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Chinese Journal of Chemistry 2016年第4期34卷 425-431页

作者： Yafei Guo Yushun Zhang Jiuling Li Fen Zhao Yang Liu Min Su Yubo Jiang Yuqi Liu Jihong Zhang Bo Yang Rui Yang Faculty of Science Kunming University of Science and Technology Kunming Yunnan 650500 China Faculty of Life Science and Technology Kunming University of Science and Technology Kunming Yunnan 650500 China Key Laboratory of Medicinal Chemistry for Natural Resource School of Chemical Science and Technology Yunnan University Kunming Yunnan 650500 China

An inclusion complex of podophyllotoxin （PPT） with 7-cyclodextrin （7-CD） was prepared. The behavior, char- acterization, and water solubility of the inclusion complex were carefully investigated via fluorescence spectroscopy, thermogravimetry, differential scanning calorimetry, X-ray diffraction analysis, and 1H and 2D nuclear magnetic resonance spectroscopy. Furthermore, antitumor activity to human cancer lines and toxicity in mice were studied. Results showed that the inclusion complex formed in a 1 ： 1 ratio with a considerable apparent stability constant Ks （4245.5 Lomol-l）. Water solubility was considerably improved. In addition, the anticancer activity of the inclusion complex was better than that of cis-platinum （DDP, positive control）. Most importantly, the toxicity of podophyl- lotoxin inclusion complex reduced and became more safety to mice which will be great valuable to research its ap- plications as a kind of antitumor drug to human in the further.

关键词： cyclodextrin cytotoxicity podophyllotoxin inclusion complex antitumor activity

inclusion complex of Paclitaxel in Hydroxypropyl-β-cyclodextrin

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Chemical Research in Chinese Universities 2005年第6期21卷 749-752页

作者： CHEN Yue ZHOU Yu-lai REN Yong YAN Wei-qun College of Pharmaceutical Jilin University Changchun 130021 P. R. China Institute of Frontier Medical Science Jilin University Changchun 130021 P. R. China Center of Drug Discovery Nanfing Normal University Nanfing 210097 P. R. China

Introduction Paclitaxel （as Taxol） is a kind of diterpenoid natural product extracted from Chinese yew. It has been reported to have high anti-tumor effects, such as the activity against oophorama, mammary cancer, encephaloma, cervical carcinoma, and non- small-cell lung carcinoma. One of the major problems of paclitaxel applied to therapy is its extremely low solubility in water. In addition, paclitaxel is administered as a slow infusion in a vehicle consisting of Cremophor EL （ polyoxyethylated castor oil ）. However, Cremophor has been observed to cause severe, occasionally fatal hypersensitivity reactions in animals and humans. Therefore, paclitaxel therapy includes a prophylactic regimen of antihistamines and corticosteroids , along with a prolonged infusion time to reduce the severity and incidence of hypersensitivity reactions. Because of the reasons mentioned above, currently its preparation needs to be improved further.

关键词： Paclitaxel HP-β-CD inclusion complex Combinative ratio

Physical characterization of meloxicam-β-cyclodextrin inclusion complex pellets prepared by a fluid-bed coating method

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Particuology 2009年第1期7卷 1-8页

作者： Yi Lu Xingwang Zhang Jie Lai Zongning Yin Wei Wu School of Pharmacy Fudan University Shanghai China West China School of Pharmacy Sichuan University Chengdu china

Meloxicam-β-cyclodextrin （ME-β-CD） inclusion complex was prepared by a fluid-bed coating technique upon solvent removal and simultaneous depositing onto the surface of nonpareil pellets and using PVP K30 as a binding agent to facilitate good coating. The resultant pellets were spherical and intact in shape with good flowability and friability. SEM analysis showed that the pellets were smooth and had a tightly coated inclusion complex layer. In vitro dissolution of the inclusion complex pellets in pH 7.4 phosphate buffer was dramatically enhanced at an ME/CD ratio of 1/1. DSC and powder X-ray diffractometry proved the absence of crystallinity in the ME/CD inclusion complexes. Moreover, Fourier transform-infrared spectrometry together with Raman spectrometry indicated that the thiazole ring of ME was possibly included in the cavity of β-CD.

关键词： Meloxicam inclusion complex β-Cyclodextrin Fluid-bed Pellets Dissolution Characterization

Crystal Structure of a Novel Sandwich inclusion complex of β-Cyclodextrin with α-Naphthylacetic Acid

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Chemical Research in Chinese Universities 2011年第5期27卷 730-733页

作者： WANG En-ju CHEN Guang-ying HAN Chang-ri Hainan Provincial Key Laboratory of Tropical Pharmaceutical Herb Chemistry School of Chemistry ＆ Chemical Engineering Hainan Normal University Haikou 571158 P. R. China

A supramolecular inclusion complex between β-cyclodextrin（β-CD） and α-naphthylacetic acid was prepared, and its crystal structure was investigated by single-crystal X-ray crystallography. The complex contains two β-CD molecules, one α-naphthylacetic acid, two ethanols and twenty-eight water molecules in the asymmetric unit, which could be formulated as [（C42H70O35）2·（C12H10O2）·（C2H5OH）2·28H2O]. Two β-CD molecules constitute a dimer by face-to-face contact of their secondary hydroxyl sides. At the interface of the dimer, one α-naphthylacetic acid molecule is sandwiched between two β-CD molecules. Each β-CD unit of the dimer includes one ethanol molecule in its cavity. The β-CD dimers are linked together via hydrogen bonding to form layers that are stacked in a brickwork-like pattern. The comparative study of some sandwich complexes elucidates that the interface of the β-CD dimer has a stronger inclusion capacity than the cavity of β-CD for some suitable planar guest molecules. The novel inclusion structure results from the competitive inclusion of α-naphthylacetic acid and ethanol.

关键词： β-Cyclodextrin α-Naphthylacetic acid inclusion complex Sandwich complex Competitive inclusion

Prominently Promoting the Formation of Poly(butylene adipate) α-Form Crystals by Coalescing from inclusion complex

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Chinese Journal of Polymer Science 2018年第7期36卷 866-870页

作者： Hai-Mu Ye Xiao-Tong Chen Ping Liu Na Yan Department of Materials Science and Engineering China University of PetroleumBeijing 102249China

We successfully use a co-precipitation method to prepare inclusion complex between poly（butylene adipate）（PBA） chains （guest component） and urea molecules （host component）. The PBA/urea inclusion complex is confirmed to adopt a hexagonal crystal modification with lattice parameters ofa = 8.14 A and c = 10.92 A, and the interaction between PBA chains and urea is van der Waals force. The singly isolated PBA chains are suggested to take some gauche conformation, which is different from the all-trans conformation in r-form PBA. Furthermore, we employ the isolated PBA chains which are uniformly pre-established in a specific conformation in urea channels to regulate the crystal form of PBA for the first time. After removing the host urea molecules, the coalesced PBA chains are found to solely crystallize into a-form crystals at different coalescing temperatures. By comparing the FTIR spectra, it is found that PBA chains in inclusion complex plausibly contain some similar conformers as those in a-form crystal, which is suggested to be the intrinsic reason for the sole formation of a-form crystals. This research proves that inclusion complex can be used as a very effective method to regulate polymorphism of semi-crystalline polymers.

关键词： Poly(butylene adipate) inclusion complex Polymorphism Chain conformation

Theoretical Study on the inclusion complex of β-Cyclodextrin and Nitrobenzene

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Chinese Journal of Structural Chemistry 2011年第5期30卷 706-716页

作者：解菊殷亚星金国莲何茂霞刁国旺 College of Chemistry and Chemical Engineering Yangzhou University Environment Research Institute Shandong University

Quantum chemical calculations were carried out to investigate the structures and properties for the inclusion complexes of nitrobenzene （NB） into β-cyclodextrin. Two low-energy conformations of β-cyclodextrin （A and B） in the gas phase were initially investigated by the PM3 and B3LYP/6-31＋G（d,p） calculations, respectively. Three different orientations were considered in the inclusion process of A and B with NB to form 1：1 complexes. Potential energy scan by PM3 calculations indicated that the phenyl orientation Ab for conformation A and the equator orientation Bc for conformation B are more favorable in energy, respectively. We also considered the 2：1 inclusion complexes of host A or B with guest NB in the gas phase. PM3 calculation indicated that the host-guest interaction energies to form 1：1 complexes are more negative than those to form 2：1 NB/B complexes. Finally, we studied the solvent effect of NB/CD complex, and PM3 results show that the influence of water molecules on the inclusion process is very important. The driving forces for the inclusion process and the geometries of complexes were discussed in detail.

关键词： β-cyclodextrin inclusion complex host-guest interaction quantum chemical calculation

Intranasal temperature-sensitive hydrogels of cannabidiol inclusion complex for the treatment of post-traumatic stress disorder

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Acta Pharmaceutica Sinica B 2021年第7期11卷 2031-2047页

作者： Lulu Pang Siqing Zhu Jinqiu Ma Lin Zhu Yijing Liu Ge Ou Ruiteng Li Yaxin Wang Yi Liang Xu Jin Lina Du Yiguang Jin Department of Pharmaceutical Sciences Beijing Institute of Radiation MedicineBeijing 100850China College of Pharmacy Shandong University of Traditional Chinese MedicineJinan 250355China College of Pharmacy Anhui Medical UniversityHefei 230001China Pharmacy Department Chinese PLA General HospitalBeijing 100853China Department of Anesthesiology Beijing Tiantan HospitalCapital Medical UniversityBeijing 100070China

Post-traumatic stress disorder(PTSD)is a psychiatric disease that seriously affects brain ***,selective serotonin reuptake inhibitors(SSRIs)are used to treat PTSD clinically but have decreased efficiency and increased side *** this study,nasal cannabidiol inclusion complex temperature-sensitive hydrogels(CBD TSGs)were prepared and evaluated to treat *** model of PTSD was established with conditional fear *** TSGs could significantly improve the spontaneous behavior,exploratory spirit and alleviate tension in open field box,relieve anxiety and tension in elevated plus maze,and reduce the freezing *** and eosin and c-FOS immunohistochemistry slides showed that the main injured brain areas in PTSD were the prefrontal cortex,amygdala,and hippocampus *** TSGs could reduce the level of tumor necrosis factor-a caused by *** blot analysis showed that CBD TSGs increased the expression of the 5-HT1 A *** administration of CBD TSGs was more efficient and had more obvious brain targeting effects than oral administration,as evidenced by the pharmacokinetics and brain tissue distribution of CBD ***,nasal CBD TSGs are safe and effective and have controlled *** are a novel promising option for the clinical treatment of PTSD.

关键词： Post-traumatic stress disorder Cannabidiol Hydroxypropyl-β-cyclodextrin inclusion complex Hydrogels Brain targeting Blood-brain barrier Intranasal administration

X-Ray Diffraction and NMR Study of inclusion complex of Podophyllotoxin with β-Cyclodextrin

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Chinese Chemical Letters 1999年第4期10卷 313-316页

作者： Xue Yi MA Zhi Xin LIAO Yun ZEN Hua Dong XIU Ru LIU and Yao Zu CHEN(Department of Chemistry, National Laboratory of Applied Organic Chemistry,Lanzhou University, Lanzhou 730000) Lanzhou Univ Dept Chem Natl Lab Appl Organ Chem Lanzhou 730000 Peoples R China

The inclusion complex of podophyllotoxin (P) with β-cyclodextrin (β-CD) has been studied by X-ray diffractometry and 1HNMR、13CNMR spectroscopy. The complex structure is deduced.

关键词： Podophyllum bexan drum podophyllotoxin β-cyclodextrin inclusion complex X-Ray NMR

Structural Study of inclusion complex of Andrographolide with β-Cyclodextrin Prepared under Microwave Irradiation

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Chinese Chemical Letters 2003年第2期14卷 155-158页

作者： Dong Yu ZHAO Sheng Hua YANG 等 DepartmentofChemistry NationalLaboratoryofAppliedOrganicChemistryLanzhouUniversityLanzhou730000 DepartmentofChemistry NationalLaboratoryofAppliedOrganicChemistryLanzhouUniversity

An inclusion complex of b-cyclodextrin with andrographolide (Andro) was prepared by using a convenient method of microwave irradiation. The structure of the inclusion complex was determined by the 1H NMR, 2D NMR spect... 详细信息

关键词： Andrographolide β-cyclodextrin inclusion complex NMR microwave irradiation.

DSC and NMR Study on the inclusion complex of Lappaconitine with b-Cyclodextrin

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Chinese Chemical Letters 2002年第3期13卷 227-230页

作者： Kai Jun LIAO Xiao Hua YAN Dong Yun ZHAO Xue Yi MA Department of Chemistry National Laboratory of Applied Organic ChemistryLanzhou UniversityLanzhou 730000

The inclusion complex of lappaconitine (Lap) with b-cyclodextrin (b-CD) has been studied by the differential scanning calorimetry (DSC) and 1H-NMR, 2D-NMR spectroscopy. The structure of the complex has been deduced.

关键词： Aconitum delphinium lappaconitine b-cyclodextrin inclusion complex DSC NMR.