反应型荧光探针在肼检测中的应用
刘维岩，杨瑜涛，李雪，周婷婷，胥稳智*，李玮*
(河北大学 化学与环境科学学院 药物化学与分子诊断教育部重点实验室，河北 保定 071002)
摘要：肼在医药、农药、染料及化工等领域起着重要作用，然而肼具有致癌、神经毒、内脏损伤等毒性。近年来，对肼的高灵敏性、高选择性识别与传感已成为研究的焦点。在众多肼识别体系中，基于探针分子与肼之间特殊化学反应的反应型荧光探针分子，利用化学反应的专一性，可实现对肼的高选择性识别。化学家们已经开发出多个基于不同反应机理的反应型肼荧光探针，均表现出优良的性能。综述了基于不同化学反应的肼荧光探针分子的研究进展，介绍了包括4-溴丁酸酯、邻苯酰亚胺、乙酸酯、活性烯、醛、2-氟-5-硝基苯甲酸酯、4-硝基苯甲酸酯、肉桂酸酯、4, 4, 4-三氟-1, 3-丁二酮、4-硝基苯磺酸酯等识别位点在内的研究现状，同时展望了该领域的发展趋势。
关键词：肼；荧光探针；反应型探针
中图分类号：O641.3 文献标识码：A 文章编号：0258-3283（2018）
Application of Reactive Fluorescent Probes for Hydrazine LIU Wei-yan, YANG Yu-tao, LI Xue, ZHOU Ting-ting, XU Wen-zhi*, LI Wei* (Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, College of Chemistry & Environmental Science, Hebei University, Baoding 071002, China), Huaxue Shiji, 2018, 40(6)
Abstract: Hydrazine plays crucial roles in the chemical, pharmaceutical and agricultural industries. Despite its usefulness, hydrazine is extremely toxic. Hydrazine is highly mutagenic, and carcinogenic. It is also a neurotoxin and has severe mutagenic effects causing severe damage to the liver, lungs, kidneys and human central nervous system. The design and synthesis of sensitive and selective hydrazine probes have attracted much attention in recent years. Among many signaling systems, reactive chemical probes have received much interest due to the specificity and cumulative signaling effects. As for the hydrazine detection, many reactive fluorescent probes have been successfully developed. This work makes a review for the recent progress in the field of reactive fluorescent probes for hydrazine based on different reaction sites, including 4-bromobutanoate, phthalimide, acetate, active olefin, aldehyde, 2-fluoro-5-nitrobenzoate, 4-nitrobenzoate, cinnamate, 4, 4, 4-trifluoro-butane-1, 3-dione, 4-oxopentanoate, 4-nitrobenzenesulfonate, and gives some outlooks of the development trend in this field.
Keywords: hydrazine; fluorescent probe; reactive probe
鹅掌楸碱与牛血清白蛋白的相互作用研究
石婧楠1，温毛桂2，于青1，白丽娟1，边贺东*1，2，刘延成2，陈振锋2
（1. 广西民族大学 化学化工学院 林产化学与工程重点实验室，广西 南宁 53000；2. 广西师范大学 省部共建药用资源化学与药物分子工程国家重点实验室，广西 桂林 541004)
摘要: 运用荧光猝灭光谱（FS）、圆二色光谱(CD)、红外光谱（IR）研究了鹅掌楸碱（LA）与牛血清白蛋白（BSA）的结合反应。通过研究发现，鹅掌楸碱和BSA的相互作用机制为静态猝灭。计算了不同温度下的结合常数、结合位点及热力学参数，根据热力学参数推断静电作用力是维系复合物稳定的主要作用力；通过探针反应判断结合位点在Site I处。根据Föster荧光共振能量转移理论，计算结合距离r = 2.58 nm，说明二者之间形成了LA-BSA配合物。通过同步荧光、圆二色及红外光谱证实了鹅掌楸碱的结合导致了BSA的构象发生了改变；红外曲线拟合定量计算结果显示，BSA的α-螺旋百分含量由50.8%降低到46.5%，表明药物的存在明显改变了BSA的二级结构。
关键词: 鹅掌楸碱；牛血清白蛋白；荧光光谱；红外光谱；圆二色光谱
中图分类号：O641.3 文献标识码：A 文章编号：0258-3283（2018）
Interaction between Liriodenine and Bovine Serum Albumin SHI Jing-nan1，WEN Mao-gui2，YU Qing1，BAI Li-juan1，BIAN He-dong*1, 2，LIU Yan-cheng2，CHEN Zhen-feng2(1. Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, School of Chemistry and Chemical Engineering, Guangxi University for Nationalities, Nanning 530006, China；2. State Key Laboratory for Chemistry and Moleculor Engineering of Medical Resources, Guangxi Normal University, Guilin 541004, China), Huaxue Shiji, 2018, 40(6)
Abstract: The interaction between liriodenine (LA) and bovine serum albumin (BSA) was investigated by fluorescence spectroscopy (FS), circular dichroism spectrum (CD) and IR spectroscopy．The results indicate that the combination reaction of LA with BSA is a static quenching process. The binding constants, the number of binding sites, and corresponding thermodynamic parameters were calculated, respectively. Based on the thermodynamic parameters, it is speculated that the electrostatic forces play a main role in maintenance stability of complex. Binding site is in the site I judged by the probe reaction. The binding distance is 2.58 nm calculated by the foster fluorescence resonance energy transfer theory. The results show that the conformation of BSA changed due to the interaction of LA. The quantitative calculation of infrared curve fitting shows that the percentage of BSA α-helix decreases from 50.8% to 46.5%, which suggests that the presence of LA significantly changes the secondary structure of BSA.
