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Syntheses and Crystal Structures of Methyl 2-(4,5-Dibromo-1-methylpyrrole-2-carbonylamino)-3-phenylpropanoate and 4,5-Dibromo-1-methyl-2- trichloroacetylpyrrole
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作者 ZENG Xiang-Chao GU Jian XU Shi-Hai LIU Po-Run 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 北大核心 2006年第2期153-158,共6页
4,5-Dibromo-1-methyl-2-trichloroacetylpyrrole Ⅰ, prepared by the reaction of 1-methyl-2-trichloroacetylpyrrole with Br2 in 98.6 % yield, was condensed with methyl L-2-amino-3- phenylpropanoate to afford methyl 2-(4,... 4,5-Dibromo-1-methyl-2-trichloroacetylpyrrole Ⅰ, prepared by the reaction of 1-methyl-2-trichloroacetylpyrrole with Br2 in 98.6 % yield, was condensed with methyl L-2-amino-3- phenylpropanoate to afford methyl 2-(4,5-dibromo-1-methylpyrrole-2-carboxmido)-3-phenylpropanoate Ⅱ in 90.8% yield. Crystal data for Ⅰ: monoclinic system, space group P21/c with a = 8.595(3), b = 10.900(4), c = 12.321(5) ,A°,β = 92.292(7)°, V = 1153.4(8)A°^3, Dc = 2.213 g/cm^3, F(000) = 728, CTH4Br2Cl3NO, Mr = 384.28, λ = 0.71073 A°, μ(MoKa) = 7.688 mm^-1, Z = 4, R = 0.0338 and wR2 = 0.0840 for 1963 observed reflections with I 〉 2a(I). Crystal data for Ⅱ: monoclinic system, space group P21 with a = 4.886(2), b = 15.921(8), c = 11.635(6) A°,β = 101.803(9)°, V = 885.9(7) A°^3, Dc = 1.665 g/cm^3, F(000) = 440, C16H16Br2N2O3, Mr = 444.13, λ = 0.71073 A°, μ(MoKa) = 4.590 mm^-1, Z = 2, R = 0.0335 and wR2 = 0.0837 for 3191 observed reflections with I 〉 2σ(I). The crystal structure reveals that compound Ⅱ forms the one-dimensional chain structure via the intermolecular hydrogen bonds of N(2)-H…O(1). 展开更多
关键词 methyl 2-(4 5-dibromo-1-methylpyrrole-2-carbonylamino)-3-phenylpropanoate synthesis crystal structure 4 5-dibromo-1-methyl-2-trichloroacetylpyrrole
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Effect of Zishenpingchan granule prepared from Chinese medicinal substances on the c-Jun N-terminal protein kinase pathway in mice with Parkinson's disease induced by 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine 被引量:6
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作者 Ye Qing Yuan Xiaolei +2 位作者 Zhou Jie Yuan Canxing Yang Xuming 《Journal of Traditional Chinese Medicine》 SCIE CAS CSCD 2017年第2期244-251,共8页
OBJECTIVE:To investigate the regulatory mechanism of the c-Jun N-terminal protein kinase(JNK)signaling pathway in substantia nigra(SN) dopaminergic neurons inflammation and apoptosis, and the neuroprotective effect of... OBJECTIVE:To investigate the regulatory mechanism of the c-Jun N-terminal protein kinase(JNK)signaling pathway in substantia nigra(SN) dopaminergic neurons inflammation and apoptosis, and the neuroprotective effect of Zishenpingchan granules in mice with Parkinson's disease(PD) induced by 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine(MPTP).METHODS:PD model mice were established by intraperitoneally injecting MPTP.Sixty mice were divided into a model group, Traditional Chinese Medicine(TCM) group and control group.The mice of the TCM group were administered Zishenpingchan granules 7 days before PD induction.Seven days after PD induction, we examined locomotor activity,and performed the rotarod test and swimming test,to evaluate limb movement function.Furthermore,we used immunohistochemistry and western blotting to examine the expression of tyrosine hydroxylase(TH), cyclooxygenase-2(Cox-2), caspase-3 and p-JNK.The terminal deoxynucleotidyl transferase mediated d UTP nick end labeling(TUNEL) method was used to examine neuron apoptosis in the SN.RESULTS:Compared with the control group, the mean score of locomotor activity, rotarod test and swimming test was significantly lower in the model group(P < 0.05); the TH-positive neuron expression was significantly decreased in the SN pars compacta(SNpc); the protein expression levels of Cox-2,caspase-3 and p-JNK was obviously increased; and the number of TUNEL-positive neurons in the SN was increased(P < 0.01).Compared with the model group, the mean score of neurobehavioral tests in the TCM group was obviously higher, the loss of TH-positive neurons ignificantly decreased, the protein expression levels of Cox-2, caspase-3 and p-JNK obviously decreased, and the number of TUNEL-positive neurons in the SN clearly decreased(P < 0.01).CONCLUSION:The JNK pathway plays an important role in the regulation of inflammation and apoptosis in nigral cells in PD mice.TCM can suppress the over-activation of the JNK pathway in the SN, and alleviate the inflammatory response in nigral cells and dopaminergic neuron apoptosis in PD mice. 展开更多
关键词 MAP kinase signaling system Inflammation Apoptosis Parkinsondisease 1-methyl-4-phenyl-1 2 3 6-tetrahydropyridine
