Category: ethers-buliding-blocks

Trienone analogs of curcuminoids induce fetal hemoglobin synthesis via demethylation at ^Gγ-globin gene promoter was written by Nuamsee, Khanita;Chuprajob, Thipphawan;Pabuprapap, Wachirachai;Jintaridth, Pornrutsami;Munkongdee, Thongperm;Phannasil, Phatchariya;Vadolas, Jim;Chaichompoo, Pornthip;Suksamrarn, Apichart;Svasti, Saovaros. And the article was included in Scientific Reports in 2021.Formula: C19H16O4 The following contents are mentioned in the article:

The reactivation of γ-globin chain synthesis to combine with excess free α-globin chains and form fetal Hb (HbF) is an important alternative treatment for β-thalassemia. We had reported HbF induction property of natural curcuminoids, curcumin (Cur), demethoxycurcumin (DMC) and bis-demethoxycurcumin (BDMC), in erythroid progenitors. Herein, the HbF induction property of trienone analogs of the three curcuminoids in erythroleukemic K562 cell lines and primary human erythroid progenitor cells from β-thalassemia/HbE patients was examined All three trienone analogs could induce HbF synthesis. The most potent HbF inducer in K562 cells was trienone analog of BDMC (T-BDMC) with 2.4 ± 0.2 fold increase. In addition, DNA methylation at CpG – 53, – 50 and + 6 of Gγ-globin gene promoter in K562 cells treated with the compounds including T-BDMC (9.3 ± 1.7%, 7.3 ± 1.7% and 5.3 ± 0.5%, resp.) was significantly lower than those obtained from the control cells (30.7 ± 3.8%, 25.0 ± 2.9% and 7.7 ± 0.9%, resp. P < 0.05). The trienone compounds also significantly induced HbF synthesis in β-thalassemia/HbE erythroid progenitor cells with significantly reduction in DNA methylation at CpG + 6 of Gγ-globin gene promoter. These results suggested that the curcuminoids and their three trienone analogs induced HbF synthesis by decreased DNA methylation at Gγ-globin promoter region, without effect on Aγ-globin promoter region. This study involved multiple reactions and reactants, such as Bisdemethoxycurcumin (cas: 33171-05-0Formula: C19H16O4).

Bisdemethoxycurcumin (cas: 33171-05-0) belongs to ethers. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Formula: C19H16O4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Glycerol acetals and ketals as bio-based solvents: positioning in Hansen and COSMO-RS spaces, volatility and stability towards hydrolysis and autoxidation was written by Moity, Laurianne;Benazzouz, Adrien;Molinier, Valerie;Nardello-Rataj, Veronique;Elmkaddem, Mohammed Kamal;de Caro, Pascale;Thiebaud-Roux, Sophie;Gerbaud, Vincent;Marion, Philippe;Aubry, Jean-Marie. And the article was included in Green Chemistry in 2015.Product Details of 112-59-4 The following contents are mentioned in the article:

Four recently launched cyclic glycerol acetals or ketals are evaluated as bio-based solvents. Three of them are industrially available and result from the condensation of glycerol with formaldehyde, acetone and iso-Bu Me ketone. The fourth is under development and is prepared by the reaction of glycerol with benzaldehyde under heterogeneous acidic catalysis. Their solvent properties are evaluated through Hansen and COSMO-RS (COnductor-like Screening MOdel for Real Solvents) approaches, in comparison with traditional petrochem. solvents. Dioxolane- and dioxane-type isomers have close solubility parameters; however the nature of the starting aldehyde/ketone significantly impacts the solvency properties. The stability to hydrolysis depends heavily on both the aldehyde/ketone part and on the size of the ring. In acidic medium, acetals are found to be more stable than ketals and glycerol-based ketals are more stable than ethylene glycol-based ketals. In the case of benzaldehyde glycerol acetal, it is shown that the 6-membered ring isomer (dioxane-type) is approx. 8 times more stable than the 5-membered ring counterpart (dioxolane-type) at low pH. Stability towards autoxidation by O₂ is high for formaldehyde and acetone-derived acetals and drops for the other two compounds Glycerol acetals and ketals are promising potential alternatives to some harmful solvents such as glycol ethers and aniline. This study involved multiple reactions and reactants, such as 2-(2-(Hexyloxy)ethoxy)ethanol (cas: 112-59-4Product Details of 112-59-4).

