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result(s) for
"Stearates"
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Bacteria-derived long chain fatty acid exhibits anti-inflammatory properties in colitis
by
Maurel, Sarah
,
Dietrich, Gilles
,
Knauf, Claude
in
Animals
,
Anti-inflammatory agents
,
Antibiotics
2021
ObjectiveData from clinical research suggest that certain probiotic bacterial strains have the potential to modulate colonic inflammation. Nonetheless, these data differ between studies due to the probiotic bacterial strains used and the poor knowledge of their mechanisms of action.DesignBy mass-spectrometry, we identified and quantified free long chain fatty acids (LCFAs) in probiotics and assessed the effect of one of them in mouse colitis.ResultsAmong all the LCFAs quantified by mass spectrometry in Escherichia coli Nissle 1917 (EcN), a probiotic used for the treatment of multiple intestinal disorders, the concentration of 3-hydroxyoctadecaenoic acid (C18-3OH) was increased in EcN compared with other E. coli strains tested. Oral administration of C18-3OH decreased colitis induced by dextran sulfate sodium in mice. To determine whether other bacteria composing the microbiota are able to produce C18-3OH, we targeted the gut microbiota of mice with prebiotic fructooligosaccharides (FOS). The anti-inflammatory properties of FOS were associated with an increase in colonic C18-3OH concentration. Microbiota analyses revealed that the concentration of C18-3OH was correlated with an increase in the abundance in Allobaculum, Holdemanella and Parabacteroides. In culture, Holdemanella biformis produced high concentration of C18-3OH. Finally, using TR-FRET binding assay and gene expression analysis, we demonstrated that the C18-3OH is an agonist of peroxisome proliferator activated receptor gamma.ConclusionThe production of C18-3OH by bacteria could be one of the mechanisms implicated in the anti-inflammatory properties of probiotics. The production of LCFA-3OH by bacteria could be implicated in the microbiota/host interactions.
Journal Article
PAHSAs enhance hepatic and systemic insulin sensitivity through direct and indirect mechanisms
by
Saghatelian, Alan
,
Santoro, Anna
,
Kahn, Barbara B.
in
Adipose tissue
,
Adipose Tissue, White - drug effects
,
Adipose Tissue, White - metabolism
2019
Palmitic acid esters of hydroxy stearic acids (PAHSAs) are bioactive lipids with antiinflammatory and antidiabetic effects. PAHSAs reduce ambient glycemia and improve glucose tolerance and insulin sensitivity in insulin-resistant aged chow- and high-fat diet-fed (HFD-fed) mice. Here, we aimed to determine the mechanisms by which PAHSAs improve insulin sensitivity. Both acute and chronic PAHSA treatment enhanced the action of insulin to suppress endogenous glucose production (EGP) in chow- and HFD-fed mice. Moreover, chronic PAHSA treatment augmented insulin-stimulated glucose uptake in glycolytic muscle and heart in HFD-fed mice. The mechanisms by which PAHSAs enhanced hepatic insulin sensitivity included direct and indirect actions involving intertissue communication between adipose tissue and liver. PAHSAs inhibited lipolysis directly in WAT explants and enhanced the action of insulin to suppress lipolysis during the clamp in vivo. Preventing the reduction of free fatty acids during the clamp with Intralipid infusion reduced PAHSAs' effects on EGP in HFD-fed mice but not in chow-fed mice. Direct hepatic actions of PAHSAs may also be important, as PAHSAs inhibited basal and glucagon-stimulated EGP directly in isolated hepatocytes through a cAMP-dependent pathway involving Gαi protein-coupled receptors. Thus, this study advances our understanding of PAHSA biology and the physiologic mechanisms by which PAHSAs exert beneficial metabolic effects.
