Ursolic acid(UA) and oleanolic acid(OA) are insoluble drugs. The objective of this study was to encapsulate them into β-cyclodextrin(β-CD) and compare the solubility and intermolecular force of β-CD with the two is...Ursolic acid(UA) and oleanolic acid(OA) are insoluble drugs. The objective of this study was to encapsulate them into β-cyclodextrin(β-CD) and compare the solubility and intermolecular force of β-CD with the two isomeric triterpenic acids. The host-guest interaction was explored in liquid and solid state by ultraviolet-visible absorption,1H NMR, phase solubility analysis, and differential scanning calorimetry, X-ray powder diffractometry, and molecular modeling studies. Both experimental and theoretical studies revealed that β-CD formed 1: 1 water soluble inclusion complexes and the complexation process was naturally favorable. In addition, the overall results suggested that ring E with a carboxyl group of the drug was encapsulated into the hydrophobic CD nanocavity. Therefore, a clear different inclusion behavior was observed, and UA exhibited better affinity to β-CD compared with OA in various media due to little steric interference, which was beneficial to form stable inclusion complex with β-CD and increase its water solubility effectively.展开更多
With constant economic development and continuous improvement of living standards in Northeast China,rural tourism,as a new type of tourism,is increasingly favored. From the perspective of symbolic interaction theory,...With constant economic development and continuous improvement of living standards in Northeast China,rural tourism,as a new type of tourism,is increasingly favored. From the perspective of symbolic interaction theory,taking the current situation of rural tourism in Northeast China as an example,this paper explained the semiotic significance between hosts and guests in rural tourism. It established the evaluation indicators for authentic symbolic perception of rural tourism. Also,combined with the theories of sociology and anthropology,it studied the interaction between hosts and tourists of rural tourism in Northeast China.展开更多
The bitterness of a drug is a major challenge for patient acceptability and compliance,especially for children.Due to the toxicity of medication,a human taste panel test has certain limitations.Atomoxetine hydrochlori...The bitterness of a drug is a major challenge for patient acceptability and compliance,especially for children.Due to the toxicity of medication,a human taste panel test has certain limitations.Atomoxetine hydrochloride(HCl),which is used for the treatment of attention deficit/hyperactivity disorder(ADHD),has an extremely bitter taste.The aim of this work is to quantitatively predict the bitterness of atomoxetine HCl by a biosensor system.Based on the mechanism of detection of the electronic tongue(Etongue),the bitterness of atomoxetine HCl was evaluated,and it was found that its bitterness was similar to that of quinine HCl.The bitterness threshold of atomoxetine HCl was 8.61μg/ml based on the Change of membrane Potential caused by Adsorption(CPA)value of the BT0 sensor.In this study,the taste-masking efficiency of 2-hydroxypropyl-β-cyclodextrin(HP-β-CyD)was assessed by Euclidean distances on a principle component analysis(PCA)map with the SA402B Taste Sensing System,and the host–guest interactions were investigated by differential scanning calorimetry(DSC),powder X-ray diffraction(XRD),nuclear magnetic resonance(NMR)spectroscopy and scanning electron microscopy(SEM).Biosensor evaluation and characterization of the inclusion complex indicated that atomoxetine HCl could actively react with 2-hydroxypropyl-β-cyclodextrin.展开更多
Three guests with two moiety probes for different Cucurbit[n = 6—8]urils have been synthesized. They are N-(2-methylenethiophen)-adamataneamine, N-(2-methylene pyrrole)- adamataneamine and N-(2-methylenefurfuran)-ada...Three guests with two moiety probes for different Cucurbit[n = 6—8]urils have been synthesized. They are N-(2-methylenethiophen)-adamataneamine, N-(2-methylene pyrrole)- adamataneamine and N-(2-methylenefurfuran)-adamataneamine. The probes are methyle-nepyridyl typically for Q[6] and adamataneamine typically for Q[7]. The host-guest complexes of Cucurbit[n = 6—8]urils with these guests have been investigated by using NMR techniques and ESMS method. Also, thermoanalysis has been used for exploring relationship of enthalpy and stability of the host-guest complexes.展开更多
Based on the combination of B21C7/dialkylammonium salt host-guest interactions and tetraphenylethylene (TPE)-based aggregation-induced emission (AIE) effect, a fluorescent supramolecular crosslinked polymer gel wa...Based on the combination of B21C7/dialkylammonium salt host-guest interactions and tetraphenylethylene (TPE)-based aggregation-induced emission (AIE) effect, a fluorescent supramolecular crosslinked polymer gel was successfully prepared. Compared with the solution of TPE-containing small molecules, this gel exhibited remarkable fluorescence enhancement due to the AIE effect of TPE units. The "gelation induced fluorescence emission" phenomenon can be explained by the hindered intramolecular rotation of phenyl rings of TPE. Because of the reversibility and stimuli-responsiveness of the B21C7/dialkylammonium salt host-guest interactions, the transition between the fluorescent supramolecular crosslinked polymer gel and the disassembled sol with very weak fluorescence can be realized by adding pH and thermal stimuli. This novel material contributes to the development of supramolecular chemistry, polymer science and fluorescent materials and offers a new method to construct functional supramolecular materials.展开更多
Supramolecular polymers, which combined of the supramolecular chemistry and polymer science, are constructed from monomers together by reversible noncovalent interactions. Supramolecular polymers in aqueous solution a...Supramolecular polymers, which combined of the supramolecular chemistry and polymer science, are constructed from monomers together by reversible noncovalent interactions. Supramolecular polymers in aqueous solution are especially important due to their superior biocompatibility and environmental adaptation, which determined they have wide applications in various areas, such as drug delivery, selfhealing, shape memory. Macrocyclic compounds, such as cyclodextrins, calixarenes, cucurbiturils and pillar[n]arenes, are the most used building blocks in the preparation of supramolecular polymers.Macrocycle-based supramolecular polymers, which introduce the host-guest interaction in the system,endow these polymers with interesting and smart physical-chemical properties. In this review, we summarized recent studies about supramolecular polymers in aqueous solution based on macrocyclic compounds.展开更多
Pure organic room temperature phosphorescence(RTP) has been attracting a lot interest recently. So far,many strategies have succeeded in achieving efficient organic RTP materials by increasing the rate of intersystem ...Pure organic room temperature phosphorescence(RTP) has been attracting a lot interest recently. So far,many strategies have succeeded in achieving efficient organic RTP materials by increasing the rate of intersystem crossing(ISC) and suppressing non-radiative transitions. In supramolecular chemistry, the control and regulation of molecular recognition based on the role of the host and guest in supramolecular polymers matrix, has attracted much attention. Recently, researchers have successfully achieved room temperature phosphorescence of pure organic complexes through host-guest interactions. The host molecule specifically includes the phosphorescent guest to reduce non-radiative transitions and enhance room temperature phosphorescence emission. This review aims to describe the developments and achievements of pure organic room temperature phosphorescence systems through the mechanism of host-guest interactions in recent years, and demonstrates the exploration and pursuit of phosphorescent materials of researchers in different fields.展开更多
Nitrate explosive is hard to detect due to lack of aromatic ring and weak interaction with fluorescence probe.More challenging is even to differentiate the dinitrates with multiple nitrate explosives based on photo in...Nitrate explosive is hard to detect due to lack of aromatic ring and weak interaction with fluorescence probe.More challenging is even to differentiate the dinitrates with multiple nitrate explosives based on photo induced electron transfer or aggregation caused fluorescence change mechanism.A highly selective dinitrate explosive probe was designed based on a new strategy-stepwise aggregation of multiple anchored fluorene dimer 8Py-2 F.Compared with its monomer counterpart 2Py-F,8Py-2 F showed a selective and stepwise fluorescence quenching to dinitrate explosives-ethylene glycol(EGDN)and triethylene glycol dinitrate(TEGDN).The limits of detection(LODs)are 2.72μM for TEGDN and 0.46μM for EGDN,which is three orders of magnitude lower than those of 2Py-F.The stepwise quenching process is well matched with the stepwise aggregation process as evidence by scanning electron microscopy(SEM).Nuclear magnetic resonance(NMR)and quantum chemical calculation proved the interaction force between the dinitrate and 8Py-2 F is hydron bonding interaction,and interaction distance is far less than that of the multiple nitrates coming from the flexibility of the chain and steric hinderance,which resulted in a self-adaptive interaction and higher selectivity.The new strategy is beneficial for the differentiation of the chemicals with similar energy level which is difficult to realize via other method,and the new method provides fluorometric probe for dinitrate explosive detection and makes it an ideal candidate for chemical detection and analysis in public safety and environmental monitoring.展开更多