Key words: liriodenine; bovine serum albumin; fluorescence spectroscopy; IR spectroscopy; circular dichroism spectroscopy
4-香豆素基-2-芳基氨基噻唑的超声辅助合成及抗菌活性研究
雷英杰*1，吴新世1，张国春2
（1. 天津理工大学 化学化工学院 天津市有机太阳能电池与光化学转换重点实验室，天津 300384；2. 商洛学院 陕西省尾矿资源综合利用重点实验室，陕西 商洛 726000）
摘要：以乙酰基香豆素经四丁基三溴化铵溴化作用生成的3-溴乙酰基香豆素为起始原料、PEG-400为溶剂，设置超声功率为40 kHz、辐射时间为20 ～ 40 min，通过与芳基硫脲的缩合环化反应制备标题化合物，收率为81.6% ～ 93.0%，其结构经IR、1HNMR、13CNMR、MS和元素分析等手段加以确证。实验结果表明，部分目标化合物对金黄色葡萄球菌、枯草杆菌和大肠杆菌都有不同程度的抑制作用。所使用的反应媒介对环境友好，可以回收并多次使用。
关键词：聚乙二醇-400；超声辐射；苯基氨基噻唑；香豆素；抗菌活性
中图分类号：O626.2 文献标识码：A 文章编号：0258-3283（2018）
Ultrasound Assisted Synthesis and Antibacterial Activity of 4-(Coumarin-3-yl)-2-arylaminothiazoles LEI Ying-jie*1, WU Xin-shi1, ZHANG Guo-chun2(1. Tianjin Key Laboratory of Organic Solar Cells and Photochemical Conversion, School of Chemistry & Chemical Engineering, Tianjin University of Technology, Tianjin 300384, China; 2. Shaanxi Key Laboratory of Comprehensive Utilization of Tailings Resources, Shangluo University, Shangluo 726000, China), Huaxue Shiji, 2018, 40(6)
Abstract: In this work, 3-(2-bromoacetyl)-2H-chromen-2-ones prepared from 3-acetyl coumarins with tetrabutylammonium tribromide on bromination were used as the raw material. An efficient approach toward the synthesis of 4-(coumarin-3-yl)-2-arylaminothiazoles was carried out by the reaction of the starting compounds with certain phenyl thioureas in presence of PEG-400 under ultrasound irradiation at a frequency of 40 KHz in 20-40 minutes, with a yielding of 81.6% ～ 93.0%. The structures of target compounds were confirmed by IR, 1HNMR, 13CNMR, MS and elemental analysis. Preliminary bioassay results showed that some of them have certain antibacterial activities against Staphylococcus Aureus, Bacillus Subtilis and Escherichia Coli. This method is operationally simple and environmentally benign and the solvent could be reused for several times.
Keywords: PEG-400; ultrasound irradiation; 2-arylaminothiazoles; coumarin; antibacterial activity
微波下纤维素在LiBr/H2O/DMAc体系中转化制5-HMF的研究
喻蓬秋，王博，乐娟，黄艳秋，乐治平*
（南昌大学 化学学院，江西 南昌 330031）
摘要：将纤维素溶解于LiBr、H2O和N, N-二甲基乙酰胺(DMAc)组成的溶液体系中，在微波加热的条件下转化成5-羟甲基糠醛(5-HMF)。实验分别考察了溴化锂浓度、微波功率、反应时间、纤维素质量以及LiBr溶液与DMAc的体积比等因素对5-HMF产率的影响。优化后的实验结果表明，150 mg的纤维素溶于62%的溴化锂溶液中，在微波功率为420 W、加热时间为22 min以及V(LiBr溶液) : V(DMAc) = 1 : 1的条件下，5-HMF的产率最高可达58.4%。
关键词：纤维素；LiBr溶液；DMAc；微波加热；5-HMF
中图分类号：O643 文献标识码：A 文章编号：0258-3283（2018）
Microwave Assisted Preparation of 5-HMF from Cellulose in LiBr/H2O/DMAc System YU Peng-qiu, WANG Bo, LE Juan, HUANG Yan-qiu, LE Zhi-ping*(College of Chemistry, Nanchang University, Nanchang 330031, China), Huaxue Shiji, 2018, 40(6)
Abstract: Cellulose, which was dissolved in the homogeneous system of LiBr, H2O and N, N-dimethylacetamide (DMAc), was reacted in microwave to produce 5-hydroxymethyl furfural (5-HMF). In this work, the effects of concentration of LiBr, microwave power, reaction time, quality of cellulose and the relative ratio of the volume of LiBr solution and DMAc were investigated. The optimized results indicated that when 150 mg cellulose was dissolved in 62% LiBr solution, relative ratio of the volume of LiBr solution and DMAc was 1 : 1, reacted in microwave for 22 min with microwave power of 420 W, the yield of 5-HMF was reached 58.4%.
Key words: cellulose; LiBr solution; N, N-dimethylacetamide (DMAc); heated in microwave; 5-hydroxymethyl furfural (5-HMF)
有机染料对DLP型3D打印光敏树脂的影响研究
王璟1，刘宇宁1，许芊2，马晓玉*3
（1. 北京师范大学第二附属中学，北京 100013；2. 清华大学附属中学，北京 100013；
3. 北京化工大学 理学院，北京 100029）
摘要：在数字光处理技术（DLP）型3D打印机所使用的光敏树脂中，染料不仅控制颜色，同时还影响打印速度和打印精度。系统考察了在405 nm处有光吸收性能的5种有机染料（柠檬黄、苏丹红、姜黄素、栀子蓝、曙红）的紫外-可见吸收性能和光稳定性，以及在405 nm波长LED光源3D打印光敏树脂中的引发活性及增感活性。结果表明，在405 nm处的吸收强弱顺序为姜黄素>苏丹红>栀子蓝>曙红 ≈ 柠檬黄；姜黄素和曙红在溶液中具有光不稳定性，在405 nm处吸收随着光照时间的延长逐渐降低，而栀子蓝、苏丹红和柠檬黄表现出良好的光稳定性。光引发活性检测结果表明，姜黄素、栀子蓝和曙红本身具有自由基光引发活性，曙红的光引发活性最高；以光引发剂二甲苯碘鎓盐为例，考察了染料对碘鎓盐的增感作用，结果发现曙红、栀子蓝和姜黄素与碘鎓盐组成的光敏引发体系在405 nm波长LED光源下表现出高效的光引发活性。.
关键词：3D打印；光敏树脂；染料；增感；光引发剂
中图分类号： TL13 O625.4 文献标识码：A 文章编号：0258-3283(2018)
Effect of Organic Dyes on DLP-3D Printing Photosensitive Resin WANG Jing1, LIU Yu-ning1, XU Qian2, MA Xiao-yu*3(1.The Second High School Attached to Beijing Normal University, Beijing 100013, China; 2.The High School Attached to Tsinghua University, Beijing 100013, China; 3. College of Science, Beijing University of Chemical Technology, Beijing 100029, China), Huaxue Shiji, 2018, 40(6)
Abstract: In the composition of DLP-3D printing photosensitive resins, the dye controls the color and affects the printing speed and accuracy. The light absorption, photo-stability, photoinitiating ability and photosensitizing ability of five kinds of organic dyes, including tonyred, curcumin, lemon yellow, gardenia blue and eosin, were investigated in 3D printing photosensitive resin under the 405nm LED source. The results indicated that the sequence of absorption intensity at 405nm is curcumin> Sudan III>Gardenia blue > eosin≈ lemon yellow. Curcumin and eosin showed optical instability and the absorption at 405nm decreased gradually along with the prolonging of irradiation time. The gardenia blue, lemon yellow and tonyred showed better photo-stability. The investigation of photoinitiating ability showed that curcumin, gardenia blue and eosin had free radical photoinitiating activity, and eosin was the highest one. Using xylene iodonium salt as photoinitiator, the results from the photo polymerization revealed that eosin, gardenia blue and curcumin were able to photosensitize iodonium salt and possessed high photoinitiating activity at 405nm LED.