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Differential protein expression in substantia nigra induced by 1-methyl-4-phenyl-1, 2, 3, 6-tetrahydropyridine in a mouse model of chronic Parkinson’s disease 被引量:2
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作者 Wenbin Tu Furong Xu Guoguang Peng 《Neural Regeneration Research》 SCIE CAS CSCD 2008年第5期482-485,共4页
BACKGROUND: To date, a complete protein expression profile of the midbrain substantia nigra in a mouse model of chronic Parkinson's disease, induced by 1-methyl-4-phenyl-1, 2, 3, 6-tetrahydropyridine (MPTP), does ... BACKGROUND: To date, a complete protein expression profile of the midbrain substantia nigra in a mouse model of chronic Parkinson's disease, induced by 1-methyl-4-phenyl-1, 2, 3, 6-tetrahydropyridine (MPTP), does not exist. In addition, there are no reports of analysis of differential protein expression. OBJECTIVE: To separate and evaluate MPTP-induced differential protein expression through the use of proteomics in the substantia nigra of a mouse model of chronic Parkinson's disease. DESIGN: Randomized controlled animal study. SETTING: Department of Neurology, the First Affiliated Hospital, Chongqing Medical University. MATERIALS: Sixteen 8-10-week old, healthy, male, C57BL mice, weighing 20-25 g, and of clean grade, were provided by the Experimental Animal Center of Chongqing Medical University. The experimental animals were disposed according to ethical criteria. MPTP was provided by Sigma Company, USA; Pdquest 2D image analysis software and gelatum/irradiance image analysis system (ChemiDoc XRS) by Bio-Rad, USA; and Voyager DE-PROMALD1-TOF-MS mass spectroscopy analyzer by AB1 Company, USA. METHODS: This study was performed in Chongqing Neurological Laboratory between November 2006 and July 2007. Mice were randomly divided into model and control groups, with 8 mice in each group. Mice in the model group were received a subcutaneous injection of MPTP (25 mg&g), twice a week, for five successive weeks, to establish a chronic Parkinson's disease model. Mice in the control group received the same volume of a subcutaneous saline injection at the same time points. Mice were sacrificed by anesthesia to rapidly obtain the midbrain for protein separation of the substantia nigra. MAIN OUTCOME MEASURES: (1) 2-ED handbook (Bio-Rad Company) was referenced for two-dimensional electrophoresis, (2) PDQUEST8,0 analytical electrophoresis pattern was adopted to evaluate differential protein expression. (3) Peptide mass finger print map and data were retrieved on http://www.prospector.ucsf.edu to compare differential substantia nigral protein expression in the two groups. RESULTS: Two-dimensional gel electrophoresis of substantia nigra tissue indicated that there were 33 differential protein expressions between the two groups. Three new proteins were evaluated, including α -enolase, which exhibited regulated expression, tumor necrosis factor ligand superfamily member 4, and cyclin-dependent kinase inhibitor 1B. CONCLUSION: There are three proteins that exhibit differential expression in the substantia nigra- α -enolase, tumor necrosis factor ligand superfamily member 4, and cyclin-dependent kinase inhibitor 1B. 展开更多
关键词 Parkinson's disease 1-methyl-4-phenyl-l 2 3 6-tetrahydropyridine mice substantia nigra proteomics
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1-methyl-4-phenylpyridinium ion induces endoplasmic reticulum stress through glycogen synthase kinase-3 beta activation in PC12 cells 被引量:1
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作者 Shengdong Wang Fucheng Luo Yan Chen Lei Qi Jie Bai 《Neural Regeneration Research》 SCIE CAS CSCD 2011年第11期805-810,共6页
1-methyl-4-phenylpyridinium ion (MPP^+) induces endoplasmic reticulum stress and activates caspase-12 in PC12 cells, leading to neuronal apoptosis. However, the underlying molecular mechanism remains unknown. The p... 1-methyl-4-phenylpyridinium ion (MPP^+) induces endoplasmic reticulum stress and activates caspase-12 in PC12 cells, leading to neuronal apoptosis. However, the underlying molecular mechanism remains unknown. The present study investigated the regulatory effects of nerve growth factor (Akt activator) and lithium chloride (glycogen synthase kinase-3β inhibitor) on the endoplasmic reticulum stress signaling pathway. The results revealed that MPP+ induced expression of Bip and C/EBP homologous protein. The upregulation of Bip and C/EBP homologous protein, as well as the decreased pro-caspase-12 level induced by MPP^+ were inhibited by pretreatment of the nerve growth factor or lithium chloride. These results suggest that the phosphatidylinositol 3 kinase-Aktglycogen synthase kinase-3β pathway is involved in MPP-induced endoplasmic reticulum stress. 展开更多
关键词 Parkinson's disease 1-methyl-4-phenylpyridinium ion endoplasmic reticulum stress glycogen synthase kinase-3β
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Minocycline protects the apoptosis of PC12 cells induced by 1-methyl-4-phenylpyridinium 被引量:1
