Author: Jessica.F

Touaibia, Mohamed published the artcileStructure-Activity Relationship Studies of New Sinapic Acid Phenethyl Ester Analogues Targeting the Biosynthesis of 5-Lipoxygenase Products: The Role of Phenolic Moiety, Ester Function, and Bioisosterism, HPLC of Formula: 1997-80-4, the publication is Journal of Natural Products (2022), 85(1), 225-236, database is CAplus and MEDLINE.

Sinapic acid is found in many edible plants and fruits, such as rapeseed, where it is the predominant phenolic compound New sinapic acid phenethyl ester (SAPE) analogs were synthesized and screened as inhibitors of the biosynthesis of 5-lipoxygenase (5-LO) in stimulated HEK293 cells and polymorphonuclear leukocytes (PMNL). Inhibition of leukotriene biosynthesis catalyzed by 5-LO is a validated therapeutic strategy against certain inflammatory diseases and allergies. Unfortunately, the only inhibitor approved to date has limited clin. use because of its poor pharmacokinetic profile and liver toxicity. With the new analogs synthesized in this study, the role of the phenolic moiety, ester function, and bioisosterism was investigated. Several of the 34 compounds inhibited the biosynthesis of 5-LO products, and 20 compounds were 2-11 times more potent than zileuton in PMNL, which are important producers of 5-LO products. Compounds 5i (I)(IC₅₀: 0.20 μM), 5l (II) (IC₅₀: 0.20 μM), and 5o (III)(IC₅₀: 0.21 μM) bearing 4-trifluoromethyl, Me, or methoxy substituent at meta-position of the phenethyl moiety were 1.5 and 11.5 times more potent than SAPE (IC₅₀: 0.30 μM) and zileuton (IC₅₀: 2.31 μM), resp. Addnl., compound 9 (IC₅₀: 0.27 μM), which was obtained after acetylation of the 4-hydroxyl of SAPE, was equivalent to SAPE and 8 times more active than zileuton. Furthermore, compound 20b (IV) (IC₅₀: 0.27 μM) obtained after the bioisosteric replacement of the ester function of SAPE by the 1,2,4-oxadiazole heterocycle was equivalent to SAPE and 8 times more active than zileuton. Thus, this study provides a basis for the rational design of new mols. that could be developed further as anti 5-LO therapeutics.

Journal of Natural Products published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C10H2F12NiO4, HPLC of Formula: 1997-80-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Rene, Olivier published the artcileDiscovery of oxa-sultams as RORc inverse agonists showing reduced lipophilicity, improved selectivity and favorable ADME properties, Computed Properties of 76283-09-5, the publication is Bioorganic & Medicinal Chemistry Letters (2016), 26(18), 4455-4461, database is CAplus and MEDLINE.

Modification of the δ-sultam ring of RORc inverse agonist 2 led to the discovery of more polar oxa-sultam 65. The less lipophilic inverse agonist (65) displayed high potency in a biochem. assay, which translated into inhibition of IL-17 production in human peripheral blood mononuclear cells. The successful reduction of lipophilicity of this new analog gave rise to addnl. improvements in ROR selectivity and aqueous kinetic solubility, as well as reduction in plasma protein binding, while maintaining high cellular permeability.

Bioorganic & Medicinal Chemistry Letters published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Computed Properties of 76283-09-5.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Guo, Pu published the artcileCompound shape effects in minor groove binding affinity and specificity for mixed sequence DNA, HPLC of Formula: 53484-26-7, the publication is Journal of the American Chemical Society (2018), 140(44), 14761-14769, database is CAplus and MEDLINE.

AT-specific heterocyclic cations that bind in the DNA duplex minor groove have had major successes as cell and nuclear stains and as therapeutic agents which can effectively enter human cells. Expanding the DNA sequence recognition capability of the minor groove compounds could also expand their therapeutic targets and have an impact in many areas, such as modulation of transcription factor biol. activity. 2268681509. Success in the design of mixed sequence binding compounds has been achieved with N-methylbenzimidazole (N-MeBI) thiophenes which are preorganized to fit the shape of the DNA minor groove and H-bond to the -NH of G·C base pairs that projects into the minor groove. Initial compounds bound strongly to a single G·C base pair in an AT context with a specificity ratio of 50 (K_d AT-GC/K_d AT) or less and this was somewhat low for biol. use. We felt that modifications of compound shape could be used to probe local DNA microstructure in target mixed base-pair sequences of DNA and potentially improve the compound binding selectivity. Modifications were made by increasing the size of the benzimidazole N-substituent, e.g., by using N-iso-Bu instead of N-Me, and by changing the mol. twist by introducing substitutions at specific positions on the aromatic core of the compounds In both cases, we were able to achieve a dramatic increase in binding specificity, including no detectable binding to pure AT sequences, without a significant loss in affinity to mixed base-pair target sequences.

Journal of the American Chemical Society published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C7H7BrN2O2, HPLC of Formula: 53484-26-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Guo, Pu published the artcileCompound shape effects in minor groove binding affinity and specificity for mixed sequence DNA, Name: 4-Bromo-N-butyl-2-nitroaniline, the publication is Journal of the American Chemical Society (2018), 140(44), 14761-14769, database is CAplus and MEDLINE.

AT-specific heterocyclic cations that bind in the DNA duplex minor groove have had major successes as cell and nuclear stains and as therapeutic agents which can effectively enter human cells. Expanding the DNA sequence recognition capability of the minor groove compounds could also expand their therapeutic targets and have an impact in many areas, such as modulation of transcription factor biol. activity. 2268681509. Success in the design of mixed sequence binding compounds has been achieved with N-methylbenzimidazole (N-MeBI) thiophenes which are preorganized to fit the shape of the DNA minor groove and H-bond to the -NH of G·C base pairs that projects into the minor groove. Initial compounds bound strongly to a single G·C base pair in an AT context with a specificity ratio of 50 (K_d AT-GC/K_d AT) or less and this was somewhat low for biol. use. We felt that modifications of compound shape could be used to probe local DNA microstructure in target mixed base-pair sequences of DNA and potentially improve the compound binding selectivity. Modifications were made by increasing the size of the benzimidazole N-substituent, e.g., by using N-iso-Bu instead of N-Me, and by changing the mol. twist by introducing substitutions at specific positions on the aromatic core of the compounds In both cases, we were able to achieve a dramatic increase in binding specificity, including no detectable binding to pure AT sequences, without a significant loss in affinity to mixed base-pair target sequences.

Journal of the American Chemical Society published new progress about 1036461-93-4. 1036461-93-4 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is 4-Bromo-N-butyl-2-nitroaniline, and the molecular formula is C10H13BrN2O2, Name: 4-Bromo-N-butyl-2-nitroaniline.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Yu, Changjiang published the artcileSynthesis and Spectral Properties of Aggregation-Induced Emission-Active Push-Pull Chromophores Based On Isoindole Scaffolds, Computed Properties of 143-15-7, the publication is Organic Letters (2022), 24(25), 4557-4562, database is CAplus and MEDLINE.

A new class of tailor-made push-pull isoindole fluorophores has been synthesized through the combination of Suzuki coupling and Knoevenagel reactions. The efficient synthetic strategy rendered the isoindole scaffold as the π-bridge and the isolation spacer and provided dyes bearing various types of electron donors and electron acceptors for manipulating their energy gaps and tuning their absorptions and emissions. Most of the N-alkylated isoindole dyes showed aggregation-induced emission behaviors suitable for bioimaging and nice solid-state emission with maxima up to 851 nm.

Organic Letters published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C8H16O2, Computed Properties of 143-15-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Shi, Hang published the artcileTotal Syntheses of Drimane-Type Sesquiterpenoids Enabled by a Gold-Catalyzed Tandem Reaction, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Journal of the American Chemical Society (2011), 133(38), 14944-14947, database is CAplus and MEDLINE.

Development of a gold-catalyzed tandem reaction of 1,7-diynes with both internal and external nucleophiles was realized, which constructed five chem. bonds, two rings, and two stereogenic centers in a single step. Based on the novel cascade transformation, we achieved a unified strategy toward the stereoselective total syntheses of C-15 oxygenated drimane-type sesquiterpenoids and their analogs, which provided the natural products kuehneromycin A, antrocin, anhydromarasmone, and marasmene as a proof-of-concept study.

Journal of the American Chemical Society published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C5H12O2, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Yin, Yan published the artcileSynthesis, proton conductivity and methanol permeability of a novel sulfonated polyimide from 3-(2′,4′-diaminophenoxy)propane sulfonic acid, HPLC of Formula: 55788-44-8, the publication is Polymer (2003), 44(16), 4509-4518, database is CAplus.

A novel sulfonated diamine monomer, 3-(2′,4′-diaminophenoxy)propane sulfonic acid (DAPPS), was successfully synthesized and the sulfonated polyimide (SPI) was prepared from 1,4,5,8-naphthalenetetracarboxylic dianhydride (NTDA) and DAPPS. The resulting SPI, NTDA-DAPPS, was soluble in common organic solvents. The SPI membrane displayed proton conductivity σ values of 0.12-0.35 S/cm at temperatures ranging from 35 to 90 °C in liquid water, which were similar to or higher than those of Nafion 117 and sulfonated hydrocarbon polymers. The σ of the SPI membrane decreased significantly with decreasing relative humidity (RH) and became much lower than that of Nafion 117 at 30% RH. The SPI membrane displayed good water stability at 80 °C and was thermally stable up to 240 °C. It showed reasonable mech. strength of a modulus of 1.3 GPa at 90 °C and 90% RH. Its methanol permeability P_M was 0.57×10^-6 cm²/s at 30 °C and 8.6 wt% methanol in feed, which was a fourth of that of Nafion 117. As a result, its ratio of σ/P_M was 21×10⁴ S cm^-3 s, which was about 4 times larger than that of Nafion 117, suggesting potential application of the SPI membrane for direct methanol fuel cell.

Polymer published new progress about 55788-44-8. 55788-44-8 belongs to bromides-buliding-blocks, auxiliary class Bromide,Salt,Aliphatic hydrocarbon chain,Aliphatic hydrocarbon chain, name is Sodium 3-bromopropane-1-sulfonate, and the molecular formula is C22H21N3O3S, HPLC of Formula: 55788-44-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Yin, Yan published the artcileSynthesis and properties of highly sulfonated proton conducting polyimides from bis(3-sulfopropoxy)benzidine diamines, Related Products of bromides-buliding-blocks, the publication is Journal of Materials Chemistry (2004), 14(6), 1062-1070, database is CAplus.

Two novel sulfonated diamine isomers, 2,2′-bis(3-sulfopropoxy)benzidine (2,2′-BSPB) and 3,3′-bis(3-sulfopropoxy)benzidine (3,3′-BSPB), were successfully synthesized and the highly sulfonated polyimides (SPIs) with sulfonic acid groups in the side chains were prepared from 1,4,5,8-naphthalenetetracarboxylic dianhydride (NTDA) and BSPB monomers. Transmission electron microscopy (TEM) anal. revealed that these side-chain-type SPI membranes have a microphase-separated structure composed of hydrophilic side chain domains and hydrophobic polyimide main chain domains. They showed high proton conductivities similar to or higher than those of Nafion 117 in the high relative humidity range (>70% RH). The proton conducting behavior was analyzed by percolation theory. Despite their high ion exchange capacity (IEC = 2.89 meq. g^-1) and high water uptakes, they displayed much better water stability than common sulfonated polyimides with the sulfonic acid groups directly bonded to the polymer backbone. This is probably due to the microphase-separated structure of the membrane and the strong basicity of BSPB diamine moieties resulting from the electron donating effect of the propoxy groups. The sulfopropoxy groups were stable against aging in acidic aqueous solution at 373 K. Both the polyimide membranes showed good mech. strength under high moisture conditions (about 6 GPa at 90% RH) and displayed anisotropic membrane swelling.

Journal of Materials Chemistry published new progress about 55788-44-8. 55788-44-8 belongs to bromides-buliding-blocks, auxiliary class Bromide,Salt,Aliphatic hydrocarbon chain,Aliphatic hydrocarbon chain, name is Sodium 3-bromopropane-1-sulfonate, and the molecular formula is C11H10N4, Related Products of bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Dokla, Eman M. E. published the artcileDevelopment of Potent Adenosine Monophosphate Activated Protein Kinase (AMPK) Activators, Product Details of C8H6BrF3S, the publication is ChemMedChem (2015), 10(11), 1915-1923, database is CAplus and MEDLINE.

Previously, the authors reported the identification of a thiazolidinedione-based adenosine monophosphate activated protein kinase (AMPK) activator, compound 1 (N-(4-((3-((1-methylcyclohexyl)methyl)-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-4-nitro-3-(trifluoromethyl)benzenesulfonamide), which provided a proof of concept to delineate the intricate role of AMPK in regulating oncogenic signaling pathways associated with cell proliferation and epithelial-mesenchymal transition (EMT) in cancer cells. In this study, the authors used compound 1 as a scaffold to conduct lead optimization, which generated a series of derivatives Anal. of the antiproliferative and AMPK-activating activities of individual derivatives revealed a distinct structure-activity relationship and identified 59 (N-(3-nitrophenyl)-N’-(4-((3-((3,5-bis(trifluoromethyl)phenyl)methyl)-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)urea) as the optimal agent. Relative to 1, compound 59 exhibits multifold higher potency in upregulating AMPK phosphorylation in various cell lines irresp. of their liver kinase B1 (LKB1) functional status, accompanied by parallel changes in the phosphorylation/expression levels of p70S6K, Akt, Foxo3a, and EMT-associated markers. Consistent with its predicted activity against tumors with activated Akt status, orally administered 59 was efficacious in suppressing the growth of phosphatase and tensin homolog (PTEN)-null PC-3 xenograft tumors in nude mice. Together, these findings suggest that 59 has clin. value in therapeutic strategies for PTEN-neg. cancer and warrants continued investigation in this regard.

ChemMedChem published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Product Details of C8H6BrF3S.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Chen, Shipeng published the artcileThe remarkable role of hydrogen bond, halogen, and solvent effect on self-healing supramolecular gel, Recommanded Product: 1-Bromooctane, the publication is Materials Today Chemistry (2022), 100719, database is CAplus.

Self-healing supramol. gels of low-mol.-weight (LMW) mols. are smart soft materials; however, the development of self-healing LMW gelator is still a challenging task because of the lack of in-depth studies about self-healing mechanisms of LMW gels and the solvent effect on gel properties. Therefore, herein a different perspective was used to study a family of D-gluconic acetal-based gelators with variable structural fragments in 14 different solvents, and a more detailed understanding of self-assembly and self-healing mechanism of supramol. gels was attained. Based on the critical gelation concentration, phase transition temperature, and rheol. data, A8 bearing an amide group in side chain and two chlorine atoms linked to benzene ring was found to be an outstanding gelator, which could form gels with good self-healing ability in a variety of solvents. Interestingly, A8 gel formed in n-BuOH demonstrates high transparency, good mech. strength, self-supporting behavior, and great self-healing ability from mech. damage. Based on the Fourier transform IR spectroscopy, NMR spectroscopy, XPS, X-ray diffraction, and theor. calculation anal., the self-assembly and self-healing mechanisms of A8 gel were proposed, indicating that a combination of hydrogen bonding and halogen effect was responsible for the efficient self-healing behavior of supramol. gel. Furthermore, the anal. of solvent parameters indicated that the dispersion force of solvent favored gelators to self-assemble, hydrogen bonding donor ability of solvent mainly affected the formation of one-dimensional assembly, and hydrogen bonding receptor ability and polarity of solvent mainly influenced the supramol. interactions among assemblies, significantly intervening the self-healing ability of gels. Overall, this study provides a new perspective to the understanding of gelator structure-property correlation in solvents and sheds light for future development of self-healing supramol. gels.

Materials Today Chemistry published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Recommanded Product: 1-Bromooctane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary