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Methyl cyclodextrin

Shingo Kishi, Rina Fujiwara-Tani, Yi Luo, Isao Kawahara, Kei Goto, Kiyomu Fujii, Hitoshi Ohmori, Chie Nakashima, Takamitsu Sasaki, Hiroki Kuniyasu
Trans fatty acids (TFAs) are risk factors for cardiovascular disorders, and the cancer-promoting effects of TFAs have been previously reported. The present study examined the effects and signaling of elaidic acid (EA), a TFA, in colorectal cancer (CRC) cells. Oral intake of EA was found to increase metastasis of HT29 human CRC cells. Results indicated that, in the plasma membrane, EA was integrated into cholesterol rafts, which contain epidermal growth factor receptors (EGFR). EA increased nanog and c-myc, and decreased PGC-1A through lipid raft-associated EGFR signaling in HT29 cells...
April 2018: Oncology Letters
Kamilla A Mukhutdinova, Marat R Kasimov, Arthur R Giniatullin, Guzel F Zakyrjanova, Alexey M Petrov
Amyotrophic lateral sclerosis (ALS) is a neurodegenerative disorder characterized by the initial denervation of skeletal muscle and subsequent death of motor neurons. A dying-back pattern of ALS suggests a crucial role for neuromuscular junction dysfunction. In the present study, microelectrode recording of postsynaptic currents and optical detection of synaptic vesicle traffic (FM1-43 dye) and intracellular NO levels (DAF-FM DA) were used to examine the effect of the major brain-derived cholesterol metabolite 24S-hydroxycholesterol (24S-HC, 0...
March 14, 2018: Molecular and Cellular Neurosciences
Weizheng Wang, Feng Chen, Yaqi Wang, Lina Wang, Haiyan Fu, Fuping Zheng, Lance Beecher
Reducing sugars have strong reactivity with 1-phenyl-3-methyl-5-pyrazolone (PMP) to form the sugar-PMP derivatives, which can be more accurately analyzed by HPLC-UV at 248 nm. Glucose and glucosamine reacted with the PMP based on the response surface methodology within a range of temperature between 60 °C and 80 °C, and time between 60 and 180 min. The optimal conditions for the glucose-PMP and glucosamine-PMP reactions were obtained at 71 °C for 129 min, and 73 °C for 96 min, respectively...
July 15, 2018: Food Chemistry
Steffen Jeschke, Patrik Johansson, Piotr Jankowski, Adam Best
Cyclodextrins (CDs) are pyranoside-based macromolecules with a hydrophobic cavity to encapsulate small molecules. They are used as molecular vehicles, for instance in pharmaceutical drug delivery or as solubility enhancer of monomers for their polymerization in aqueous solution. In this context, it was discovered about 10 years ago that the bis(trifluoromethylsulonyl)imide (TFSI) anion forms host-guest complexes with βCD in aqueous media. The rising interest in using the TFSI anion in lithium-based battery electrolytes open for its encapsulation by βCD as an attractive approach to increase the contribution of the cation to the total ion conductivity...
March 12, 2018: ChemSusChem
Suman Biswas, Santanu Santra, Semen Yesylevskyy, Jyotirmay Maiti, Madhurima Jana, Ranjan DAS
The dynamics of solvation of an excited chromophore 5-(4//-dimethylaminophenyl)-2-(4/-sulfophenyl) oxazole, sodium salt (DMO) have been explored in confined nanoscopic environments of β-cyclodextrin (βCD) and heptakis(2,6-di-O-methyl)-β-cyclodextrin (DIMEB). Solvation occurs on a distinctly slower timescale (τS3 ~ 47 ps, τS4 ~ 517 ps) in the host cavity of DIMEB than that of βCD (τS3 ~ 20 ps, τS4 ~ 174 ps). The calculated equilibrium solvation response of DMO were characterized by four relaxation components (τS1~0...
March 12, 2018: Journal of Physical Chemistry. B
Elena Cutrín Gómez, Soledad Anguiano Igea, José Luis Gómez Amoza, Francisco J Otero Espinar
Soluble derivatives of β-cyclodextrin (CD) have a high capacity to solubilise hydrophobic molecules and to interact with proteins and membrane component. As consequence CD derivatives shows a significant activity as drug absorption enhancers through different delivery routes, such as the oral, nasal, ocular or topical route. In this paper, the effect of two CD derivatives -methyl-β-cyclodextrin (MBCD) and hydroxypropyl-β-cyclodextrin (HPB)- on the structure and permeability of the nail plate has been studied using the drug model ciclopirox olamine...
February 28, 2018: European Journal of Pharmaceutical Sciences
Artem G Ayuyan, Fredric S Cohen
Cholesterol is abundant in plasma membranes and exhibits a variety of interactions throughout the membrane. Chemical potential accounts for thermodynamic consequences of molecular interactions, and quantifies the effective concentration (i.e., activity) of any substance participating in a process. We have developed, to our knowledge, the first method to measure cholesterol chemical potential in plasma membranes. This was accomplished by complexing methyl-β-cyclodextrin with cholesterol in an aqueous solution and equilibrating it with an organic solvent containing dissolved cholesterol...
February 27, 2018: Biophysical Journal
Khaled M Elamin, Keiichi Motoyama, Taishi Higashi, Yuki Yamashita, Azumi Tokuda, Hidetoshi Arima
In our previous study, we demonstrated that folate-appended methyl‑β‑cyclodextrin (FA-M-β-CyD) was a promising antitumor agent for the treatment of folate receptor-α (FR-α)-expressing tumors. In the present study, to enhance the antitumor effect of FA-M-β-CyD against FR-α- and CD44-expressing colorectal cancer cells, we synthesized a dual targeting supramolecular complex composed of FA-M-β-CyD and adamantane-grafted hyaluronic acid (Ad-HA). The supramolecular complex of Ad-HA/FA-M-β-CyD showed higher cytotoxic activity in HCT116 cells (FR-α (+), CD44 (+)), a human colon cancer cell line, than FA-M-β-CyD alone...
February 24, 2018: International Journal of Biological Macromolecules
Mayra Delgado-Ramírez, Sergio Sánchez-Armass, Ulises Meza, Aldo A Rodríguez-Menchaca
Kv7.2/Kv7.3 channels are the molecular correlate of the M-current, which stabilizes the membrane potential and controls neuronal excitability. Previous studies have shown the relevance of plasma membrane lipids on both M-currents and Kv7.2/Kv7.3 channels. Here, we report the sensitive modulation of Kv7.2/Kv7.3 channels by membrane cholesterol level. Kv7.2/Kv7.3 channels transiently expressed in HEK-293 cells were significantly inhibited by decreasing the cholesterol level in the plasma membrane by three different pharmacological strategies: methyl-β-cyclodextrin (MβCD), Filipin III, and cholesterol oxidase treatment...
February 20, 2018: Biochimica et Biophysica Acta
Mukesh Kumar, Karuna Irungbam, Meena Kataria
Background: Cholesterol in lipid raft plays crucial role on cancer cell survival during metastasis of cancer cells. Cancer cells are reported to enrich cholesterol in lipid raft which make them more susceptible to cell death after cholesterol depletion than normal cells. Methyl-β-cyclodextrin (MβCD), an amphipathic polysaccharide known to deplete the membrane cholesterol, induces cell death selectively in cancer cells. Present work was designed to identify the major form of programmed cell death in membrane cholesterol depleted cancer cells (MDA-MB 231 and 4T1) and its impact on migration efficiency of cancer cells...
2018: Cancer Cell International
Changhao Zhu, Xiaoe Ma, Dandan Ma, Tianzhu Zhang, Ning Gu
For computed tomography (CT) angiography and drug release application, a kind of novel dextran hydrogel microspheres were prepared. β-cyclodextrin (β-CD) grafted poly(methyl vinyl ether-altmaleic acid) (PMVE-alt-MA-g-β-CD) and succinic acid modified dextran (Dex-SA) were first prepared, and then PMVE-alt-MA-g-β-CD was further used as the cross-linking agent to cross link Dex-SA for the formation of dextran hydrogel microspheres by using an inverse suspension polymerization method for the potential interventional embolization...
April 1, 2018: Journal of Nanoscience and Nanotechnology
Xiujing Dou, Yang Li, Junlan Han, Dante S Zarlenga, Weijuan Zhu, Xiaofeng Ren, Na Dong, Xunliang Li, Guangxing Li
BACKGROUND: Lipid rafts are major structural components in plasma membranes that play critical roles in many biological processes including virus infection. However, few reports have described the relationship between lipid rafts and porcine rotavirus (PRV) infection. In this study, we investigated whether or not the locally high concentrations (3-5 fold) of cholesterol present in lipid rafts are required for PRV infection, and further examined which stages of the infection process are most affected...
February 12, 2018: BMC Veterinary Research
Pallavi Varshney, Neeru Saini
Psoriasis is an immune-mediated inflammatory disease of the skin. Previous studies including ours have shown that IL-17A plays a major role in its pathogenesis; however, its precise molecular mechanism of action is not well understood. Cytokines like TNF α and IL-23 are also important in mediating the disease and some studies have also reported autophagy as a novel mechanism by which cytokines controls the immune response. Herein, we investigated the effect of IL-17A on autophagy and reveal crosstalk between autophagy and cholesterol signaling in keratinocytes...
February 9, 2018: Biochimica et Biophysica Acta
Kei Nishida, Atsushi Tamura, Nobuhiko Yui
Autophagy plays a pivotal role in the development and prevention of numerous diseases, and the induction of autophagy is regarded as a potential therapeutic approach for intractable diseases. Methylated β-cyclodextrins (Me-β-CDs) are known to destabilize the plasma membrane through the removal of cholesterols via inclusion complexation, which leads to the induction of apoptosis. In this study, the induction of autophagy by Me-β-CDs-threaded acid-labile polyrotaxane (Me-PRX) that can release the threaded Me-β-CDs in response to acidic pH in lysosomes was investigated...
February 8, 2018: Journal of Controlled Release: Official Journal of the Controlled Release Society
Xiaolei Zhu, Sulong Xiao, Demin Zhou, Matthieu Sollogoub, Yongmin Zhang
The most common fullerene member C60 displays many biological applications, such as, anticancer, human immunodeficiency virus and hepatitis C virus inhibitors, O2 uptake inhibitor and vectors for drug and DNA. Nevertheless, the innate hydrophobicity of C60 constrains its further development. We introduced cyclodextrins to enhance the water-solubility of C60. Nine cyclodextrin-C60 conjugates, including seven α-cyclodextrin-C60 conjugates and two γ-cyclodextrin-C60 conjugates, were designed and synthesized...
February 1, 2018: European Journal of Medicinal Chemistry
Marc Morissette, Nicolas Morin, Claude Rouillard, Thérèse Di Paolo
The dopamine transporter (DAT) is abundantly expressed in the striatum where it removes extracellular dopamine into the cytosol of presynaptic nerve terminals. It is the target of drugs of abuse and antidepressants. There is a loss of the DAT in Parkinson's disease affecting release of levodopa implicated in levodopa-induced dyskinesias. This study investigated the effect of cholesterol on DAT, serotonin transporter (SERT) and vesicular monoamine transporter 2 (VMAT2) in monkey and rat brains in vitro. DAT protein levels measured by Western blot remained unchanged with in vitro methyl-β-cyclodextrin (MCD) incubations to remove membrane cholesterol or with incubations to increase membrane cholesterol content...
January 30, 2018: Neuropharmacology
Paola Semeraro, Guglielmina Chimienti, Emiliano Altamura, Paola Fini, Vito Rizzi, Pinalysa Cosma
Chlorophyll a (Chl a), an amphipathic porphyrin, was employed as natural photosensitizer for photodynamic therapy applications. Due to its lacking solubility in water and high tendency to aggregate, Chl a was included into different modified cyclodextrins (CDs) to form stable water-soluble supramolecular complexes. To achieve this aim, 2-Hydroxypropyl-β-cyclodextrin (2-HP-β-CD), 2-Hydroxypropyl-γ-cyclodextrin (2-HP-γ-CD), Heptakis(2,6-di-o-methyl)-β-cyclodextrin (DIMEB) and Heptakis(2,3,6-tri-o-methyl)-β-cyclodextrin (TRIMEB) were used...
April 1, 2018: Materials Science & Engineering. C, Materials for Biological Applications
Jingjing Liu, Lifang Wang, Yanbing Shen, Su Liqiu, Min Wang
β-cyclodextrins derivatives (CDs) have applied in steroids biotransformation industry because of their unique properties. However, the effect of β-CDs on the growth rate, activity, conversion, and characters of whole cells has not been concerned. In this study, the growth rate and cellular morphology of Arthrobacter simplex (ASP) pretreated by six kinds of β-CDs were measured. The results showed that most β-CDs inhibited the growth of ASP, among which randomly methylated-β-CDs has the most serve inhibition; however, sulfonic acid-β-CD promoted the growth of cells...
February 5, 2018: Applied Biochemistry and Biotechnology
Vaishali Londhe, Rucha Shirsat
Iloperidone is a second-generation antipsychotic drug which is used for the treatment of schizophrenia and has very low aqueous solubility and bioavailability. This drug also undergoes first-pass metabolism. The aim of this work is to formulate fast-dissolving sublingual films of iloperidone to improve its bioavailability. Sublingual films were prepared by solvent casting method. Hydroxypropyl methyl cellulose E5, propylene glycol 400, and transcutol HP were optimized using Box-Behnken three-level statistical design on the basis of disintegration time and folding endurance of films...
February 2, 2018: AAPS PharmSciTech
Heather Miller, Wenxia Song
B-lymphocytes have the ability to repair their plasma membranes following injury, such as by bacterial cholesterol-dependent cytolysins. The repair process includes the removal of the pore from the inflicted region of the plasma membrane via lipid raft-mediated internalization. Lipid rafts are critical for B cell receptor (BCR) activation. Cholesterol-dependent pore forming bacterial toxins provide a useful tool for examining the role of lipid rafts in B cell activation and the underlying cellular mechanisms...
2018: Methods in Molecular Biology
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