Journal Article
Effect of Glycerol Stearates on the Thermal and Barrier Properties of Biodegradable Poly(butylene Adipate-Co-Terephthalate)
2024
Two types of glycerol stearates, glycerol monostearate (GMS) and glycerol tristearate (GTS), were added into poly(butylene adipate-co-terephtalate) (PBAT), with the aim to improve their water vapor barrier properties. The effects of the two small molecules on microstructure, chain mobility, and surface hydrophobicity were amply assessed via both experimental and simulation methods. The incorporation of the modifiers at small loadings, 5 wt% of GMS and 1 wt% of GTS, resulted in substantial improvements in water vapor barrier properties, while a further increase in the modifier content resulted in deterioration. The optimal water vapor permeability reached values of 2.63 × 10−13 g·cm/(cm2·s·Pa) and 6.55 × 10−13 g·cm/(cm2·s·Pa), which are substantially lower than the permeability, 8.43 × 10−13 g·cm/(cm2·s·Pa), of neat PBAT. The water vapor permeability of PBAT/GMS blends was also proven to be time-dependent and dramatically decreased with time, mainly due to the migration process of small molecules, forming a waterproof layer. The barrier improvement results are assumed to be related to the hydrophobic effect of glycerol stearate and are largely dependent on the content, polarity, compatibility, and dispersion of modifiers. In addition, the incorporation of modifiers did not largely sacrifice the mechanical strength of PBAT, which is advantageous in mulch film applications.
Journal Article
New Octadecanoid Enantiomers from the Whole Plants of Plantago depressa
by
Zhang, Qianqian
,
Jiang, Cheng-Shi
,
Song, Xiu-Qing
in
Animals
,
anti-inflammation
,
Anti-Inflammatory Agents - chemistry
2018
In this study, 19 octadecanoid derivatives—four pairs of enantiomers (1–8), two racemic/scalemic mixtures (9–10), and nine biosynthetically related analogues—were obtained from the ethanolic extract of a Chinese medicinal plant, Plantago depressa Willd. Their structures were elucidated on the basis of detailed spectroscopic analyses, with the absolute configurations of the new compounds assigned by time-dependent density functional theory (TD-DFT)-based electronic circular dichroism (ECD) calculations. Six of them (1, 3–6, and 9) were reported for the first time, while 2, 7, and 8 have been previously described as derivatives and are currently obtained as natural products. Our bioassays have established that selective compounds show in vitro anti-inflammatory activity by inhibiting lipopolysaccharide-induced nitric oxide (NO) production in mouse macrophage RAW 264.7 cells.
Journal Article
Irreversible aggregation of alternating tetra-block-like amphiphile in water
2018
As a frontier topic of soft condensed matter physics, irreversible aggregation has drawn attention for a better understanding of the complex behavior of biomaterials. In this study, we have described the synthesis of an artificial amphiphilic molecule, an alternating tetra-block-like amphiphile, which was able to diversify its aggregate structure in water. The aggregated state of its aqueous dispersion was obtained by slow evaporation of the organic solvent at room temperature, and it collapsed irreversibly at ~ 50°C. By using a cryo-transmission electron microscope and a differential scanning calorimeter, it was revealed that two types of molecular nanostructures were formed and developed into submicro- and micrometer-sized fibrils in the aggregated material.
Journal Article
Design and Synthesis of a New Mannitol Stearate Ester-Based Aluminum Alkoxide as a Novel Tri-Functional Additive for Poly(Vinyl Chloride) and Its Synergistic Effect with Zinc Stearate
2019
Thermal stabilizers, lubricant, and plasticizers are three crucial additives for processing poly(vinyl chloride) (PVC). In this study, a new mannitol stearate ester-based aluminum alkoxide (MSE-Al) was designed and synthesized as a novel additive for PVC. The thermal stability and processing performance of PVC stabilized by MSE-Al were evaluated by the Congo red test, conductivity measurement, thermal aging test, ultravioletevisible (UV–Vis) spectroscopy test, and torque rheometer test. Results showed that the addition of MSE-Al could not only markedly improve the long-term thermal stability of PVC, but also greatly accelerate the plasticizing and decrease the balance torque, which demonstrated that MSE-Al possessed a lubricating property. Thus, MSE-Al was demonstrated to be able to provide tri-functional additive roles, e.g., thermal stabilizer, plasticizer, and lubricant. The test results for the thermal stability of PVC indicated that the initial whiteness of PVC stabilized by MSE-Al was not good enough, thus the synergistic effect of MSE-Al with zinc stearates (ZnSt2) on the thermal stability of PVC was also investigated. The results showed that there is an appreciable synergistic effect between MSE-Al and ZnSt2. The thermal stabilization mechanism and synergism effect of MSE-Al with ZnSt2 are then discussed.
Journal Article
Effect of Thickener Type on Change the Tribological and Rheological Characteristics of Vegetable Lubricants
2024
This paper presents the results of a study on the effect of the dispersed phase on the lubricating and rheological properties of selected lubricant compositions. A vegetable oil base (rapeseed oil) was used to prepare vegetable lubricants, which were then thickened with lithium stearate, calcium stearate, aluminum stearate, amorphous silica, and montmorillonite. Based on the results of the tribological tests of selected lubricating compositions, it was found that calcium stearate and montmorillonite have the most beneficial effect on the anti-wear properties of the tested lubricating greases, while silica thickeners (amorphous silica and montmorillonite) provide the effective anti-wear protection in compared to the lubricants produced on lithium and aluminum stearate. The lowest structural viscosity was found for grease thickened with montmorillonite. Much higher values of this parameter were observed for composition, where aluminum stearate was the dispersed phase, while the highest value of structural viscosity was observed for composition, where aerosol–amorphous silica was the thickener. The composition thickened with amorphous silica had the highest yield point value, while the composition in which montmorillonite was the dispersed phase had the lowest value. Dynamic viscosity decreases with temperature, which is characteristic of lubricants. No significant differences in dynamic viscosity were found for the lubricating compositions tested at temperatures above 50 [°C]. The most favorable rheological properties were observed for composition, which was produced using calcium stearate, as it allows the lowest dynamic viscosity at −20 [°C]. Lubricants produced with lithium stearate or aluminum stearate were characterized by higher viscosity at low temperatures. For grease, in which the lithium stearate was used as a thickener, the value of the elasticity index determines the weak viscoelastic properties of tested grease and a greater tendency to change structure under the influence of applied forces. For vegetable grease thickened with aluminum stearate, more than 15 times lower values of the MSD function were observed, and the calculated elasticity index value proves the stronger viscoelastic properties of the aluminum stearate grease in relation to grease thickened with the lithium stearate. The elasticity index value for grease thickened with amorphous silica was lower than for greases thickened with lithium and aluminum stearate, indicating its stronger viscoelastic properties in relation to these two greases. For grease composition prepared on the vegetable oil base and thickened with montmorillonite. The value of the elasticity index was lower than most of the tested grease compositions, without the composition, in which the calcium stearate was used as a thickener. Such results testify to moderately strong viscoelastic properties, which leads to the conclusion that the produced lubricant was a stable substance on changes in chemical structure under the influence of variable conditions prevailing during work in tribological joints.
Journal Article
Development of natural rubber with enhanced oxidative degradability
by
Rahman, Nor Mas Mira
,
Ang, Desmond Teck-Chye
,
Cheng, Acga
in
Biodegradation
,
Carbonyls
,
Characterization and Evaluation of Materials
2023
A persistent increase in the amount of rubber waste in the environment could herald the next environmental crisis. Elastomeric properties of natural rubber are relevant and essential for a wide range of applications, and because of the heavy utilization, there is a huge amount of rubber waste produced. Rubber waste, like most hydrocarbon polymers, does not readily degrade when discarded in the environment, resulting in excessive accumulation over time. Hence, novel or innovative approaches to improving natural rubber degradability are required for better waste management. The aim of the present study is to evaluate the effectiveness of metal stearates in enhancing the thermal oxidative degradability of natural rubber. Natural rubbers were blended individually with cobalt (II) stearate and iron (III) stearate, and the compounded rubbers were subsequently thermally treated in an oxidative environment at 65 °C for up to 8 weeks. Throughout the degradation period, the rubber films were characterized by FTIR,
1
H-NMR,
13
C-NMR, water contact angle, molecular weight analysis, and thermogravimetric analysis. Rubber films compounded with metal stearates experienced 1200% increase in carbonyl content, significant increase in hydrophilicity, and reduction in molecular weight by greater than 80%. These changes are highly desirable in the context of oxo-biodegradable materials because they could facilitate the subsequent biotic degradation process. The findings in this study indicate that metal stearates are efficient in enhancing the rubber’s oxidative degradability. The technology may be adopted to innovate oxo-biodegradable rubbers for a more sustainable rubber consumption.
Journal Article
Rhamnopyranoside-Based Fatty Acid Esters as Antimicrobials: Synthesis, Spectral Characterization, PASS, Antimicrobial, and Molecular Docking Studies
by
Hossain, Md. Emdad
,
Uddin, Jamal
,
Hossain, Takbir
in
Analysis
,
Anti-Infective Agents - chemistry
,
Anti-Infective Agents - pharmacology
2023
The most widely used and accessible monosaccharides have a number of stereogenic centers that have been hydroxylated and are challenging to chemically separate. As a result, the task of regioselective derivatization of such structures is particularly difficult. Considering this fact and to get novel rhamnopyranoside-based esters, DMAP-catalyzed di-O-stearoylation of methyl α-l-rhamnopyranoside (3) produced a mixture of 2,3-di-O- (4) and 3,4-di-O-stearates (5) (ratio 2:3) indicating the reactivity of the hydroxylated stereogenic centers of rhamnopyranoside as 3-OH > 4-OH > 2-OH. To get novel biologically active rhamnose esters, di-O-stearates 4 and 5 were converted into six 4-O- and 2-O-esters 6–11, which were fully characterized by FT-IR, 1H, and 13C NMR spectral techniques. In vitro antimicrobial assays revealed that fully esterified rhamnopyranosides 6–11 with maximum lipophilic character showed better antifungal susceptibility than antibacterial activity. These experimental findings are similar to the results found from PASS analysis data. Furthermore, the pentanoyl derivative of 2,3-di-O-stearate (compound 6) showed better antifungal functionality against F. equiseti and A. flavus, which were found to be better than standard antibiotics. To validate the better antifungal results, molecular docking of the rhamnose esters 4–11 was performed with lanosterol 14α-demethylase (PDB ID: 3LD6), including the standard antifungal antibiotics ketoconazole and fluconazole. In this instance, the binding affinities of 10 (−7.6 kcal/mol), 9 (−7.5 kcal/mol), and 7 (−6.9 kcal/mol) were better and comparable to fluconazole (−7.3 kcal/mol), indicating the likelihood of their use as non-azole type antifungal drugs in the future.
Journal Article
Metabolic Flux Analysis Reveals the Roles of Stearate and Oleate on CPT1C-mediated Tumor Cell Senescence
by
Zhang, Hui
,
Bi, Huichang
,
Zhou, Yanying
in
Carnitine O-Palmitoyltransferase - genetics
,
Carnitine O-Palmitoyltransferase - metabolism
,
Cellular Senescence - genetics
2023
Cellular senescence is a state of proliferative arrest, and the development of carcinoma can be suppressed by conferring tumor cell senescence. Recently, we found that carnitine palmitoyltransferase 1C (CPT1C) controls tumor cell proliferation and senescence via regulating lipid metabolism and mitochondrial function. Here,
C-metabolic flux analysis (
C-MFA) was performed and the results revealed that
knockdown in MDA-MB-231 cells significantly induced cellular senescence accompanied by altered fatty acid metabolism. Strikingly, stearate synthesis was decreased while oleate was increased. Furthermore, stearate significantly inhibited proliferation while oleate reversed the senescent phenotype induced by silencing
in MDA-MB-231 cells as well as PANC-1 cells. A939572, an inhibitor of stearoyl-Coenzyme A desaturase 1, had the same effect as stearate to inhibit cellular proliferation. These results demonstrated that stearate and oleate are involved in CPT1C-mediated tumor cellular senescence, and the regulation of stearate/oleate rate via inhibition of SCD-1 could be an additional strategy with depletion of CPT1C for cancer therapy.
Journal Article