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作者 Wei SHEN Shenggang SUN Xuebing CAO 《Journal of Nanjing Medical University》 2005年第5期247-250,共4页
Objective: To explore the protective effect of minocycline on the apoptosis of cellular parkinsonism models induced by MPP^+ . Methods: Using PC12 cells as the apoptotic model of dopaminergic neurons, MC and MPP^+... Objective: To explore the protective effect of minocycline on the apoptosis of cellular parkinsonism models induced by MPP^+ . Methods: Using PC12 cells as the apoptotic model of dopaminergic neurons, MC and MPP^+ were added into the culture medium of PC12 cells, and using MTr to assay the cell viability and metabolic state; The cells apoptosis was assayed by electrophoresis method and using flow cytometry FACS to assay the apoptosis ratio. Results: Added the MPP^+ to get the concentration of 10μmol/L, the cellular parkinsonism model of apoptosis had been prepared. The pre-treatment of MC ( 100/μmol/L) could significantly increase the PC12 cell viability. The apoptosis ratio of MC+MPP^+ group was significantly lower than that of MPP^+ group, but was still significantly higher than that of control group. Conclusion: MC may protect the cell apoptosis induced by MPP^+ to some extent. 展开更多
关键词 MINOCYCLINE PC12 cell apoptosis parkinson disease 1-methyl-4-mhenylpyridinium
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Neuroprotective effect of Eleutheroside B on 1-methyl-4-phenylpyridinium ion-induced apoptosis in PC12 cells
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作者 Fang Lu Yang Dong +4 位作者 Laijun Deng Shumin Liu Shihui Zhou Lifeng An Bo Tang 《Neural Regeneration Research》 SCIE CAS CSCD 2011年第18期1375-1379,共5页
Apoptosis and viability of PC12 cells following 1-methyl-4-phenylpyridinium ion (MPP+)-induced injury were monitored by flow cytometry, following Annexin V-propidium iodide double labeling, and 3-(4,5-Dimethylthia... Apoptosis and viability of PC12 cells following 1-methyl-4-phenylpyridinium ion (MPP+)-induced injury were monitored by flow cytometry, following Annexin V-propidium iodide double labeling, and 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay, respectively. The release of lactate dehydrogenase, superoxide dismutase activity and levels of malondialdehyde were determined by UV spectrophotometry. The changes in mitochondrial membrane potential and the intracellular concentration of calcium were determined by flow cytometry, and the activity of caspase-3 was monitored by western blot. According to cell viability and apoptosis studies, MPP+-induced apoptosis in PC12 cells was inhibited in the presence of 10 tJg/mL of Eleutheroside B Our results indicate that the neuroprotective effect of Eleutheroside B, following MPP+-induced apoptosis in PC12 cells, involves increasing the anti-oxidative stress capacity of cells, maintaining the high-energy state of mitochondrial membrane potential, reducing intracellular calcium concentration and inhibiting caspase-3 activity. 展开更多
关键词 Eleutheroside B PC12 cells APOPTOSIS 1-methyl-4-phenylpyridinium ion mitochondria Parkinson's disease
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TLC Identification and Extraction Process of Rubiasin-1-methyl Ether from Yao Medicine Chuanlianzhu
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作者 Jingrong LU Jiangcun WEI +3 位作者 Xiumei MA Bing QING Meiyan QIU Wen ZHONG 《Medicinal Plant》 2024年第3期35-38,共4页
[Objectives]To establish a thin-layer chromatography(TLC)method for the determination of rubiadin-1-methyl ether in Yao Medicine Chuanlianzhu(Damnacanthus giganteus).[Methods]A silica gel G thin-layer plate was adopte... [Objectives]To establish a thin-layer chromatography(TLC)method for the determination of rubiadin-1-methyl ether in Yao Medicine Chuanlianzhu(Damnacanthus giganteus).[Methods]A silica gel G thin-layer plate was adopted for TLC.Petroleum ether(60-90℃)-chloroform-methanol-water(7:15:3:1)was used as the developing solvent and inspected under ultraviolet lamp(365 nm).The content was determined by Inertsil ODS-3 C 18 column(4.60 mm×250 mm,5μm),mobile phase:acetonitrile-0.2%phosphoric acid gradient elution,detection wavelength 277 nm,flow rate 1.0 mL/min,column temperature 30℃,injection volume 10μL.[Results]The spots of 10 Chuanlianzhu samples from different origins showed the same color at the same position as the control,and the spots were clear and specific.The injection volume of rubiadin-1-methyl ether showed a good linear relationship in the range of 2.90-145μg(R=0.9996).The average recovery rate of rubiadin-1-methyl ether in the low,medium and high dose groups of Yao Medicine Chuanlianzhu was 98.72%,and RSD=1.78%.[Conclusions]This method can effectively identify Yao Medicine Chuanlianzhu medicinal materials and accurately determine the content of rubiadin-1-methyl ether in the medicinal materials.It provides a scientific basis for the development and utilization of Yao Medicine Chuanlianzhu medicinal resources. 展开更多
关键词 Chuanlianzhu THIN-LAYER chromatography (TLC) Extraction process Rubiadin-1-methyl ETHER Content determination
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Establishing motor disorder mouse models of Parkinson disease Comparison of 6-hydroxydompamine and 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine
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作者 Zhi hua Ren Jie Gao Yan Chen Zhen yu Lu 《Neural Regeneration Research》 SCIE CAS CSCD 2007年第10期611-616,共6页
At present, pathogenesis and mechanism of Parkinson disease (PD) are still unclear. Animal models of PD are essential tools in studies on etiology and therapy and should mimic the chronic pathological process, histo... At present, pathogenesis and mechanism of Parkinson disease (PD) are still unclear. Animal models of PD are essential tools in studies on etiology and therapy and should mimic the chronic pathological process, histological characteristics and motor behavior dysfunction. In recent years, transgenic mice have been widely utilized to study the mechanism of PD, and it has become imperative that a PD mouse model of motor behavioral dysfunction be established. OBJECTIVE: To compare the behavioral and histochemical characters of two neurotoxic mice model induced with 6-hydroxydopamine (6-OHDA) or 1-methyl-4-phenyl-1, 2, 3, 6 -tetrahydropyridine (MPTP), and a better method to mimic Parkinson disease will be found out. DESIGN: Parallel experiment. SETTING: Laboratory of Molecular Genetics, Department of Medical Genetics, Shanghai Jiao Tohg University. MATERIALS: Sixty 129Sv/C57BL6J male wild mice, SPF grade, 8 - 12 weeks old, weighing 20 - 25 g, were provided by Experimental Animal Center, Shanghai Jiao Tong University. All the surgery operation was performed according to the rules of Shanghai Jiaotong University Animal Committee. METHODS: The experiment was carried out in the Laboratory of Molecular Genetics (National Key Laboratory), Department of Medical Genetics, Shanghai Jiao Ttong University from March to August 2006. ①Thirty-two male mice were randomly divided into control group and drug treatment group with 16 mice in each group. Surgery was carried out and 6-OHDA was administrated to substantia nigra pars compacta (SNpc) and nigra-striatum pathway according to the different parameters with intoxication apparatus. Saline was injected to the other 16 mice according to the same paradigm. 1 mg/kg apomorphine was injected intraperitoneally 2 weeks later after surgery to induce the imbalanced rotation behavior for 40 minutes. ②Twenty-eight mice were randomly divided into 4 groups with 7 in each group, including low-dose, moderate-dose, high-dose groups and negative control group. Then, mice in the drug treatment group were injected intraperitoneally with 5, 10 and 15 mg/kg MPTP for 9 successive days. In addition, mice in the control group were injected with the same volume of saline for 9 days. Pole test and stride length test were utilized to detect coordinative behavioral dysfunction. Mice were sacrificed 20 days after MPTP treatment, and histochemical staining of tyrosine hydroxynase (TH) was used to observe the loss of dopaminergic neuron in SNpc. MAIN OUTCOME MEASURES: ① Success ratio of each model establishment method; ② inducible asymmetric cycle behavior test 2 weeks after 6-OHDA injection; ③behavioral dysfunction in pole test and stride length, morphological changes in brain tissue. RESULTS: Totally sixty mice were used in this experiment and 3 mice were excluded because of the hypersensitivity or the clumsy reaction in motor behavioral detection before MPTP treatment, therefore, data was analyzed with the rest 57 mice. ① Lethal ratio: Three out of 16 mice died in striatum injection group and 5 out of 16 mice died in nigro-striatal pathway group. No mouse died in MPTP treatment groups. ② Locomotor behavior: No dysfunction of locomotor was found in 6-OHDA treatment groups. However, several motor behavioral dysfunction were start to present at the 4th day of MPTP injection. ③ Asymmetric cycle behavior: No asymmetric cycle was induced successfully two weeks after 6-OHDA surgery. Mice show hypersensitive behavior 10 minutes after apomorphine injection, which lasted for about 20 minutes. ④ Pole test: From the 4^th day of MPTP treatment, mice started to display coordinate dysfunction, such as climbing down along the pole in spiral, moving slowly with hesitation. Some mice could not grab the pole and slide down along the pole at 4th day post injection. Comparing with 0 dose control group, all the threedrug treatment groups show significant different dysfunction from the 4th day to the 20th day post injection (P 〈 0.01). ⑤ stride length test: Mice's stride length decreased, when treated with MPTP, and the mice in the high dose group displayed obviously. ⑥ Dopaminergic neuron stained with TH in nigra pars compacta: The results indicated that administrated MPTP (from low dose to high dose) by intraperitoneal cause chronic lesions on the dopaminergic neuron in the SNpc. CONCLUSION: PD mice models induced with 6-OHDA show high mortality ratio and no asymmetric cycle was found after apomorphine injection. However, injection of MPTP intraperitoneally can simulate the chronic pathway of PD, typical histological changes are found and stable motor behavioral dysfunctions are displayed. 展开更多
关键词 Parkinson disease 6-HYDROXYDOPAMINE 1-methyl-4-phenyl-1 2 3 6-tetrahydropyridine motor behavioral dysfunction
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MADOPAR-INDUCED DYSKINESIA IN 1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE (MPTP) HEMIPARKINSONIAN MONKEY MODEL
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作者 陈生弟 周孝达 +3 位作者 钱可久 徐德隆 唐琴梅 徐修蓉 《Medical Bulletin of Shanghai Jiaotong University》 CAS 1991年第1期41-46,共6页
Infusion of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) into the right common carotid artery produced hemiparkinsonian syndrome on contralateral limbs in 5 rhesus monkeys. The hemiparkinsonian syndrome produce... Infusion of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) into the right common carotid artery produced hemiparkinsonian syndrome on contralateral limbs in 5 rhesus monkeys. The hemiparkinsonian syndrome produced responded to madopar medication and the circling motion changed from toward the MPTP-treated side to away from the MPTP-treated side. Long term use of madopar developed a peak-dose dyskinesia of the face and limbs at the contralateral side. The toxic effect of MPTP was confirmed biochemically by reduction of nigrostriatal DA and histologically by degeneration of nigral neurons on the MPTP-treated side. It is concluded that this hemiparkinsonian monkey model will be of value in the elucidation of the neural mechanism underlying L-DOPA or DA agonists induced dyskinesia in Parkinson’s disease and in the search for newer methods of treatment which would produce less dyskinesia. 展开更多
关键词 DYSKINESIA MADOPAR hemiparkinsonism rhesus MONKEY 1-methyl-4-phenyl-1 2 3 6-TETRAHYDROPYRIDINE (MPTP)
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THE EFFECTS OF DEPRENYL AND 1-METHYL-4-PHENYL-1, 2, 3, 6-TETRAHYDROPYRIDINE (MPTP) ON 2-DEOXYGLUCOSE UPTAKE IN THE MOUSE BRAIN
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作者 陈生弟 徐德隆 +1 位作者 周孝达 钱可久 《Medical Bulletin of Shanghai Jiaotong University》 CAS 1992年第1期70-74,共5页
~3H-2-deoxyglucose (2-DG) autoradiographic technique was used to study the ef feets of a monoamine-oxidase-B (MAO-B) inhibitor deprenyl and the neurotoxin Ⅰ-methyl-4-phenyl-1, 2, 3, 6-tetrahydropyridine (MPTP) on 2-D... ~3H-2-deoxyglucose (2-DG) autoradiographic technique was used to study the ef feets of a monoamine-oxidase-B (MAO-B) inhibitor deprenyl and the neurotoxin Ⅰ-methyl-4-phenyl-1, 2, 3, 6-tetrahydropyridine (MPTP) on 2-DG uptake in the mouse brain. Following MPTP intoxication, 2-DG uptake was increased in the substantia nigra and lo(?)us ceruleus. At the same time, obvious abnormal behavior of the animals was induced. In the mice pretreated with deprenyl, 2-DG uptake was similar to that of control animal. Ab normal behavior. though present, was significantly milder than in mice given MPTP alone. It is concluded that MPTP interferes with the glucose metabolism in the substantia nigra and locus ceruleus and induces remarkable abnormal behavioral syndrome of mice. These deleterious effects can be blocked by pretreatment with deprenyl. 展开更多
关键词 ~3H-2-deoxyglucose autoradiography DEPRENYL 1-methyl-4-phenyl-1 2 3 6—tetrahydropyridine
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Dual-parameter Correlation Analysis of the Fluorescence Data of 1-Methyl-2-formyl-5-substituted Pyrrole(4-nitrophenyl)hydrazones
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作者 Roderick Hat Ying HE Xi Kui JIANG(Shanghai Institute of organic Chemistry,354 Feng-Lin Lu.Shanghai 200032) 《Chinese Chemical Letters》 SCIE CAS CSCD 1999年第6期499-502,共4页
By using 1-methyl-2-formyl-5 -Y-substituted pyrrole (4-nitrophenyl)hydrazones as a model for nitrogen-containing heterocyclic aromatic compounds, the emission wavelength [lambda(max(em))] values df their fluorescence ... By using 1-methyl-2-formyl-5 -Y-substituted pyrrole (4-nitrophenyl)hydrazones as a model for nitrogen-containing heterocyclic aromatic compounds, the emission wavelength [lambda(max(em))] values df their fluorescence spectra have been measured. Correlation results show that the Delta E-em values are mainly affected by polar effects, but spin-delocalizatin effects also exist. 展开更多
关键词 fluorescence spectra correlation analysis dual-parameter equation spin-delocalization effect polar effect 1-methyl-2-formyl-5-Y-substituted pyrrole (4-nitrophenyl)hydrazones
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Synthesis, Characterization and X-ray Crystal Structure of 2-Benzyl-7-butoxyl-9-isobutyl-1-methyl-β-carboline Bromide
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作者 甘紫云 曹日晖 +1 位作者 马芹 郭亮 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2015年第7期1035-1040,共6页
2-Benzyl-7-butoxyl-9-isobutyl-1-methyl-β-carboline bromide(H-2-65) was synthesized by the reaction of Harmine with 1-iodobutane via N9-alkylation, demethyl and N2-quaternarization to obtain the new compound. The re... 2-Benzyl-7-butoxyl-9-isobutyl-1-methyl-β-carboline bromide(H-2-65) was synthesized by the reaction of Harmine with 1-iodobutane via N9-alkylation, demethyl and N2-quaternarization to obtain the new compound. The results demonstrate that H-2-65 has more remarkable anticancer activities in vitro. The results of 1H NMR, 13 C NMR, DEPT, g COSY, g HSQC, g HMBC, MS, single-crystal X-ray diffraction and elemental analysis showed that the title compound crystallizes in the triclinic system, space group P1 with a = 9.545(5), b = 11.724(5), c = 11.839(6) , α = 77.530(6), β = 87.169(6), γ = 72.823(5)o, Z = 2, V = 1235.8(10)3, Dc = 1.294 g·cm-3, F(000) = 504, the final R = 0.0453, wR = 0.1262 and S = 1.044. 展开更多
关键词 2-benzyl-7-butoxyl-9-isobutyl-1-methyl-β-carboline bromide synthesis crystalstructure
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Prenatal and Postnatal Exposures to 1-Methyl-4-phenyl-1,2,3,6-tetra Hydropyridine (MPTP) Impaired Mouse Midbrain Dopamine System and May Produce a Predisposing and Inducing Model for Parkinson’s Disease
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作者 Gladson Muthian Jennifer King +3 位作者 Lemuel Dent Marquitta Smith Veronica Mackey Clivel Charlton 《Journal of Behavioral and Brain Science》 2012年第4期485-494,共10页
Dopamine cell bodies in the substantia nigra of the midbrain and with their terminals projecting to the neostriatum form the nigrostriatum and these dopamine neurons degenerate in Parkinson’s disease (PD). Based on m... Dopamine cell bodies in the substantia nigra of the midbrain and with their terminals projecting to the neostriatum form the nigrostriatum and these dopamine neurons degenerate in Parkinson’s disease (PD). Based on metabolic and func- tional specialization of the cell bodies versus the axon terminals, the level and disposition of dopamine, its metabolites and enzymes are different in both regions and are likely to be affected differently in PD. We examined changes in the midbrain dopamine system following 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP), to test the hypothesis that a predisposing/sensitization stage and a inducing/precipitating stage underlie PD. Pregnant mice were treated with a low dose of MPTP during gestation days 8 - 12 to model the predisposing/sensitization stage, by interrupting the fetal mid- brain dopamine system during its neurogenesis. For the inducing/precipitating stage, the 12-weeks offspring were ad- ministered MPTP. The prenatal-MPTP offspring appear normal, but midbrain dopamine, 3,4-di-hydroxy-phenyl-acetic- acid, 3-methoxytyramine, tyrosine-hydroxylase and L-aromatic-amino-acid-decarboxylase, were reduced by 49.6%, 48%, 54%, 20.9% and 25%. Postnatal-MPTP of 10, 20, 30 mg/kg administered to the prenatal-PBS vs prenatal-MPTP offspring reduced midbrain dopamine by 43.6%, 47.2%, 70.3% vs 85.4%, 89.1%, 95.2%;tyrosine-hydroxylase by 30%, 63%, 81% vs 30.7%, 70.4%, 91.4%;L-aromatic-amino-acid-decarboxylase by 0%, 2%, 40% vs 32%, 40%, 58%. The prenatal-MPTP may render the DA system sensitive by causing sub-threshold reduction of DA, its metabolites and en- zymes, enabling postnatal-MPTP to reduce dopamine above the 70% - 80% PD-inducing threshold. Thus, the study may produce a prenatal predisposing/sensitization and postnatal inducing/precipitation model of PD. It also indicates that some cases of PD may have a fetal basis, in which sub-threshold nigrostriatal impairments occur early in life and PD-symptoms are induced during aging by further insults to the dopaminergic system that would not cause PD symptoms in normal indi-viduals. 展开更多
关键词 Parkinson’s Disease MIDBRAIN 1-methyl-4-Phenyl-1 2 3 6-TETRAHYDROPYRIDINE (MPTP) Dopamine Tyrosine Hydroxylase L-aromatic Amino Acid Decarboxylase Sensitization Precipitation
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Crystal and Molecular Structure, and Spectral Characteristics of Sodium 3,5-Bis(Hydroxyimino)-1-Methyl-2,4,6-Trioxocyclohexanide
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作者 Olga Kovalchukova Nguyen Dinh Do +6 位作者 Adam Stash Vitaly Bel’sky Paul Strashnov Andrew Alafinov Oleg Volyansky Svetlana Strashnova Konstantin Kobrakov 《Crystal Structure Theory and Applications》 2012年第3期46-51,共6页
Sodium 3,5-bis(hydroxyimino)-1-methyl-2,4,6-trioxocyclohexanide C7H5N2NaO5 (I) has been isolated as the only product of the reaction of nitrosation of methylphloroglucinol. The structure of the titled compound has bee... Sodium 3,5-bis(hydroxyimino)-1-methyl-2,4,6-trioxocyclohexanide C7H5N2NaO5 (I) has been isolated as the only product of the reaction of nitrosation of methylphloroglucinol. The structure of the titled compound has been determined from single crystal X-ray diffraction data. The hydrated C7H5N2NaO52.5H2O crystallizes in the monoclinic space group C2/c, with a(?) 16.408(3);b(?) 12.446(3);c(?) 13.716(3);(o) 126.34(3). The planar organic anion exists in a triketo-dihydroxyimino form with the C–O and C–N distances from 1.220(2) to 1.271(2)?? and from 1.292(2) to 1.293?? respectively. In the IR spectrum of I, the sharp absorption band occurred at 1681 cm-1 due to C=O stretching indicating the strong H-interactions. The correlations of theoretical (DFT-B3LYP/aug-cc-pVDZ) and experimental UV-vis absorption spectra in neutral and alkaline ethanolic solutions showed the existence of hydroxyimino-nitroso tautomerism while ionization of I. 展开更多
关键词 SODIUM 3 5-Bis(Hydroxyimino)-1-methyl-2 4 6-Trioxocyclohexanide Crystal Structure IR SPECTRA Electronic ABSORPTION SPECTRA Quantum Chemical Modeling
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Transfer kinetics of phenol between aqueous phase and N,N-di(1-methyl-heptyl) acetamide in kerosene 被引量:2
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作者 Zhu-xian, Y. Hui-fang, D. +1 位作者 Qi-hong, Z. Zu-ming, Z. 《Journal of Environmental Sciences》 SCIE EI CAS CSCD 2000年第2期19-23,共5页
The transfer kinetics of phenol between aqueous phase and N,N di(methyl heptyl) acetaminde (N503) in kerosene has been studied using Lewis cell technique. The effects of the factors including the concentrations of p... The transfer kinetics of phenol between aqueous phase and N,N di(methyl heptyl) acetaminde (N503) in kerosene has been studied using Lewis cell technique. The effects of the factors including the concentrations of phenol in aqueous phase and organic phase, the concentration of N503 in organic phase, the acidity of aqueous phase, the stirring speed and the temperature on the rates of forward and backward extraction of phenol have been examined. The regularity of extraction rate has been obtained. According to experimental results, the rates of both forward and backward extraction of phenol might be controlled by diffusion process. The diffusion step of phenol from aqueous phase to interface for forward extraction and from interface to aqueous phase for backward extraction might be the rate controlling steps. 展开更多
关键词 PHENOL transfer kinetics N N di(1 methyl heptyl) acetamide CLC number: X703 Document code: A Introduction
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Synthesis and Physico-chemical Properties of (Co)polymers of 2-[(2E)-1-methyl-2-buten-1-yl]aniline and Aniline
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作者 A. Andriianova A. Shigapova +3 位作者 Y. Biglova R. Salikhov I. Abdrakhmanov A. Mustafin 《Chinese Journal of Polymer Science》 SCIE CAS CSCD 2019年第8期774-782,共9页
A new soluble polymer on 2-[(2 E)-1-methyl-2-buten-1-yl]aniline and its copolymers with aniline basis have been synthesized in various molar ratios. For all samples, the electrical conductivity, morphology, solubility... A new soluble polymer on 2-[(2 E)-1-methyl-2-buten-1-yl]aniline and its copolymers with aniline basis have been synthesized in various molar ratios. For all samples, the electrical conductivity, morphology, solubility, electrochemical properties, as well as spectral and molecular mass characteristics have been studied, and a comparative analysis with polyaniline has been carried out. The substituent introduced into the aniline aromatic ring significantly improves the solubility in typical organic solvents of a high molecular weight product. The morphology of the test compounds depends on the co-monomer ratio. As the content of the substituted aniline in the initial mixture increases, the morphology of the polymer changes from the inherent polyaniline fibrous microstructure to the globular one with irregular substituted polyaniline shapes and sizes. Electrochemical study of the samples revealed that the higher the oxidation potential, the wider the band gap(ranging from 2.00 to 2.15). The electrical conductivity decreases in proportion to the increase in the substituted aniline concentration of the initial co-monomer mixture and amounts to 12.5–35.7 × 10~6 nSm. 展开更多
关键词 Polyaniline 2-[(2E)-1 -methyl-2-buten-1 -yl]aniline Copolymers Solubility Electrochemical properties Electrical conductivity
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Experimental and Theoretical Spectral(FT-IR,Raman,NMR,UV-Vis and NLO)Analysis of a Potential Anti-Tumor Drug:1-Methyl-6-Nitro-1H-Benzimidazole
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作者 Halil Oturak Neslihan Kaya Kιnaytürk Cagrι Cιrak 《光谱学与光谱分析》 SCIE EI CAS CSCD 北大核心 2018年第6期1963-1969,共7页
In the present work,the experimental and the theoretical spectroscopic properties of 1-Methyl-6-Nitro-1H-Benzimidazole were investigated.The FT-IR(400~4 000cm^(-1))and FT-Raman spectra(100~4 000cm^(-1))of 1-Methyl-6-N... In the present work,the experimental and the theoretical spectroscopic properties of 1-Methyl-6-Nitro-1H-Benzimidazole were investigated.The FT-IR(400~4 000cm^(-1))and FT-Raman spectra(100~4 000cm^(-1))of 1-Methyl-6-Nitro-1H-Benzimidazole in the solid phase were recorded.Also,experimental NMR and UV spectra of titled molecule were measured.To interpret the experimental data,geometric parameters,vibrational frequencies,NMR,UV spectra and NLO analysis of the optimized molecule were calculated using ab initio Hartree–Fock(HF)method and density functional theory(B3LYP)method with the 6-31++G(d,p)and 6-311++G(d,p)basis sets.Vibrational bands were assigned based on the potential energy distribution using the VEDA 4program.The theoretical results showed good agreement with the experimental values. 展开更多
关键词 光谱学 英文 摘要
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1-甲基-2,4-环己二胺合成催化剂研究进展
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作者 李贵贤 孔成荣 +8 位作者 陈光 李卫俊 王小伟 魏孔祥 刘耀宗 夏继冲 王首登 季东 李红伟 《石油学报(石油加工)》 北大核心 2026年第1期86-95,共10页
1-甲基-2,4-环己二胺(MCHD)是一种具有高附加值的化工产品,是生产氢化甲苯二异氰酸酯(HTDI)的关键原料,同时其在医药、高端涂料、功能分子材料领域具有优异的应用价值,市场需求量巨大。首先对MCHD催化合成工艺进行分析,重点研究了二硝... 1-甲基-2,4-环己二胺(MCHD)是一种具有高附加值的化工产品,是生产氢化甲苯二异氰酸酯(HTDI)的关键原料,同时其在医药、高端涂料、功能分子材料领域具有优异的应用价值,市场需求量巨大。首先对MCHD催化合成工艺进行分析,重点研究了二硝基甲苯(DNT)一步加氢法和甲苯二胺(TDA)加氢法的工艺流程、反应机理及各自的优劣势。综述了当前TDA氢化制MCHD过程中所涉及的加氢催化剂研究进展,发现贵金属催化剂,尤其是钌(Ru)和铑(Rh)催化剂,凭借其高活性和高选择性,成为目前MCHD合成过程中性能最优的催化剂;分析了催化剂的各种改性策略,例如通过引入稀土金属、碱性金属氧化物等手段对载体进行改性,以调节酸性位点的分布,可进一步提高催化剂的加氢性能,同时探讨了贵金属催化体系下的溶剂效应。总结了当前催化加氢法制MCHD工艺中存在的挑战,如催化剂成本高昂、反应条件苛刻、副产物难以控制等;并基于前人研究成果和课题组的前期研究基础,提出了切实可行的研究方向和思路。通过对现有研究报道的全面综述和科学分析,旨在为MCHD的工业化生产提供有价值的参考。 展开更多
关键词 甲苯二胺 催化加氢 1-甲基-2 4-环己二胺 金属催化剂 高选择性
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VB_(5)及VB_(12)对MPP+诱导SH-SY5Y细胞帕金森模型保护作用及机制
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作者 陈雅如 阮雅婕 +4 位作者 朱少辉 郑恺琦 王静 关倩倩 熊涛 《食品科学》 北大核心 2026年第4期129-138,共10页
目的:分析VB_(5)及VB_(12)对SH-SY5Y细胞帕金森病模型的保护作用。方法:采用1-甲基-4-苯基-吡啶离子(1-methyl-4-phenylpyridinium,MPP+)诱导帕金森病SH-SY5Y细胞损伤模型。将对数期生长的细胞分成5组:正常对照组、模型组(2 mmol/L MPP... 目的:分析VB_(5)及VB_(12)对SH-SY5Y细胞帕金森病模型的保护作用。方法:采用1-甲基-4-苯基-吡啶离子(1-methyl-4-phenylpyridinium,MPP+)诱导帕金森病SH-SY5Y细胞损伤模型。将对数期生长的细胞分成5组:正常对照组、模型组(2 mmol/L MPP+处理24 h)、VB_(5)组(先用5μmol/L VB_(5)预处理4 h,再用2 mmol/L MPP+处理24 h)、VB_(12)组(先用10μmol/L VB_(12)预处理4 h,再用2 mmol/L MPP+处理24 h)与VB_(5)+VB_(12)组(先用5μmol/L VB_(5)+50μmol/L VB_(12)预处理4 h,再用2 mmol/L MPP+处理24 h)。采用Cell Counting Kit-8法评估细胞活力,利用流式细胞术分析细胞凋亡情况,同时测定细胞内活性氧(reactive oxygen species,ROS)水平、线粒体膜电位、ATP含量;并且通过Western Blot检测Bip、CCAAT/增强子结合蛋白同源蛋白(CCAAT/enhancer-binding proteinhomologous protein,CHOP)、B细胞淋巴瘤2蛋白(B-cell lymphoma 2,Bcl-2)、Bcl-2相关X蛋白(Bcl-2-associated X protein,Bax)、细胞色素c(cytochrome c,Cyt-c)、Caspase-3等蛋白表达,利用实时荧光定量聚合酶链式反应技术测定对应基因的mRNA水平。结果:与对照组相比,模型组的细胞存活率显著降低,细胞凋亡显著增加,线粒体膜电位和ATP含量显著下降,ROS水平升高。此外,模型组中的促凋亡蛋白Bax、Caspase-3的表达水平显著上调,抗凋亡蛋白Bcl-2表达水平显著下调。与此同时,模型组中与内质网应激相关的Bip、CHOP、蛋白激酶R样内质网激酶(protein kinase R-like endoplasmic reticulum kinase,PERK)、真核生物起始因子2α(eukaryotic initiation factor 2α,eIF2α)、激活转录因子4(activating transcription factor 4,ATF4)表达水平显著增加,以及Cyt-c的表达水平也显著上调。与模型组相比,VB_(5)及VB_(12)干预组都能一定程度逆转上述变化,且VB_(5)与VB_(12)的联合使用较单药使用的效果更佳。结论:VB_(5)和VB_(12)可改善MPP+诱导的帕金森病SH-SY5Y细胞损伤,其机制可能与VB_(5)及VB_(12)调控内质网应激Bip-PERK-eIF2α-CHOP通路,改善线粒体功能障碍有关。 展开更多
关键词 VB_(5) VB_(12) SH-SY5Y细胞 1-甲基-4-苯基-吡啶离子诱导帕金森病模型 内质网应激 线粒体功能
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TK1联合Septin9检测在结直肠癌诊断及化疗效果评价中的价值研究
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作者 梁毅珊 谢文坦 +2 位作者 曾俊韶 吴志锦 杜贵年 《临床医学研究与实践》 2026年第7期61-64,共4页
目的研究胸苷激酶1(TK1)联合Septin9检测在结直肠癌(CRC)诊断及化疗效果评价中的价值。方法选取贵港市人民医院2023年2月至2025年2月收治的50例CRC患者纳入CRC组,另取同期收治的50例非CRC患者纳入对照组。检测并比较两组血清TK1与血浆Se... 目的研究胸苷激酶1(TK1)联合Septin9检测在结直肠癌(CRC)诊断及化疗效果评价中的价值。方法选取贵港市人民医院2023年2月至2025年2月收治的50例CRC患者纳入CRC组,另取同期收治的50例非CRC患者纳入对照组。检测并比较两组血清TK1与血浆Septin9甲基化水平。将病理检查结果作为金标准,分析血清TK1与血浆Septin9甲基化水平联合诊断CRC的效能。此外,将CRC患者按照化疗效果的差异分为缓解组(n=28)与未缓解组(n=22)。比较两组血清TK1水平、血浆Septin9甲基化阳性率。结果CRC组的血清TK1水平与血浆Septin9甲基化阳性率较对照组显著升高,差异具有统计学意义(P<0.05)。血清TK1联合血浆Septin9甲基化诊断CRC的灵敏度、特异度、准确度、阳性预测值及阴性预测值分别为96.00%、94.00%、95.00%、94.12%、95.92%,较血清TK1单独诊断的80.00%、76.00%、78.00%、76.92%、79.17%以及血浆Septin9甲基化单独诊断的74.00%、78.00%、76.00%、77.08%、75.00%更高,差异具有统计学意义(P<0.05)。缓解组化疗前、后的血清TK1水平、血浆Septin9甲基化阳性率较未缓解组更低,差异具有统计学意义(P<0.05)。结论血清TK1联合血浆Septin9检测在CRC诊断及化疗效果评价中的价值较高。 展开更多
关键词 结直肠癌 胸苷激酶1 血浆Septin9甲基化 诊断效能 化疗
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