【综述与专论】

淫羊藿素的化学合成和结构修饰研究进展

韦纯永^1a，王艳平^1b，王京^*1a，张磊^*1a

(1. 遵义医科大学 a.药学院；b.第一临床学院，贵州 遵义  563000)

摘要：淫羊藿素是天然淫羊藿属植物主要活性成分淫羊藿苷的苷元，是淫羊藿苷在体内发挥疗效的主要形式，具有多种药理活性。目前，淫羊藿素在中国已上市，主要用于不适合或患者拒绝接受标准治疗，且既往未接受过全身系统性治疗的、不可切除的肝细胞癌的治疗。由于天然来源的淫羊藿素含量低，限制了对淫羊藿素的研究。因此，研究人员发展了多种淫羊藿素的化学合成方法。此外，人们还针对淫羊藿素的低生物活性、低水溶性等缺点进行结构修饰，得到了多种活性较好的淫羊藿素衍生物。总结了关于淫羊藿素的化学合成方法及结构修饰的文献报道，期望对淫羊藿素的后续研究提供帮助。

关键词：淫羊藿素；化学合成；结构修饰；研究进展

中图分类号：R284              文献标识码：A         文章编号：0258-3283(2023)--

DOI：10.13822/j.cnki.hxsj.2023.0478

Advance in Chemical Synthesis and Structural Modification of Icaritin WEI Chun-yong^1a, WANG Yan-ping^1b, WANG Jing^*1a, ZHANG Lei^*1a (1a. School of Pharmacy, 1b. The First Medicine College, Zunyi Medical University, Zunyi 563000, China)

Abstract：Icaritin, an aglycone of icariin, is the main active component of the genus Epimedium and the main active form of icariin in vivo, which has lots of pharmacological activities. Icaritin has been approved to enter the Chinese market for patients with unresectable hepatocellular carcinoma unsuitable or unwilling to receive standard therapy, and have not previously undergone systemic therapy. Due to the low concentration from natural sources, research on icaritin remains constrained. Therefore, a variety of chemical synthetic methods of icaritin have been developed. In addition, many efforts have been made to address the shortcomings of low biological activity and water solubility of icaritin by structural modifications. Various derivatives of icaritin with better activities have been obtained. This paper provides a comprehensive summary of the literature on chemical synthesis and structural modification of icaritin, with the aim of facilitating further research in this area.

Key words：icaritin; chemical synthesis; structural modification; research progress

引用本文：韦纯永，王艳平，王京，等. 淫羊藿素的化学合成和结构修饰研究进展[J]. 化学试剂，2023，45（12）：1-8.

3-氨基香豆素衍生的荧光探针

张芮¹，刘学愚²，胡云翔²，帅林河²，赵玉玲^*3

(1. 兰州大学 生命科学学院 生物化学与分子生物学研究所，甘肃 兰州  730000；2. 杭州鑫富科技有限公司，浙江 杭州  311305；3. 兰州交通大学 化学化工学院，甘肃 兰州  730070)

摘要：香豆素是常用的荧光生色团，在发展新型高效的荧光探针中有重要应用。3-氨基香豆素是一种α, β-脱氢氨基酸内酯，为其发展成为有多种生物活性与其他功能分子提供了独特的结构基础。迄今为止，以3-氨基香豆素为原料发展了一系列荧光探针分子，快速检测金属离子和生物分子。综述了以3-氨基香豆素为原料发展的一系列新的荧光探针，这些探针主要用于探测多种金属离子、硫离子、生物硫醇、H₂O₂和活性蛋白质。

关键词：荧光探针；3-氨基香豆素；金属离子；生物硫醇；活性蛋白质

中图分类号：O65              文献标识码：A              文章编号：0258-3283（2023）

DOI：10.13822/j.cnki.hxsj.2023.0470

Fluorescent Probes Derived from 3-Aminocoumarins ZHANG Rui¹, LIU Xue-yu², HU Yun-xiang², SHUAI Lin-he², ZHAO Yu-ling^*3(1. Institute of Biochemistry and Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou 730000, China; 2. Hangzhou Xinfu Science & Technology Limited Corporation, Hangzhou 311305, China; 3. School of Chemistry and Chemical Engineering, Lanzhou Jiaotong University, Lanzhou 730070, China)

Abstract：Coumarin is a commonly used fluorescent chromophore, which has been applied in the development of novel and efficient fluorescent probes. 3-Aminocoumarin is an α,β-dehydroamino acid lactone, whose unique structure provides a strong basis for this compound to be developed into versatile molecules with biological activities and other diverse functions. A number of fluorescent probes have been developed using 3-aminocoumarins for the rapid determination of metal ions and biomolecules. This article reviews the literatures involving these novel fluorescent probes developed from 3-aminocoumarin applied in the detection of metal ions, sulfur ions, biothiols, H₂O₂, and active proteins.

引用本文：张芮，刘学愚，胡云翔，等. 3-氨基香豆素衍生的荧光探针[J]. 化学试剂，2023，45（12）：9-17.

磁性石墨烯复合材料的制备及应用研究进展

张阳

（安徽工业大学 材料科学与工程学院，安徽 马鞍山 243032）

摘要：磁性石墨烯复合材料结合了纳米材料和磁性材料的优势，具有量子尺寸和宏观量子隧道等效应，被广泛应用于新能源、生物医学等领域。然而，磁性石墨烯复合材料的性能和应用受到其尺寸、形貌和晶体结构的影响，因此选择适当的制备方法对于开发出性能优越、应用广泛的磁性石墨烯复合材料至关重要。综述了近年来磁性石墨烯复合材料的制备方法及应用研究进展，重点介绍了制备方法的原理、优缺点及应用实例，并展望了未来的发展方向。

关键词：磁性纳米材料；石墨烯；纳米复合材料；制备；应用

中图分类号：TB33              文献标识码：A              文章编号：0258-3283（2023）--

DOI：10.13822/j.cnki.hxsj.2023.0463

Research Progress in the Preparation and Application of Magnetic Graphene Composites ZHANG Yang (School of Materials Science and Engineering, Anhui University of Technology, Maanshan 243032, China)

Abstract: Magnetic graphene composites combine the advantages of nanomaterials and magnetic materials with quantum size and macroscopic quantum tunneling effects, which are widely used in energy, biomedicine and other fields. However, the performance and application of magnetic graphene composites are affected by their size, morphology, and crystal structure. Therefore, the selection of appropriate preparation methods is essential to develop magnetic graphene composites with superior performance and wide applications. In the review, we present the preparation methods and research developments on the application of magnetic graphene composites in recent years. Furthermore, we highlight the principles, advantages, and disadvantages of the preparation methods and application examples. Finally, we discuss the future perspectives of magnetic graphene composites.

Key words：magnetic nanomaterials; graphene; nanocomposites; preparation; application

引用本文：张阳. 磁性石墨烯复合材料的制备及应用研究进展[J]. 化学试剂，2023, 45(12): 18-25.

【生化与药用试剂】

天花粉粗多糖壳聚糖复合水凝胶促进小鼠皮肤伤口愈合

吴燕，寇先勇，王峣姿，刘同，刘馨月，尤祥宇^*，苏江涛

（湖北工业大学 生物工程与食品学院，湖北 武汉 430068）

摘  要：以天花粉粗多糖（TRP）和壳聚糖（CS）为基质、柠檬酸（CA）为交联剂制备复合水凝胶作为伤口敷料促进小鼠皮肤伤口快速愈合。采用水提醇沉法提取天花粉粗多糖、三氯乙酸法除蛋白进行纯化；通过一步冻融法制备TRP水凝胶；通过傅里叶变换红外光谱（FITR）、扫描电镜（SEM）和质构分析揭示了TRP水凝胶的结构、形貌和机械性能；测定了TRP抗氧化能力以及TRP水凝胶的溶胀性能、溶血率；采用小鼠全皮层损伤模型研究了TRP水凝胶促进伤口愈合的能力。结果表明TRP水凝胶最大抗压强度为13.79 KPa，溶胀度为12.35；TRP和TRP水凝胶均具有较低的溶血率，TRP溶血率最高为1.29 %，TRP6水凝胶（TRP含量为6 mg/mL）的溶血率为2.36 %；TRP表现出良好的抗氧化活性，能有效清除多种自由基；在小鼠全皮层损伤修复实验中，TRP水凝胶组小鼠的愈合速度最快，H&E染色结果表明TRP水凝胶能更好的促进小鼠皮肤伤口处的毛囊再生和皮肤组织重建。表明TRP水凝胶在伤口敷料应用方面具有巨大潜力。

关键词：天花粉粗多糖；壳聚糖；水凝胶；抗氧化；伤口愈合

中图分类号：TS206      文献标识码：A      文章编号：0258-3283（2023）--

DOI：10.13822/j.cnki.hxsj.2023.0602

Trichosanthin Polysaccharide Chitosan Composite Hydrogel Promotes Skin Wound Healing in Mice WU Yan, KOU Xian-yong, WANG Yao-zi, LIU Tong, LIU Xin-yue, YOU Xiang-yu^*, SU Jiang-tao (School of Food and Biological Engineering, Hubei University of Technology, Wu Han 430068, China)

Abstract: The composite hydrogel was prepared using trichosanthin polysaccharide (TRP), chitosan (CS), and citric acid (CA) as a crosslinking agent and utilized as a wound dressing to encourage mice's skin wounds to heal quickly. TRP was isolated utilizing the methods of water extraction, alcohol precipitation, and protein removal with trichloroacetic acid. TRP hydrogel was designed using a one-step freeze-thaw procedure, and its structure, morphology, and mechanical properties were uncovered using fourier transform infrared spectroscopy (FITR), scanning electron microscopy (SEM), and texture analysis. In addition, the antioxidant capacity of TRP, as well as the swelling property and hemolysis rate of TRP hydrogel, were measured, and the effectiveness of TRP hydrogel as a wound dressing in promoting wound healing was investigated. According to the results, TRP hydrogel had a maximum compressive strength of 12.79 KPa and a swelling rate of 12.353. Both TRP and TRP hydrogel had a low hemolysis rate, the highest hemolysis rate of TRP was 1.29 %, and the hemolysis rate of TRP6 hydrogel (TRP content: 6 mg/mL) was 2.36 %. TRP displayed good antioxidant activity and could effectively scavenge various free radicals, and throughout the full-thickness trauma mouse model, and H&E staining results also showed that TRP hydrogel could promote the hair follicle regeneration and tissue reconstruction of mice skin wounds better. In conclusion, these results suggest that TRP hydrogel has a promising future in wound healing as a wound dressing.

Key words: Trichosanthin polysaccharides; Chitosan; Hydrogel; Antioxidant; Wound healing

引用本文：吴燕，寇先勇，王峣姿，等.天花粉粗多糖壳聚糖复合水凝胶促进小鼠皮肤伤口愈合[J].化学试剂，2023, 45(12):26-32.

【功能材料】

NaYF₄:Yb³⁺,Tm³⁺稀土掺杂上转换纳米材料的制备与条件优化

殷慧¹，孟颖¹，曲超¹，罗利霞^1，2，张凌燕^1，2，李淑荣^*1，2，孟佩俊^*1，2

(1. 内蒙古科技大学 包头医学院公共卫生学院，包头 014040；2. 内蒙古自治区卫生检测与评价工程技术中心，包头 014040)

摘要：本研究利用溶剂热法制备油相NaYF₄:Yb³⁺,Tm³⁺，经“超声去油”后得到水相NaYF₄:Yb³⁺,Tm³⁺，并对稀土离子掺杂比例、反应温度、反应时间和油酸体积分数进行条件优化，通过X-射线衍射（XRD）、透射电子显微镜（TEM）、扫描电子显微镜（SEM）和分子荧光光谱仪（MFS）对其进行表征。结果表明，当稀土离子掺杂比例为NaYF₄:25%Yb³⁺:0.3%Tm³⁺，反应时间为60 min，反应温度为300 ℃，油酸体积分数为20.6%时，合成的水相NaYF₄:Yb³⁺,Tm³⁺为六方晶型结构，六边形两平面间的平均粒径大小约为50 nm，形貌均匀、尺寸均一、分散性良好，980 nm近红外光激发下，在452 nm和478 nm处荧光强度最大，且发出明亮的蓝色荧光。水相NaYF₄:Yb³⁺,Tm³⁺的成功制备为其后续在细胞成像、生物传感以及检测方面的应用奠定了基础。

关键词：稀土掺杂上转换纳米材料；溶剂热法；超声去油；条件优化

中图分类号：O657            文献标识码：A      文章编号：0258-3283（2023）--

DOI：10.13822/j.cnki.hxsj.2023.0550

Preparation and optimization of Rare earth doped upconversion nanoparticles NaYF₄:Yb³⁺,Tm³⁺YIN Hui¹，MENG Ying¹，QU Chao¹，LUO Li-xia^1,2，ZHANG Ling-yan^1,2，LI Shu-rong^*1,2，MENG Pei-jun^*1,2(1.Public Health School, Baotou Medical College, Inner Mongolia University of Science & Technology, Baotou 014040, China;2.Engineering Technology Center of Hygienic Inspection and Assessment of Inner Mongolia Autonomous Region, Baotou 014040, China)

Abstract: In this study, NaYF₄:Yb³⁺, Tm³⁺ nanoparticles in oil phase were prepared by solvothermal method, and aqueous NaYF₄:Yb³⁺,Tm³⁺ nanoparticles were obtained after ultrasonic deoiling. The doping ratio of rare earth ions, reaction temperature, reaction time and volume fraction of oleic acid were optimized and characterized by X-ray diffraction(XRD), transmission electron microscope(TEM), scanning electron microscope(SEM) and molecular fluorescence spectrometer(MFS). The results showed that when the doping ratio of rare earth ions was NaYF₄:25%Yb³⁺,0.3%Tm³⁺, the reaction time was 60 min, the reaction temperature was 300 ℃ and the volume fraction of oleic acid was 20.6%, the synthesized aqueous phase NaYF₄:Yb³⁺,Tm³⁺ was hexagonal crystal structure, The average particle size between the two planes of the hexagon was about 50 nm, the morphology was uniform, the size was uniform, and the dispersion was good. Under the excitation of 980 nm near infrared light, the fluorescence intensity was the highest at 452 nm and 478 nm and emitted bright blue fluorescence. The successful preparation of aqueous NaYF₄:Yb³⁺,Tm³⁺ lays a foundation for subsequent applications in cell imaging, biosensor and detection..

Keywords: rare-earth-elements-doped upconversion nanoparticles(REEs-UCNPs); solvothermal method; ultrasonic deoiling; condition optimization

引用本文：殷慧，孟颖，曲超，等. NaYF₄:Yb³⁺,Tm³⁺稀土掺杂上转换纳米材料的制备与条件优化[J]. 化学试剂,2023, 45(12):33-40.

蒽修饰的四苯乙烯衍生物的合成及发光特性研究

蒋梦忆，李星，李艾强，韩勰^*

（武汉科技大学 化工学院，湖北 武汉  430000）

摘要：四苯乙烯衍生物独特的发光性质使其在成像、传感等众多领域受到了广泛的关注。通过将四苯乙烯与荧光基团蒽相连构筑了化合物4,4’-二(9-蒽甲基胺甲基)四苯基乙烯（TPE-AN），研究表明在四氢呋喃和水的混合体系中随着化合物的聚集，其表现出蒽的单体发射、蒽的激基缔合物发射和四苯乙烯的聚集诱导发光特性。除此之外，TPE-AN表现出可逆的机械变色性能，研磨可导致其发射波长的红移，溶剂熏蒸又能使其恢复至初始状态。

关键词：四苯乙烯；蒽；聚集诱导发光（AIE）；机械变色；荧光

中图分类号：O62      文献标识码：A      文章编号：0258-3283（2023）--

DOI：10.13822/j.cnki.hxsj.2023.0469

Synthesis and Emission Property of Anthracene-Dressing Tetraphenylethene JIANG Meng-yi, LI Xing, LI Ai-qiang, HAN Xie^* (School of Chemical Engineering and Technology, Wu Han University of Science and Technology, Wuhan 430000, China)

Abstract: The tetraphenylethene (TPE) derivatives have received wide attention in many fields, such as imaging and sensing, for their unique luminescent properties. In this work, 4,4'-Bis(9- anthracenamethylaminemethyl)tetraphenylethylene (TPE-AN) was synthesized by connecting TPE with anthracene fluorophore. The results indicated that TPE-AN could exhibit the fluoresce character of anthracene monomer, anthracene excimer and AIE emission of TPE in the mixture of tetrahydrofuran and water with the aggregation of TPE-AN. In addition, TPE-AN showed reversible mechanical discoloration property. The red shift of emission wavelength was observed under mechanical force stimulation grinding, while its initial state could be restored by solvent.

Key words: tetraphenylethene; anthracene; aggregation induced emission (AIE); mechanochromic luminescence; fluorescence

引用本文：蒋梦忆, 李星, 李艾强, 等. 蒽修饰的四苯乙烯衍生物的合成及发光特性研究[J]. 化学试剂, 2023, 45(12):41-47.

【分离提取技术】

香紫苏醇发酵液中香紫苏醇的提取与纯化工艺

孙立权^*，郜玉欣，滕茂浩

（北京理工大学 生命学院，北京 100081）

摘要：香紫苏醇作为合成龙涎香的中间体和配制香料的一种重要成分，受到香料领域的大量关注。选取微波辅助法和丙酮-萃取结晶法提取和纯化香紫苏醇发酵液中的香紫苏醇。通过单因素实验和响应面法优化了香紫苏醇的提取工艺，获得最佳提取工艺条件：料液比为1:25（g/mL），微波温度为59 ℃，提取时间为9.5 min，在此条件下，菌体的提取率为6.26%。丙酮-萃取结晶法分离纯化提取物得到的香紫苏醇纯度为94.20%，回收率为63.56%。整个提取和纯化工艺过程步骤少，操作简单，所用溶剂可循环利用，对环境友好，实验结果可为发酵法生产香紫苏醇的工业化提供参考和技术支撑。

关键词：香紫苏醇；发酵液；提取；响应面法；纯化

中图分类号：R284.2      文献标识码：A      文章编号：0258-3283（3283）--

DOI：10.13822/j.cnki.hxsj.2023.0251

Extraction and purification process of Sclareol from Sclareol fermentation broth SUN Li-quan, GAO Yu-xin, TENG Mao-hao (School of Life Science, Beijing Institute of technology, Beijing 100081, China)

Abstract: Sclareol is an important component in the synthesis and preparation of perfume, and has been focused by the experts in the spice industry. Microwave-assisted extraction method and recrystallization method with acetone were used for extracting and purifying sclareol from the fermentation broth of sclareol. The optimal parameters in the extraction process by single factor experiments and response surface experiment were obtained as follows: the solid-liquid ratio was 1:25 (g/mL), the microwave temperature was 59 ℃, and the extraction time was 9.5 min. The extraction yield of crude sclareol was 6.26%. The crude product was separated and purified by recrystallization method with acetone, and the purity of recrystallized sclareol was higher than 94.20%, and the recovery yield was near to 63.56%. The whole extraction and purification process is environmentally friendly including a few steps of simple operation, and the solvent used can be recycled. The experimental results show more evidence for industrial production of sclareol by fermentation method.

Key words: Sclareol; fermentation broth; extraction; response surface experiment; purification

引用本文：孙立权，郜玉欣，滕茂浩. 香紫苏醇发酵液中香紫苏醇的提取与纯化工艺[J]. 化学试剂, 2023, 45(12):48-53.

微波辅助低共熔溶剂优化橘红花柚皮苷提取工艺及其对黄嘌呤氧化酶抑制活性研究

臧青民^1,2，黄雅曼¹，杨瑞清¹，王佳蕊¹，陈咏涓¹，王则寻¹，章烨雯^*1

（1. 玉林师范学院 生物与制药学院，广西 玉林  537000；2. 广西高校亚热带生物资源保护与利用重点实验室，广西 玉林  537000）

摘要：采用微波辅助低共熔溶剂（DES）对橘红花中的柚皮苷进行提取，在单因素试验结果的基础上，采用Box-Behnken响应面法对提取工艺进行优化，并研究柚皮苷对黄嘌呤氧化酶（XOD）的体外抑制作用。结果表明，橘红花柚皮苷得率的最佳工艺条件为：以氯化胆碱-乙醇为提取溶剂，物质的量比为1:2，含水量38%，液料比20 mL/g，微波时间20 s，微波功率为350 W。在该条件下橘红花柚皮苷得率为4.42%，与预测值接近。体外抑制XOD实验结果表明，柚皮苷对XOD的IC₅₀为2.229 μg/mL。该提取工艺稳定可靠，可用于橘红花柚皮苷的提取，并且柚皮苷具有较强的抑制XOD活性，为橘红花的进一步开发利用提供了科学依据。

关键词：柚皮苷；橘红花；低共熔溶剂；响应面法；黄嘌呤氧化酶

中图分类号：R284.2 文献标识码：A  文章标号：0258-3283（2023）--

DOI：10.13822/j.cnki.hxsj.2023.0480

Optimization of Extraction Process of Naringin from Citrus Grandis（L.）Osbeck Flowers by Microwave-Assisted Deep Eutectic Solvents and Inhibitory Activity against xanthine oxidase ZANG Qing-min^1,2, HUANG Ya-man¹, YANG Rui-qing¹, WANG Jia-rui¹, CHEN Yong-juan¹, WANG Ze-xun¹, ZHANG Ye-wen^*1(1. College of Biology and Pharmacy, Yulin Normal University, Yulin 537000, China; 2. Key Laboratory for Conservation and Utilization of subtropical Bio-Resources, Education Department of Guangxi Zhuang Autonomous Region, Yulin 537000, China)

Abstract: Microwave-assisted deep eutectic solvents (DES) were employed to extract naringin from Citrus grandis（L.）Osbeck flowers. Based on the results of single-factor experiments, the extraction process was optimized by Box-Behnken response surface methodology, and the inhibitory of naringin against xanthine oxidase (XOD) was studied. The results showed that the optimum conditions for the extraction of naringin were as follows: choline chloride-ethanol as the extraction solvent at a molar ratio of 1:2 with a water content of 38%, the solvent-material ratio of 20 mL/g, the microwave time of 20 s, and the microwave power of 350 W. Under this condition, the extraction yield was 4.42%, which was close to the predicted value. The in vitro results of XOD inhibition demonstrated that the IC₅₀ of naringin on OXD was 2.229 μg/mL. This extraction process is stable and reliable, which can be used for the extraction of naringin from Citrus grandis（L.）Osbeck flowers. Moreover, naringin has strong inhibitory against XOD. This study provides a scientific evidence for the further development and utilization of Citrus grandis（L.）Osbeck flowers.

Key words：naringin; Citrus grandis（L.）Osbeck flowers; deep eutectic solvents; response surface methodology; xanthine oxidase

引用本文：臧青民，黄雅曼，杨瑞清，等. 微波辅助低共熔溶剂优化橘红花柚皮苷提取工艺及其对黄嘌呤氧化酶抑制活性研究[J]. 化学试剂，2023，45（12）：54-61.

【电化学和新能源】

花状沸石咪唑骨架用于高效电还原二氧化碳

谷建霞^*1，贺敬婷²

(1. 忻州师范学院 化学系，山西 忻州  034000；2. 东北师范大学 化学学院，吉林 长春  130022)

摘要：电还原二氧化碳(CO₂RR)是降低CO₂含量的有效途径之一，且构筑高活性的电催化剂是该技术的核心。锌基沸石咪唑骨架(ZIF-8)因其制备简单、形貌可控和高CO₂吸附性能备受关注。然而，ZIF-8自身CO₂还原性能不佳。基于此，该工作通过调控ZIF-8的形貌，得到花状ZIF-8(F-ZIF-8)，F-ZIF-8表现出优异的CO₂电催化活性，在不加额外导电剂的前提下，生成CO的法拉第效率(FE)达到83%，是传统菱形十二面体ZIF-8(R-ZIF-8)(FE_CO=52%)的1.6倍。F-ZIF-8良好的催化活性与其独特的形貌密切相关，实验证明具有分级孔结构的花状形貌不仅有利于CO₂分子的吸附和传输，同时可以改善导电性，加速电子转移。此外，该电催化剂还表现出优异的稳定性(8 h)。这种通过调节ZIF-8的形貌提高其电催化活性的策略，对于开发廉价高效的电催化剂具有重要意义。

关键词：锌基沸石咪唑框架；形貌调控；电催化；二氧化碳还原

中图分类号：X701；TQ426

DOI：10.13822/j.cnki.hxsj.2023.0523

Efficient Electrocatalytic Reduction of Carbon Dioxide Using Flower-like Zeolite Imidazole Framework GU Jian-xia^*1, HE Jing-ting²(1. Department of Chemistry, Xinzhou Normal University, Xinzhou 034000, China; 2. Department of Chemistry, Northeast Normal University, Changchun 130022, China)

Abstract：Electrocatalytic reduction of carbon dioxide (CO₂RR) is one of the effective ways to reduce CO₂, and the construction of highly active electrocatalysts is the core of this technology. Zinc-based zeolite imidazole framework (ZIF-8) has received widespread attention due to its simple preparation, controlled morphology and high CO₂ adsorption performance. However, ZIF-8 has poor performance in CO₂ reduction. Based on this, by regulating the morphology of ZIF-8, the flower-like ZIF-8 (F-ZIF-8) has been obtained in this work, and it shows excellent CO₂ electrocatalytic activity. Without additional conductive agent, the Faraday efficiency (FE) of generated CO reaches 83%, which is 1.6 times than that of the traditional ZIF-8 with the shape of rhombic dodecahedron (R-ZIF-8) (FE_CO=52%). The good catalytic activity of F-ZIF-8 is closely related to its unique morphology. The results show that the flower-like morphology with a hierarchical pore structure not only contributes to the adsorption and transport of CO₂ molecules, but also enhances conductivity to accelerate electrons transfer. In addition, this electrocatalyst also exhibits excellent stability (8 h). This strategy to improve the electrocatalytic activity of ZIF-8 by adjusting its morphology is of great significance for the development of cheap and efficient electrocatalysts.

Key words：zinc-based zeolite imidazole frame; morphology control; electrocatalysis; carbon dioxide reduction

引用本文：谷建霞，贺敬婷.花状沸石咪唑骨架用于高效电还原二氧化碳[J]. 化学试剂，2023, 45（12）：62-69.

【化学品与环境】

聚乙烯亚胺改性生物炭对水中甲醛的吸附特性及影响因素研究

赵苏亚^1,2,3，刘哲²，王永硕²，吕喜风^1,2,3，欧明^*1,2

(1. 新疆兵团南疆化工资源利用工程实验室，新疆 阿拉尔 843300；2. 塔里木大学 化学化工学院，新疆 阿拉尔 843300；3. 新疆维吾尔族自治区教育厅普通高等学校现代农业工程重点实验室，新疆 阿拉尔, 843300；）

摘要：利用聚乙烯亚胺(PEI)通过浸渍处理玉米芯活性炭(AC)制备PEI改性AC(PEI-AC)，并将PEI-AC用于吸附工业废水中的甲醛。采用单因素静态实验对影响吸附的四个主要因素(吸附剂投加量、pH值、初始浓度和吸附时间)进行分析，并结合吸附过程的动力学特征以及SEM、FT-IR和XRD等特性表征对吸附机理进行了初步探究。研究结果表明，当PEI-AC的投加量为0.3 g、pH 2、初始浓度为10 mol/L且吸附时间为4 h时，PEI-AC对甲醛的吸附量为5.92 mg/g，吸附率高达89.2%，而在相同条件下未改性AC对甲醛的吸附率仅为42.2%。因此，PEI改性可以极大地提高AC对甲醛的吸附能力。利用准一级、准二级及内扩散动力学模型对PEI-AC吸附甲醛的过程进行拟合，结果发现该吸附过程符合准二级动力学模型；进一步采用Langmuir和Freundlich模型对等温吸附过程进行描述，研究结果表明，该吸附过程服从Langmuir模型，饱和吸附量为5.79 mg/g。

关键词：聚乙烯亚胺；改性；生物炭；甲醛；吸附

中图分类号：O69       文献标识码：A        文章编号：0258-3283（2023）--

DOI：10.13822/j.cnki.hxsj.2023.0535

Study on Adsorption Characteristics and Influencing Factors of Polyethyleneimine Modified Biochar Towards Formaldehyde in Water ZHAO Su-ya^1,2,3 LIU Zhe², WANG Yong-shuo² ,LV Xi-fen^1,2,3,Ou Ming^*1,2 (1. Chemical Resources Utilization Engineering Laboratory of Xinjiang Corps, Alar 843300, China; 2. School of Chemistry and Chemical Engineering, Tarim University, Aral 843300, China；3.Key Laboratory of Modern Agricultural Engineering, Education Department of XinjiangUygur Autonomous Region, Alar 843300, China)

Abstract: Polyethylenimine (PEI) was employed to modify corncob derived activated carbon (AC) to prepare PEI-AC by impregnation, and PEI-AC was used to adsorb formaldehyde in industrial wastewater. The four main factors (adsorbent dosage, pH value, initial concentration and adsorption time) affecting the adsorption were analyzed by single factor static experiment, and the adsorption mechanism was preliminarily explored by combining the dynamic characteristics of the adsorption process and characterization such as electron microscopy (SEM), Fourier-transform infrared spectroscopy (FT-IR) and X-ray diffraction (XRD). The results indicated that when the dosage of PEI-AC was 0.3 g, pH 2, initial concentration was 10 mol/L, and adsorption time was 4 h, the adsorption capacity of PEI-AC for formaldehyde was 5.92 mg/g with the adsorption rate of formaldehyde up to 89.2%, while the adsorption rate of unmodified AC for formaldehyde was only 42.2% under the same condition. Therefore, PEI modification can greatly improve the adsorption capacity of AC for formaldehyde. The adsorption process of formaldehyde by PEI-AC was fitted using quasi-first-order, quasi-second-order, and internal diffusion kinetic models. The results indicated that the adsorption process conformed to the quasi-second-order kinetic model. Furthermore, the adsorption process was also described by Langmuir and Freundlich models, and the results showed that the process was more in line with Langmuir equation with the saturated adsorption capacity of 5.79 mg/g.

Keywords: Polyethyleneimine; Modification; Biochar; Formaldehyde; Adsorption

引用本文：赵苏亚，刘哲，王永硕，等. 聚乙烯亚胺改性生物炭对水中甲醛的吸附特性及影响因素研究[J]. 化学试剂，2023, 45（12）：70-76.

光催化TiO₂-NaOH预处理稻秆协同酶法制备葡萄糖研究

潘亮，毕艳红，迟永州，罗思，袁向阳，王朝宇^*，赵祥杰

（淮阴工学院 生命科学与食品工程学院, 江苏 淮安  223003）

摘要：采用光催化耦合TiO₂-NaOH预处理稻秆的方法，以有效提高其酶解糖化的效果。研究了光催化剂TiO₂粒径、料液比、TiO₂质量浓度和光催化时间对稻秆预处理的影响。采用3因素3水平的Box-Behnken试验设计，利用响应面法对稻秆预处理工艺参数进行研究，以酶解预处理稻秆的葡萄糖质量浓度为响应值进行响应面分析，得到最优光催化条件：料液比为1∶41 (g/mL)，P25型TiO₂质量浓度为0.7 g/L，光催化时间为54 min。在此条件下，酶解后葡萄糖质量浓度最高达（19.02±0.16）mg/mL。所建立的TiO₂-NaOH预处理方法，为木质纤维素的高效预处理提供了借鉴，对推动生物质能源的高效利用提供了理论依据。

关键词：光催化；TiO₂光催化剂；木质纤维素；酶解

中图分类号：Q556           文献标识码：A             文章编号：0258-3283（2023）--

DOI：10.13822/j.cnki.hxsj.2023.0520

Study on photocatalytic TiO₂-NaOH pretreatment of rice straw for synergistic enzymatic preparation of glucose PAN Liang, BI Yan-hong, CHI Yong-zhou, LUO Si, YUAN Xiang-yang, WANG Zhao-yu^*, ZHAO Xiang-jie (School of Life Science and Food Engineering, Huaiyin Institute of Technology, Huai'an 223003, China)

Abstract: , A photocatalytic coupled TiO₂-NaOH pretreatment method was used to improve the enzymatic hydrolysis of rice stalks. The effects of TiO₂ particle size, solid-liquid ratio, TiO₂ mass concentration and photocatalytic time on rice stalks were studied. A three-factor and three-level Box-Behnken experimental scheme was adopted to explore the parameters of straw pretreatment process by response surface method. The optimal photocatalytic conditions were obtained by response surface analysis with glucose mass concentration as the response value: solid-liquid ratio was 1:41 (g/mL), P25 TiO₂ mass concentration was 0.7 g/L, and photocatalytic time was 54 min. The highest glucose mass concentration was (19.02±0.16) mg/mL after enzymolysis. The TiO₂ photocatalytic combined with NaOH pretreatment method established in this study provides a reference for the efficient pretreatment of lignocellulose and a theoretical basis for promoting the utilization of biomass energy.

Key words: photocatalysis; TiO₂ photocatalyst; lignocellulose; enzymolysis

引用本文：潘亮，毕艳红，迟永州，等. 光催化TiO₂-NaOH预处理稻秆协同酶法制备葡萄糖研究[J]. 化学试剂, 2023, 45(12):77-83.

【分析与测试】

埃洛石基分子印迹荧光传感器检测罗丹明6G

王天聪，李媛媛^*，李皓文，刘刚，张铭亮，相皓泷，何娟

 (河南工业大学 化学化工学院，河南 郑州  450001)

摘要：以无机材料埃洛石纳米管为载体，以聚集诱导发光分子为荧光基团，通过沉淀聚合法合成表面分子印迹荧光传感器，并将其用于检测罗丹明6G。采用扫描电镜（SEM）、傅里叶变换红外光谱（FTIR）、X射线衍射（XRD）等对传感器进行表征，表明已成功合成表面分子印迹荧光传感器。在检测罗丹明6G的过程中，传感器展现出由蓝色到橙色的荧光变化，其荧光强度之比I₅₆₅/I₄₁₈与罗丹明6G浓度（0~5 μmol/L）具有良好的线性关系（R²=0.9935），检出限为2 nmol/L。此外，该传感器选择性好、抗干扰能力强，且具有良好的荧光稳定性和可重复使用性。在实际样品检测中，罗丹明6G的回收率为89.28%~109.73%，相对标准偏差小于2.57%。该研究为罗丹明6G的高效快速检测提供了一种可行的方法。

关键词：表面分子印迹聚合物；荧光传感器；罗丹明6G ；埃洛石；聚集诱导发光

中图分类号：O657.39              文献标识码：A              文章编号：0258-3283（2023）--

DOI：10.13822/j.cnki.hxsj.2023.0539

Detection of Rhodamine 6G by a HNTs-Based Molecularly Imprinted Fluorescence Sensor WANG Tian-cong, LI Yuan-yuan^*, LI Hao-wen, LIU Gang, ZHANG Ming-liang, XIANG Hao-long, HE Juan (School of Chemistry and Chemical Engineering，Henan University of Technology，Zhengzhou 450001, China)

Abstract：A surface molecularly imprinted fluorescence sensor for detecting rhodamine 6G was synthesized by precipitation polymerization using inorganic material halloysite nanotubes as the carrier and aggregation-induced emission molecule as the fluorophore. The sensor was characterized by scanning electron microscopy (SEM), Fourier-transform infrared spectroscopy (FTIR) and X-ray diffraction (XRD), which indicated that the surface molecularly imprinted fluorescence sensor was successfully synthesized. During the detection of rhodamine 6G, a color change from blue to orange was observed. Meanwhile, the ratio of fluorescence intensities (I₅₆₅/I₄₁₈) showed good linearity (R²=0.9935) with rhodamine 6G in the concentration range of 0~5 μmol L^-1 with a detection limit of 2 nmol L^-1. In addition, the sensor exhibited good selectivity, strong interference immunity, and excellent fluorescence stability and reusability. The recoveries of rhodamine 6G ranged from 89.28% to 109.73%, with relative standard deviations less than 2.57% in the analysis of real samples. This study provided a feasible method for efficient and rapid detection of rhodamine 6G.

Key words: surface molecularly imprinted polymers; fluorescence sensor; rhodamine 6G; halloysite nanotubes; aggregation-induced emission

引用本文：王天聪，李媛媛，李皓文，等. 埃洛石基分子印迹荧光传感器检测罗丹明6G[J]. 化学试剂，2023，45（12）：84-89.

黄芪中主要成分含量测定及其抗氧化活性研究

孙宇¹ ，陈雪¹，唐守祥²，张微¹，齐金玲¹，张海鹏³，单春光⁴，刘韩^*1

(1. 齐齐哈尔医学院  医药科学研究院，黑龙江 齐齐哈尔 161000；2. 齐齐齐哈尔市社会科学院，黑龙江 齐齐哈尔 161000；3. 齐齐哈尔市农业行业协会，黑龙江 齐齐哈尔 161000；4. 中粮集团，黑龙江 齐齐哈尔 161000)

摘要：利用超声提取法对24批黄芪进行提取，分别测定总皂苷、总黄酮、总多糖的含量，综合评价品种、产地及生长年限对黄芪各成分含量的影响。采用DPPH-UHPLC-QTOF-MS/MS联用技术建立黄芪抗氧化活性成分筛选方法，利用DPPH及ABTS实验验证单体化合物的抗氧化活性。结果表明，内蒙古赤峰一年的膜荚黄芪的皂苷含量最高，黑龙江大兴安岭野生膜荚黄芪的黄酮含量最高，内蒙古武川一年的膜荚黄芪的多糖含量最高。抗氧化成分筛选实验结果显示，黄酮类化合物的抗氧化活性优于皂苷类成分和多糖类成分。从构效关系上分析，黄酮类化合物连接的羟基个数越多其抗氧化活性越强，黄酮上的羟基成苷后，抗氧化活性下降。本研究产出可为合理利用黄芪资源及黄芪农产品区域品牌资源提升提供理论依据。

关键词：黄芪；总黄酮；总皂苷；总多糖；含量测定；抗氧化活性

DOI：10.13822/j.cnki.hxsj.2023.0606

Determination of the Main Components of Astragalus Membranaceus and Evaluation of Their Antioxidant Activity SUN Yu¹, CHEN Xue¹, TANG Shou-xiang², ZHANG Wei¹,  ZHANG Hai-peng³, SHAN Chun-guang⁴, LIU Han^*1 （1  Qiqihar Medical University, Qiqihar 161000; 2 Qiqihar Academy of Social Sciences, Qiqihar 161000; 3 Qiqihar Agricultural Industry Association,  Qiqihar 161000; 4 COFCO Corporation, Qiqihar 161000）

Abstract: Twenty-four batches of A. membranaceus were extracted by ultrasound method. The contents of total saponins, total flavonoids and total polysaccharides were determined to comprehensively evaluatie the effects of variety, origin and growth years on the content of various components of Astragalus membranaceus. DPPH-UHPLC-QTOF-MS/MS method was developed for screening antioxidants from A. membranaceus. DPPH and ABTS experiments were used to verify the antioxidant activity of monomer compounds. The results showed that one year A. membranaceus from Neimenggu Chifeng had the highest content of total saponins. Wild A. membranaceus from Heilongjiang Daxinanling had the highest content of total flavonoids. One year A. membranaceus from Neimenggu Wuchuan had the highest content of total polysaccharides. The results showed that flavonoids had better antioxidant activity than that of saponins and polysaccharides. By structure-activity relationship was discussed. The more hydroxyl groups attached to the flavonoids, the higher antioxidant activity they had. The attachment of glucoside to flavonoids would reduce the antioxidant activity. This study will provide theoretical basis for rational utilization of A. membranaceus and promotion of regional brand resources of A. membranaceus.

Key words: Astragalus membranaceus; total flavonoids, total saponins, total polysaccharides; content determination; antioxidant activity

引用本文：孙宇，陈雪，唐守祥，等. 黄芪中主要成分含量测定及其抗氧化活性研究[J].化学试剂，2023，45（12）：90-97.

重铬酸钾滴定法测定水稻土中有机碳

刘春霞^1,2，于亚辉^1,2，李艳华^1,2，张芳^1,2，袁润蕾^1,2，申硕果^1,2，吴娣^1,2

（1. 河南省岩石矿物测试中心，2. 自然资源部贵金属分析与勘查技术重点实验室，河南 郑州 450012)

摘要：重铬酸钾滴定法是测定有机碳的经典方法，但将其应用于水稻土分析时，样品中的亚铁会对测定产生干扰。为了准确测定有机碳含量，满足快速批量分析的需求，采用风干或过氧化氢预处理后的试样，在恒温电热板上以0.4 mol/L重铬酸钾-硫酸为氧化消解溶液，于210~230 ℃消解15~17 min时，在1 mol/L硫酸介质中，以邻菲啰啉作为突变指示剂，硫酸亚铁铵标准溶液滴定，溶液由橙黄变为蓝绿，再变为棕红，建立了重铬酸钾滴定法测定水稻土中有机碳的方法。同时，探讨了试样中亚铁离子对有机碳测定产生正干扰的消除方法，试验发现:四氧化三铁的存在不会对有机碳的测定产生影响，硫化亚铁和可溶性亚铁离子可通过风干氧化或加入1 mL 1%过氧化氢预处理试样，达到干扰消除的目的；方法检出限为0.06%，测定范围为0.21%～15%。将方法应用于不同性质国家标准物质（土壤、水系沉积物）中有机碳的测定，结果与标准值的相对误差(RE)为-3.15%～+1.15%，相对标准偏差（RSD，n=12）为0.80%～4.41%。

关键词：重铬酸钾滴定法﹔有机碳﹔亚铁离子﹔干扰及消除﹔水稻土

中图分类号：O65     文献标识码：A      文章编号：0258-3283（2023）--

Determination of Organic Carbon in Rice Soil by Potassium Dichromate Titration Method LIU Chun-xia^1,2, Yu Ya-hui^1,2, LI Yan-hua^1,2, ZHANG Fang^1,2, RUAN Run-lei^1,2, SHEN Shuo-guo^1,2, WU Di^1,2 (1. Henan Province Rock and Mineral Testing Center, Zhengzhou 450012, China; 2. Key Laboratory of Precious Metals Analysis and Exploration Technology, Ministry of Natural Resources, Zhengzhou 450012, China)

Abstract：The potassium dichromate volumetric method is a classic method for determining organic carbon, but when applied to the analysis of paddy soil, the ferrous content in the sample may interfere with the determination. In order to accurately determine the organic carbon content and meet the needs of rapid batch analysis, samples pretreated with air drying or hydrogen peroxide were used. 0.4mol/L potassium dichromate sulfuric acid was used as the oxidation digestion solution on a constant temperature electric heating plate. After digestion at 210～230 ℃ for 15～17 min, in 1 mol/L sulfuric acid medium, o-phenanthroline was used as the mutation indicator. The titration solution of ammonium ferrous sulfate standard solution changed from orange yellow to blue green, and then to brownish red, A potassium dichromate titration method has been established for the determination of organic carbon in paddy soil. At the same time, methods for eliminating the positive interference of ferrous ions in the sample on the determination of organic carbon were explored. The experiment found that the presence of ferric oxide does not affect the determination of organic carbon, and ferrous sulfide and soluble ferrous ions can be eliminated by air drying oxidation or pre-treatment with 1 mL 1% hydrogen peroxide to eliminate measurement interference; The detection limit of the method is 0.06%, and the determination range is 0.21%～15%. The method was applied to the determination of organic carbon in different national standard substances (soil, river sediment) with different properties. The relative error (RE) between the results and the certified values was -3.15%～+1.15%, and the relative standard deviation (RSD, n=12) was 0.80%～4.41%.

Key words：Potassium dichromate titration method; organic carbon; ferrous ion; interference and elimination; rice soil

引用本文：刘春霞，于亚辉，李艳华，等. 重铬酸钾滴定法测定水稻土中有机碳[J]. 化学试剂, 45(12):98-103.

【标准物质与标准品】

电解质分析仪用标准物质原料纯度定值研究

罗婷婷¹，张鹏辉¹，张惠¹，袁娇阳¹，司升玲¹，张蒙¹，杨嘉伟^*2

（1.四川中测标物科技有限公司，四川 成都  610052；2.中国测试技术研究院，四川 成都  610021）

摘要：对制备电解质分析仪用溶液标准物质的3种高纯试剂原料无水醋酸钠、氯化锂、氯化钙的纯度进行定值研究。采用经检定/校准后的电感耦合等离子体质谱仪、电感耦合等离子体发射光谱仪、氧氮氢分析仪、碳硫分析仪、离子色谱仪对原料中所包含的无机杂质进行测定，采用干燥减量法对原料中所含的挥发性组分与水分含量进行测定，最后采用杂质扣除法对3种高纯试剂原料的纯度进行定值，通过对每种分析方法引入的不确定度进行分析评定，得到原料纯度的不确定度评定结果，取包含因子k=2，置信概率为95%，无水醋酸钠的纯度为（99.956±0.038）%、氯化锂的纯度为（99.933±0.054）%、氯化钙的纯度为（99.941±0.048）%，以上纯度定值结果可用于电解质分析仪用溶液标准物质及相关试剂溶液的制备。

关键词：电解质分析仪；杂质扣除法；纯度分析；不确定度；标准物质

中图分类号：O65              文献标识码：A              文章编号：0258-3283（2023）--

DOI：10.13822/j.cnki.hxsj.2023.0436

Study on Certification of Purity in Reference Materials used for Electrolyte Analyzers LUO Ting-ting¹, ZHANG Peng-hui¹, ZHANG Hui¹, YUAN Jiao-yang¹, SI Sheng-ling¹, ZHANG Meng¹, YANG Jia-wei^*2 (1.Sichuan Zhongce RM Co.ltd., Chengdu Sichuan 610052,China; 2.National Institute of Measurement and Testing Technology, Chengdu 610021, China)

Abstract: The purity of anhydrous sodium acetate, lithium chloride, and calcium chloride in solution reference for the electrolyte analyzer was determined. The certified/calibrated inductively coupled plasma mass spectrometer, inductively coupled plasma atomic emission spectrometer, oxygen nitrogen hydrogen analyzer, carbon sulfur analyzer, and ion chromatograph were used to determine the inorganic impurities, and the drying decrement method was used to determine volatile components and water content in raw materials. Finally, the impurity deduction method was used to determine the purity of three high-purity reagents. The uncertainty evaluation results of the purity of raw materials were obtained by evaluating the uncertainty of each analysis method. The inclusion factor k=2, the confidence probability was 95%, the purity of anhydrous sodium acetate was (99.956 ± 0.038) %, the purity of lithium chloride was (99.933 ± 0.054)%, and the purity of calcium chloride was (99.941 ± 0.048)%. The above purity calibration results can be directly used for the preparation of solution references for electrolyte analyzer and related reagent solutions.

Key words: electrolyte analyzer; deduction impurity method;purity analysis; uncertainty；reference material

引用本文：罗婷婷，张鹏辉，张惠，等. 电解质分析仪用标准物质原料纯度定值研究[J]. 化学试剂, 2023, 45(11 ):104-111.

【合成与工艺技术】

新型喹唑啉酮类衍生物的设计、合成与体外抗肿瘤活性评价

赵灿¹，李志¹，马晓东^*1,2

（1. 安徽中医药大学 药学院，安徽 合肥  230012；2. 安徽省中医药科学院 药物化学研究所，安徽 合肥  230012）

摘要：为发现具有抗实体瘤活性的新型喹唑啉酮类衍生物，以2-氨基-6-氯苯甲酸为原料，经缩合、环合、亲核取代、脱Boc、芳族亲核取代以及羟胺解反应，得到3个目标分子，并通过¹HNMR、¹³CNMR以及HR-MS对其进行了结构确证。目标化合物的抗增殖活性测试结果表明，所有目标分子对PC-3、MDA-MB-231以及T-47D这3种实体瘤细胞株的增殖抑制活性均与阳性对照SAHA、Idelalisib相当或更优，且对正常细胞毒性较低。分子对接的结果，揭示了目标化合物与PI3Kδ蛋白以及HDAC蛋白的可能结合模式。

关键词：设计；合成；磷脂酰肌醇-3-激酶δ；组蛋白去乙酰化酶；抗增殖活性

中图分类号：R914.5              文献标识码：A           文章编号：0258-3283（2023）

DOI：10.13822/j.cnki.hxsj.2023.0490

Novel Quinazolinone Derivatives: The Design, Synthesis and In vitro Antitumor Activity Evaluation ZHAO Can¹, LI Zhi¹, MA Xiao-dong^*1,2 (1. College of Pharmacy, Anhui University of Chinese Medicine, Hefei 230012, China; 2. Department of Medicinal Chemistry, Anhui Academy of Chinese Medicine, Hefei 230012, China)

Abstract: This study aimed at the discovery of novel quinazolinone derivatives for battling solid tumors. Three target compounds were obtained through condensation, cyclization, nucleophilic substitution, Boc-deprotection, aromatic nucleophilic substitution, and hydroxylaminolysis reactions with 2-amino-6-chlorobenzoic acid as raw materials. Structural confirmations are achieved through ¹H NMR, ¹³C NMR, and HR-MS analysis. The anti-proliferative assay demonstrated that all the target compounds exhibited comparable or superior activity to the positive control SAHA and Idelalisib against the three solid tumor cell lines (PC-3, MDA-MB-231, and T-47D), and low cytotoxicity towards normal cells. The results of molecular docking elucidate the possible binding mode of target  compound with PI3Kδ protein and HDAC protein.

Key words: design; synthesis; phosphatidylinositol-3 kinase δ; histone deacetylase; anti-proliferative activity

引用本文：赵灿, 李志, 马晓东. 新型喹唑啉酮类衍生物的设计、合成与体外抗肿瘤活性评价[J]. 化学试剂, 2023, 45（12）：112-117.

氨基噻吩取代的TAE-226类似物合成与生物活性研究

王庆涛，饶念，韦广胜，徐应，乐意，刘力^*，鄢龙家^*

（贵州大学 药学院，贵州 贵阳  550025）

摘要：黏着斑激酶（Focal Adhesion Kinase，FAK）是一种非受体酪氨酸激酶，在胶质瘤中存在过表达现象。因此，以FAK为靶点开发治疗胶质瘤的药物引起了广泛研究兴趣。以TAE-226为先导化合物，利用生物电子等排原理设计并合成了21个含2-氨基噻吩片段的三嗪类化合物作为新型FAK抑制剂。所有的目标化合物结构经¹HNMR，¹³CNMR和HRMS确证。随后，采用MTT法评价了该系列化合物对人脑恶性星形胶质母瘤细胞U87-MG的体外抗肿瘤活性。结果表明，部分化合物表现出较好的抗肿瘤活性，特别是2-（（4-氯-6-（（4-（4-（2-羟乙基）哌嗪-1-基）苯基）氨基）-1,3,5-三嗪-2-基）氨基）-N-甲基噻吩-3-甲酰胺

活性显著优于阳性对照TAE-226，其 IC₅₀值为1.791 µmol/L。

关键词：氨基；噻吩；三嗪；抗肿瘤

中图分类号：R739.91         文献标识码：A      文章编号：0258-3283（2023）--

DOI：10.13822/j.cnki.hxsj.2023.0487

Synthesis and Biological Activity of TAE-226 Analogues Substituted with Aminothiophene WANG Qing-tao, RAO Nian, WEI Guang-sheng, XU Ying, LE Yi, LIU Li^*, YAN Long-jia^* （1. School of Pharmaceutical Sciences, Guizhou University, Guiyang 550025, China）

Abstract: Focal adhesion kinase (FAK) is a non-receptor tyrosine kinase, which is overexpressed in gliomas. Therefore, the development of drugs targeting FAK for the treatment of glioma has attracted widespread research interest. In this paper, with TAE-226 as the lead compound, 21 triazines containing 2-aminothiophene fragments were designed and synthesized as new FAK inhibitors based on the principle of bioelectronic isoarrangement. The structures of all target compounds were confirmed by ¹H NMR, ¹³C NMR, and HRMS. Subsequently, the in vitro anti-tumor activities of these compounds against human brain malignant astroblastoma cell U87-MG in vitro were evaluated by MTT method. The results showed that some compounds exhibited good anti-tumor activity, especially compound 6q, which had significantly better activity than the positive control TAE-226, with an IC₅₀ value of 1.791 µM.

Key words: amino group; thiophene; triazine; antitumor

引用本文：王庆涛，饶念，韦广胜，等. 氨基噻吩取代的TAE-226类似物合成与生物活性研究[J]. 化学试剂, 2023, 45(12): 118-125.

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