Key words: 3D printing; photosensitive resin; dye; photosensitization; photoinitiator
立方块型Fe3O4表面修饰TiO2磁性复合光催化剂的制备及光降解性能研究
蒋栋栋1，卢晓涵2，俞伟樑1，施正军1，黄鑫2，沈永淼*1, 2
(1. 浙江中欣氟材股份有限公司，浙江 绍兴 312369；2. 绍兴文理学院 化学化工学院，浙江 绍兴 312000)
摘要：以氯化铁为起始原料，制备得到了高磁性的立方块型纳米四氧化三铁，然后对所得到的四氧化三铁表面用二氧化钛进行修饰，优化条件得到TiO2/ Fe3O4复合催化剂。所得到的复合物催化剂对罗丹明B的紫外光降解效率达85%，太阳光的降解率达68%，且催化剂可以方便地经磁性分离回收。
关键词：Fe3O4；TiO2；光降解；复合光催化剂
中图分类号： O611.62 文献标识码：A 文章编号：0258-3283(2018)
Preparation and Photodegradation of Tetragonal Fe3O4 Surface Modified with TiO2 Magnetic Photocatalyst JIANG Dong-dong1, LU Xiao-han2, YU Wei-liang1, SHI Zheng-jun1, HUANG Xin2, SHEN Yong-miao*1, 2(1. Zhejiang Zhongxin Fluoride Materials Co., Ltd., Shaoxing 312369, China; 2. Department of Chemistry, Shaoxing University, Shaoxing 312000, China), Huaxue Shiji, 2018, 40(6)
Abstract：The nano cube type ferroferric oxide with high magnetic was synthesized with ferric chloride as starting materials. Then the surface of ferroferric oxide was modified with titanium dioxide and the TiO2/ Fe3O4 composite catalyst was obtained with optimized conditions. The degradation efficiency of Rhodamine B was 85% under UV irradiation and 68% with sunlight. The catalyst could be recovered easily by magnetic separation.
Key words：Fe3O4；TiO2；photodegradation；composite photocatalyst
Box-Benhnken设计-响应面法优化四氧化三铁固定化酶催化葡萄糖酸锌合成工艺研究
杜会茹，黄文杰，杨雷，于文国*
(河北化工医药职业技术学院 制药工程系，河北 石家庄 050018)
摘要：以D-葡萄糖和氧化锌为原料，在四氧化三铁固定化葡萄糖氧化酶催化下，用简便方法合成葡萄糖酸锌，并通过单因素试验确定各因素的合理范围。以反应温度、缓冲溶液pH、D-葡萄糖体积量作为考察元素，以葡萄糖酸锌的产量作为因变量，通过Box-Benhnken设计-响应面法优化葡萄糖酸锌制备工艺条件。根据建立的各因素与响应值之间的数学模型，确定最佳制备工艺条件为反应温度38 ℃、缓冲溶液pH 7.3、3 mL D-葡萄糖体积量，获得葡萄糖酸锌最高值为406.16 mg，与模型预测值偏差为0.58%。结果表明，固定化酶法制备葡萄糖酸锌工艺简单、成本较低，具有较高的工业应用价值。
关键词：葡萄糖酸锌；四氧化三铁；固定化酶；响应面法
中图分类号：R318.08 文献标识码：A 文章编号：0258-3283（2018）
Synthesis of Zinc Gluconate by Enzyme Immobilized on Fe3O4 DU Hui-ru, HUANG Wen-jie, YANG Lei, YU Wen-guo*（Department of Pharmarceutical Engineering, Hebei Chemical and Pharmarceutical College, Shijiazhuang 050018, China）, Huaxue Shiji, 2018, 40(6)
Abstract: Determined the content of zinc gluconate, take the content of zinc gluconate as an indicator, through Box-Benhnken design-response surface method, investigate temperature, pH and Glc volume these three factors affect the experimental results. Box-Behnken design utilizing three factors and three levels of response surface experiment, a mathematical model of each factor and response value, determine the best synthesis process. The results show that both various factors on synthesis of zinc gluconate influence are most. The best synthesis conditions are 38 ℃, pH 7.3, 3 mL Glc.
Key words: zinc gluconate; Fe3O4; enzyme immobilization; response surface method
有机小分子催化的醛α位不对称卤化反应研究进展
曹小禺，曹国锐*
（青岛科技大学 化工学院，山东 青岛 266042）
摘要：有机小分子催化剂具有低毒高效、反应条件温和、易于回收利用等优点，其催化的醛α位不对称卤化反应是构建手性卤代物的重要方法。反应产物α位卤化醛的特殊结构，使其在农业、医学、药物和材料科学中占有非常重要的地位。如何高效地得到α位卤化的醛成为化学工作者研究的重点。对有机小分子催化的醛α位不对称氟化、氯化、溴化及碘化反应进行简要综述。
关键词：有机小分子；不对称催化；醛α位卤化反应
中图分类号：O622.6 文献标识码：A 文章编号：0258-3283（2018）
Progress in Organocatalytic Asymmetric α-Halogenation of Aldehydes CAO Xiao-yu, CAO Guo-rui*(College of Chemical Engineering，Qingdao University of Science and Technology, Qingdao 266042，China), Huaxue Shiji, 2018, 40(6)
Abstract: Organic small molecule catalysts have the advantages of low toxicity, high efficiency, mild reaction conditions and easy recovery. The catalytic asymmetric α-halogenation of aldehydes is an important method for the construction of chiral halides. The special structure of the reaction product α-halogenated aldehyde is very important in agriculture, medicine, physic and material science. How to efficiently obtain α-halogenated aldehydes has become the focus of chemical research. In this work, the organocatalytic asymmetric fluorination, chlorination, bromination, and iodination of aldehydes are reviewed.
