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Methyl cyclodextrin

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https://www.readbyqxmd.com/read/28721622/influence-of-selected-cyclodextrins-in-sorption-desorption-of-chlorpyrifos-chlorothalonil-diazinon-and-their-main-degradation-products-on-different-soils
#1
María E Báez, Jeannette Espinoza, Ricardo Silva, Edwar Fuentes
Cyclodextrins (CDs) can improve the apparent solubility and bioavailability of a variety of organic compounds through the formation of inclusion complexes; accordingly, they are suitable for application in innovative remediation technologies of contaminated soils. However, the different interactions in the tertiary system CD/contaminant/soil matrix can affect the bioavailability of the inclusion complex through the possible sorption of CD and CD complex in the soil matrix, as well as with the potential of the sorbed CD to form the complex, concurrent with the desorption processes...
July 18, 2017: Environmental Science and Pollution Research International
https://www.readbyqxmd.com/read/28711638/the-alteration-of-temoporpfin-distribution-in-multicellular-tumor-spheroids-by-%C3%AE-cyclodextrins
#2
Ilya Yakavets, Igor Yankovsky, Marie Millard, Laureline Lamy, Henri-Pierre Lassalle, Arno Wiehe, Vladimir Zorin, Lina Bezdetnaya
To be effective anticancer drugs must penetrate tissue efficiently, reaching all target population of cancer cells in a concentration sufficient to exert a therapeutic effect. This study aimed to investigate the ability of methyl-β-cyclodextrin (Me-β-CD) and 2-hydroxypropyl-β-cyclodextrin (Hp-β-CD) to alter the penetration and diffusion of temoporfin (mTHPC) in HT29 multicellular tumor spheroids. mTHPC had а nonhomogenous distribution only on the periphery of spheroids. The presence of β-CDs significantly altered the distribution of mTHPC consisting in the increase of both the depth of photosensitizer penetration and accumulation in HT29 spheroids...
July 12, 2017: International Journal of Pharmaceutics
https://www.readbyqxmd.com/read/28710789/atr-101-inhibits-cholesterol-efflux-and-cortisol-secretion-by-abc-transporters-causing-cytotoxic-cholesterol-accumulation-in-adrenocortical-carcinoma-cells
#3
Veronica Elizabeth Burns, Tom Klaus Kerppola
BACKGROUND AND PURPOSE: To further the development of new agents for the treatment of adrenocortical carcinoma (ACC), we characterized the molecular and cellular mechanisms of cytotoxicity by the adrenalytic compound ATR-101 (PD132301-02). EXPERIMENTAL APPROACH: We compared the effects of ATR-101, PD129337, and ABC transporter inhibitors, on cholesterol accumulation and efflux, on cortisol secretion, on ATP levels, and on caspase activation in ACC-derived cell lines...
July 14, 2017: British Journal of Pharmacology
https://www.readbyqxmd.com/read/28710781/functionalities-tuned-enantioselectivity-of-phenylcarbamate-cyclodextrin-clicked-chiral-stationary-phases-in-hplc
#4
Jian Tang, Yuzhou Lin, Bo Yang, Jie Zhou, Weihua Tang
The mixed chloro- and methyl- functionalities can greatly modulate the enantioselectivities of phenylcarbamate cyclodextrin (CD) clicked chiral stationary phases (CSPs). A comparison study is herein reported for per(4-chloro-3-methyl)phenylcarbamate and per(2-chloro-5-methyl)phenylcarbamate β-CD clicked CSPs (i.e., CCC4M3-CSP and CCC2M5-CSP). The enantioselectivity dependence on column temperature was studied in both normal-phase and reversed-phase mode high performance liquid chromatography (HPLC). The thermodynamic study revealed that the stronger intermolecular interactions can be formed between CCC4M3-CSP and chiral solutes to drive the chiral separation...
July 15, 2017: Chirality
https://www.readbyqxmd.com/read/28705618/the-impact-of-guest-compounds-on-cyclodextrin-aggregation-behavior-a-series-of-structurally-related-parabens
#5
Jef Stappaerts, Thao Do Thi, Elena Dominguez-Vega, Govert W Somsen, Guy Van den Mooter, Patrick Augustijns
Several studies have demonstrated the presence of aggregates in aqueous cyclodextrin containing solutions. The presence of guest compounds has been shown to influence this cyclodextrin aggregation process. In an attempt to gain insight into the effect of the physicochemical properties of the guest compound on 2-hydroxypropyl-β-cyclodextrin aggregation formation, a series of structurally related parabens was selected as model compounds. Using nuclear magnetic resonance spectroscopy and phase solubility studies, these parabens, differing only in side chain length, were demonstrated to form inclusion complexes with 2-hydroxypropyl-β-cyclodextrin...
July 10, 2017: International Journal of Pharmaceutics
https://www.readbyqxmd.com/read/28704889/cyclodextrins-increase-phytosterol-and-tocopherol-levels-in-suspension-cultured-cells-obtained-from-mung-beans-and-safflower
#6
Lorena Almagro, Libertad Raquel Tudela, Ana Belén Sabater-Jara, Begoña Miras-Moreno, M A Pedreño
In this work, suspension-cultured cells of mung beans and safflower were used in order to analyze the effect of methyl jasmonate and/or cyclodextrins, on bioactive compound production such as phytosterols and tocopherols. The results indicated that mung bean suspension-cultured cells produced higher amount of total phytosterols and tocopherols. In particular, mung bean suspension-cultured cells produced almost 220-fold higher levels of tocopherols than safflower suspension-cultured cells in the best conditions...
July 13, 2017: Biotechnology Progress
https://www.readbyqxmd.com/read/28686720/free-cholesterol-and-cholesterol-esters-in-bovine-oocytes-implications-in-survival-and-membrane-raft-organization-after-cryopreservation
#7
Jorgelina Buschiazzo, Glenda L Ríos, Jesica R Canizo, Silvia S Antollini, Ricardo H Alberio
Part of the damage caused by cryopreservation of mammalian oocytes occurs at the plasma membrane. The addition of cholesterol to cell membranes as a strategy to make it more tolerant to cryopreservation has been little addressed in oocytes. In order to increase the survival of bovine oocytes after cryopreservation, we proposed not only to increase cholesterol level of oocyte membranes before vitrification but also to remove the added cholesterol after warming, thus recovering its original level. Results from our study showed that modulation of membrane cholesterol by methyl-β-cyclodextrin (MβCD) did not affect the apoptotic status of oocytes and improved viability after vitrification yielding levels of apoptosis closer to those of fresh oocytes...
2017: PloS One
https://www.readbyqxmd.com/read/28672058/hydroformylation-of-alkenes-in-a-planetary-ball-mill-from-additive-controlled-reactivity-to-supramolecular-control-of-regioselectivity
#8
Kévin Cousin, Stéphane Menuel, Eric Monflier, Frederic Hapiot
The Rh-catalyzed hydroformylation of aromatic-substituted alkenes is efficiently performed in a planetary ball mill under CO/H2 pressure. The dispersion of the substrate molecules and the Rh-catalyst into the grinding jar is ensured by saccharides, namely, methyl-α-D-glucopyranoside, maltodextrins or cyclodextrins (CDs). Aldehydes were exclusively formed whatever the saccharide. Acyclic saccharides efficiently disperse the components within the solid mixture leading to high conversions of alkenes. They showed typical selectivity for α-aldehyde products...
July 3, 2017: Angewandte Chemie
https://www.readbyqxmd.com/read/28662517/caveolae-depletion-contributes-to-vasorelaxant-effects-of-chenodeoxycholic-acid
#9
Zhongchao Wang, Qiang Lv, Huan Liu, Yue Wu, Yungang Bai, Yaoping Cheng, Yuting Su, Yue Cai, Jinwen Yu, Jin Ma, Junxiang Bao
BACKGROUND/AIMS: High concentration of bile acids (BAs) induces hydrophobicity-dependent vasorelaxtant effects with hydrophobic BAs showing greater responses than hydrophilic BAs, of which the underlying mechanisms are still unclear. Caveolae are invaginations on membranes of endothelial cells (ECs) entraping endothelial nitric oxide synthase (eNOS) to prevent its activation, which plays a critical role in regulation of vascular function. The purpose of the present study was to investigate the role of caveolae in vasorelaxant effects of BAs...
June 28, 2017: Cellular Physiology and Biochemistry
https://www.readbyqxmd.com/read/28654867/cholesterol-rich-lipid-rafts-play-a-critical-role-in-bovine-parainfluenza-virus-type-3-bpiv3-infection
#10
Liyang Li, Liyun Yu, Xilin Hou
Lipid rafts are specialized lipid domains enriched in cholesterol and sphingolipid, which can be utilized in the lifecycle of numerous enveloped viruses. Bovine parainfluenza virustype3 (BPIV3) entry to cell is mediated by receptor binding and membrane fusion, but how lipid rafts in host cell membrane and BPIV3 envelope affect virus infection remains unclear. In this study, we investigated the role of lipid rafts in the different stages of BPIV3 infection. The MDBK cells were treated by methyl-β-cyclodextrin (MβCD) to disrupt cellular lipid raft, and the virus infection was determined...
May 11, 2017: Research in Veterinary Science
https://www.readbyqxmd.com/read/28645175/perturbation-to-cholesterol-at-the-neuromuscular-junction-confers-botulinum-neurotoxin-a-sensitivity-to-neonatal-mice
#11
Baskaran Thyagarajan, Joseph G Potian, Joseph J McArdle, Padmamalini Baskaran
Botulinum neurotoxin A (BoNT/A) cleaves SNAP25 at the motor nerve terminals (MNT) and inhibits stimulus evoked acetylcholine release (SEAR). This causes skeletal muscle paralysis. However, younger neonatal mice (<P7; less than 7 days old) are resistant to the neuroparalytic effects of BoNT/A. That is, in vivo injection of BoNT/A at the innervations of Extensor digitorum longus (EDL) muscle in the hindlimbs inhibited the toe spread reflex within 24 hours following BoNT/A injection in adult mouse and in older (> P7) neonatal mice younger than 7 days-age remained unaffected by BoNT/A injection...
June 22, 2017: Toxicological Sciences: An Official Journal of the Society of Toxicology
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
#12
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
#13
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
#14
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
#15
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
#16
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
#17
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
#18
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
#19
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
#20
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
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