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Makoto Anraku, Ryo Tabuchi, Miwa Goto, Daisuke Iohara, Yasuyuki Mizukai, Yuji Maezaki, Akihiro Michihara, Daisuke Kadowaki, Masaki Otagiri, Fumitoshi Hirayama
Sustained-release olmesartan tablets (OLM) were prepared by the simple, direct compression of composites of anionic sulfobutyl ether-β-cyclodextrin (SBE-β-CD) and cationic spray-dried chitosan (SD-CS), and were evaluated for use as a sustained release preparation for the treatment of hypertension. An investigation of the interaction between OLM and SBE-β-CD by the solubility method indicated that the phase diagram of the OLM/SBE-β-CD system was the AL type, indicating the formation of a 1:1 inclusion complex...
February 15, 2019: Pharmaceutics
Panna Vass, Balázs Démuth, Attila Farkas, Edit Hirsch, Edina Szabó, Brigitta Nagy, Sune K Andersen, Tamás Vigh, Geert Verreck, István Csontos, György Marosi, Zsombor K Nagy
The aims of this study were to evaluate electrospinning as a continuous alternative to freeze drying in the production of a reconstitution injection dosage form, and to prove that aqueous electrospinning can be realized with a high production rate at room temperature. High-speed electrospinning with a novel continuous cyclone collection was used to manufacture a formulation of the poorly water-soluble antifungal voriconazole (VOR) with sulfobutylether-β-cyclodextrin (SBE-β-CD). The freeze-dried, marketed product of this drug substance, Vfend® also contains SBE-β-CD as excipient...
February 16, 2019: Journal of Controlled Release: Official Journal of the Controlled Release Society
Carolina Abril-Sánchez, Adrián Matencio, Silvia Navarro-Orcajada, Francisco García-Carmona, José Manuel López-Nicolás
In this work we used natural and modified cyclodextrins (β-CD and HP-β-CD) as encapsulating agents to improve citronellal properties. Using fluorimetric techniques, its aggregation behavior was studied for the first time. Its critical micellar concentration was seen to vary with the presence of cyclodextrins, which form 1:1 stoichiometry complexes with citronellal. The encapsulation constants and the scores obtained by Molecular Docking were correlated. Chromatographic (GC-MS) and sensory analysis confirmed that cyclodextrins improve the persistence of the aroma...
February 11, 2019: Chemistry and Physics of Lipids
Christian Sonnendecker, Wolfgang Zimmermann
Cyclodextrin glucanotransferases (CGTases) convert α-1,4-glucans to cyclic oligosaccharides (cyclodextrins, CD), which have found applications in the food and the pharmaceutical industries. In this study, we used two CGTases with different cyclization activities, product specificities, and pH and temperature optima to construct chimeric variants for the synthesis of large-ring CD. We used (a) a synthetic thermostable CGTase mainly forming α- and β-CD (CD6 and CD7) derived from Geobacillus stearothermophilus ET1/NO2 (GeoT), and (b) a CGTase with lower cyclization activity from the alkaliphilic Bacillus sp...
February 2019: FEBS Open Bio
Qianqian Geng, Tian Li, Xin Wang, Weijing Chu, Mengling Cai, Jingchan Xie, Hanwen Ni
In this work, the inclusion complexes of hydrophobic herbicide bensulfuron-methyl (BSM) with β-cyclodextrin (β-CD) and (2-hydroxypropyl)-β-CD (2-HP-β-CD) were prepared and characterized. Phase solubility study showed that both β-CD and 2-HP-β-CD increased the solubility of BSM. Three-dimensional structures of the inclusion complexes were simulated by the molecular docking method. The docking results indicated that guest BSM could enter into the cavities of host CDs, folded, and centrally aligned inside the inclusion complexes...
February 13, 2019: Scientific Reports
Chenyu Zheng, Yufeng Sheng, Yong Liu, Ying Wan, Guang Liu, Xutong Zhang, Meng Yang, Kai Kang, Jingping Liu, Kefeng Ma, Shengyuan Deng
Ultrasensitive electrochemiluminescence (ECL) detection can benefit substantially from the rational configuration of emitter-enhancer stereochemistry. Here, using zinc(II) meso-5,10,15,20-tetra(4-sulfonatophenyl)porphyrin (ZnTSPP) as a model, we demonstrate that both the ECL intensity and the photostability of this emitter were significantly improved when it was trapped in pyridyl-bridged β-cyclodextrin dimer (Py(CD)2 ); a synthetic enhancer that is ECL inactive. Through NMR characterization, we confirmed that ZnTSPP formed a clam-like inclusion complex involving pinning and pinching forces from the biocompatible container Py(CD)2 ...
February 12, 2019: Analytical and Bioanalytical Chemistry
Sheng Wang, Jing Peng, Hai-Jian Yang, Binru Ban, Lihua Wang, Bo Lei, Cun-Yue Guo, Juncheng Hu, Junjiang Zhu, Buxing Han
The environmental friendly biomaterial β-cyclodextrin (β-CD) was used for the synthesis of cyclic carbonates from CO₂ with epoxides in the presence of quaternary ammonium salts as co-catalyst. The factors affecting the activity of this binary catalyst system, such as reaction temperature, time, CO₂ pressure and the mole ratio of reactants, were investigated systematically. The excellent yield of cyclic carbonate (100%) was obtained at 130 °C, 3 MPa after 5 h with the catalyst system of β-CD/tetrabutylammonium bromine (TBABr)...
June 1, 2019: Journal of Nanoscience and Nanotechnology
Amruta Tambe, Priyankai Mokashi, Nancy Pandita
Acetyl- Keto-β-boswellic acid (AKBA) is a pentacyclic triterpenic acid found in gum resin of Boswellia serrata. Even though it is shown to have anti-inflammatory activity, its bioavailability gets limited due to its poor aqueous solubility and permeability. The present study, hence, deals in enhancement of the intestinal absorption of AKBA from total boswellic acid fraction (TA fraction) using cyclodextrin (CD) and poloxamer solid dispersion (PXM SDs) formulations. Absorption studies were performed using the everted gut sac model prepared from rat jejunum...
February 1, 2019: Journal of Pharmaceutical and Biomedical Analysis
Yun-Hsun Hsu, Jia-Jia Toh, Chiz-Tzung Chang, Mine-Yine Liu
A cyclodextrin-micellar electrokinetic chromatography (CD-MEKC) method has been developed to determine the apolipoproteins (apos) of human high-density lipoprotein (HDL). The optimal CD-MEKC conditions included a separation buffer mixture of 5 mM sodium phosphate, 40 mM bile salts (50% sodium cholate and 50% sodium deoxycholate), 25 mM carboxymethyl-β-CD (CM-β-CD) and pH 7.0. The separation voltage was 15 kV, and the capillary temperature was 15℃. The CD-MEKC profiles of human HDL apolipoproteins showed good repeatability and sensitivity...
January 28, 2019: Journal of Chromatography. A
Bruno Dos Santos Lima, Caio de Alcântara Campos, Anna Clara Ramos da Silva Santos, Victória Caroline Nunes Santos, Gabriela das Graças Gomes Trindade, Saravanan Shanmugam, Erik Willyame Menezes Pereira, Ricardo Neves Marreto, Marcelo Cavalcante Duarte, Jackson Roberto Guedes da Silva Almeida, Jullyana de Souza Siqueira Quintans, Lucindo José Quintans, Adriano Antunes de Souza Araújo
Morin is a flavonoid has been reported with several pharmacological effects such as, antioxidant, anti-inflammatory, anticancer, antidiabetic, etc. However, morin has low solubility in water, which decreases the bioavailability and limits its clinical application. In this way, to improve the pharmaceutical properties, morin was complexed in hydroxypropyl-β-cyclodextrin (HP-β-CD) and its oral bioavailability and anti-inflammatory effects were evaluated. Initially, a phase solubility study was performed, which showed that HP-β-CD would be the better cyclodextrin for the formation of complexes with morin...
February 6, 2019: Food and Chemical Toxicology
Xuze Hu, Changjun Zou, Xuemei Zou
The linear O-carboxymethyl-β-cyclodextrin polymer functionalized-amino single walled carbon nanotubes (LCMP-β-CD-ASWCNTs) supramolecular carbon nanofiber was prepared via amidation reaction. Surprisingly, AFM analysis indicated the width of the prepared well-defined supramolecular carbon nanofibers (SCNFs) was over 120 nm. Meanwhile, the height of the LCMP-β-CD-ASWCNTs supramolecular carbon nanofiber is within 26.5 nm, which is 1.36 times higher than that of pristine ASWCNTs. Additionally, SEM and HRTEM analysis indicated that the linear O-carboxymethyl-β-cyclodextrin polymer (LCMP-β-CD) molecules were anchored on amino single walled carbon nanotubes (ASWCNTs) and fully cover its surface...
January 31, 2019: Journal of Colloid and Interface Science
Xuejing Zhu, Jin Zhao, Tingting Jia, Shenghua Li, Nan Li, Hongbiao Hou, Rong-Lin Zhong, Zhi Fan, Minjie Guo
The present work describes the comparison of the abilities of graphene-cyclodextrin conjugates to enhance the electrochemical performance of four tyramine-related compounds. First, cyclodextrin (CD)-modified graphene conjugates were synthesized via the amine-epoxy reaction between graphene oxide (GO) and 6-deoxy-6-ethylenediamino-β-CD, followed by l-ascorbic acid reduction. The resulting conjugates were characterized using UV-vis spectroscopy, Fourier-transform infrared spectroscopy (FTIR), Raman spectroscopy, thermogravimetric analysis (TGA), X-ray diffraction (XRD), scanning electron microscopy (SEM) and transmission electron microscopy (TEM)...
April 1, 2019: Carbohydrate Polymers
Pengpeng Deng, Jing Sun, Juanjuan Chen, Xueqing Zou, Liqiong Liao
Photo-switchable dual-color fluorescent nanogels were fabricated via nanoprecipitation in aqueous solution. The spiropyran-modified β-cyclodextrin (β-CD-SP) and 4-amino-7-nitro-1,2,3-benzoxadiazole (NBDNH2 ) were encapsulated into nanogels in the presence of 1,6-hexamethylene diisocyanate (HMDI). In the nanogels, spiropyran moiety acted as fluorescence molecule acceptors under the irradiation of UV or visible light to quench or recover the fluorescence of the NBDNH2 to achieve reversible dual-color fluorescence...
April 15, 2019: Carbohydrate Polymers
Siyin Ho, Yin Yin Thoo, David James Young, Lee Fong Siow
Catechin is astringent in taste, sparingly soluble in water and sensitive to oxygen, light and pH. These properties restrict its application in food products. The present study investigated the stability of inclusion complex (IC) and catechin in various food matrices and investigated in vitro recovery profile of catechin and IC in liquid, semi-solid and solid food matrices. Besides, the sensory profile of IC added yogurt was also determined. Results showed that IC and catechin was more stable in solid matrix compared to semi-solid and liquid matrices...
March 1, 2019: Food Chemistry
Qiang Sun, Xiao-Fang Li, Kai-Pei Luo, Tian-Tian Zhao, Zu-Bing Ma, Yu Zheng, Long Xie
In this paper, nano-sponges of flavonoids from Glycyrrhizae Radix et Rhizoma (LF-NSP) were prepared by agitation-freeze drying method. Box-benhnken design and response surface method based on the single factor experiment was used to optimize the preparation process, with the stirring temperature as well as stirring time and speed as the independent variables, while with drug loading, particle size and the generalized "normalized value" as the response values. In addition, the nano-sponges were characterized by scanning electron microscope (SEM), infraredspectroscopy (FT-IR) and differential scanning calorimetry (DSC), and its release in vitro was also investigated...