Key words: small organic molecule; asymmetric catalyzed; a-halogenation of aldehydes
SPE-HPLC法同时测定汉麻提取物中3种大麻酚含量
张旭，孙宇峰，田媛，石雨，崔宝玉，高宝昌*
(黑龙江省科学院 大庆分院，黑龙江 大庆 163319)
摘要：建立了SPE-HPLC法同时测定3种大麻酚的方法。液相检测条件：Venusil XBP C18(L)：4.6 × 150 mm，5 μm；流动相比例 V（甲醇）∶ V（0.1%甲酸） ＝ 80 ∶ 20；柱温为40 ℃；检测波长为220 nm；流速为1 mL/min。3种大麻酚的线性回归方程R2均大于0.999，精密度实验、重复性实验RSD均在1.05%以内，回收率范围为99.6% ～ 112.7%。此方法操作简便、准确度高，可作为3种大麻酚的质量控制标准。
关键词：汉麻提取物；SPE-HPLC法；大麻酚
中图分类号：O657.7 文献标识码：A 文章编号：0258-3283（2018）
Determination of Three Cannabinoids in Hemp Extraction by SPE-HPLC ZHANG Xu, SUN Yu-feng, TIAN Yuan, SHI Yu, CUI Bao-yu, GAO Bao-chang*(Daqing Branch of Heilongjiang Academy of Sciences, Daqing 163319, China), Huaxue Shiji, 2018, 40(6)
Abstract: To establish a SPE-HPLC method for three cannabinoids. The conditions of HPLC contain Venusil XBP C18(4.6×150 mm, 5 μm) column and the mobile phase with methanol of 80% and 0.1% formic acid of 20%. The column temperature was 40 ℃ and the cannabinoids were detected at 220 nm. The flow rate was 1 mL/min. The recoveries are greater than 0.999. The RSD of precision and repeatability are less than 1%. The recoveries are between 99.6% and 112.7%. This method is easy to operate and high accuracy, it′s can be used as quality control standards of three cannabinoids.
Key words：extraction of hemp; SPE-HPLC; cannabinoid
溶剂解吸气相色谱法测定空气中21种挥发性卤代烃的方法改进
蒋凯*，丁卯，薛晓康
（上海化工研究院有限公司 上海化学品公共安全工程技术研究中心，上海 200062）
摘要：改进了利用活性炭吸附-二硫化碳解吸-气相色谱/电子捕获检测器（GC/ECD）测定环境空气中反式-1,2-二氯乙烯、1, 1-二氯乙烷、顺式-1, 2-二氯乙烯、三氯甲烷、1, 1, 1-三氯乙烷、四氯化碳、1, 2-二氯乙烷、三氯乙烯、1, 2-二氯丙烷、1-溴-2-氯乙烷、1, 1, 2-三氯乙烷、四氯乙烯、氯苯、三溴甲烷、1, 1, 2, 2-四氯乙烷、1, 2, 3-三氯丙烷、1,3-二氯苯、1,4-二氯苯、苄基苯、1,2-二氯苯、六氯乙烷这21种挥发性卤代烃的分析方法。所建立的方法在一定浓度范围内工作曲线线性良好，相关系数均在0.9957 ～ 0.9999之间，加标回收率在80.4% ～ 113.3%之间，RSD为1.0% ～ 6.6%，检出限为6.17 ～ 29.25 μg/m3。所建立的方法操作简便、分析快速、灵敏度高，且具有较好的精密度与准确性。
关键词：气相色谱；挥发性卤代烃；溶剂解吸；环境空气
中图分类号：O65 文献标识码：A 文章编号：0258-3283（2018）
Improvement of 21 Kinds of Volatile Halogenated Hydrocarbons in Environmental Air by Solvent Desorption Gas Chromatography JIANG Kai*, DING Mao, XUE Xiao-kang(Testing Center, Shanghai Research Institute of Chemical Industry Co., Ltd., Shanghai 200062, China), Huaxue Shiji, 2018, 40(6)
Abstract: This work improved a method of determining 21 kinds of volatile halogenated hydrocarbons including trans-1, 2-dichloroethylene, 1, 1-dichloroethane, cis-1, 2-dichloroethylene, chloroform, 1, 2-ichloroethane, 1, 1, 1-trichloroethane, carbon tetrachloride, 1, 2-dichloropropane, trichloroethylene, 1-bromo-2-chloroethane, 1, 1, 2-trichloroethane, tetrachloroethylene, chloro- benzene, bromoform, 1, 1, 2, 2-tetrachloroethane, 1, 2, 3-trichloropropane, benzyl chloride, 1, 4-dichlorobenzene, 1, 2-dichlorobenzene, 1, 3-dichlorobenzene, hexachloroethane in environmental air by activated charcoal adsorption/carbon disulfide desorption and gas chromatographic(GC-ECD). The curves of the method have a good linearity in a certain range of concentration with correlation coefficient of 0.9957 ~ 0.9999. The recovery ratios were 80.4%~113.3% and the RSD was 1.0% ~ 6.6%. Using this method, the range of the lowest detection limits for 21 kinds of volatile halogenated hydrocarbons was 6.17 ~ 29.25 μg/m3. The method is simple operation, rapid analysis, high accuracy and sensitivity.
Key words: gas chromatography; volatile halogenated hydrocarbons; solvent desorption; environmental air
3种色素-恩诺沙星荷移配合物荧光性质研究
李军德a，高园园b，宋吉英*a
（青岛农业大学 a. 校医院，b. 化学与药学院，山东 青岛 266109）
摘要：采用荧光光谱法探讨了大黄素、醌茜素、柠檬黄3种色素在不同因素条件下（如pH、色素浓度、反应时间、反应温度等）对恩诺沙星荧光强度的影响。结果表明，在最大激发波长277nm、最大发射波长441nm、体系溶液在pH 4的弱酸性环境、室温条件反应2 h下，3种色素在一定的浓度范围内，大黄素和醌茜素对恩诺沙星的荧光强度都有明显的增敏作用，而柠檬黄对恩诺沙星的荧光强度起到了减弱的作用。实验同时对3种色素与恩诺沙星形成的荷移配合物的荧光性质和反应机理进行了探讨。
关键词：恩诺沙星；荧光强度；荷移配合物；大黄素；醌茜素；柠檬黄
中图分类号：O657 文献标识码：A 文章编号：0258-3283（2018）
Three Pigment Enrofloxacin Charge Transfer Complexes for Fluorescence Property LI Jun-dea, GAO Yuan-yuanb, SONG Ji-ying*a (a. Hospital of Qingdao Agricultural University, b. College of Chemistry & Pharmacy, Qingdao Agricultural University, Qingdao 266109, China）, Huaxue Shiji, 2018, 40(6)
Abstract：In this work, the effect of three pigments under different factors on fluorescence intensity of enrofloxacin was investigated by fluorescence spectrometry. The factors included pH value, concentration of pigments, reaction time and temperature has been investigated. The results indicated that the efficiency of pigments was optimal when pH was 4. Temperature was room temperature and reaction time was 2 h. The maximum value of the excitation wavelength was 277 nm with corresponding emission peak located at 441 nm. Fluorescence intensity was strengthened by emodin and quinone alizarin. Fluorescence intensity was weakened by tartrazine. The fluorescence property and reaction mechanism were discussed in this paper.
Keywords: enrofloxacin; fluorescence intensity; charge transfer complex; emodin; quinone alizarin; tartrazine
醇沉处理测定交联透明质酸钠凝胶中盐酸利多卡因的含量
许乐幸*，姚晓敏，张佳佳
（浙江医药高等专科学校，浙江 宁波 315100）
摘要：建立乙醇沉淀处理和HPLC测定交联透明质酸钠凝胶中盐酸利多卡因含量的方法。样品用无水乙醇处理后，分析采用XDB-C18色谱柱(4.6 mm ×150 mm，5 μm)，流动相为磷酸盐缓冲液（取1.3 mL（1 mol/L）磷酸二氢钠溶液和32.5 mL（0.5 mol/L）磷酸氢二钠溶液置于1000 mL容量瓶中，加水稀释至刻度，摇匀）-乙腈（50 : 50），用磷酸调节至pH 8.0，检测波长为254 nm，进样量为20 µL。测得3批交联透明质酸钠凝胶的盐酸利多卡因含量分别为96.7%、95.7%、95.0%，平均含量为95.8%，RSD为0.9%。采用HPLC法测定交联透明质酸钠凝胶中盐酸利多卡因含量的方法具有快速准确的优点，乙醇沉淀法较酶水解法操作更简便、成本更低，可广泛用于该产品的质量控制。
关键词：HPLC；乙醇沉淀；盐酸利多卡因；交联透明质酸钠凝胶
中图分类号：O657.7 文献标识码：A 文章编号：0258-3283（2018）
Determination of Lidocaine Hydrochloride in Crosslinked Sodium Hyaluronate Gel by Alcohol Deposition Treatment XU Le-xing*, YAO Xiao-min, ZHANG Jia-jia (Zhejiang Pharmaceutical College, Ningbo 315000, China), Huaxue Shiji, 2018, 40(6)
Abstract: A method for determination of lidocaine hydrochloride in crosslinked sodium hyaluronate gel by alcohol deposition and HPLC detection was established. The samples were treated with anhydrous ethanol, analyzed with chromatographic conditions Agilent Eclipse XDB-C18(4.6 mm ×150 mm, 5 μm), mobile phase phosphate buffer (1 mol/L sodium dihydrogen phosphate solution 1.3 mL and 0.5 mol/L disodium hydrogen phosphate solution 32.5 mL in a 1000 mL flask were diluted with water to the scale, pH 8.0)-acetonitrile (50:50), and detected at wavelength of 254 nM, with sample loading 20 µL. The contents of lidocaine hydrochloride in three batches of crosslinked sodium hyaluronate gel were tested at the level of 96.7%, 95.7% and 95.0%, respectively, with RSD 0.9%. The method in this article is rapid and accurate. Ethanol precipitation method is simpler and lower cost than enzyme hydrolysis and can be widely used for quality control of this product.
Keywords: HPLC; ethanol precipitation; lidocaine hydrochloride; crosslinked sodium hyaluronate gel
基于罗丹明B为发色团的锡离子荧光探针的合成及识别性能研究
金洗郎*，解璞，赵婵娟，冯婉，王婷，闫博，周宏伟
(西安工业大学 ，陕西 西安 710021)
摘要：以2-氨基嘧啶和罗丹明B为原料，两步法反应合成一种罗丹明基荧光探针，通过荧光和紫外-可见光谱法研究探针对金属离子的检测能力。实验结果表明：该探针可以快速有效地检测锡离子，且不受其他共存金属离子的干扰。荧光/紫外-可见光谱滴定结果表明：线性关系曲线为y=657.34x-50.864(荧光)、y=0.1538x-0.0049（紫外），线性检测范围为0 ～ 10 μmol/L，可用于溶液中锡离子的定量分析。
关键词: 荧光探针；锡离子；荧光；紫外
中图分类号: O657.3 文献标识码:A 文章编号: 0258-3283（2018）
Synthesis and Property of a Sn4+-Selective Fluorescence Probe Based on Rhodamine B Derivetive JIN Xi-lang*, XIE Pu, ZHAO Chan-juan, FENG Wan, WANG Ting, YAN Bo, ZHOU Hong-wei ( , Xi'an Technological University, Xi'an 710032, China), Huaxue Shiji, 2018, 40(6)
Abstract: A novel Rhodamine-based probe was synthesized under the two-steps synthesis way from 2-amino pyrimidine and Rhodamine B. The recognition properties of the probe for metal ions had been investigated by the UV-Vis and fluorescence spectrophotometry. The results showed that the probe could quickly and effectively detect Sn4+ without interference by other co-existing metal ions. The Fluorescence/UV-Vis titration results indicated that the linear detection range was 0 ～ 10 μmol/L, and the linear relationship curve was y=657.34x-50.864 (fluorescence)/y=0.1538x-0.0049 (absorption). Hence, this probe has great potential on quantitatively analysis of tin ions in aqueous solution.
