Author: Jessica.F

Shamarao, Nagashree; Chethankumar, Mukunda published the artcile< Antiobesity drug-likeness properties and pancreatic lipase inhibition of a novel low molecular weight lutein oxidized product, LOP6>, Application In Synthesis of 96829-58-2, the main research area is lutein oxidized product antiobesity pancreatic lipase inhibition obesity.

Elevated expression of peroxisome proliferator-activated receptor-gamma (PPAR-γ), a key regulator of adipogenesis, leads to lipid accumulation and obesity. Although orlistat is effective for obesity, flatus with discharge, faecal urgency, oily evacuation and other allied side effects limit its usage. Thus, natural product-based drug intervention is the future of research and development of novel treatment. We synthesized and characterized total lutein oxidized products (LOPs) by exposing lutein to direct sunlight with a solar intensity of 5.89 kW h m-2 day-1 and at 31 ± 2 °C for 1-10 days. Total LOPs were analyzed on C18 and structural elucidation was carried on LCMS/MS-TOF. The pancreatic lipase inhibition kinetics was estimated The binding effects of LOP6 (fragmented peak 6) on PPAR-γ, pancreatic lipase, pharmacokinetic properties and inhibition studies were analyzed. Histol. evaluation of liver and adipose tissues was performed to confirm the antiobesity effect of total LOPs. The yield of extracted lutein purified from shade-dried marigold flower petals was 6%. Total LOPs were formed on the 10th day upon exposure of lutein to direct sunlight. Total LOPs on the C18 column fragmented into eight oxidized products (LOP1 to LOP8). The total LOPs showed significant inhibition of pancreatic lipase activity with an IC50 of 1.6953 μg ml-1, and Km and Vmax of 3.05 μg and 1.19 μg s-1 resp. following mixed type of inhibition. The LOP6 [4-((1E,3E,5E)-3,7-dimethylocta-1,3,5,7-tetraen-1-yl)-3,5,5-trimethylcyclohex-3-enol] with an approx. mol. mass of 274.25 showed a binding energy of -5.40 kcal mol-1 with a Ki of 109.43 μM for PPAR-γ and a docking score of -5.35 kcal mol-1 with a Ki of 119.4 μM for pancreatic lipase. The IC50 of LOP6 was 11.8420 μg ml-1, and Km and Vmax were 2.519 μg and 1.294 μg s-1. The pharmacokinetic properties such as solubility, permeability, bioavailability, and topol. polar surface area when tested with LOP6 were significantly better than those of lutein alone. The histol. examination of the liver and adipose tissue revealed that all three doses of total LOPs were effective in alleviating the ballooning and vesicular degeneration of hepatocytes and invasion of inflammatory cells in the adipose tissue. Total LOPs and LOP6 inhibited pancreatic lipase activity in vitro. LOP6 showed a better docking score for PPAR-γ and pancreatic lipase in comparison to orlistat. Histol. data showed that the total LOPs exerted antiobesity activity. Thus, LOPs might provide a novel treatment approach for obesity.

Food & Function published new progress about Adipose tissue. 96829-58-2 belongs to class amides-buliding-blocks, and the molecular formula is C29H53NO5, Application In Synthesis of 96829-58-2.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Abraham, Nathan S.; Shirts, Michael R. published the artcile< Adding Anisotropy to the Standard Quasi-Harmonic Approximation Still Fails in Several Ways to Capture Organic Crystal Thermodynamics>, Electric Literature of 94-20-2, the main research area is organic crystal thermodn quasi harmonic approximation anisotropy.

We evaluate the accuracy of varying thermal expansion models for the quasi-harmonic approximation (QHA) relative to mol. dynamics (MD) for 10 sets of enantiotropic organic polymorphs. Relative to experiment we find that MD, using an off-the-shelf point charge potential, gets the sign of the enthalpic contributions correct for 6 of the 10 pairs of polymorphs and the sign of the entropic contributions correct for all pairs. We find that anisotropic QHA provides little improvement to the error in free energy differences from MD relative to isotropic QHA, but does a better job capturing the thermal expansion of the crystals. A form of entropy-enthalpy compensation allows the free energy differences of QHA to deviate less than 0.1 kcal/mol from MD for most polymorphic pairs, despite errors up to 0.4 kcal/mol in the entropy and enthalpy. Deviations in the free energy of QHA and MD do not clearly correlate with mol. flexibility, clarifying a previously published finding. Much of the error previously found between QHA and MD for these flexible mols. is reduced when QHA is run from a lattice min. consistent with the same basin as MD, rather than the energy-minimized exptl. crystal structure. Specifically, performing anisotropic QHA on lattice min. quenched from low-temperature replica exchange simulations reduced the error previously found by 0.2 kcal/mol on average However, these conformationally flexible mols. can have many low-temperature conformational min., and the choice of an inconsistent min. causes free energies estimated from QHA to deviate from MD at temperatures as low as 10 K. We also find finite size errors in the polymorph free energy differences using anisotropic QHA, with free energy differences as large as 0.5 kcal/mol between unit and supercells loosely correlated with differences in anisotropic thermal expansion. These larger system sizes are computationally more accessible using our cheaper 1D variant of anisotropic QHA, which gives free energies within 0.02 kcal/mol of the fully anisotropic approach at all temperatures studied. The errors between MD and experiment are 1-2 orders of magnitude larger than those seen between QHA and MD, so the quality of the force field used is still of primary concern, but this study illustrates a number of other important factors that must be considered to obtain quant. organic crystal thermodn. We examine how much of the difference between the quasiharmonic approximation (QHA) and mol. dynamics (MD) is due to anisotropic expansion for 10 enantiotropic sets of polymorphs. Although consistent free energies with QHA are dependent on finding the lattice min. corresponding to the model, differences between methods are relatively small compared the differences from experiment due to choice of model.

Crystal Growth & Design published new progress about Anisotropy. 94-20-2 belongs to class amides-buliding-blocks, and the molecular formula is C10H13ClN2O3S, Electric Literature of 94-20-2.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Howard, Kaitlind C.; Gonzalez, Octavio A.; Garneau-Tsodikova, Sylvie published the artcile< Second Generation of Zafirlukast Derivatives with Improved Activity against the Oral Pathogen Porphyromonas gingivalis>, Electric Literature of 1524-40-9, the main research area is zafirlukast derivative synthesis antibacterial cytotoxicity Porphyromonas gingivalis periodontal disease.

Porphyromonas gingivalis is a Gram-neg. anaerobic pathogen that can trigger oral dysbiosis as an early event in the pathogenesis of periodontal disease. The FDA-approved drug zafirlukast (ZAF) was recently shown to display antibacterial activity against P. gingivalis. Here, 15 novel ZAF derivatives were synthesized and evaluated for their antibacterial activity against P. gingivalis and for their cytotoxic effects. Most derivatives displayed superior antibacterial activity against P. gingivalis compared to ZAF and its first generation derivatives along with little to no growth inhibition of other oral bacterial species. The most active compounds displayed bactericidal activity against P. gingivalis and less cytotoxicity than ZAF. The superior and selective antibacterial activity of ZAF derivatives against P. gingivalis along with an increased safety profile compared to ZAF suggest these new compounds, especially 14b and 14e, show promise as antibacterials for future studies aimed to test their potential for preventing/treating P. gingivalis-induced periodontal disease.

ACS Medicinal Chemistry Letters published new progress about Antibacterial agents. 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Electric Literature of 1524-40-9.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Sarraguca, Mafalda C.; Ribeiro, Paulo R. S.; Nunes, Claudia; Seabra, Catarina Leal published the artcile< Solids Turn into Liquids-Liquid Eutectic Systems of Pharmaceutics to Improve Drug Solubility>, Recommanded Product: 4-Chloro-N-(propylcarbamoyl)benzenesulfonamide, the main research area is chlorpropamide tolbutamide therapeutic liquid eutectic system solubility diabetes; chlorpropamide; diabetes; eutectic systems; green chemistry; solubility; therapeutic liquid eutectic systems; tolbutamide.

The low solubility of active pharmaceutical ingredients (APIs) is a problem in pharmaceutical development. Several methodologies can be used to improve API solubility, including the use of eutectic systems in which one of the constituents is the API. This class of compounds is commonly called Therapeutic Deep Eutectic Systems (THEDES). THEDES has been gaining attention due to their properties such as non-toxicity, biodegradability, and being non-expensive and easy to prepare Since the knowledge of the solid liquid diagram of the mixture and the ideal eutectic point is necessary to ascertain if a mixture is a deep eutectic or just a eutectic mixture that is liquid at ambient temperature, the systems studied in this work are called Therapeutic Liquid Eutectic Systems (THELES). Therefore, the strategy proposed in this work is to improve the solubility of chlorpropamide and tolbutamide by preparing THELES. Both APIs are sulfonylurea compounds used for the treatment of type 2 diabetes mellitus and have low solubility in water. To prepare the THELES, several coformers were tested, namely, tromethamine, L(+)-arginine, L-tryptophan, citric acid, malic acid, ascorbic acid, and p-aminobenzoic acid, in molar ratios of 1:1 and 1:2. To improve viscosity, water was added in different molar ratios to all systems. THELES were characterized by mid-IR spectroscopy (MIR), and differential scanning calorimetry. Their viscosity, solubility, and permeability were also determined Their stability at room temperature and 40°C was accessed by MIR. Cytocompatibility was performed by metabolic activity and cell lysis evaluation, according to ISO10993-5:2009, and compared with the crystalline APIs. THELES with TRIS were successfully synthesized for both APIs. Results showed an increased solubility without a decrease in the permeability of the APIs in the THELES when compared with the pure APIs. The THELES were also considered stable for 8 wk at ambient temperature The cells studied showed that the THELES were not toxic for the cell lines used.

Pharmaceuticals published new progress about Biocompatibility, cytocompatibility. 94-20-2 belongs to class amides-buliding-blocks, and the molecular formula is C10H13ClN2O3S, Recommanded Product: 4-Chloro-N-(propylcarbamoyl)benzenesulfonamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Tong, Jing; Xiang, Lulu; Niu, Yichao; Zhang, Ting published the artcile< Effect of orlistat intervention on in vitro fertilization/intracytoplasmic sperm injection outcome in overweight/obese infertile women>, Quality Control of 96829-58-2, the main research area is CRP fertilization overweight obese infertile; Orlistat; clinical pregnancy rate; in vitro fertilization/intracytoplasmic sperm injection; obese; overweight.

ObjectiveThis retrospective study sought to evaluate the effect of orlistat intervention on the outcome of in vitro fertilization/intracytoplasmic sperm injection (IVF/ICSI) in overweight/obese infertile women. MethodsTwenty-nine overweight/obese patients undergoing IVF/ICSI for the first time were treated with orlistat intervention (orlistat group). Another 29 patients with matched age and body mass index (BMI) were included in the control group at a ratio of 1:1. Clin. data of both groups were collected, and the clin. baseline data, IVF/ICSI cycle information and embryo transfer outcome were compared between groups by Students t-test or chi-square test when appropriate. ResultsThe 29 patients in the orlistat group completed 37 embryo transfer cycles, and the 29 subjects in the control group completed 38 embryo transfer cycles. There was no significant difference in the clin. baseline data or IVF/ICSI cycle data between the two groups (p > .05). In the end, 22 transfer cycles in orlistat group obtained clin. pregnancies, 5 obtained biochem. pregnancies and 10 had non-pregnancies. As for the control group, 15 transfer cycles obtained clin. pregnancies, 15 achieved biochem. pregnancies and 8 had non-pregnancies. The clin. pregnancy rate of the orlistat group was significantly higher than that of the control group (59.46% vs. 39.47%, p = .004), but there was no significant difference in the live birth rate between the two groups (54.05% vs. 36.84%, p > .05). ConclusionsOrlistat intervention for overweight/obese infertile women receiving IVF/ICSI treatment will increase the clin. pregnancy rate, without affecting the total amount of gonadotropins, ovarian stimulation time or the follicular output rate (FORT).

Gynecological Endocrinology published new progress about Adiponectins Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 96829-58-2 belongs to class amides-buliding-blocks, and the molecular formula is C29H53NO5, Quality Control of 96829-58-2.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Martínez Insfran, Luis Alberto; Alconchel Gago, Felipe; Parrilla Paricio, Pascual published the artcile< Fulminant liver failure secondary to submassive hepatic necrosis in a patient treated with Orlistat. A case report.>, Recommanded Product: (S)-(S)-1-((2S,3S)-3-Hexyl-4-oxooxetan-2-yl)tridecan-2-yl 2-formamido-4-methylpentanoate, the main research area is .

Orlistat is an intestinal lipase inhibitor drug that is recommended in obese patients along with a hypocaloric diet. Although the most frequent secondary effect is steatorrhea, fulminant liver failure has also been associated with this drug, which has required liver transplantation in 3 patients. We present the case of a 42-year-old obese male.

Revista espanola de enfermedades digestivas : organo oficial de la Sociedad Espanola de Patologia Digestiva published new progress about 96829-58-2. 96829-58-2 belongs to class amides-buliding-blocks, and the molecular formula is C29H53NO5, Recommanded Product: (S)-(S)-1-((2S,3S)-3-Hexyl-4-oxooxetan-2-yl)tridecan-2-yl 2-formamido-4-methylpentanoate.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Cai, Yue-Ming; Zhang, Xin; An, Cui; Yang, Ye-Fei; Liu, Wei; Gao, Wen-Xia; Huang, Xiao-Bo; Zhou, Yun-Bing; Liu, Miao-Chang; Wu, Hua-Yue published the artcile< Catalyst-free oxidative N-N coupling for the synthesis of 1,2,3-triazole compounds with tBuONO>, Related Products of 112253-70-0, the main research area is benzotriazinone preparation; aminobenzamide coupling; benzothiadiazole preparation; aminothiol N S coupling; triazolopyridine preparation; pyridinyl methanamine coupling.

A catalyst-free method was developed to synthesize 1,2,3-benzotriazinones I [R = H, 6-Cl, 6-Br, etc.] and 1,2,3-benzothiadiazoles II [R1 = H, 6-Cl, 6-Br, etc.] from 2-amino-benzamides and 2-amino thiols. Of particular note was that the one-step synthesis route to access [1,2,3]triazolo[1,5-a]pyridines III [R2 = H, Ph, 4-ClC6H4; R3 = H, 7-Me, 7-Br] from pyridin-2-ylmethanamine was reported for the first time. This approach featured no use of catalyst, extremely mild conditions and excellent efficiency.

Organic Chemistry Frontiers published new progress about Amino thiols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 112253-70-0 belongs to class amides-buliding-blocks, and the molecular formula is C7H7BrN2O, Related Products of 112253-70-0.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Whalley, David M.; Duong, Hung A.; Greaney, Michael F. published the artcile< Alkene Carboarylation through Catalyst-Free, Visible Light-Mediated Smiles Rearrangement>, Safety of o-Chlorobenzenesulfonamide, the main research area is aliphatic ester preparation carboarylation arenesulfonamide alkene Truce Smiles rearrangement; acetamide preparation tandem photoredox carboarylation Truce Smiles rearrangement; aromatic substitution; arylation; photochemistry; radical reactions; rearrangement.

A light-mediated Truce-Smiles arylative rearrangement is described that proceeds in the absence of any photocatalyst. The protocol creates two C-C bonds from simple starting materials, with the installation of an aryl ring and a difluoroacetate moiety across unactivated alkenes. The reaction proceeds via a radical mechanism, utilizing a light-mediated reduction of Et bromodifluoroacetate by N,N,N’,N’-tetramethylethylenediamine (TMEDA) to set up intermol. addition to an unactivated alkene, followed by Truce-Smiles rearrangement.

Chemistry – A European Journal published new progress about Acetamides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 6961-82-6 belongs to class amides-buliding-blocks, and the molecular formula is C6H6ClNO2S, Safety of o-Chlorobenzenesulfonamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

You, Bang-Jau; Chen, Li-Yun; Hsu, Po-Hsiang; Sung, Pei-Hsuan; Hung, Yu-Ching; Lee, Hong-Zin published the artcile< Orlistat Displays Antitumor Activity and Enhances the Efficacy of Paclitaxel in Human Hepatoma Hep3B Cells>, COA of Formula: C29H53NO5, the main research area is orlistat antitumor activity paclitaxel human Hep3B.

Orlistat has been proved to be an effective fatty acid synthase inhibitor that is able to inhibit the proliferation and induce apoptosis in many cancer cell types. However, the anticancer effects of orlistat on hepatocellular carcinoma are undefined. The authors found that orlistat inhibited cell growth and induced G0/G1 cell cycle arrest with increased cyclin D, cyclin E, and p21 expression in human hepatoma Hep3B cells. Furthermore, protein expression of cyclin A, cyclin B, Cdk1, Cdk2, and Cdk4 was reduced by orlistat. This study investigated the role of lipid metabolism on orlistat-induced human hepatoma Hep3B cell death. The decrease in the expression of key enzymes in fatty acid metabolism, including FASN, ACOT8, PPT1, FABP1, CPT1 and CPT2, was observed after orlistat treatment. The authors also demonstrated that peroxisomal activity was involved in the orlistat-induced Hep3B cell death. In this study, the authors established an in vitro model to investigate the effect of orlistat on lipid accumulation. The authors found that orlistat significantly inhibited the cellular lipid content when administered in fatty acid overload conditions in Hep3B cells. Combination treatment of orlistat and paclitaxel was able to induce a synergistic effect on growth inhibition and cell apoptosis in Hep3B cells. The authors’ data suggested that orlistat displays antitumor activity and enhances the efficacy of paclitaxel in Hep3B cells.

Chemical Research in Toxicology published new progress about Antitumor agents. 96829-58-2 belongs to class amides-buliding-blocks, and the molecular formula is C29H53NO5, COA of Formula: C29H53NO5.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Gatrone, Ralph C.; Kaplan, L.; Horwitz, E. Philip published the artcile< The synthesis and purification of the carbamoylmethylphosphine oxides>, COA of Formula: C10H20ClNO, the main research area is carbamoylmethylphosphine oxide preparation purification; phosphine oxide carbamoylmethyl.

The details of the synthesis and purification of sym. and unsym. carbamoylmethylphosphine oxides are described. The approaches used to provide a variety of substitution patterns around the two potential donor groups include the Arbusov, Michaelis-Becker, and Grignard reactions. Several methods for purifying the extractants were studied. The use of acidic and basic ion exchange resins in conjunction was developed for the removal of acidic impurities which are very troublesome to the extraction performances of these compounds

Solvent Extraction and Ion Exchange published new progress about Purification. 5326-82-9 belongs to class amides-buliding-blocks, and the molecular formula is C10H20ClNO, COA of Formula: C10H20ClNO.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics