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Methyl cyclodextrin

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https://www.readbyqxmd.com/read/28631941/analytical-characterization-of-methyl-%C3%AE-cyclodextrin-for-pharmacological-activity-to-reduce-lysosomal-cholesterol-accumulation-in-niemann-pick-disease-type-c1-cells
#1
Rong Li, Jon Hao, Hideji Fujiwara, Miao Xu, Shu Yang, Sheng Dai, Yan Long, Manju Swaroop, Changhui Li, Mylinh Vu, Juan J Marugan, Daniel S Ory, Wei Zheng
Methyl-β-cyclodextrin (MβCD) reduces lysosomal cholesterol accumulation in Niemann-Pick disease type C1 (NPC1) patient fibroblasts. However, the pharmacological activity of MβCD reported by different laboratories varies. To determine the potential causes of this variation, we analyzed the mass spectrum characteristics, pharmacological activity of three preparations of MβCDs, and the protein expression profiles of NPC1 patient fibroblasts after treatment with different sources of MβCDs. Our data revealed varied mass spectrum profiles and pharmacological activities on the reduction of lysosomal cholesterol accumulation in NPC1 fibroblasts for these three preparations of MβCDs obtained from different batches and different sources...
May 2017: Assay and Drug Development Technologies
https://www.readbyqxmd.com/read/28627734/role-of-cytoskeletal-mechanics-and-cell-membrane-fluidity-in-the-intracellular-delivery-of-molecules-mediated-by-laser-activated-carbon-nanoparticles
#2
Stefany Y Holguin, Caleb F Anderson, Naresh N Thadhani, Mark R Prausnitz
Exposure of cells and nanoparticles to near-infrared nanosecond pulsed laser light can lead to efficient intracellular delivery of molecules while maintaining high cell viability by a photoacoustic phenomenon known as transient nanoparticle energy transduction (TNET). Here, we examined the influence of cytoskeletal mechanics and plasma membrane fluidity on intracellular uptake of molecules and loss of cell viability due to TNET. We found that destabilization of actin filaments using latrunculin A led to greater uptake of molecules and less viability loss caused by TNET...
June 19, 2017: Biotechnology and Bioengineering
https://www.readbyqxmd.com/read/28623970/localization-of-the-placental-bcrp-abcg2-transporter-to-lipid-rafts-role-for-cholesterol-in-mediating-efflux-activity
#3
John T Szilagyi, Anna M Vetrano, Jeffrey D Laskin, Lauren M Aleksunes
INTRODUCTION: The breast cancer resistance protein (BCRP/ABCG2) is an efflux transporter in the placental barrier. By transporting chemicals from the fetal to the maternal circulation, BCRP limits fetal exposure to a range of drugs, toxicants, and endobiotics such as bile acids and hormones. The purpose of the present studies was to 1) determine whether BCRP localizes to highly-ordered, cholesterol-rich lipid raft microdomains in placenta microvillous membranes, and 2) determine the impact of cholesterol on BCRP-mediated placental transport in vitro...
July 2017: Placenta
https://www.readbyqxmd.com/read/28613987/methyl-%C3%AE-cyclodextrin-restores-impaired-autophagy-flux-in-niemann-pick-c1-deficient-cells-through-activation-of-ampk
#4
Sheng Dai, Andrés E Dulcey, Xin Hu, Christopher A Wassif, Forbes D Porter, Christopher P Austin, Daniel S Ory, Juan Marugan, Wei Zheng
The drug 2-hydroxypropyl-β-cyclodextrin (HPβCD) reduces lysosomal cholesterol accumulation in Niemann-Pick disease, type C (NPC) and has been advanced to human clinical trials. However, its mechanism of action for reducing cholesterol accumulation in NPC cells is uncertain and its molecular target is unknown. We found that methyl-β-cyclodextrin (MβCD), a potent analog of HPβCD, restored impaired macroautophagy/autophagy flux in Niemann-Pick disease, type C1 (NPC1) cells. This effect was mediated by a direct activation of AMP-activated protein kinase (AMPK), an upstream kinase in the autophagy pathway, through MβCD binding to its β-subunits...
June 14, 2017: Autophagy
https://www.readbyqxmd.com/read/28605153/fabrication-of-ph-and-thermoresponsive-three-layered-micelles-via-host-guest-interactions
#5
Jingyan Zhang, Haiou Zhou, Hao Liu, Jinming Hu, Shiyong Liu
Well-defined β-cyclodextrin (β-CD)-terminated double hydrophilic diblock copolymers (DHBCs), β-CD- poly(di(ethylene glycol) methyl ether methacrylate) (PMEO2 MA)-b-poly(2-(diethylamino)ethyl methacrylate) (PDEA) (BP1) and β-CD-PDEA-b-PMEO2 MA (BP2), are synthesized via sequential atom transfer radical polymerizations of di(ethylene glycol) methyl ether methacrylate and 2-(diethylamino)ethyl methacrylate using alkynyl-functionalized initiator, followed by click reactions with an excess of mono-azido-substituted β-cyclodextrin (β-CD-N3 )...
June 12, 2017: Macromolecular Rapid Communications
https://www.readbyqxmd.com/read/28599957/pulmonary-surfactant-dysfunction-in-pediatric-cystic-fibrosis-mechanisms-and-reversal-with-a-lipid-sequestering-drug
#6
Lasantha Gunasekara, Mustafa Al-Saiedy, Francis Green, Ryan Pratt, Candice Bjornson, Ailian Yang, W Michael Schoel, Ian Mitchell, Mary Brindle, Mark Montgomery, Elizabeth Keys, John Dennis, Grishma Shrestha, Matthias Amrein
BACKGROUND: Airway surfactant is impaired in cystic fibrosis (CF) and associated with declines in pulmonary function. We hypothesized that surfactant dysfunction in CF is due to an excess of cholesterol with an interaction with oxidation. METHODS: Surfactant was extracted from bronchial lavage fluid from children with CF and surface tension, and lipid content, inflammatory cells and microbial flora were determined. Dysfunctional surfactant samples were re-tested with a lipid-sequestering agent, methyl-β-cyclodextrin (MβCD)...
June 6, 2017: Journal of Cystic Fibrosis: Official Journal of the European Cystic Fibrosis Society
https://www.readbyqxmd.com/read/28596140/formation-characterization-and-ph-dependence-of-rifampicin-heptakis-2-6-di-o-methyl-%C3%AE-cyclodextrin-complexes
#7
Lorenzo Angiolini, Marco Agnes, Boiko Cohen, Konstantina Yannakopoulou, Abderrazzak Douhal
Rifampicin (Rif) is a broad spectrum antibiotic used as a first line agent in the treatment of mycobacterial infections. However, its low solubility and reduced stability in water limit its bioavailability, thus requiring the use of complex formulations. Here, we present a systematic study of Rif in complex with a methylated cyclodextrin, heptakis(2,6-di-O-methyl)-β-cyclodextrin (DIMEB), in phosphate buffer using a combination of nuclear magnetic resonance (NMR) and steady-state UV-Visible spectroscopic methods An increase in the stability and solubility of Rif in complex with DIMEB was observed in buffered solutions (phosphate, PBS)...
June 5, 2017: International Journal of Pharmaceutics
https://www.readbyqxmd.com/read/28575935/preparation-of-novel-dual-site-drug-delivery-system-based-on-hydroxypropyl-methyl-cyclodextrin
#8
Xi-Qing Yan, Yong-Li Shi, Cai-Li Qiao, Ying-Ying Li, Xi-Min Wei, Xin-Ru Qiao
An amphipathic copolymer of poly(polyethylene glycol-b-polycaprolactone-co-hydroxypropyl methyl cyclodextrin) [poly(mPEG-b-PCL-co-HPCD)] was synthesized via the free radical polymerization. The copolymer was used to prepare novel nanoparticles (NPs) by a solvent evaporation method. Curcumin (CUR) was selected as a model drug and loaded in the both sites of inner NPs and the cavities of HPCD. (1)H nuclear magnetic resonance ((1)H NMR) study was carried out to confirm the synthesis of poly(mPEG-b-PCL-co-HPCD)...
September 1, 2017: Materials Science & Engineering. C, Materials for Biological Applications
https://www.readbyqxmd.com/read/28572973/spray-drying-of-pomegranate-juice-using-maltodextrin-cyclodextrin-blends-as-the-wall-material
#9
Michael A Watson, Jeanne M Lea, Karen L Bett-Garber
Microencapsulation protects sensitive nutrients, masks flavors, or enhances delivery. Ratios of maltodextrin and γ-cyclodextrin (20:0, 19:1, and 17:3% w/w) were dissolved in water and mixed with pomegranate juice for spray drying with inlet temperatures of 120, 140, and 160°C. The effects on physical properties (water activity, % water content, color, pH, soluble solids (Brix), and methyl cellulose precipitable tannin assay (MCPTA) were examined. Based on the principle component analysis, formulation influenced color parameters and pH accounted for 46...
May 2017: Food Science & Nutrition
https://www.readbyqxmd.com/read/28555112/caveolin-1-functional-insights-into-its-role-in-muscarine-and-serotonin-induced-smooth-muscle-constriction-in-murine-airways
#10
Maryam Keshavarz, Heike Schwarz, Petra Hartmann, Silke Wiegand, Melanie Skill, Mike Althaus, Wolfgang Kummer, Gabriela Krasteva-Christ
An increased bronchoconstrictor response is a hallmark in the progression of obstructive airway diseases. Acetylcholine and 5-hydroxytryptamine (5-HT, serotonin) are the major bronchoconstrictors. There is evidence that both cholinergic and serotonergic signaling in airway smooth muscle (ASM) involve caveolae. We hypothesized that caveolin-1 (cav-1), a structural protein of caveolae, plays an important regulatory role in ASM contraction. We analyzed airway contraction in different tracheal segments and extra- and intrapulmonary bronchi in cav-1 deficient (cav-1-/-) and wild-type mice using organ bath recordings and videomorphometry of methyl-beta-cyclodextrin (MCD) treated and non-treated precision-cut lung slices (PCLS)...
2017: Frontiers in Physiology
https://www.readbyqxmd.com/read/28552522/lysophosphatidylcholine-elicits-intracellular-calcium-signaling-in-a-gpr55-dependent-manner
#11
Anna Drzazga, Agata Sowinska, Agnieszka Krzeminska, Przemysław Rytczak, Maria Koziolkiewicz, Edyta Gendaszewska-Darmach
The GPR55 signaling is fertile ground for drug discovery, however despite considerable research progress during the past 10 years, many open questions remain. The GPR55 pharmacology remains controversial, as many ligands have been reported with inconsistent results. Here, we show that various molecular species of lysophosphatidylcholine (LPC) elicit intracellular Ca(2+) mobilization in GPR55-expressing PC-3 human prostate carcinoma cells. The response was even stronger than [Ca(2+)]i flux evoked by endogenous (OEA) and synthetic (Abn-CBD) agonists...
July 22, 2017: Biochemical and Biophysical Research Communications
https://www.readbyqxmd.com/read/28548683/secondary-rim-%C3%AE-cyclodextrin-functionalization-to-conjugate-with-c60-improved-efficacy-as-photosensitizer
#12
Xiaolei Zhu, Annamaria Quaranta, René Bensasson, Matthieu Sollogoub, Yongmin Zhang
DIBAL-H-mediated demethylation provides a novel entry to secondary rim functionalized γ-CD. 2A,3B-dihydroxyl-per-O-methylated-γ-cyclodextrin has been obtained, whose conjugation with C60 allows the access to the most water-soluble C60 conjugate described so far. The water-solubility 0.12 M (550 mg/mL) is 150 times higher than that of native γ-CD/ C60 complex. Its singlet oxygen (¹O₂) quantum yield is 0.39, an increase by one or two orders of magnitude compared to that of α(β)CD-C60 conjugates.
May 26, 2017: Chemistry: a European Journal
https://www.readbyqxmd.com/read/28546106/enhanced-dissolution-and-skin-permeation-profiles-of-epalrestat-with-%C3%AE-cyclodextrin-derivatives-using-a-cogrinding-method
#13
Takayuki Furuishi, Shoma Takahashi, Noriko Ogawa, Mihoko Gunji, Hiromasa Nagase, Toyofumi Suzuki, Tomohiro Endo, Haruhisa Ueda, Etsuo Yonemochi, Kazuo Tomono
Epalrestat (EPL) is a water-insoluble drug (14μM) that inhibits aldose reductase. This study investigated the interactions between β-cyclodextrin (CD) derivatives and EPL to determine the solubilizing effect on EPL from phase solubility diagrams. We improved the solubility of EPL in water by adding β-CD derivatives. Moreover, the solubility of EPL mixed with β-CD derivatives by cogrinding in a ball mill method was about 2-3 times higher than those of EPL with the same CD concentration (5mM) calculated from phase solubility diagrams...
May 22, 2017: European Journal of Pharmaceutical Sciences
https://www.readbyqxmd.com/read/28522425/development-and-characterization-of-fast-dissolving-tablets-of-oxaprozin-based-on-hybrid-systems-of-the-drug-with-cyclodextrins-and-nanoclays
#14
Francesca Maestrelli, Paola Mura, Marzia Cirri, Natascia Mennini, Carla Ghelardini, Lorenzo Di Cesare Mannelli
Previous studies highlighted an increase of the randomly-methylated-ß-cyclodextrin (RAMEB) solubilizing power towards oxaprozin when used in combination with L-arginine (ARG) or sepiolite nanoclay (SV). Therefore, the aim of this work was to investigate the possibility of maximising the RAMEB solubilizing efficacy by a joined approach based on the entrapment in SV of the drug-RAMEB-ARG complex. The quaternary nanocomposite was prepared by different techniques and characterized for solid state and dissolution properties, compared to ternary drug combinations with RAMEB-ARG, RAMEB-SV or ARG-SV...
May 15, 2017: International Journal of Pharmaceutics
https://www.readbyqxmd.com/read/28513911/sperm-capacitation-pretreatment-positively-impacts-bovine-intracytoplasmic-sperm-injection
#15
L Águila, F Zambrano, M E Arias, Felmer R
The efficiency of intracytoplasmic sperm injection (ICSI) in bovines is low compared to other species due in part to inadequate egg activation and sperm nucleus decondensation after injection. We hypothesized that this low efficiency is due to the lack of complete sperm capacitation, so we evaluated the effects of isobutylmethylxanthine (IBMX) and methyl-β-cyclodextrin (MβCD) on bovine sperm capacitation and on the preimplantation developmental potential of bovine embryos generated by ICSI. Treatment with IBMX and MβCD decreased sperm viability (between 13 to 30%); nevertheless, 0...
May 17, 2017: Molecular Reproduction and Development
https://www.readbyqxmd.com/read/28510132/methyl-%C3%AE-cyclodextrin-modulates-thapsigargin-induced-store-dependent-ca-2-entry-in-macrophages
#16
Z I Krutetskaya, L S Milenina, A A Naumova, S N Butov, V G Antonov, A D Nozdrachev
Using Fura-2AM microfluorimetry, we have shown for the first time that preincubation of macrophages with methyl-β-cyclodextrin, inducing cholesterol extraction from membranes and raft disruption, leads to significant inhibition of thapsigargin-induced store-dependent Ca(2+) entry in rat peritoneal macrophages. In contrast, macrophage treatment with methyl-β-cyclodextrin after Ca(2+) entry mechanisms were activated by store depletion by thapsigargin application leads to potentiation of subsequent store-dependent Ca(2+) entry...
March 2017: Doklady. Biochemistry and Biophysics
https://www.readbyqxmd.com/read/28504140/dft-study-on-the-dissolution-mechanisms-of-%C3%AE-cyclodextrin-and-chitobiose-in-ionic-liquid
#17
Bobo Cao, Jiuyao Du, Ziping Cao, Xuejun Sun, Haitao Sun, Hui Fu
Density functional theory (DFT) was employed to study the dissolution mechanisms of α-cyclodextrin and chitobiose in 1-ethyl-3-methyl-imidazolium acetate ([Emim][OAc]). Geometrical analysis of the studied complexes indicated that both anion and cation in ionic liquid interacting withα-cyclodextrin and chitobiose contributed to the dissolution reaction. Intermolecular interactions in the complexes were identified as non-covalent interactions, such as hydrogen bonds, van der Waals interactions and repulsions, which were considered as the driving force of dissolution...
August 1, 2017: Carbohydrate Polymers
https://www.readbyqxmd.com/read/28496320/induction-of-mitophagy-mediated-antitumor-activity-with-folate-appended-methyl-%C3%AE-cyclodextrin
#18
Kazuhisa Kameyama, Keiichi Motoyama, Nao Tanaka, Yuki Yamashita, Taishi Higashi, Hidetoshi Arima
Mitophagy is the specific autophagic elimination system of mitochondria, which regulates cellular survival via the removal of damaged mitochondria. Recently, we revealed that folate-appended methyl-β-cyclodextrin (FA-M-β-CyD) provides selective antitumor activity in folate receptor-α (FR-α)-expressing cells by the induction of autophagy. In this study, to gain insight into the detailed mechanism of this antitumor activity, we focused on the induction of mitophagy by the treatment of FR-α-expressing tumor cells with FA-M-β-CyD...
2017: International Journal of Nanomedicine
https://www.readbyqxmd.com/read/28485208/the-distribution-of-vinculin-to-lipid-rafts-plays-an-important-role-in-sensing-stiffness-of-extracellular-matrix
#19
Ayaka Ichikawa Nagasato, Hiroshi Yamashita, Michinori Matsuo, Kazumitsu Ueda, Noriyuki Kioka
Extracellular matrix (ECM) stiffness regulates cell differentiation, survival, and migration. Our previous study has shown that the interaction of the focal adhesion protein vinculin with vinexin α plays a critical role in sensing ECM stiffness and regulating stiffness-dependent cell migration. However, the mechanism how vinculin-vinexin α interaction affects stiffness-dependent cell migration is unclear. Lipid rafts are membrane microdomains that are known to affect ECM-induced signals and cell behaviors...
June 2017: Bioscience, Biotechnology, and Biochemistry
https://www.readbyqxmd.com/read/28483280/stacking-cyclodextrin-microchip-electrokinetic-chromatographic-determination-of-gabapentinoid-drugs-in-pharmaceutical-and-biological-matrices
#20
Abdallah M Zeid, Noritada Kaji, Jenny Jeehan M Nasr, Fathalla F Belal, Yoshinobu Baba, Mohamed I Walash
A facile, rapid, and highly sensitive microchip-based electrokinetic chromatographic method was developed for the simultaneous analysis of two gabapentinoid drugs, gabapentin (GPN) and pregabalin (PGN). Both drugs were first reacted with 4-fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F) via nucleophilic substitution reactions to yield highly fluorescent products with λex/em 470/540nm. Analyses of both fluorescently labeled compounds were achieved within 200s in a poly(methyl methacrylate) (PMMA) microchip with a 30mm separation channel...
April 26, 2017: Journal of Chromatography. A
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