Key words: fluorescent probe; Sn4+; fluorescence; absorption
双氯芬酸钠-壳聚糖缓释膜的制备及体外释药性能研究
杨艾玲*1，殷义霞2，张庆霞1，魏君梅1，林凤杰1
（1. 武汉华夏理工学院 生物与制药工程学院，湖北 武汉 430223；
2. 武汉理工大学 材料复合新技术国家重点实验室，湖北 武汉 430070）
摘要：通过均匀试验设计优选双氯芬酸钠-壳聚糖缓释膜的制备工艺，并进行该载药膜体外释放度方法学研究，测定其体外释放度，利用模型方程对累计释放率数据进行拟合，探讨其体外释药机理。结果表明，双氯芬酸钠-壳聚糖缓释膜最优制备工艺为壳聚糖浓度为30 mg/mL、壳聚糖分子量为40万，双氯芬酸钠投药量为0.60 g、乙酸浓度为3%。体外释放度方法学研究可靠，双氯芬酸钠-壳聚糖缓释膜可实现长期缓慢释药，体外释放符合Hixcon-Crowell溶蚀方程。
关键词：双氯芬酸钠；壳聚糖；缓释膜；体外释药；方程拟合
中图分类号：TQ469 文献标识码：A 文章编号：0258-3283-(2018)
Preparation and In Vitro Release Property Research of Diclofenac Sodium Chitosan Sustained-Release Membrane YANG Ai-ling*1,YIN Yi-xia2, Zhang Qing-xia1,Wei Jun-mei1, Lin Feng-jie1（1.Biological and Pharmaceutical Engineering Department,Wuhan Huaxia University of Technology, Wuhan 430223, China；2. State Key Laboratory of Advanced Technology for Materials Synthesis and Processing, Wuhan Huaxia University of Technology, Wuhan 430223,China
Abstract: The preparation technology of diclofenac sodium-chitosan sustained-release membrane were selected by uniform test. The in vitro release methodology research were conducted, and in vitro release ratio are measured. The cumulative release ratio data were fitted by release model equations to discuss in vitro release mechanism. The optimum preparation conditions were that chitosan concentration 30 mg/mL, chitosan,molecular weight 400000,diclofenac quantity 0.60 g, acetic acid concentration 3%. The methodology research results of in vitro release was reliable. The long and slow release process of diclofenac sodium chitosan sustained-release membrane can be realized and its behavior was matched to Hixcon-Crowell corrosion equation.
Key words: diclofenac sodium; chitosan; sustained-release membrane; in vitro release; equation fitting
四氢苯并噻唑-2-丙酮肟的合成研究
张瑞泽1，张燕芸1，段桂运1，李洪爽*1，武夏明*2
(1. 泰山医学院 药学院，山东 泰安 271016；2. 泰山医学院附属医院，山东 泰安 271000)
摘要：以2-氯环己酮为起始原料，与硫代甲酰胺进行分子间环合得到4, 5, 6, 7-四氢苯并噻唑，随后与不同取代的环丙醇在AgBF4/K2S2O8体系作用下进行自由基串联式反应，得到酮羰基取代的关键中间体。最后，中间体与盐酸羟胺进行分子间脱水得到两个标题化合物，其结构经1HNMR、ESI-MS进行确证。采用MTT法初步评价了目标化合物对SHG-44、H1299肿瘤细胞株的抗肿瘤活性。此合成方法具有原料易得、步骤精短、反应效率较高的特点，为后续四氢苯并噻唑-2-丙酮肟类衍生物的合成及抗肿瘤活性评价奠定了基础。
关键词：四氢苯并噻唑-2-丙酮肟；自由基串联式反应；抗肿瘤活性；合成
中图分类号：O62 文献标识码：A 文章编号： 0258-3283（2018）
Synthesis of Tetrahydrobenzothiazole-2-propanone Oximes ZHANG Rui-ze1, ZHANG Yan-yun1, DUAN Gui-yun1, LI Hong-shuang*1, WU Xia-ming*2 (1. School of Pharmaceutical Sciences, Taishan Medical University, Tai′an 271016, China；2. Affiliated Hospital of Taishan Medical University, Tai′an 271000, China)，Huaxue Shiji，2018，40(6)，~
Abstract：4, 5, 6, 7-Tetrahydrobenzothiazole was obtained via intermolecular cyclization of 2-chlorocyclohexanone with thioformamide, which was subsequently reacted with cyclopropanols bearing different substitution patterns in the presence of AgBF4/K2S2O8 system to afford carbonyl-substituted key intermediates. Finally, the key intermediates were subjected to intermolecular dehydration with hydroxylamine hydrochloride to deliver two tetrahydrobenzothiazole-2-propanone oximes. The structures of the compounds were confirmed by 1HNMR and ESI-MS. Furthermore, the two target compounds were evaluated for their antitumor activities against human glioma cell line SHG-44 and human lung cancer cell line H1299 by the method of MTT. This strategy is readily available starting materials, step-economic and high efficiency, which could pave the way for the synthesis of tetrahydrobenzothiazole-2-propanone oxime derivatives and the evaluation of antitumor activity.
Key words：tetrahydrobenzothiazole-2-propanone oxime; radical cascade reaction; antitumor activity; synthesis
维生素D衍生物的合成及烯丙位氧化的优化
魏鹏飞，李琳，唐甜，杨丰科*
（青岛科技大学 化工学院，山东 青岛 266042）
摘要：以维生素D2为原料，经过二氧化硫异构化、叔丁基二甲基氯硅烷进行羟基保护、碳酸氢钠/乙醇脱去二氧化硫、烯丙位氧化最终合成维生素D2衍生物5-（叔丁基-二甲基-硅烷氧基）-2-亚甲基-3-{2-[-7a-甲基-1-（1, 4, 5-三甲基-己-2-烯基）-八氢-茚-4-亚基]-亚乙基}-环己醇，并改进后处理方法使反应前后产物较为稳定。考察反应温度、氧化剂和助氧化剂的用量、溶剂种类和体积配比、不同助氧化剂的不同反应时间对烯丙位氧化产率的影响。结果表明，最佳反应条件为溶剂为二氯甲烷、甲醇和1，2-二氯乙烷（V(二氯甲烷)︰V(甲醇)︰V(1，2-二氯乙烷) ＝ 2︰1︰1），温度为50 ℃，n (底物)︰n (二氧化硒)︰n (助氧化剂) ＝ 1︰1︰4且N-甲基吗啉-N-氧化物为助氧化剂，此时烯丙位氧化的产率达到65 %，4步总收率为60.5%。
关键词：维生素D2；烯丙位氧化；维生素D衍生物；合成
中图分类号：TQ 016 文献标识码：A 文章编号：0258-3283（2018）
Synthesis of Vitamin D Derivatives and Optimization of Allylic Oxidation WEI Peng-fei, LI Lin, TANG Tian, YANG Feng-ke*( College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China)，Huaxue Shiji, 2018, 40(6)
Abstract: Vitamin D2 as a raw material, after sulfur dioxide isomerization, tert-butyldimethylchlorosilane for hydroxyl protection, sodium bicarbonate/ethanol to remove sulfur dioxide, allylic oxidation of the final synthesis of vitamin D2 derivatives 5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-3-{2-[7a-methyl-1-(1, 4, 5-trimethyl-hex- 2-enyl)-octahydro-inden-4-ylidene]-ethylidene}-cyclohexanol, and the post-treatment method was improved to stabilize the product before and after the reaction. The effects of reaction temperature, the amount of oxidant and co-oxidizing agent, solvent type and volume ratio, different reaction time of different co-oxidants on the yield of allylic oxidation were investigated. The results show that when the solvent is dichloromethane, methanol and 1,2-dichloroethane and V (dichloromethane): V (methanol): V (1 ,2-dichloroethane) = 2: 1: 1, reaction temperature 50 ℃, n (substrate): n (selenium dioxide): n (co-oxidizing agent) = 1: 1: 4 and N-methylmorpholine-N-oxide as co-oxidizing agent is the best reaction condition, so that the yield of allylic oxidation reached 65%, the total yield of four steps reached 60.5%.
Key words: vitamin D2；allylic oxidation；vitamin d derivatives；synthesis
2-硫代海因衍生物的合成及晶体结构表征
韩艳华1，王勇*2
（1.聊城市技师学院，山东 聊城 252000；2．聊城大学 化学化工学院，山东 聊城 252059）
摘要：以不同取代氨基酸和硫氰酸铵为起始原料，在离子液体催化及无乙酸作用下，短时间内合成了6种5-取代-1-乙酰基-2-硫代海因化合物。所有合成产物均通过红外光谱、核磁共振氢谱进行了表征，并通过自然挥发法得到了1-乙酰基-2-硫代海因和5-甲基-1-乙酰基-2-硫代海因的单晶，经X-单晶衍射分析表征了其结构。
关键词：2-硫代海因衍生物；离子液体；合成；晶体结构
中图分类号：O626.2 文献标识码： A 文章编号：0258-3283(2018)
Synthesis and Crystal Structure of 2-Thiohydantoin Derivatives HAN Yan-hua1, WANG Yong*2 (1. Technician College of Liaocheng City, Liaocheng 252000, China; 2. School of Chemistry & Chemical Engineering, Liaocheng University, Liaocheng 252059, China), Huaxue Shiji, 2018, 40(6)
Abstract: In this work, six 2-thiohydantoin derivatives were synthesized by the reaction of α-amino acid, ammonium thiocyanate and acetic anhydride using ionic liquid as catalyst. Under the mild conditions, good yields of 2-thiohydantoin derivatives were obtained. The effects of catalyst, reaction temperature etc. were investigated. Meanwhile, the crystals of the compounds 2a and 2b were obtained and determined by X-ray single-crystal diffraction. The reaction system provides simple work-up procedure, shorter reaction time and environmental friendliness, and it provides a new synthetic method for these compounds.
Key words: 2-thiohydantoin derivatives; ionic liquid; synthesis; crystal structure
反应精馏在丁酮脱色中的应用
张路家，顾学峰，崔若愚，戴惠明*
(永华化学科技（江苏）有限公司，江苏 常熟 215538）
摘要：为使色泽不符合分析纯的丁酮寻求一种最佳的脱色工艺，取相同的丁酮原料，采用不同的处理方法，即活性炭吸附、普通精馏、反应精馏，用色差计对实验产品进行检测。结果显示，活性炭吸附、普通精馏对丁酮的脱色效果不理想。通过对丁酮各项指标进行分析发现，色泽增加的丁酮酸份指标较标准值偏高。研究发现，向丁酮内添加微量的片碱和纯水，放置过夜进行蒸馏，丁酮的色泽有明显的改善。再将蒸馏后的丁酮，通过分子筛脱水、0.2 μm过滤膜过滤，得到的产品结构表征与丁酮一致，其他指标符合分析纯标准。
关键词：丁酮 ；脱色；精馏；反应精馏
中图分类号：O657 文献标识码：A 文章编号：0258-3283（2018）
Application of Reactive Distillation in Butanone Decolorization ZHANG Lu-jia, GU Xue-feng, CUI Ruo-yu, DAI Hui-ming*(Yonghua Chemical Technology (Jiangsu) Co., Ltd., Changshu 215538, China), Huaxue Shiji, 2018, 40(6)
Abstract: To look for the best decolorization process for butanone which doesn′t match the analytical grade (AR). Take some butanone as the raw material, treat them with different methods: activated carbon adsorption, normal distillation and reactive distillation, then test the experimental products with colorimeter. The results show that the activated carbon adsorption and normal distillation method in the butanone decolorization is not satisfied. After analyzed the all indicators of butanone, it was found that the higher color higher acid index. To add a small amount of caustic soda and pure water to butanone, and then distill after rest overnight, the butanone color was improved significantly. The distillated butanone was dehydrated by molecular sieve and filtered by 0.2um membrane, to obtain a product which the structural characterization consistent with butanone, and other indicators were in accordance with the analytical standards (AR).
Keywords: butanone; decolorization; distillation; reactive distillation
稳定同位素标记物D3-左氧氟沙星的合成及表征
韩涛，赵紫羽，杜诗曼，奉强，张琦，张小玲*
（成都师范学院 化学与生命科学学院 功能分子研究所，四川 成都 611130）
摘要：以市售的左氧氟沙星羧酸为原料，以氘代甲醇为稳定同位素标记物前体，经无水哌嗪取代、双氘代甲基化、氢氧化钠水解合成出稳定同位素标记的D3-左氧氟沙星，3步反应合计总收率为45.5%。目标产物经MS、1HNMR表征确认，通过高效液相色谱确认化学纯度＞98%，经计算同位素丰度为97.7%。设计合成路线具有操作简便、试剂廉价等优点。
关键词：同位素标记；D3-左氧氟沙星；氘代甲基化
中图分类号：TQ421.6；R914.5 文献标识码：A 文章编号：0258-3283（2018）
Synthesis and Characterization of Stabilized Isotope D3-Levofloxacin HAN Tao，ZHAO Zi-yu, DU Shi-man, FENG Qiang, ZHANG Qi, ZHANG Xiao-ling*( Institute of Functional Molecules, College of Chemistry and Life Science, Chengdu Normal University, Chengdu 611130, China), Huaxue Shiji, 2018, 40(6)
Abstract: Stabilized isotope-labeled D3-levofloxacin was synthesized by using commercially available levofloxacin carboxylic acid as starting material and deuterated methanol as a stable isotope-labeled precursor with three steps. The steps are in order of replacing with anhydrous piperazine, bis-deuterated methylation and hydrolized by sodium hydroxide with totally 45.5% yield. The target product was confirmed by MS, 1HNMR and HPLC. The chemical purity was higher than 98% and the isotope abundance was 97.7% by calculation. Designed synthetic route is simple and commercial.