A novel water soluble ditopic guest, the quaternary ammonium salt of N,N'-bis(ferrocenylmethylene)-diaminobutane (1), and a known water soluble ditopic host, benzenetetracarboxylic dianhydride bridged bis(β-cyc...A novel water soluble ditopic guest, the quaternary ammonium salt of N,N'-bis(ferrocenylmethylene)-diaminobutane (1), and a known water soluble ditopic host, benzenetetracarboxylic dianhydride bridged bis(β-cyclodextrin)s (2), have been synthesized and characterized. ^1H NMR spectra and cyclic voltammogram (CV) studies revealed the host-guest interactions between them in aqueous solution. The supramolecular interaction also exists in solid state as confirmed by the studies of the solid samples, which were obtained by frozen-drying the solution sampies, using FTIR spectroscopy and differential scanning calorimetry (DSC) techniques. TEM measurement demonstrated that wire-shaped supramolecular aggregates exist in the aqueous solution of the two compounds. The lengths of the aggregates could reach micrometers.展开更多
Apurinic/apyrimidinic endonuclease 1(APE1) plays an important role in protecting the fidelity of genetic material and is also a promising biomarker of cancers. Herein, a simple and sensitive fluorescent method for A...Apurinic/apyrimidinic endonuclease 1(APE1) plays an important role in protecting the fidelity of genetic material and is also a promising biomarker of cancers. Herein, a simple and sensitive fluorescent method for APE1 activity detection was designed based on host-guest interaction between β-cyclodextrin polymer(β-CDP) and pyrene. In this method, pyrene-labelled DNA probes(AP-S1 S2) and β-CDP functioned as fluorescent signal producer and enhancer, respectively. When APE1 was absent, pyrene on the AP-S1 S2 could not enter the cavity of β-CDP because of steric hindrance, leading to a weak fluorescence intensity/anisotropy. When APE1 was present, it would recognize and cleave AP site in APS1 S2, thus producing a dissociated pyrene-labelled oligonucleotide segment. Pyrene labelled at the 50 end of oligonucleotide segment could be easily trapped into the cavity of β-CDP via host-guest interaction, leading to a significant enhancement of fluorescence intensity/anisotropy. This assay offered a dynamic range of 0.05 U/m L–5 U/m L and an estimated detection limit of 0.05 U/m L. Furthermore,assessment of APE1 activity in He La cell extracts was successfully implemented, which hold the potential for APE1-related cancer diagnosis and biological researches.展开更多
A one-step and facile strategy toward the construction of multicolor polymers via supramolecular selfassembly was proposed.Multicolor polymers were simply prepared by the self-assembly of adamantane-labeled fluorescei...A one-step and facile strategy toward the construction of multicolor polymers via supramolecular selfassembly was proposed.Multicolor polymers were simply prepared by the self-assembly of adamantane-labeled fluorescein,adamantane-labeled rhodamine B and β-cyclodextrin polymers via host-guest interaction between β-cyclodextrin and adamantane.Multicolor polymers showed several interesting properties:multiple emission signatures by a single wavelength excitation,easy tunability,intense fluorescence,high photostablility.In addition,the self-assembly approach implied a facile and flexible strategy for constructing functionalized materials,such as multicolor materials for biological labeling and imaging,and sensing materials for the detection of physiological parameters.展开更多
基金supported by grants from the National Natural Science Foundation of China (21303086)the Natural Science Foundation of Jiangsu Province (BK20130884)the Research Fund for Doctoral Program of Higher Education (20123234120012)
文摘Ursolic acid(UA) and oleanolic acid(OA) are insoluble drugs. The objective of this study was to encapsulate them into β-cyclodextrin(β-CD) and compare the solubility and intermolecular force of β-CD with the two isomeric triterpenic acids. The host-guest interaction was explored in liquid and solid state by ultraviolet-visible absorption,1H NMR, phase solubility analysis, and differential scanning calorimetry, X-ray powder diffractometry, and molecular modeling studies. Both experimental and theoretical studies revealed that β-CD formed 1: 1 water soluble inclusion complexes and the complexation process was naturally favorable. In addition, the overall results suggested that ring E with a carboxyl group of the drug was encapsulated into the hydrophobic CD nanocavity. Therefore, a clear different inclusion behavior was observed, and UA exhibited better affinity to β-CD compared with OA in various media due to little steric interference, which was beneficial to form stable inclusion complex with β-CD and increase its water solubility effectively.
基金Supported by Student Innovation Project of University of Science and Technology Liaoning in 2017(201710146000016)
文摘With constant economic development and continuous improvement of living standards in Northeast China,rural tourism,as a new type of tourism,is increasingly favored. From the perspective of symbolic interaction theory,taking the current situation of rural tourism in Northeast China as an example,this paper explained the semiotic significance between hosts and guests in rural tourism. It established the evaluation indicators for authentic symbolic perception of rural tourism. Also,combined with the theories of sociology and anthropology,it studied the interaction between hosts and tourists of rural tourism in Northeast China.
基金Support received from the National Major Scientific and Technological Special Project for“Significant New Drugs Development”during the Thirteenth Five-year Plan Period,P.R.China(2018ZX09721003-002-004)the Major Research Project of Shandong Province,P.R.China(2018GSF118004)the Key Research and Development Program of Shandong Province,P.R.China(2018CXGC1411)for their support and encouragement in carrying out this work.
文摘The bitterness of a drug is a major challenge for patient acceptability and compliance,especially for children.Due to the toxicity of medication,a human taste panel test has certain limitations.Atomoxetine hydrochloride(HCl),which is used for the treatment of attention deficit/hyperactivity disorder(ADHD),has an extremely bitter taste.The aim of this work is to quantitatively predict the bitterness of atomoxetine HCl by a biosensor system.Based on the mechanism of detection of the electronic tongue(Etongue),the bitterness of atomoxetine HCl was evaluated,and it was found that its bitterness was similar to that of quinine HCl.The bitterness threshold of atomoxetine HCl was 8.61μg/ml based on the Change of membrane Potential caused by Adsorption(CPA)value of the BT0 sensor.In this study,the taste-masking efficiency of 2-hydroxypropyl-β-cyclodextrin(HP-β-CyD)was assessed by Euclidean distances on a principle component analysis(PCA)map with the SA402B Taste Sensing System,and the host–guest interactions were investigated by differential scanning calorimetry(DSC),powder X-ray diffraction(XRD),nuclear magnetic resonance(NMR)spectroscopy and scanning electron microscopy(SEM).Biosensor evaluation and characterization of the inclusion complex indicated that atomoxetine HCl could actively react with 2-hydroxypropyl-β-cyclodextrin.
文摘Three guests with two moiety probes for different Cucurbit[n = 6—8]urils have been synthesized. They are N-(2-methylenethiophen)-adamataneamine, N-(2-methylene pyrrole)- adamataneamine and N-(2-methylenefurfuran)-adamataneamine. The probes are methyle-nepyridyl typically for Q[6] and adamataneamine typically for Q[7]. The host-guest complexes of Cucurbit[n = 6—8]urils with these guests have been investigated by using NMR techniques and ESMS method. Also, thermoanalysis has been used for exploring relationship of enthalpy and stability of the host-guest complexes.
文摘Based on the combination of B21C7/dialkylammonium salt host-guest interactions and tetraphenylethylene (TPE)-based aggregation-induced emission (AIE) effect, a fluorescent supramolecular crosslinked polymer gel was successfully prepared. Compared with the solution of TPE-containing small molecules, this gel exhibited remarkable fluorescence enhancement due to the AIE effect of TPE units. The "gelation induced fluorescence emission" phenomenon can be explained by the hindered intramolecular rotation of phenyl rings of TPE. Because of the reversibility and stimuli-responsiveness of the B21C7/dialkylammonium salt host-guest interactions, the transition between the fluorescent supramolecular crosslinked polymer gel and the disassembled sol with very weak fluorescence can be realized by adding pH and thermal stimuli. This novel material contributes to the development of supramolecular chemistry, polymer science and fluorescent materials and offers a new method to construct functional supramolecular materials.
基金supported the National Natural Science Foundation of China (No. 21801139)Natural Science Foundation of Jiangsu Province (No. BK20180942)+1 种基金the Natural Science Foundation of Nantong University (No. 03083004)the large instruments open foundation of Nantong university (1No. KFJN1814)
文摘Supramolecular polymers, which combined of the supramolecular chemistry and polymer science, are constructed from monomers together by reversible noncovalent interactions. Supramolecular polymers in aqueous solution are especially important due to their superior biocompatibility and environmental adaptation, which determined they have wide applications in various areas, such as drug delivery, selfhealing, shape memory. Macrocyclic compounds, such as cyclodextrins, calixarenes, cucurbiturils and pillar[n]arenes, are the most used building blocks in the preparation of supramolecular polymers.Macrocycle-based supramolecular polymers, which introduce the host-guest interaction in the system,endow these polymers with interesting and smart physical-chemical properties. In this review, we summarized recent studies about supramolecular polymers in aqueous solution based on macrocyclic compounds.
基金financial support from the National Natural Science Foundation of China (NSFC) (Nos. 21788102, 21722603 and 21871083)Project supported by Shanghai Municipal Science and Technology Major Project (No. 2018SHZDZX03)+2 种基金the Innovation Program of Shanghai Municipal Education Commission (No. 2017-01-07-00-02-E00010)State Key Laboratory for Modification of Chemical Fibers and Polymer Materials (No. KF1803)Donghua University and the Fundamental Research Funds (No. KF1803) for the Central Universities
文摘Pure organic room temperature phosphorescence(RTP) has been attracting a lot interest recently. So far,many strategies have succeeded in achieving efficient organic RTP materials by increasing the rate of intersystem crossing(ISC) and suppressing non-radiative transitions. In supramolecular chemistry, the control and regulation of molecular recognition based on the role of the host and guest in supramolecular polymers matrix, has attracted much attention. Recently, researchers have successfully achieved room temperature phosphorescence of pure organic complexes through host-guest interactions. The host molecule specifically includes the phosphorescent guest to reduce non-radiative transitions and enhance room temperature phosphorescence emission. This review aims to describe the developments and achievements of pure organic room temperature phosphorescence systems through the mechanism of host-guest interactions in recent years, and demonstrates the exploration and pursuit of phosphorescent materials of researchers in different fields.
基金supported by the research program from the Ministry of Science and Technology(2017YFC0821100)the National Natural Science Foundation of China(61731016,61771460)a grant from the Youth Innovation Promotion Association CAS(2015190)
文摘Nitrate explosive is hard to detect due to lack of aromatic ring and weak interaction with fluorescence probe.More challenging is even to differentiate the dinitrates with multiple nitrate explosives based on photo induced electron transfer or aggregation caused fluorescence change mechanism.A highly selective dinitrate explosive probe was designed based on a new strategy-stepwise aggregation of multiple anchored fluorene dimer 8Py-2 F.Compared with its monomer counterpart 2Py-F,8Py-2 F showed a selective and stepwise fluorescence quenching to dinitrate explosives-ethylene glycol(EGDN)and triethylene glycol dinitrate(TEGDN).The limits of detection(LODs)are 2.72μM for TEGDN and 0.46μM for EGDN,which is three orders of magnitude lower than those of 2Py-F.The stepwise quenching process is well matched with the stepwise aggregation process as evidence by scanning electron microscopy(SEM).Nuclear magnetic resonance(NMR)and quantum chemical calculation proved the interaction force between the dinitrate and 8Py-2 F is hydron bonding interaction,and interaction distance is far less than that of the multiple nitrates coming from the flexibility of the chain and steric hinderance,which resulted in a self-adaptive interaction and higher selectivity.The new strategy is beneficial for the differentiation of the chemicals with similar energy level which is difficult to realize via other method,and the new method provides fluorometric probe for dinitrate explosive detection and makes it an ideal candidate for chemical detection and analysis in public safety and environmental monitoring.
基金Project supported by the National Natural Science Foundation of China (Nos. 20373039, 20543002) and the Ministry of Education of China (Nos. 20040718001, 306015).
文摘A novel water soluble ditopic guest, the quaternary ammonium salt of N,N'-bis(ferrocenylmethylene)-diaminobutane (1), and a known water soluble ditopic host, benzenetetracarboxylic dianhydride bridged bis(β-cyclodextrin)s (2), have been synthesized and characterized. ^1H NMR spectra and cyclic voltammogram (CV) studies revealed the host-guest interactions between them in aqueous solution. The supramolecular interaction also exists in solid state as confirmed by the studies of the solid samples, which were obtained by frozen-drying the solution sampies, using FTIR spectroscopy and differential scanning calorimetry (DSC) techniques. TEM measurement demonstrated that wire-shaped supramolecular aggregates exist in the aqueous solution of the two compounds. The lengths of the aggregates could reach micrometers.
基金supported by the National Natural Science Foundation of China (Nos. 21675047, 21375034, 21190040)the Foundation for Innovative Research Groups of National Natural Science Foundation of China (No. 21521063)
文摘Apurinic/apyrimidinic endonuclease 1(APE1) plays an important role in protecting the fidelity of genetic material and is also a promising biomarker of cancers. Herein, a simple and sensitive fluorescent method for APE1 activity detection was designed based on host-guest interaction between β-cyclodextrin polymer(β-CDP) and pyrene. In this method, pyrene-labelled DNA probes(AP-S1 S2) and β-CDP functioned as fluorescent signal producer and enhancer, respectively. When APE1 was absent, pyrene on the AP-S1 S2 could not enter the cavity of β-CDP because of steric hindrance, leading to a weak fluorescence intensity/anisotropy. When APE1 was present, it would recognize and cleave AP site in APS1 S2, thus producing a dissociated pyrene-labelled oligonucleotide segment. Pyrene labelled at the 50 end of oligonucleotide segment could be easily trapped into the cavity of β-CDP via host-guest interaction, leading to a significant enhancement of fluorescence intensity/anisotropy. This assay offered a dynamic range of 0.05 U/m L–5 U/m L and an estimated detection limit of 0.05 U/m L. Furthermore,assessment of APE1 activity in He La cell extracts was successfully implemented, which hold the potential for APE1-related cancer diagnosis and biological researches.
基金supported by the National Natural Science Foundation of China(Nos.21190044,21175035)National Basic Research Program(No.2011CB911002)International Science & Technology operation Program of China(No.2010DFB30300)
文摘A one-step and facile strategy toward the construction of multicolor polymers via supramolecular selfassembly was proposed.Multicolor polymers were simply prepared by the self-assembly of adamantane-labeled fluorescein,adamantane-labeled rhodamine B and β-cyclodextrin polymers via host-guest interaction between β-cyclodextrin and adamantane.Multicolor polymers showed several interesting properties:multiple emission signatures by a single wavelength excitation,easy tunability,intense fluorescence,high photostablility.In addition,the self-assembly approach implied a facile and flexible strategy for constructing functionalized materials,such as multicolor materials for biological labeling and imaging,and sensing materials for the detection of physiological parameters.