2-(2-(Hexyloxy)ethoxy)ethanol (cas: 112-59-4) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Product Details of 112-59-4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Multi-dimensional in vitro bioactivity profiling for grouping of glycol ethers was written by Grimm, Fabian A.;House, John S.;Wilson, Melinda R.;Sirenko, Oksana;Iwata, Yasuhiro;Wright, Fred A.;Ball, Nicholas;Rusyn, Ivan. And the article was included in Regulatory Toxicology and Pharmacology in 2019.Formula: C10H22O3 The following contents are mentioned in the article:

In this study, we apply a suite of organotypic and population-based in vitro models for comprehensive bioactivity profiling of twenty E-Series and P-Series glycol ethers, solvents with a broad variation in toxicity ranging from relatively non-toxic to reproductive and hematopoetic system toxicants. Both E-Series and P-Series glycol ethers elicited cytotoxicity only at high concentrations (mM range) in induced pluripotent stem cell-derived hepatocytes and cardiomyocytes. Population-variability assessment comprised a study of cytotoxicity in 94 human lymphoblast cell lines from 9 populations and revealed differences in inter-individual variability across glycol ethers, but did not indicate population-specific effects. Data derived from various phenotypic and transcriptomic assays revealed consistent bioactivity trends between both cardiomyocytes and hepatocytes, indicating a more universal, rather than cell-type specific mode-of-action for the tested glycol ethers in vitro. In vitro bioactivity-based similarity assessment using Toxicol. Priority Index (ToxPi) showed that glycol ethers group according to their alc. chain length, longer chains were associated with increased bioactivity. While overall in vitro bioactivity profiles did not correlate with in vivo toxicity data on glycol ethers, in vitro bioactivity of E-series glycol ethers were indicative of and correlated with in vivo irritation scores. This study involved multiple reactions and reactants, such as 2-(2-(Hexyloxy)ethoxy)ethanol (cas: 112-59-4Formula: C10H22O3).

2-(2-(Hexyloxy)ethoxy)ethanol (cas: 112-59-4) belongs to ethers. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Formula: C10H22O3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

A state of the art of antioxidant properties of curcuminoids in neurodegenerative diseases was written by Silvestro, Serena;Sindona, Cinzia;Bramanti, Placido;Mazzon, Emanuela. And the article was included in International Journal of Molecular Sciences in 2021.Name: Bisdemethoxycurcumin The following contents are mentioned in the article:

A review. Neurodegenerative diseases represent a set of pathologies characterized by an irreversible and progressive, and a loss of neuronal cells in specific areas of the brain. Oxidative phosphorylation is a source of energy production by which many cells, such as the neuronal cells, meet their energy needs. Dysregulations of oxidative phosphorylation induce oxidative stress, which plays a key role in the onset of neurodegenerative diseases such as Alzheimer’s disease (AD), Parkinson’s disease (PD), and amyotrophic lateral sclerosis (ALS). To date, for most neurodegenerative diseases, there are no resolute treatments, but only interventions capable of alleviating the symptoms or slowing the course of the disease. Therefore, effective neuroprotection strategies are needed. In recent years, natural products, such as curcuminoids, have been intensively explored and studied for their therapeutic potentials in several neurodegenerative diseases. Curcuminoids are, nutraceutical compouns, that owen several therapeutic properties such as anti-oxidant, anti-inflammatory and neuroprotective effects. In this context, the aim of this review was to provide an overview of preclin. and clin. evidence aimed to illustrate the antioxidant effects of curcuminoids in neurodegenerative diseases. Promising results from preclin. studies encourage the use of curcuminoids for neurodegeneration prevention and treatment. This study involved multiple reactions and reactants, such as Bisdemethoxycurcumin (cas: 33171-05-0Name: Bisdemethoxycurcumin).

Bisdemethoxycurcumin (cas: 33171-05-0) belongs to ethers. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Name: Bisdemethoxycurcumin

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Catalytic upgrading of Kraft lignin derived bio-oil in supercritical ethanol over different crystal size hierarchical nano-HZSM5 was written by Agarwal, Ashutosh;Park, Seong-Jae;Park, Jeong-Hun. And the article was included in Fuel in 2020.Application In Synthesis of 4-Hydroxy-3-methoxyphenethanol The following contents are mentioned in the article:

In this study, different crystal size hierarchical nano-HZSM5 single crystals were hydrothermally synthesized by using a mixture with the molar composition of 3TPAOH:0.5Na₂O:0.5Al₂O₃:25SiO₂:xH₂O. Based upon the value of x, the synthesized nano-HZSM5 were designated as HZSM5-375, HZSM5-450 and HZSM5-750. These were characterized by XRD, TEM, EDS, NH₃-TPD, and N₂ adsorption/desorption isotherms. The synthesized zeolites exhibited large total surface area and mesopore volume than com. HZSM5-P38. These zeolites were employed for upgrading of Kraft lignin derived liquefaction bio-oil in a batch reactor at 300°C in supercritical ethanol. The chem. compositions of the upgraded bio-oil samples were determined by GC-MS and CHNS elemental anal. Among all the zeolites used in this research, HZSM5-375 was found to be the best catalyst for bio-oil upgrading due to its small crystal size and significantly large very-strong acid site content. Upon bio-oil upgrading, the HHV value of the stock bio-oil increased from 27.03 MJ/Kg to 30.85 MJ/Kg over HZSM5-375 zeolite. Lastly, the spent catalysts were rejuvenated and characterized by solid-state ²⁷Al/²⁹Si MAS-NMR and XRD techniques. The catalytic performance of rejuvenated HZSM5-375 zeolite was found to decrease due to the loss of Al atoms from the zeolite framework. This study involved multiple reactions and reactants, such as 4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1Application In Synthesis of 4-Hydroxy-3-methoxyphenethanol).

4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1) belongs to ethers. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Application In Synthesis of 4-Hydroxy-3-methoxyphenethanol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Molecular docking and molecular dynamics to identify collagenase inhibitors as lead compounds to address osteoarthritis was written by Roy, Himadri Shekhar;Dubey, Gurudutt;Sharma, Vishnu Kumar;Bharatam, Prasad V.;Ghosh, Deepa. And the article was included in Journal of Biomolecular Structure and Dynamics in 2022.Related Products of 33171-05-0 The following contents are mentioned in the article:

Osteoarthritis (OA) is a degenerative disease which affects a large number of individuals. Collagenases, which belong to a class of metalloproteases (MMPs), are responsible for the degradation of cartilage manifested in OA. Inhibition of the catalytic domains of these MMPs is one of the important therapeutic strategies proposed for the prevention of OA. The main objective of this work is to evaluate the binding of curcumin and its metabolites with the active sites of collagenases in comparison to standard inhibitors on the basis of our hypothesis that curcumin/metabolites could exhibit an inhibitory effect on MMPs. Here, we report the mol. docking anal. of curcumin and its metabolites with collagenases (MMP-1, MMP-8, MMP-13). Among the mols. tested, curcumin monoglucuronide (CMG) demonstrated the best binding affinity with MMP-13, which is specifically implicated in OA. The CMG-MMP-complexes were further subjected to mol. dynamic simulations to explore the stability of the complexes and to estimate the free binding energies. The results indicated that CMG preferentially bind to MMP-13 in comparison to that of MMP-1 and MMP-8 with binding free energies (ΔGbind) of (-60.55), (-27.02) and (-46.91) kcal/mol, resp. This is the first study which suggests that curcumin monoglucuronide can be considered as an effective lead compound to prevent the progression of OA.Communicated by Ramaswamy H. Sarma. This study involved multiple reactions and reactants, such as Bisdemethoxycurcumin (cas: 33171-05-0Related Products of 33171-05-0).

Bisdemethoxycurcumin (cas: 33171-05-0) belongs to ethers. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Related Products of 33171-05-0

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Particulate and gaseous emissions from charcoal combustion in barbecue grills was written by Vicente, E. D.;Vicente, A.;Evtyugina, M.;Carvalho, R.;Tarelho, L. A. C.;Oduber, F. I.;Alves, C.. And the article was included in Fuel Processing Technology in 2018.Product Details of 2380-78-1 The following contents are mentioned in the article:

The use of charcoal for cooking and heating can be a major source of air pollution and lead to a wide range of health outcomes. The aim of this study was to exptl. quantify and characterize the gaseous and particulate matter (PM_2.5) emissions from charcoal combustion in a typical brick barbecue grill. The gaseous emission factors were 219±44.8gkg^-1 for carbon monoxide (CO), 3.01±0.698gkg^-1 for nitrogen oxides (NO_x expressed as NO₂), and 4.33±1.53gCkg^-1 for total organic carbon (TOC). Particle emissions (7.38±0.353gkg^-1 of dry charcoal burned) were of the same order of magnitude as those from traditional residential wood burning appliances. About 50% of the PM_2.5 emitted had a carbonaceous nature while water soluble ions accounted, on average, for 17% of the particulate mass. Alkanes (C₁₁-C₁₆ and C₂₃), hopanes, steranes and alkyl-PAHs accounted for small mass fractions of PM_2.5. Phenolic compounds and saccharides represented the major particle-bond organic constituents. The high proportion of either resin acids or syringyl and vanillyl compounds is consistent with emissions from charred coniferous wood. The ratios between anhydrosugars for charcoal are much lower than the values reported for lignite combustion, but overlap those from other biomass burning sources. This study involved multiple reactions and reactants, such as 4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1Product Details of 2380-78-1).

4-Hydroxy-3-methoxyphenethanol (cas: 2380-78-1) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Product Details of 2380-78-1

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Fish-shaped diagram of liquid-liquid equilibria for the mixtures water + n-alkane + n-alkyl polyglycol ether was written by Matsuda, Hiroyuki;Nakazato, Yuki;Tsuchiya, Rei;Inoue, Yoshihiro;Kurihara, Kiyofumi;Tsuji, Tomoya;Tochigi, Katsumi;Ochi, Kenji. And the article was included in Fluid Phase Equilibria in 2022.HPLC of Formula: 112-59-4 The following contents are mentioned in the article:

The aim of this work is to determine the fish-shaped diagram of liquid-liquid equilibrium (LLE) of ternary mixtures of water + n-alkane + n-alkyl polyglycol ether (C_iE_j) using a cloud point method with laser scattering technique. n-Octane and n-dodecane were selected as the n-alkanes, and 2-butoxyethanol (C₄E₁) and 2-(2-hexyloxyethoxy)ethanol (C₆E₂) were selected as the n-alkyl polyglycol ethers. In the measurements of the ternary mixtures, the C_iE_j free basis mass fraction “α” of n-alkane was changed from 0.1 to 0.9. The exptl. fish-shaped diagrams were evaluated by comparing the exptl. cloud point data with the fish-shaped diagrams as well as the phase boundaries of tie-line and tie-triangle data in the mixtures of water + n-octane + C₄E₁ and water + n-dodecane + C₆E₂ reported in the literature. X-points where the fish body and fish tail intersect were determined from the exptl. cloud points, as well as the upper and lower critical point temperature of the fish-body. Changes in the phase diagram and X-points with different n-alkanes, C_iE_j, and the value of α were analyzed using the exptl. data. The LLE data of the mixture of water + C₆E₂, as one of the binary components of the ternary mixture, was also measured. This study involved multiple reactions and reactants, such as 2-(2-(Hexyloxy)ethoxy)ethanol (cas: 112-59-4HPLC of Formula: 112-59-4).