December 2018: Zhongguo Zhong Yao za Zhi, Zhongguo Zhongyao Zazhi, China Journal of Chinese Materia Medica
Yong Xu, Meiying Cui, Panagiotis A Patsis, Markus Günther, Xuegeng Yang, Kerstin Eckert, Yixin Zhang
Study of cells responding to an electroconductive environment is impeded by the lack of method, which would allow the encapsulation of cells in an ECM-like 3D electroactive matrix, and more challengingly, permit a simple mechanism to re-lease cells for further characterization. Herein we report a polysaccharide-based conductive hydrogel system formed via cyclodextrin-adamantane host-guest interaction. Oxidative polymerization of 3,4-ethylenedioxythiophene (EDOT) in the presence of adamantyl modified sulfated alginate (S-Alg-Ad) results in bio-electroconductive polymer PEDOT:S-Alg-Ad, which can form hydrogel with poly-β-Cyclodextrin (pβ-CD)...
February 4, 2019: ACS Applied Materials & Interfaces
Atsushi Tamura
Recently, the application of β-cyclodextrins (β-CDs) as therapeutic agents has received considerable attention. β-CDs have been reported to have therapeutic effects on various diseases, such as Niemann-Pick type C (NPC) disease, a family of lysosomal storage disorders characterized by the lysosomal accumulation of cholesterol. To further improve the therapeutic efficacy of β-CDs, the use of β-CD-threaded polyrotaxanes (PRXs) has been proposed as a carrier of β-CDs for NPC disease. PRXs are supramolecular polymers composed of many CDs threaded onto a linear polymer chain and capped with bulky stopper molecules...
2019: Yakugaku Zasshi: Journal of the Pharmaceutical Society of Japan
Lamia Moulahcene, Mohamed Skiba, Frederic Bounoure, Mohamed Benanamor, Nicolas Milon, Francois Hallouard, Malika Lahiani-Skiba
We present herein the preparation of novel polymer inclusion membranes (PIMs) containing insoluble β-CD polymer as a carrier, polyvinyl chloride as a base polymer, and dibuthylphtalate (DBP) as a plasticizer in varying proportions. The prepared PIMs can be obtained by a simple, fast, and high-yield preparation process. Physicochemical characterizations of such membranes occurred in a homogeneous structure. In addition, Fourier-transform infrared Spectroscopy (FT-IR) analysis found that DBP was inserted between these polymeric chains by non-covalent interactions...
January 31, 2019: International Journal of Environmental Research and Public Health
Xiaodong Sun, Jie Guo, Tao Yu, Yingxiang Du, Zijie Feng, Shiyuan Zhao, Zhifeng Huang, Jie Liu
Magnetic microparticles (MMPs) have been extensively studied and aroused considerable interest in separation science owing to their superior characteristics. In this paper, a novel coated capillary with carboxymethyl-β-cyclodextrin-functionalized magnetic microparticles (CD-MMPs) as stationary phase was constructed and then applied to establish an open-tubular capillary electrochromatography enantioseparation system. The preparation of the CD-MMP-coated open-tubular column was very convenient because the coating of the magnetic microparticles onto the capillary column could be easily manipulated by an external magnetic field...
February 1, 2019: Analytical and Bioanalytical Chemistry
Annalisa Cutrignelli, Francesca Sanarica, Antonio Lopalco, Angela Lopedota, Valentino Laquintana, Massimo Franco, Brigida Boccanegra, Paola Mantuano, Annamaria De Luca, Nunzio Denora
New scientific findings have recently shown that dasatinib (DAS), the first-choice oral drug in the treatment of chronic myeloid leukemia (CML) for adult patients who are resistant or intolerant to imatinib, is also potentially useful in the paediatric age. Moreover, recent preclinical evidences suggest that this drug could be useful for the treatment of Duchenne muscular dystrophy, since it targets cSrc tyrosin kinase. Based on these considerations, the purpose of this work was to use the strategy of complexation with hydroxypropyl-β-cyclodextrin (HP-β-CD) in order to obtain an aqueous preparation of DAS, which is characterized by a low water solubility (6...
January 30, 2019: International Journal of Molecular Sciences
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