Key words: isotope-labeled; D3-levofloxacin; deuterated methylation
一种合成苯基硼酸频哪醇酯的新方法
蔡江红，甘娜娜，吴烈鑫，余婉莹，季红*
(广州医科大学 药学院，广东 广州 511436)
摘要：工业上多采用将苯基溴代物金属化后再经过硼化和酯化反应合成苯基硼酸频哪醇酯，但该方法具有反应条件苛刻、官能团兼容性差、收率较低等缺点。研究了以苯基氯代物为原料，在Pd催化体系下，以B２(pin)２为硼试剂，在室温下合成其硼酸酯的新方法。研究表明，在0.5 mol% Xphos-Pd-G2和0.25 mol% Xphos催化体系下，以B２(pin)２为硼试剂、K3PO4·7H2O 为碱、EtOH为溶剂，在室温下反应1 h，含不同取代基的苯基硼酸频哪醇酯收率均在92%以上。该方法具有原料廉价易得、官能团兼容性好、条件温和、操作简便、反应高效、适合于大量制备等优点。
关键词：苯基氯代物；硼酸酯化；苯基硼酸频哪醇酯；钯催化；室温合成
中图分类号：O643.32 文献标识码：A 文章编号：0258-3283（2018）
Synthesis of Phenylboronate Pinacol Ester CAI Jiang-hong, GAN Na-na, WU Lie-xin, YU Wan-ying, JI Hong* (School of Pharmaceutical Science, Guangzhou Medical University, Guangzhou 511436, China), Huaxue Shiji, 2018, 40(6)
Abstract：The industrial process for the preparation of phenylboronate pinacol ester is metallization of phenyl chlorides followed by boronation and esterification. However, the process has some disadvantages, such as harsh reaction conditions, poor compatibility of functional groups and low yield. In this work, a new approach to phenylboronate pinacol ester from phenyl chloride at room temperature, catalyzed by Pd and B２(pin)２using as boron reagent was investigated. Under the optimized reaction conditions, 0.5 mol% Xphos-Pd-G2, 0.25 mol% Xphos, B２(pin)２ as boron reagent, K3PO4·7H2O as base, the borylation of phenyl chlorides containing different substituents at room temperature for 1 h in EtOH afforded corresponding boronate pinacol ester with more than 92% yield. The approach has the advantages of cheap and available material, good compatibility of functional groups, mild conditions, simple operation, high efficiency and suitable for a large scale preparation.
Key words：phenyl chlorides; borylation; phenyl boronate pinacol esters; palladium catalyzed; room-temperature synthesis
环状对苯二甲酸丁二酯四聚体的合成
占莉1，刘宁3, 4，曲毅3, 4，周朴1，刘婷1，余善宝2，李辉2，罗宇*1，杨帆1，汤杰1
(1. 华东师范大学 化学与分子工程学院，上海 200241；2. 南京药石科技股份有限公司，江苏 南京 210032；3. 南京绿叶制药有限公司，江苏 南京 210061；4. 南京康海磷脂生物技术有限公司，江苏 南京 210061)
摘要：环状对苯二甲酸丁二酯四聚体是PBT塑料质量分析检测中使用的一个标准参照试剂。我们以对苯二甲酰氯和1,4-丁二醇为原料，经过缩合、脱保护等多步反应合成得到相应的二酸和二醇中间体，最后将二酸与二醇反应环合得到标题化合物，产物的结构通过核磁和质谱确认。该合成方法具有路线短、易于操作和收率较高等优点。
关键词：环状对苯二甲酸丁二酯；缩合反应；合成
中图分类号： 0624.5 文献标识码：A 文章编号：0258-3283（2018）
Synthesis of Cyclic Tetramer of Butylene Terephthalate ZHAN Li1, LIU Ning3,4, QU Yi3,4, ZHOU Pu1, LIU Ting1, YU Shan-bao2, LI Hui2, LUO Yu*1, YANG Fan1, TANG Jie1(1. School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200241, China; 2. Pharma Block Sciences (Nanjing), Inc., Nanjing 210032, China; 3. Nanjing Luye Pharmaceutical Co., Ltd., Nanjing 210061, China; 4. Nanjing Kanghai Phospholipid Bio-Tech Co., Ltd., Nanjing 210061, China), Huaxue Shiji, 2018, 40(6)
Abstract：Cyclic tetramer of butylene terephthalate was synthesized by condensation of the corresponding dicarboxylic acid with diol. The linear dicarboxylic acid and diol were obtained by stepwise synthesis from p-phthaloyldichloride and 1, 4-butanediol.The resulting cyclic ester was confirmed by NMR and mass spectroscopy. The advantages of this procedure include short reaction steps, simple operation and good yields.
Key words：cyclicbutylenterephthalats; condensation; synthesis
5-氰基-6-硝基吲哚的合成
赵庆平1, 2，邹国军1, 2，周志旭1, 2，黄筑艳* 1, 2, 3
(1．贵州大学 药学院，贵州 贵阳 550025；2．贵州省合成药物工程实验室，贵州 贵阳 550003；
3．贵州省发酵工程与生物制药重点实验室，贵州 贵阳 550003)
摘要：吲哚类化合物作为医药、农药、染料以及其他精细化工产品的中间体，其应用越来越广。5-氰基-6-硝基吲哚的合成方法目前无文献报道，以5-溴吲哚为原料，经还原、硝化、保护、取代、脱保护和氧化6步反应首次合成目标产物，其结构经1HNMR、13CNMR和MS确证。该路线具有原料廉价易得、操作简单、后处理方便且收率较高等优点，适合工业化生产。
关键词：5-氰基-6-硝基吲哚；5-溴吲哚；合成
中图分类号：O626. 13 文献标识码：A 文章编号：0258-3283(2018)
Synthesis of 5-Cyano-6-nitroindole ZHAO Qing-ping1, 2, ZOU Guo-jun1, 2，ZHOU Zhi-xu1, 2，HUANG Zhu-yan*1, 2, 3 (1. School of Pharmaceutical Sciences, Guizhou University, Guiyang 550025, China; 2. Guizhou Engineering Laboratory for Synthetic Drugs, Guiyang 550003, China; 3. Key Laboratory of Guizhou for Fermentation Engineering and Biomedicine, Guiyang 550003, China), Huaxue Shiji, 2018, 40(6)
Abstract：Indole derivatives apply more and more extensively severing as pharmaceuticals, pesticides, dyes and other fine chemical products intermediates. The synthesis of 5-cyano-6-nitroindole hasn't been reported in the literature up to now. This work initially synthesize it based on 5-bromoindole by means of six steps of reduction, nitration, protection, substitution, deprotection and oxidation. The structure was confirmed by 1HNMR, 13CNMR and MS. The route can well meet with the needs of industrial production given cheap raw materials, simple operation, easy post-processing and high yield.
Key words: 5-cyano-6-nitroindole; 5-bromoindole; synthesis