2-(2-(Hexyloxy)ethoxy)ethanol (cas: 112-59-4) belongs to ethers. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.HPLC of Formula: 112-59-4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Evaluation of Antiproliferative Palladium(II) Complexes of Synthetic Bisdemethoxycurcumin towards In Vitro Cytotoxicity and Molecular Docking on DNA Sequence was written by Miklasova, Natalia;Herich, Peter;Davila-Becerril, Juan Carlos;Barroso-Flores, Joaquin;Fischer-Fodor, Eva;Valentova, Jindra;Leskovska, Janka;Kozisek, Jozef;Takac, Peter;Mojzis, Jan. And the article was included in Molecules in 2021.Safety of Bisdemethoxycurcumin The following contents are mentioned in the article:

Metallodrugs form a large family of therapeutic agents against cancer, among which is cisplatin, a paradigmatic member. Therapeutic resistance and undesired side effects to Pt(II) related drugs, prompts research on different metal-ligand combinations with potentially enhanced biol. activity. We present the synthesis and biol. tests of novel palladium(II) complexes containing bisdemethoxycurcumin (BDMC) 1 and 2. Complexes were fully characterized and their structures were determined by X-ray diffraction. Their biol. activity was assessed for several selected human tumor cell lines: Jurkat (human leukemic T-cell lymphoma), HCT-116 (human colorectal carcinoma), HeLa (human cervix epitheloid carcinoma), MCF-7 (human breast adenocarcinoma), MDA-MB-231 (human mammary gland adenocarcinoma), A549 (human alveolar adenocarcinoma), Caco-2 (human colorectal carcinoma), and for non-cancerous 3T3 cells (murine fibroblasts). The cytotoxicity of 1 is comparable to that of cisplatin, and superior to that of 2 in all cell lines. It is a correlation between IC₅₀ values of 1 and 2 in the eight studied cell types, promising a potential use as anti-proliferative drugs. Moreover, for Jurkat cell line, complexes 1 and 2, show an enhanced activity. DFT and docking calculations on the NF-κB protein, Human Serum Albumin (HSA), and DNA were performed for 1 and 2 to correlate with their biol. activities. This study involved multiple reactions and reactants, such as Bisdemethoxycurcumin (cas: 33171-05-0Safety of Bisdemethoxycurcumin).

Bisdemethoxycurcumin (cas: 33171-05-0) belongs to ethers. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Safety of Bisdemethoxycurcumin

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Production and evaluation of novel functional extruded corn snacks fortified with ginger, bay leaves and turmeric powder was written by Amer, Sara Adel;Rizk, Ayat Ebrahim. And the article was included in Food Production, Processing and Nutrition in 2022.Product Details of 33171-05-0 The following contents are mentioned in the article:

Extruded corn snacks are accepted by all human ages especially children, but they have low functional value. Therefore, corn extruded snacks contain rich nutraceuticals dried herbs including Laurus nobilis (T1), Curcuma longa (T2), Zingiber officinale Roscoe (T3), and the mixture of these herbs (T4) were manufactured and analyzed. The results declared that all the herbal extruded corn snacks had significantly higher ash, fibers, minerals, and vitamins A and B6. For minerals, the highest percent of increase compared to control was achieved by Fe, K, Ca, Zn content in order, being the highest in T4. The contents of Vitamin A and B6 were ranged from 283 to 445 IU/100 g and from 0.01 to 0.08 mg/100 g for the herbal extrudates, resp. The increased percent in herbal corn snacks relative to control ranged from 743 to 452%, 188 to 17.6%, and from 313 to 99% for total phenolics, flavonoids, and antioxidant activity. Besides, the highest number of phenolic compounds was recorded in T4. Despite the fact that approx. all herbal extruded products had good texture and color characteristics, the best formulation was T2 and T4 corn snacks. Furthermore, the extruded products were microbiol. safe for up to 9 mo. The formulation of herbal-corn snacks could fulfill consumers′ requirement for ready-to-eat-healthy foods with acceptable sensory attributes and also economically suitable for the food industry. This study involved multiple reactions and reactants, such as Bisdemethoxycurcumin (cas: 33171-05-0Product Details of 33171-05-0).

Bisdemethoxycurcumin (cas: 33171-05-0) belongs to ethers. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Product Details of 33171-05-0

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem