首页 > 最新文献

Journal of Inclusion Phenomena and Macrocyclic Chemistry最新文献

英文 中文
Chemically controlled self-assembly behaviors of dibenzo-24-crown-8 bearing ammonium salt moiety 含二苯并-24-冠-8铵盐基团的化学控制自组装行为
IF 2.3 4区 化学 Q2 Agricultural and Biological Sciences Pub Date : 2023-11-04 DOI: 10.1007/s10847-023-01208-y
Xia Tian, Jianrong Han, Sheng wei Zhou, Yupeng Wang, Yuting Li, Chengbin Wang, Wei Su, Shouxin Liu

A novel [c2] daisy chain was successfully constructed by the hermaphroditic monomer of dibenzo[24]-crown-8 (DB24C8) derivative bearing secondary ammonium salt (1) from the analysis of the solution-phase behavior of parent monomers and single-crystal X-ray analysis. 1H NMR spectroscopy was employed to show that the crown ether moiety and the secondary ammonium salt unit underwent acid–base and alkali metal cation dependent switches. The complexation behavior of this hermaphroditic monomer in the solution was further demonstrated to exhibit the controlled photophysical behavior as a reversible luminescent switch in the presence of acids or bases. Solid morphology was determined by SEM.

通过对母体单体的固相行为分析和单晶x射线分析,以二苯并[24]-冠-8 (DB24C8)衍生物(1)为载体,成功构建了新的[c2]菊花链。核磁共振氢谱分析表明,冠醚部分和仲铵盐单元发生了酸碱和碱金属阳离子依赖的转换。这种两性单体在溶液中的络合行为进一步证明了在酸或碱存在下作为可逆发光开关表现出受控的光物理行为。用扫描电镜观察固体形貌。
{"title":"Chemically controlled self-assembly behaviors of dibenzo-24-crown-8 bearing ammonium salt moiety","authors":"Xia Tian,&nbsp;Jianrong Han,&nbsp;Sheng wei Zhou,&nbsp;Yupeng Wang,&nbsp;Yuting Li,&nbsp;Chengbin Wang,&nbsp;Wei Su,&nbsp;Shouxin Liu","doi":"10.1007/s10847-023-01208-y","DOIUrl":"10.1007/s10847-023-01208-y","url":null,"abstract":"<div><p>A novel [c2] daisy chain was successfully constructed by the hermaphroditic monomer of dibenzo[24]-crown-8 (DB24C8) derivative bearing secondary ammonium salt (1) from the analysis of the solution-phase behavior of parent monomers and single-crystal X-ray analysis. <sup>1</sup>H NMR spectroscopy was employed to show that the crown ether moiety and the secondary ammonium salt unit underwent acid–base and alkali metal cation dependent switches. The complexation behavior of this hermaphroditic monomer in the solution was further demonstrated to exhibit the controlled photophysical behavior as a reversible luminescent switch in the presence of acids or bases. Solid morphology was determined by SEM.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.3,"publicationDate":"2023-11-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135773674","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
β-Cyclodextrins bearing ethylene glycol chains at their primary side: their preparations and evaluation as solubilizing agents for 17-β-estradiol and nuclear magnetic resonance structural analysis of a 17-β-estradiol inclusion complex 主侧含有乙二醇链的β-环糊精:作为 17-β-estradiol 增溶剂的制备和评估以及 17-β-estradiol 包合物的核磁共振结构分析
IF 2.3 4区 化学 Q2 Agricultural and Biological Sciences Pub Date : 2023-10-31 DOI: 10.1007/s10847-023-01206-0
Yoshiki Oda, Junki Nakagawa, Kaname Kasturaya, Takashi Yamanoi

In this study, we designed and prepared two new β-cyclodextrins (1 and 2) bearing ethylene glycol chains to develop highly water-soluble cyclodextrins. They had excellent water solubility and could successfully dissolve 17-β-estradiol in water, which was considered a poorly soluble drug model. Additionally, the nuclear magnetic resonance structural analysis of a mixed sample of 17-β-estradiol and 1 in D2O–H2O suggested two different types of inclusion complexes with different 17-β-estradiol molecule orientations inside the cavity of 1.

Graphical abstract

本研究设计并制备了两种新型含乙二醇链的β-环糊精(1和2),以开发高水溶性环糊精。它们具有良好的水溶性,可以成功地将17-β-雌二醇溶解在水中,被认为是一种难溶性药物模型。此外,对17-β-雌二醇和1在d20 - h2o中的混合样品进行核磁共振结构分析,发现在1的空腔内存在两种不同类型的17-β-雌二醇分子取向的包合物。图形抽象
{"title":"β-Cyclodextrins bearing ethylene glycol chains at their primary side: their preparations and evaluation as solubilizing agents for 17-β-estradiol and nuclear magnetic resonance structural analysis of a 17-β-estradiol inclusion complex","authors":"Yoshiki Oda,&nbsp;Junki Nakagawa,&nbsp;Kaname Kasturaya,&nbsp;Takashi Yamanoi","doi":"10.1007/s10847-023-01206-0","DOIUrl":"10.1007/s10847-023-01206-0","url":null,"abstract":"<div><p>In this study, we designed and prepared two new β-cyclodextrins (<b>1</b> and <b>2</b>) bearing ethylene glycol chains to develop highly water-soluble cyclodextrins. They had excellent water solubility and could successfully dissolve 17-β-estradiol in water, which was considered a poorly soluble drug model. Additionally, the nuclear magnetic resonance structural analysis of a mixed sample of 17-β-estradiol and <b>1</b> in D<sub>2</sub>O–H<sub>2</sub>O suggested two different types of inclusion complexes with different 17-β-estradiol molecule orientations inside the cavity of <b>1</b>.</p><h3>Graphical abstract</h3>\u0000<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.3,"publicationDate":"2023-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135809681","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Macroscopic supramolecular self-assembly detection based on HALCON machine vision 基于HALCON机器视觉的宏观超分子自组装检测
IF 2.3 4区 化学 Q2 Agricultural and Biological Sciences Pub Date : 2023-10-27 DOI: 10.1007/s10847-023-01205-1
Yajun Zhang, Jiadong He, Fengsheng Huang, Yanbo Lu, Cheng Yu, Zhiming Jin

Macroscopic supramolecular self-assembly (MSSA) has emerged as a new area of research in the field of supramolecular chemistry. The construction of macroscopic supramolecular structures using interfacial assembly by modifying functional groups on the surface of macromolecules and exploiting the weak interactions between surface functional groups is gaining more and more attention. With the advancement of gel technology, significant progress has been made in MSSA. However, MSSA still faces challenges such as low detection efficiency and accuracy. In this paper, a MSSA detection technique based on HALCON machine vision is designed. The technique first locates the hydrogel block (HB) by shape-based template matching and then uses machine vision techniques to detect whether the HBs are assembled. Finally, through the self-assembly judgment and detection of 500 groups of HBs, the results show that the technology can efficiently and accurately complete the MSSA detection function, which is of great significance for the development of supramolecular chemistry.

宏观超分子自组装(MSSA)是近年来超分子化学研究的一个新领域。通过修饰大分子表面的官能团,利用表面官能团之间的弱相互作用,利用界面组装来构建宏观超分子结构的研究越来越受到人们的关注。随着凝胶技术的进步,MSSA的研究取得了重大进展。然而,MSSA仍然面临着检测效率和精度不高的挑战。本文设计了一种基于HALCON机器视觉的MSSA检测技术。该技术首先通过基于形状的模板匹配定位水凝胶块(HB),然后使用机器视觉技术检测HB是否组装。最后,通过对500组HBs的自组装判断和检测,结果表明该技术能够高效、准确地完成MSSA检测功能,对超分子化学的发展具有重要意义。
{"title":"Macroscopic supramolecular self-assembly detection based on HALCON machine vision","authors":"Yajun Zhang,&nbsp;Jiadong He,&nbsp;Fengsheng Huang,&nbsp;Yanbo Lu,&nbsp;Cheng Yu,&nbsp;Zhiming Jin","doi":"10.1007/s10847-023-01205-1","DOIUrl":"10.1007/s10847-023-01205-1","url":null,"abstract":"<div><p>Macroscopic supramolecular self-assembly (MSSA) has emerged as a new area of research in the field of supramolecular chemistry. The construction of macroscopic supramolecular structures using interfacial assembly by modifying functional groups on the surface of macromolecules and exploiting the weak interactions between surface functional groups is gaining more and more attention. With the advancement of gel technology, significant progress has been made in MSSA. However, MSSA still faces challenges such as low detection efficiency and accuracy. In this paper, a MSSA detection technique based on HALCON machine vision is designed. The technique first locates the hydrogel block (HB) by shape-based template matching and then uses machine vision techniques to detect whether the HBs are assembled. Finally, through the self-assembly judgment and detection of 500 groups of HBs, the results show that the technology can efficiently and accurately complete the MSSA detection function, which is of great significance for the development of supramolecular chemistry.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.3,"publicationDate":"2023-10-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136234747","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Gamma-cyclodextrin functionalized silver nanoparticle-based colorimetric assay for the determination of metformin in pharmaceutical samples 基于γ -环糊精功能化银纳米粒子的比色法测定药品样品中的二甲双胍
IF 2.3 4区 化学 Q2 Agricultural and Biological Sciences Pub Date : 2023-10-13 DOI: 10.1007/s10847-023-01204-2
Pervin Işik Bilgili, Saliha Esin Çelik, Reşat Apak

Metformin hydrochloride (MET) (N,N-dimethylbiguanide) is an antidiabetic drug and widely used for treating worldwide disease, Type 2 diabetes. MET shows significant benefits for human health such as reducing high blood sugar and cholesterol/triglyceride levels, treating for polycystic ovary syndrome and having anticancer and antiaging effects. In this study, a facile colorimetric determination of metformin in drug preparations was carried out by environmentally friendly gamma-cyclodextrin (γ-CD) stabilized silver nanoparticles (CD-AgNPs). Gamma-cyclodextrin was used for the formation of AgNPs as both the metal salt − reducing and nanoparticle − stabilizing agent. As a visual optical probe, well-dispersed spherical yellow-colored CD-AgNPs (at an average particle size of 10 ± 2 nm) showing maximal surface plasmon resonance absorption at 405 nm was synthesized by one-step method. In the presence of metformin, dispersed AgNPs get aggregated, and a controlled destabilization of CD-AgNPs and core-centered growth of Ag(0) atoms (20 ± 2 nm) were observed a result of host-guest interaction between CD-AgNPs and metformin. Non-covalent hydrogen bonding between the hydroxyl groups of CD-AgNPs (in the outer cavity) and the guanidine groups of MET enables the CDs to form a host-guest inclusion complexation followed by aggregation leading to color change from yellow to orange and an increase of the absorbance at 550 nm. Inclusion complex formation was characterized by using FTIR, UV-Vis spectroscopy, DSC and STEM techniques. Under optimized conditions, the absorbance ratio at A550 nm/A405 nm was linearly correlated to the concentration of metformin in the range of 0.2–1.25 µM. The proposed assay showed high sensitivity with 42 nM detection limit. The method was selective toward possible interferents (potassium, carbonate, sulfate, chloride and sodium ions, urea, glucose) and also successfully applied to conventional drug samples including MET. The results obtained by proposed, reference and HPLC assays were analyzed statistically using the two-way ANOVA test to demonstrate their agreement with each other at 95% confidence level (P = 0.05, Fexp = 0.068, Fcrit(table) = 6.943, Fexp < Fcrit(table)). MET contents (mg) of drug samples in tablet form were determined with high accuracy (REC% 97.3-100.7) and reproducibility (RSD% 1.49–2.78). It is noteworthy that the developed CD-AgNP − based colorimetric method seems to be of higher or comparable sensitivity compared to other nanoparticle − based optical assays.

盐酸二甲双胍(Metformin hydrochloride, MET) (N,N-二甲双胍)是一种抗糖尿病药物,广泛用于治疗2型糖尿病。MET对人体健康有显著的益处,如降低高血糖和胆固醇/甘油三酯水平,治疗多囊卵巢综合征,具有抗癌和抗衰老作用。本研究采用环境友好型γ-环糊精(γ-CD)稳定银纳米粒子(CD-AgNPs)快速比色法测定药物制剂中的二甲双胍。采用-环糊精作为金属盐还原剂和纳米粒子稳定剂制备AgNPs。采用一步法合成了分散良好的球形CD-AgNPs(平均粒径为10±2 nm),在405 nm处表面等离子体共振吸收最大。在二甲双胍的作用下,分散的AgNPs聚集在一起,CD-AgNPs和二甲双胍的主客体相互作用使Ag(0)原子生长(20±2 nm)。CD-AgNPs的羟基(在外腔中)与MET的胍基之间的非共价氢键使CDs形成主-客体包合,然后聚集,导致颜色从黄色变为橙色,并在550 nm处吸光度增加。采用红外光谱(FTIR)、紫外可见光谱(UV-Vis)、DSC和STEM技术对包合物的形成进行了表征。在优化条件下,A550 nm/A405 nm处的吸光度与二甲双胍浓度在0.2 ~ 1.25µM范围内呈线性相关。该方法灵敏度高,检测限为42 nM。该方法对可能的干扰物(钾、碳酸盐、硫酸盐、氯离子和钠离子、尿素、葡萄糖)具有选择性,也成功地应用于包括MET在内的常规药物样品。建议法、参比法和高效液相色谱法所得结果采用双因素方差分析进行统计分析,在95%的置信水平下,结果一致(P = 0.05, Fexp = 0.068, Fcrit(table) = 6.943, Fexp <Fcrit(表))。测定片剂样品MET含量(mg)的准确度(REC% 97.3 ~ 100.7)和重复性(RSD% 1.49 ~ 2.78)高。值得注意的是,与其他基于纳米颗粒的光学分析相比,开发的基于CD-AgNP -的比色方法似乎具有更高或相当的灵敏度。
{"title":"Gamma-cyclodextrin functionalized silver nanoparticle-based colorimetric assay for the determination of metformin in pharmaceutical samples","authors":"Pervin Işik Bilgili,&nbsp;Saliha Esin Çelik,&nbsp;Reşat Apak","doi":"10.1007/s10847-023-01204-2","DOIUrl":"10.1007/s10847-023-01204-2","url":null,"abstract":"<div><p>Metformin hydrochloride (MET) (N,N-dimethylbiguanide) is an antidiabetic drug and widely used for treating worldwide disease, Type 2 diabetes. MET shows significant benefits for human health such as reducing high blood sugar and cholesterol/triglyceride levels, treating for polycystic ovary syndrome and having anticancer and antiaging effects. In this study, a facile colorimetric determination of metformin in drug preparations was carried out by environmentally friendly gamma-cyclodextrin (γ-CD) stabilized silver nanoparticles (CD-AgNPs). Gamma-cyclodextrin was used for the formation of AgNPs as both the metal salt − reducing and nanoparticle − stabilizing agent. As a visual optical probe, well-dispersed spherical yellow-colored CD-AgNPs (at an average particle size of 10 ± 2 nm) showing maximal surface plasmon resonance absorption at 405 nm was synthesized by one-step method. In the presence of metformin, dispersed AgNPs get aggregated, and a controlled destabilization of CD-AgNPs and core-centered growth of Ag(0) atoms (20 ± 2 nm) were observed a result of host-guest interaction between CD-AgNPs and metformin. Non-covalent hydrogen bonding between the hydroxyl groups of CD-AgNPs (in the outer cavity) and the guanidine groups of MET enables the CDs to form a host-guest inclusion complexation followed by aggregation leading to color change from yellow to orange and an increase of the absorbance at 550 nm. Inclusion complex formation was characterized by using FTIR, UV-Vis spectroscopy, DSC and STEM techniques. Under optimized conditions, the absorbance ratio at A<sub>550 nm</sub>/A<sub>405 nm</sub> was linearly correlated to the concentration of metformin in the range of 0.2–1.25 µM. The proposed assay showed high sensitivity with 42 nM detection limit. The method was selective toward possible interferents (potassium, carbonate, sulfate, chloride and sodium ions, urea, glucose) and also successfully applied to conventional drug samples including MET. The results obtained by proposed, reference and HPLC assays were analyzed statistically using the two-way ANOVA test to demonstrate their agreement with each other at 95% confidence level (P = 0.05, F<sub>exp</sub> = 0.068, F<sub>crit(table)</sub> = 6.943, F<sub>exp</sub> &lt; F<sub>crit(table)</sub>). MET contents (mg) of drug samples in tablet form were determined with high accuracy (REC% 97.3-100.7) and reproducibility (RSD% 1.49–2.78). It is noteworthy that the developed CD-AgNP − based colorimetric method seems to be of higher or comparable sensitivity compared to other nanoparticle − based optical assays.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.3,"publicationDate":"2023-10-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135858598","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Highly conductive MXene/Ag nanowire/UV-resin/polycarbonate flexible transparent electrode for capacitive sensors 用于电容式传感器的高导电性 MXene/Ag 纳米线/紫外线树脂/聚碳酸酯柔性透明电极
IF 2.3 4区 化学 Q2 Agricultural and Biological Sciences Pub Date : 2023-09-26 DOI: 10.1007/s10847-023-01203-3
Ho-Jung Jeong, Young Hyun Song, Hyeon Woo Kim, Yangkyu Park

In the field of wearable electronics, MXenes have emerged as promising two-dimensional (2D) materials, exhibiting exceptional properties such as metallic conductivity, water dispersibility, thermal stability, mechanical stability, and high optical transmittance. In this study, we present a unique flexible transparent conductive electrode (FTCE) composed of MXene, Ag nanowire (AgNW), ultraviolet resin (UV-resin), and polycarbonate (PC). Our fabrication process involves a roll-to-roll process and entirely solution-based methods including UV-resin dispensing, AgNW solution coating, and FTCE dipping in an MXene solution, providing a cost-effective manufacturing approach. Notably, compared to the pure AgNW-based FTCE, the proposed FTCE incorporating an MXene concentration of 5 mg/mL showed a significant enhancement of 40% in electrical conductivity, while the FTCE with a concentration of 2 mg/mL exhibited an improved figure of merit. Furthermore, we successfully demonstrate an embedded system integrating the FTCE-based capacitive touch and proximity sensor. These achievements in optoelectronic performance signify a tremendous potential for the development of high-performance flexible devices.

在可穿戴电子设备领域,MXene 已成为一种前景广阔的二维(2D)材料,具有金属导电性、水分散性、热稳定性、机械稳定性和高透光率等优异特性。在这项研究中,我们提出了一种独特的柔性透明导电电极(FTCE),它由 MXene、银纳米线(AgNW)、紫外线树脂(UV-resin)和聚碳酸酯(PC)组成。我们的制造工艺采用卷对卷工艺和完全基于溶液的方法,包括 UV 树脂分配、AgNW 溶液涂覆和 FTCE 在 MXene 溶液中浸渍,从而提供了一种具有成本效益的制造方法。值得注意的是,与基于纯 AgNW 的 FTCE 相比,所提出的 MXene 浓度为 5 毫克/毫升的 FTCE 的导电率显著提高了 40%,而浓度为 2 毫克/毫升的 FTCE 则显示出更高的优越性。此外,我们还成功演示了一个嵌入式系统,该系统集成了基于 FTCE 的电容式触摸和接近传感器。这些光电性能方面的成就标志着开发高性能柔性器件的巨大潜力。
{"title":"Highly conductive MXene/Ag nanowire/UV-resin/polycarbonate flexible transparent electrode for capacitive sensors","authors":"Ho-Jung Jeong,&nbsp;Young Hyun Song,&nbsp;Hyeon Woo Kim,&nbsp;Yangkyu Park","doi":"10.1007/s10847-023-01203-3","DOIUrl":"10.1007/s10847-023-01203-3","url":null,"abstract":"<div><p>In the field of wearable electronics, MXenes have emerged as promising two-dimensional (2D) materials, exhibiting exceptional properties such as metallic conductivity, water dispersibility, thermal stability, mechanical stability, and high optical transmittance. In this study, we present a unique flexible transparent conductive electrode (FTCE) composed of MXene, Ag nanowire (AgNW), ultraviolet resin (UV-resin), and polycarbonate (PC). Our fabrication process involves a roll-to-roll process and entirely solution-based methods including UV-resin dispensing, AgNW solution coating, and FTCE dipping in an MXene solution, providing a cost-effective manufacturing approach. Notably, compared to the pure AgNW-based FTCE, the proposed FTCE incorporating an MXene concentration of 5 mg/mL showed a significant enhancement of 40% in electrical conductivity, while the FTCE with a concentration of 2 mg/mL exhibited an improved figure of merit. Furthermore, we successfully demonstrate an embedded system integrating the FTCE-based capacitive touch and proximity sensor. These achievements in optoelectronic performance signify a tremendous potential for the development of high-performance flexible devices.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.3,"publicationDate":"2023-09-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"134961129","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
A note on false Scott-test positives for uril-based macrocycles 关于基于uril的大循环的假斯科特测试阳性的说明
IF 2.3 4区 化学 Q2 Agricultural and Biological Sciences Pub Date : 2023-09-04 DOI: 10.1007/s10847-023-01201-5
Giovanni Batista de Santana Dias, Vitor Granero Lago, Grégoire Jean-François Demets

This short note shows that the Scott test, which is widely used for the detection of cocaine by authorities, produces false-positives for the entire series of cucurbit[n]uril-type uril macrocycles and also for hemi-cucurbit[n]uril. For analogous macrocycles such as bambus[6]uril and biotin[6]uril this does not happen. This is a wake-up call to the scientific community and international authorities.

这篇简短的笔记表明,当局广泛用于检测可卡因的斯科特测试,对整个系列的葫芦[n]型uril大环和半葫芦[n]uril产生假阳性。对于类似的大循环,如竹bbbbl和生物素bbbbl,这种情况不会发生。这给科学界和国际当局敲响了警钟。
{"title":"A note on false Scott-test positives for uril-based macrocycles","authors":"Giovanni Batista de Santana Dias,&nbsp;Vitor Granero Lago,&nbsp;Grégoire Jean-François Demets","doi":"10.1007/s10847-023-01201-5","DOIUrl":"10.1007/s10847-023-01201-5","url":null,"abstract":"<div><p>This short note shows that the Scott test, which is widely used for the detection of cocaine by authorities, produces false-positives for the entire series of cucurbit[<i>n</i>]uril-type uril macrocycles and also for hemi-cucurbit[<i>n</i>]uril. For analogous macrocycles such as bambus[6]uril and biotin[6]uril this does not happen. This is a wake-up call to the scientific community and international authorities.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.3,"publicationDate":"2023-09-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41875711","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of functional (thia)calix[4]arene derivatives using modular azide-alkyne cycloaddition approach 模块化叠氮-炔环加成法合成功能化(thia)杯芳烃衍生物
IF 2.3 4区 化学 Q2 Agricultural and Biological Sciences Pub Date : 2023-08-23 DOI: 10.1007/s10847-023-01200-6
Egor Makarov, Zarina Iskhakova, Vladimir Burilov, Svetlana Solovieva, Igor Antipin

Today, the modification of the organic molecules using the copper-catalyzed azide-alkyne cycloaddition reaction (CuAAC) is of great interest, as evidenced by the Nobel Prize in Chemistry awarded in 2022 to the founder of “click” chemistry. Supramolecular chemistry, in turn, is one of the actively developing branches of modern science. Using the CuAAC approach is a very convenient method to obtain new macrocyclic structures of interest. This review focuses on the use of the modular “click”-chemistry approach for the synthesis of various triazole derivatives of thiacalix[4]arenes and calix[4]arenes as well as general routes for the synthesis of their precursors (azides and alkynes). Examples of some functional systems based on triazole-containing macrocycles, such as chemosensors, multicalixarenes, amphiphilic calixarenes as well as examples of the use of triazole calixarenes for bioapplications are described.

今天,利用铜催化叠氮化物-炔环加成反应(CuAAC)修饰有机分子引起了极大的兴趣,2022年诺贝尔化学奖授予了“点击”化学的创始人。而超分子化学则是现代科学中正在积极发展的分支之一。使用CuAAC方法是一种非常方便的方法来获得新的感兴趣的大环结构。本文综述了采用模块化的“点击”化学方法合成噻吩杯[4]芳烃和杯[4]芳烃的各种三唑衍生物及其前体(叠氮化物和炔烃)的一般合成路线。一些基于含三唑大环的功能系统的例子,如化学传感器、多杯芳烃、两亲杯芳烃,以及三唑杯芳烃在生物应用中的应用。
{"title":"Synthesis of functional (thia)calix[4]arene derivatives using modular azide-alkyne cycloaddition approach","authors":"Egor Makarov,&nbsp;Zarina Iskhakova,&nbsp;Vladimir Burilov,&nbsp;Svetlana Solovieva,&nbsp;Igor Antipin","doi":"10.1007/s10847-023-01200-6","DOIUrl":"10.1007/s10847-023-01200-6","url":null,"abstract":"<div><p>Today, the modification of the organic molecules using the copper-catalyzed azide-alkyne cycloaddition reaction (CuAAC) is of great interest, as evidenced by the Nobel Prize in Chemistry awarded in 2022 to the founder of “click” chemistry. Supramolecular chemistry, in turn, is one of the actively developing branches of modern science. Using the CuAAC approach is a very convenient method to obtain new macrocyclic structures of interest. This review focuses on the use of the modular “click”-chemistry approach for the synthesis of various triazole derivatives of thiacalix[4]arenes and calix[4]arenes as well as general routes for the synthesis of their precursors (azides and alkynes). Examples of some functional systems based on triazole-containing macrocycles, such as chemosensors, multicalixarenes, amphiphilic calixarenes as well as examples of the use of triazole calixarenes for bioapplications are described.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.3,"publicationDate":"2023-08-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44512406","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Complexation of water-soluble phosphorylated calixarenes with uracils. Stability constants and DFT study of the supramolecular complexes 水溶性磷酸化杯芳烃与尿嘧啶的络合。超分子配合物的稳定性常数及DFT研究
IF 2.3 4区 化学 Q2 Agricultural and Biological Sciences Pub Date : 2023-08-19 DOI: 10.1007/s10847-023-01198-x
O.I. Kalchenko, A.B. Rozhenko, S.O. Cherenok, A.I. Selikhova, S.Yu. Suikov, A.A. Kyrylchuk, V.I. Kalchenko

Modification of the upper rim of the lipophilic cone-shaped tetrapropoxycalix [4]arene with hydrophilic phosphine oxide groups or phosphinic acid groups yielded nano-sized water-soluble calixarenes that form supramolecular complexes with uracils, including active pharmaceutical ingredients of 5-Fluorouracil and 5-Methyluracil drugs. Stability constants of the formed complexes in an aqueous-organic medium were determined by the HPLC method. The most favored structures of the calixarenes and their uracil complexes were optimized at the DFT level of approximation. In the most favored structures of all adducts, the uracil molecules coordinate via hydrogen bonding with the phosphorus-containing groups on the upper rim of the calixarene ligands.

用亲水的氧化膦基团或磷酸基团修饰亲脂锥形四丙氧基杯芳烃的上缘,得到纳米级水溶性杯芳烃,与尿嘧啶形成超分子配合物,包括5-氟尿嘧啶和5-甲基尿嘧啶药物的活性药物成分。用高效液相色谱法测定了所形成的配合物在有机水介质中的稳定性常数。在近似DFT水平上对杯芳烃及其尿嘧啶配合物的最优结构进行了优化。在所有加合物的最有利的结构中,尿嘧啶分子通过氢键与杯芳烃配体上边缘的含磷基团配合。
{"title":"Complexation of water-soluble phosphorylated calixarenes with uracils. Stability constants and DFT study of the supramolecular complexes","authors":"O.I. Kalchenko,&nbsp;A.B. Rozhenko,&nbsp;S.O. Cherenok,&nbsp;A.I. Selikhova,&nbsp;S.Yu. Suikov,&nbsp;A.A. Kyrylchuk,&nbsp;V.I. Kalchenko","doi":"10.1007/s10847-023-01198-x","DOIUrl":"10.1007/s10847-023-01198-x","url":null,"abstract":"<div><p>Modification of the upper rim of the lipophilic cone-shaped tetrapropoxycalix [4]arene with hydrophilic phosphine oxide groups or phosphinic acid groups yielded nano-sized water-soluble calixarenes that form supramolecular complexes with uracils, including active pharmaceutical ingredients of 5-Fluorouracil and 5-Methyluracil drugs. Stability constants of the formed complexes in an aqueous-organic medium were determined by the HPLC method. The most favored structures of the calixarenes and their uracil complexes were optimized at the DFT level of approximation. In the most favored structures of all adducts, the uracil molecules coordinate via hydrogen bonding with the phosphorus-containing groups on the upper rim of the calixarene ligands.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.3,"publicationDate":"2023-08-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47902966","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Complex of antamanide with the nitrate anion 安他胺与硝酸根阴离子的配合物
IF 2.3 4区 化学 Q2 Agricultural and Biological Sciences Pub Date : 2023-08-16 DOI: 10.1007/s10847-023-01199-w
Petr Vaňura, David Sýkora, Tereza Uhlíková

Anionic complex of antamanide with the nitrate anion has been proven by electrospray ionization mass spectrometry (ESI-MS) method. Further, applying quantum chemical DFT calculations, the most probable structure of this complex was derived. The nitrate anion is embedded in the molecule of antamanide and its oxygens atoms are bonded by seven bonds to the hydrogen atoms of the ligand. Finally, the interaction energy, E(int), of the antamanide-NO3 complex was calculated as E(int) = -175.9 kJ/mol.

采用电喷雾质谱法(ESI-MS)证实了氨他胺与硝酸根阴离子的阴离子配合物。进一步,应用量子化学DFT计算,推导出该配合物最可能的结构。硝酸根阴离子嵌在胺酰胺分子中,它的氧原子通过7个键与配体的氢原子相连。最后计算出氨酰胺- no3−配合物的相互作用能E(int)为E(int) = -175.9 kJ/mol。
{"title":"Complex of antamanide with the nitrate anion","authors":"Petr Vaňura,&nbsp;David Sýkora,&nbsp;Tereza Uhlíková","doi":"10.1007/s10847-023-01199-w","DOIUrl":"10.1007/s10847-023-01199-w","url":null,"abstract":"<div><p>Anionic complex of antamanide with the nitrate anion has been proven by electrospray ionization mass spectrometry (ESI-MS) method. Further, applying quantum chemical DFT calculations, the most probable structure of this complex was derived. The nitrate anion is embedded in the molecule of antamanide and its oxygens atoms are bonded by seven bonds to the hydrogen atoms of the ligand. Finally, the interaction energy, <i>E</i>(int), of the antamanide-NO<sub>3</sub><sup>−</sup> complex was calculated as <i>E</i>(int) = -175.9 kJ/mol.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.3,"publicationDate":"2023-08-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s10847-023-01199-w.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45641596","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Structural investigations, DFT, anti-oxidant and α-amylase inhibitory activity of metal complexes of benzothiazole based hydrazone 苯并噻唑基腙金属配合物的结构研究、DFT、抗氧化和α-淀粉酶抑制活性
IF 2.3 4区 化学 Q2 Agricultural and Biological Sciences Pub Date : 2023-07-27 DOI: 10.1007/s10847-023-01196-z
Kiran Singh, Indu Bala

The present manuscript describes the synthesis, spectral characterisation, DFT studies and biological activity of a series of 3d transition metal complexes of (E)-2-((2-(benzo[d]thiazole-2-yl)hydrazono)methyl)-5-(diethylamino)phenol (L1) in (1:1) and (1:2) ratio. Various spectral analysis revealed the presence of ONN binding domain in L1. The elemental composition was confirmed using mass spectrometry technique. The stability of the geometry was also confirmed with DFT based method using B3LYP/LanL2Dz level of theory. Absence of any imaginary frequency revealed the presence of geometry on global minima of potential energy surface. Job’s plot confirm the stoichiometric ratio of metal complexes. Electrochemical behaviour (cyclic voltammetry), magnetic moment and Conductance measurements were also investigated for the metal-complexes. Kinetic parameters for different stages of thermal decomposition of metal complexes were calculated by using Coats–Redfern and Broido method. Positive free-energy of decomposition describes the non-spontaneous nature of thermal decomposition. The negative ΔS value observed for metal complexes under consideration reveals the ordered arrangement of metal complexes than their reactants. The octahedral environment of Co2+, Ni2+, Cu2+ and Cd2+ complexes was elucidated with the help of spectroscopic data. The ligand (L1) and its metal complexes (M1–M8) exhibited excellent α-amylase and moderate anti-oxidant activities. Maximum α-amylase inhibition was exhibited by M7 with a percentage inhibition of 96.65% (IC50 = 0.070 µM) and the lowest by M1 (87.00%, IC50 = 0.086 µM).

本文描述了一系列(E)-2-((2-(苯并[d]噻唑-2-基)腙)甲基)-5-(二乙基氨基)苯酚(L1)的(1:1)和(1:2)比例的三维过渡金属配合物的合成、光谱表征、DFT研究和生物活性。各种光谱分析显示L1中存在ONN结合域。元素组成用质谱法确定。利用理论的B3LYP/LanL2Dz水平,用基于DFT的方法证实了几何结构的稳定性。不存在任何虚频率,表明在势能面全局极小值上存在几何。约伯的图证实了金属配合物的化学计量比。研究了金属配合物的电化学行为(循环伏安法)、磁矩和电导测量。采用Coats-Redfern法和Broido法计算了金属配合物不同热分解阶段的动力学参数。分解的正自由能描述了热分解的非自发性质。在考虑的金属配合物中观察到的负ΔS值表明金属配合物比其反应物排列有序。利用光谱数据分析了Co2+、Ni2+、Cu2+和Cd2+配合物的八面体环境。配体(L1)及其金属配合物(M1-M8)具有良好的α-淀粉酶活性和中等的抗氧化活性。M7对α-淀粉酶的抑制率最高,为96.65% (IC50 = 0.070µM); M1对α-淀粉酶的抑制率最低,为87.00% (IC50 = 0.086µM)。
{"title":"Structural investigations, DFT, anti-oxidant and α-amylase inhibitory activity of metal complexes of benzothiazole based hydrazone","authors":"Kiran Singh,&nbsp;Indu Bala","doi":"10.1007/s10847-023-01196-z","DOIUrl":"10.1007/s10847-023-01196-z","url":null,"abstract":"<div><p>The present manuscript describes the synthesis, spectral characterisation, DFT studies and biological activity of a series of 3<i>d</i> transition metal complexes of (<i>E</i>)-2-((2-(benzo[<i>d</i>]thiazole-2-yl)hydrazono)methyl)-5-(diethylamino)phenol (<b>L1</b>) in (1:1) and (1:2) ratio. Various spectral analysis revealed the presence of ONN binding domain in <b>L1</b>. The elemental composition was confirmed using mass spectrometry technique. The stability of the geometry was also confirmed with DFT based method using B3LYP/LanL2Dz level of theory. Absence of any imaginary frequency revealed the presence of geometry on global minima of potential energy surface. Job’s plot confirm the stoichiometric ratio of metal complexes. Electrochemical behaviour (cyclic voltammetry), magnetic moment and Conductance measurements were also investigated for the metal-complexes. Kinetic parameters for different stages of thermal decomposition of metal complexes were calculated by using Coats–Redfern and Broido method. Positive free-energy of decomposition describes the non-spontaneous nature of thermal decomposition. The negative ΔS value observed for metal complexes under consideration reveals the ordered arrangement of metal complexes than their reactants. The octahedral environment of Co<sup>2+</sup>, Ni<sup>2+</sup>, Cu<sup>2+</sup> and Cd<sup>2+</sup> complexes was elucidated with the help of spectroscopic data. The ligand (<b>L1</b>) and its metal complexes (<b>M1–M8</b>) exhibited excellent α-amylase and moderate anti-oxidant activities. Maximum α-amylase inhibition was exhibited by <b>M7</b> with a percentage inhibition of 96.65% (<i>IC</i><sub>50</sub> = 0.070 µM) and the lowest by <b>M1</b> (87.00%, <i>IC</i><sub>50</sub> = 0.086 µM).</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.3,"publicationDate":"2023-07-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5042755","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
期刊
Journal of Inclusion Phenomena and Macrocyclic Chemistry
全部 Acc. Chem. Res. ACS Applied Bio Materials ACS Appl. Electron. Mater. ACS Appl. Energy Mater. ACS Appl. Mater. Interfaces ACS Appl. Nano Mater. ACS Appl. Polym. Mater. ACS BIOMATER-SCI ENG ACS Catal. ACS Cent. Sci. ACS Chem. Biol. ACS Chemical Health & Safety ACS Chem. Neurosci. ACS Comb. Sci. ACS Earth Space Chem. ACS Energy Lett. ACS Infect. Dis. ACS Macro Lett. ACS Mater. Lett. ACS Med. Chem. Lett. ACS Nano ACS Omega ACS Photonics ACS Sens. ACS Sustainable Chem. Eng. ACS Synth. Biol. Anal. Chem. BIOCHEMISTRY-US Bioconjugate Chem. BIOMACROMOLECULES Chem. Res. Toxicol. Chem. Rev. Chem. Mater. CRYST GROWTH DES ENERG FUEL Environ. Sci. Technol. Environ. Sci. Technol. Lett. Eur. J. Inorg. Chem. IND ENG CHEM RES Inorg. Chem. J. Agric. Food. Chem. J. Chem. Eng. Data J. Chem. Educ. J. Chem. Inf. Model. J. Chem. Theory Comput. J. Med. Chem. J. Nat. Prod. J PROTEOME RES J. Am. Chem. Soc. LANGMUIR MACROMOLECULES Mol. Pharmaceutics Nano Lett. Org. Lett. ORG PROCESS RES DEV ORGANOMETALLICS J. Org. Chem. J. Phys. Chem. J. Phys. Chem. A J. Phys. Chem. B J. Phys. Chem. C J. Phys. Chem. Lett. Analyst Anal. Methods Biomater. Sci. Catal. Sci. Technol. Chem. Commun. Chem. Soc. Rev. CHEM EDUC RES PRACT CRYSTENGCOMM Dalton Trans. Energy Environ. Sci. ENVIRON SCI-NANO ENVIRON SCI-PROC IMP ENVIRON SCI-WAT RES Faraday Discuss. Food Funct. Green Chem. Inorg. Chem. Front. Integr. Biol. J. Anal. At. Spectrom. J. Mater. Chem. A J. Mater. Chem. B J. Mater. Chem. C Lab Chip Mater. Chem. Front. Mater. Horiz. MEDCHEMCOMM Metallomics Mol. Biosyst. Mol. Syst. Des. Eng. Nanoscale Nanoscale Horiz. Nat. Prod. Rep. New J. Chem. Org. Biomol. Chem. Org. Chem. Front. PHOTOCH PHOTOBIO SCI PCCP Polym. Chem.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1