacting for 6 h at 40 °C on Pd-WO m (5.0)/CeO 2 (Pd: 1.33 mol%). Experimental studies combined with theoretical analysis reveal the HBIW-to-TADBIW conversion is a stepwise hydrogenolysis-acetyldebenzylation process, wherein the initial hydrogenolysis of Ac 2 O turn over the catalysis. Importantly, the presence of highly dispersed WO m domains with proper size not only facilitates hydrogen spillover from Pd site to the adsorpted Ac 2 O but also accelerates the subsequent dissociation of *Ac 2 O(H), enabling reduction of the overall energy barrier for debenzylation.
研究领域:
化学
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催化科学
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产品关联
DOI
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
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2021
·
IF 4.354
Qiaoling Zhang,Hang Feng,Feng Chen,Ze He,Qingle Zeng
A KOH-promoted unusual deoxidative coupling reaction of β-sulfinyl esters with benzylic trimethylammonium salts to produce thioethers is discovered for the first time. If quaternary ammonium salts synthesized from enantiomerically enriched amines are adopted, highly enantiomerically enriched benzyl thioethers (>95–99% ee) with configurations opposite to those of the enantiomerically enriched amines are obtained.
研究领域:
有机化学
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合成化学
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DOI
PubMed
高影响因子
JOURNAL OF CHEMICAL THERMODYNAMICS
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2016
·
IF 2.196
Tao Li,Renlun Deng,Gang Wu,Pengfei Gu,Yonghong Hu,Wenge Yang,Yemin Yu,Yuhao Zhang,Chen Yang
Data on corresponding solid–liquid equilibrium of 6-benzyladenine in different solvents are essential for a preliminary study of industrial applications. In this paper, the solid–liquid equilibrium of 6-benzyladenine in methanol, ethanol, 1-butanol, acetone, acetonitrile, ethyl acetate, dimethyl formamide and tetrahydrofuran pure solvents and (dimethyl formamide + actone) mixture solvents was explored within the temperature range from (278.15 to 333.15) K under 0.1 MPa. For the temperature range investigated, the solubility of 6-benzyladenine in the solvents increased with increasing temperature. The solubility of 6-benzyladenine in dimethyl formamide is superior to other selected pure solvents. The modified Apelblat model, the Buchowski-Ksiazaczak λh model, and the ideal model were adopted to describe and predict the change tendency of solubility. Computational results showed that the modified Apelblat model has more advantages than the other two models. The solubility results were fitted using a modified Apelblat equation, a variant of the combined nearly ideal binary solvent/Redich-Kister (CNIBS/R-K) model, Jouyban-Acree model and Ma model in (dimethyl formamide + acetone) binary solvent mixture. Computational results showed that the modified Apelblat model is superior to the other equations.
研究领域:
化学工程
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药物化学
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DOI
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
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2021
·
IF 4.354
Yan-Ling Song,Bei Li,Zhen-Biao Xie,Dan Wang,Hong-Mei Sun
Iron-catalyzed oxidative amination of benzylic C(sp3)–H bonds with anilines bearing electron-withdrawing groups (EWGs) or electron-donating groups (EDGs) is realized based on simple variations of N-substituents on imidazolium cations in novel ionic Fe(III) complexes. The structural modification of the imidazolium cation resulted in regulation of the redox potential and the catalytic performance of the iron metal center. Using DTBP as oxidant, [HItBu][FeBr4] showed the highest catalytic activity for anilines bearing EWGs, while [HIPym][FeBr4] was more efficient for EDG-substituted anilines. This work provides alternative access to benzylamines with the advantages of both a wide substrate scope and iron catalysis.
研究领域:
有机化学
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催化化学
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产品关联
DOI
PubMed
高影响因子
Crystals
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2020
·Vol. 10
·期 6
·528
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IF 2.404
Chao Liu,Weiwei Zhang,Gaigai Cai
Two copper coordination compounds bearing an N,N’-dibenzylethylenediamine ligand, namely [Cu3L(CH3COO)6]n(1) and [(CuCl4)∙(C6H5CH2NH2CH2)2] (2) (L=N,N’-dibenzylethylenediamine) were synthesized by the ethanol refluxing method. Powder X-ray diffraction (PXRD), infrared spectra (IR), elemental analyses, and single crystal X-ray diffraction were used to characterize and verify their structures. Structural analyses showed that the asymmetric unit of compound (1), composed of two Cu(II) cations, three acetate anions, and half of the ligand, was bridged by one acetate to obtain an infinite 1D chain structure. The analyses further showed that the asymmetric unit of compound (2), composed of two crystallographically independent [C6H5CH2NH2CH2]+units, four chloride anions, and one central Cu(II) cation is connected into an infinite 2D network structure by the hydrogen bonding interactions. The copper compounds were used to catalyze the decomposition of H2O2,and the results showed that both of the compounds exhibited excellent catalytic activities under optimized conditions.Keywords:N,N’-dibenzylethylenediamine;crystal structure;catalyst;coordination compound
研究领域:
化学
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材料科学
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产品关联
DOI
高影响因子
JOURNAL OF DRUG TARGETING
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2017
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IF 3.068
Chang Liu,Sen Yao,Xuqian Li,Feng Wang,Yanyan Jiang
iRGD (internalizing RGD) with high affinity to αν integrins was reported to enhance tumor penetrability by binding to neuropilin-1 (NRP-1). Based on our previous study, chitosan surface-modified poly (lactide-co-glycolides) nanoparticles (PLGA/CS NPs), loaded with carmustine (BCNU) and its sensitizer (O6-benzylguanine, BG) showed stronger anti-tumor effect than free drugs. In present study, PLGA/CS NPs (NPs) with core-shell structure were prepared and modified with iRGD or mPEG. F98, C6 or U87 cell lines with different receptors levels were selected for in vitro and in vivo studies. After administration of iRGD-mediated NPs, including iRGD-modified NPs (iRGD-NPs) and co-administration of iRGD and NPs (iRGD + NPs), their effects on glioma were compared with NPs. iRGD-NPs showed stronger cytotoxicity and cellular uptake than other groups. iRGD-NPs and iRGD + NPs displayed deeper tumor penetration and stronger anti-invasion effect on three dimensional (3D) glioma spheroids than NPs. On F98 glioma-bearing mice model, iRGD-mediated NPs showed enhanced crossing BBB ability and brain tumor accumulation levels. Correspondingly, the median survival time of iRGD + NPs, iRGD-NPs and NPs groups were 58, 49 and 34.5 days, respectively. Present studies supported the iRGD-mediated strategy to improve the efficacy of antitumor drug delivery system. Importantly, co-administration of iRGD may be a greater way over the conjugation of iRGD.
研究领域:
药剂学
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肿瘤学
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神经科学
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产品关联
DOI
PubMed
高影响因子
MOLECULES
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2020
·Vol. 25
·期 2
·407
·
IF 3.267
Jiaguo Li,Dian Xiao,Lianqi Liu,Fei Xie,Wei Li,Wei Sun,Xiaohong Yang,Xinbo Zhou
In this article, we report the design, synthesis, photodynamic properties, and in vitro evaluation of photoactivatable prodrug for the poly (ADP-ribose) polymerase 1 (PARP-1) inhibitor Talazoparib. In order to yield a photoactivatable, inactive prodrug, photoactivatable protecting groups (PPGs) were employed to mask the key pharmacophore of Talazoparib. Our study confirmed the good stability and photolytic effect of prodrugs. A PARP-1 enzyme inhibition assay and PARylation experiment showed that the inhibitory activity of the prodrug was reduced 380 times and more than 658 times, respectively, which proved that the prodrug’s expected activity was lost after PPG protection. InBRCA1- andBRCA2-deficient cell lines, the inhibitory activity of the compound was significantly restored after ultraviolet (UV) irradiation. The results indicate that the photoactivatable prodrug strategy is an interesting approach for studying PARP inhibitors. Meanwhile, the described photoactivatable prodrug also provided a new biological tool for the mechanism research of PARP.Keywords:Talazoparib;PARP inhibitor;prodrug;o-nitro-benzyl;photoactivatable protecting groups
研究领域:
药物化学
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肿瘤学
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生物化学
✓ 已验证
DOI
PubMed
高影响因子
CHEMBIOCHEM
·
2024
·
IF 2.6
Wen Fu,Zhongli Shao,Zhiping Xu,Zhong Li,Xusheng Shao
Graphical NP-TBZ is developed by covalently linking o -nitrobenzyl ( NP ) with thiabendazole ( TBZ ). Compound NP-TBZ can be controlled to release TBZ in dependent to light, which resulted in controllable in-vivo activity against wheat scab. It is promising for spatiotemporal controlled-release of TBZ in factual applications, posing a theoretical guidance in development of controlled-release pesticides. Pesticides are essential in agricultural development. Controlled-release pesticides have attracted great attentions. Base on a principle of spatiotemporal selectivity, we extended the photoremovable protective group (PRPG) into agrochemical agents to achieve controllable release of active ingredients. Herein, we obtained NP-TBZ by covalently linking o -nitrobenzyl ( NP ) with thiabendazole ( TBZ ). Compound NP-TBZ can be controlled to release TBZ in dependent to light. The irradiated and unirradiated NP-TBZ showed significant differences on fungicidal activities both in vitro and in vivo. In addition, the irradiated NP-TBZ displayed similar antifungal activities to the directly-used TBZ , indicating a factual applicability in controllable release of TBZ . Furthermore, we explored the action mode and microcosmic variations by SEM analysis, and demonstrated that the irradiated NP-TBZ retained a same action mode with TBZ against mycelia growth.
研究领域:
农业科学
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植物保护
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产品关联
DOI
PubMed
高影响因子
COMBUSTION AND FLAME
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2016
·
IF 4.168
Wenhao Yuan,Yuyang Li,Gaëlle Pengloan,Casmir Togbé,Philippe Dagaut,Fei Qi
The flow reactor pyrolysis and jet-stirred reactor (JSR) oxidation of ethylbenzene are investigated in this work. The flow reactor pyrolysis is studied at pressures of 0.04, 0.2, and 1.0 atm and temperatures from 850 to 1500 K using synchrotron vacuum ultraviolet photoionization mass spectrometry . The jet-stirred reactor oxidation is studied at 1 atm with three equivalence ratios ( ϕ = 0.5, 1.0, and 1.5) and at 10 atm with the equivalence ratio of 1.0, using gas chromatography and Fourier transform infrared spectroscopy for mole fractions measurements. A detailed kinetic model of ethylbenzene pyrolysis and oxidation is developed by extending our recently reported oxidation models for toluene and styrene , and is validated on the new experimental data reported here. The benzyl radical and styrene are demonstrated to be the most important intermediates in both the pyrolysis and oxidation of ethylbenzene. For the JSR oxidation of ethylbenzene, the low temperature chemistry is found to play a significant role at 10 atm. The present model is also validated on the experimental data from the literature, including the species concentration profiles and global combustion parameters such as ignition delay times and laminar flame speeds. The good performance of the model for reproducing these data reveals its ability to predict ethylbenzene combustion over a wide range of conditions.
研究领域:
化学工程
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燃烧科学
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产品关联
DOI
高影响因子
BIOMATERIALS
·
2013
·
IF 7.604
Lili Qian,Jiajun Zheng,Ke Wang,Ying Tang,Xiaofeng Zhang,Haishi Zhang,Fengping Huang,Yuanying Pei,Yanyan Jiang
The application of carmustine (BCNU) for glioma treatment is limited due to its poor selectivity for tumor and tumor resistance caused by O 6 -methylguanine-DNA-methyl transferase (MGMT). To improve the efficacy of BCNU, we constructed chitosan surface-modified poly (lactide-co-glycolides) nanoparticles (PLGA/CS NPs) for targeting glioma, loading BCNU along with O 6 -benzylguanine (BG), which could directly deplete MGMT. With core–shell structure, PLGA/CS NPs in the diameter around 177 nm showed positive zeta potential . In vitro plasma stability of BCNU in NPs was improved compared with free BCNU. The cellular uptake of NPs increased with surface modification of CS and decreasing particle size. The cytotoxicity of BCNU against glioblastoma cells was enhanced after being encapsulated into NPs; furthermore, with the co-encapsulation of BCNU and BG into NPs, BCNU + BG PLGA/CS NPs showed the strongest inhibiting ability. Compared to free drugs, PLGA/CS NPs could prolong circulation time and enhance accumulation in tumor and brain. Among all treatment groups, F98 glioma-bearing rats treated with BCNU + BG PLGA/CS NPs showed the longest survival time and the smallest tumor size. The studies suggested that the co-encapsulation of BCNU and BG into PLGA/CS NPs could remarkably enhance the efficacy of BCNU, accompanied with greater convenience for therapy.
研究领域:
药剂学
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肿瘤学
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生物医学工程
✓ 已验证
DOI
PubMed
高影响因子
Catalysts
·
2021
·Vol. 11
·期 4
·441
·
IF 4.146
Yun Chen,Xinlei Ding,Wenge Qiu,Jianwei Song,Junping Nan,Guangmei Bai,Siping Pang
The influence of the surface chemical properties of the carbon support on the Pd dispersion, activity and stability of Pd(OH)2/C catalyst for the hydrogenolytic debenzylation of tetraacetyldibenzylhexaazaisowurtzitane (TADB) was studied in detail. The flowerlike nanosheet carbon material (NSC) was chosen as the pristine support, meanwhile chemical oxidation with nitric acid and physical calcination at 600 °C treatments were used to modify its surface properties, which were denoted as NSCox-2(treated with 20 wt% HNO3) and NSC-600, respectively. The three carbon supports and the corresponding catalysts of Pd/NSC, Pd/NSC-600, and Pd/NSCox-2were characterized by scanning electron microscope (SEM), transmission electron microscopy (TEM), nitrogen sorption isotherm measurement (BET), powder X-ray diffraction (XRD), Raman spectra, X-ray photoelectron spectra (XPS), temperature-programmed desorption (TPD), temperature-programmed reduction (H2-TPR), thermogravimetric analysis (TG), and element analysis. The debenzylation activities of Pd/NSC, Pd/NSC-600, and Pd/NSCox-2, as well as the three catalysts after pre-reduction treatment were also evaluated. It was found that the activity and stability of the Pd(OH)2/C catalysts in the debenzylation reaction highly depended on the content of surface oxygen-containing groups of the carbon support.Keywords:palladium catalyst;hydrogenolytic debenzylation;surface oxygen-containing groups;palladium dispersion
研究领域:
催化
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材料科学
·
化学工程
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF COLLOID AND INTERFACE SCIENCE
·
2015
·
IF 3.368
Huiying Li,Weijun Tong,Changyou Gao
Intelligent capsules are widely used as carriers for loading small molecules and particles for their capacity to respond to environmental stimuli. In this study, photo-responsive polyethyleneimine (PEI) microcapsules were fabricated using 4-bromomethyl-3-nitrobenzoic acid (BNBA) bearing a photodegradable ortho -nitrobenzyl group as a cross-linker. PEI-doped CaCO 3 particles were used as the sacrificial templates, in which the PEI molecules were cross-linked by BNBA molecules under the activation of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) and N,N-diisopropylethylamine (DIEA). After the removal of CaCO 3 particles by hydrochloric acid , the PEI–BNBA capsules were obtained. Since the C–N bond that formed via reaction of benzyl bromide and amine is photo-cleavable, the capsules could be decomposed under UV irradiation at 365 nm. The loaded macromolecules could be released upon UV irradiation, exhibiting the microcapsules’ potential applications in the field of controlled release.
研究领域:
材料科学
·
化学工程
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）