Author: tianli

Boggu, Pulla Reddy published the artcileDiscovery of benzimidazole analogs as a novel interleukin-5 inhibitors, COA of Formula: C4H11NO, the publication is European Journal of Medicinal Chemistry (2019), 111574pp., database is CAplus and MEDLINE.

A series of novel ((hydroxyalkyl)aminomethyl)benzimidazole analogs I [n = 1, 2, 3, 4; R = H, tert-Bu, Ph, etc.; R¹ = H, cyclohexyl, 4-pyridinylmethyl, etc.] and II [R² = Ph, 4-methoxyphenyl, benzyl, 4-methoxybenzyl] were synthesized and evaluated for their IL-5 inhibitory activity using pro-B Y16 cell line. Among them, compound I [n = 1, R = Et, R¹ = H] (94.3% inhibition at 30 μM, IC₅₀ = 3.5 μM, cLogP = 4.132) and compound I [n = 1, R = cyclohexylemthyl, R¹ = H] (94.7% inhibition at 30 μM, IC₅₀ = 5.0 μM, cLogP = 6.253) showed the most potent inhibitory activity. The essential feature of SAR indicated that the chromenone ring can be replaced by a benzimidazole ring to maintain the inhibitory activity. In addition, the hydroxyethylaminomethyl group was suitable for the IL-5 inhibitory activity. Moreover, the hydrophobic substituents on carbon played an important role in the IL-5 inhibitory activity of these analogs. However, N-substituted analogs did not improve inhibitory activity. In addition, MTT assay of compounds I [n = 1; R = Et, cyclohexylmethyl; R¹ = H] with normal B lymphoblasts revealed that they had no significant effects on cell viability.

European Journal of Medicinal Chemistry published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, COA of Formula: C4H11NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Upare, Pravin P. published the artcileA Bimetallic Ru₃Sn₇ Nanoalloy on ZnO Catalyst for Selective Conversion of Biomass-Derived Furfural into 1,2-Pentanediol, Related Products of alcohols-buliding-blocks, the publication is ACS Sustainable Chemistry & Engineering (2021), 9(51), 17242-17253, database is CAplus.

Chemoselective hydrogenolysis of biomass-derived feedstocks into chems. is one of the most challenging transformations for upgrading biomass over noble-metal-based heterogeneous catalysts. Here, we demonstrate the use of an efficient Ru₃Sn₇ alloy-supported ZnO catalyst (Ru-Sn/ZnO) to convert biomass-derived furfural (FF) by selective formation of 1,2-pentanediol (1,2-PDO). We found that 1,2-PDO can be produced with a very high yield (>84%) while limiting the competitive formation of 1,5-PDO (yield of âˆ?2%) and other side hydrogenation reactions during FF hydrogenolysis. The new catalyst showed excellent catalytic performance and catalyst reusability when tested for up to five consecutive cycles without any significant deactivation. The remarkable performance of Ru-Sn/ZnO for selective formation of 1,2-PDO from FF was attributed to the combined effect of Ru₃Sn₇ alloy phases together with tin oxide species on a basic ZnO support. All the tested catalysts were thoroughly characterized through different characterization techniques to confirm the synergy of the active sites in the Ru-Sn/ZnO combination and its effectiveness for selective formation of 1,2-PDO. In addition, a possible reaction mechanism is proposed based on d. functional theory calculations and their correlation with exptl. results.

ACS Sustainable Chemistry & Engineering published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C4H6N2, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Park, Hyeonjung published the artcileDisintegrable n-Type Electroactive Terpolymers for High-Performance, Transient Organic Electronics, Category: alcohols-buliding-blocks, the publication is Advanced Functional Materials (2022), 32(2), 2106977, database is CAplus.

Degradable organic semiconductors have significant potential for transient and biomedical organic electronics, but there have been only a few studies on fully degradable conjugated polymers (CPs) that achieve high elec. performance. In addition, these examples are limited to p-type CPs. In this study, a series of fully degradable n-type CPs, naphthalene diimide (NDI)-based terpolymer (PNDIT2/IM-f) are developed. The incorporation of an imine linker (IM) into the CP backbone affords the capability of facile hydrolysis degradation while maintaining efficient π-conjugations and excellent elec. properties. An addnl. benefit of this mol. design is the systematic tunability of the degradation characteristics and elec. performance depending on the IM content (f_IM). At the optimal point (f_IM = 0.45) that enables complete degradation of the polymer under acidic conditions, the resulting PNDIT2/IM-0.45 film exhibits high electron mobility (μ_e) of 0.04 cm² V^-1 s^-1 in organic field-effect transistors (OFETs), demonstrating excellent potential as transient OFETs. The high μe value is mainly attributed to the enlarged edge-on orientations and tighter stacking of PNDIT2/IM-f crystallites as increasing f_IM. Thus, this study provides useful guidelines for the design of fully degradable n-type CPs and establishes an important correlation between the mol. structure-electronic performance-transient properties.

Advanced Functional Materials published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Jiang, Hu-Lin published the artcileMannosylated chitosan-graft-polyethylenimine as a gene carrier for Raw 264.7 cell targeting, Application In Synthesis of 96345-79-8, the publication is International Journal of Pharmaceutics (2009), 375(1-2), 133-139, database is CAplus and MEDLINE.

Gene transfer using non-viral vectors is a promising approach for the safe delivery of therapeutic genes. Among non-viral vectors, chitosans have been proposed as alternative, biocompatible cationic polymers for non-viral gene delivery. However, the low transfection efficiency and low specificity of chitosan needs to be addressed prior to clin. application. In this study, mannosylated chitosan-graft-polyethylenimine (Man-CHI-g-PEI) copolymer was prepared by thiourea reaction between the isothiocyanate group of mannopyranosylphenylisothiocyanate and the amine groups of chitosan-graft-PEI (CHI-g-PEI) for targeting into antigen presenting cells (APCs) having mannose receptors. The composition and mol. weight were characterized using ¹H NMR and GPC, resp. The copolymer was complexed with plasmid DNA in various copolymer/DNA (N/P) charge ratios, and the complexes were characterized. Man-CHI-g-PEI showed good DNA binding ability and high protection of DNA from nuclease attack and had low cytotoxicity compared with PEI 25K. The transfection efficiency of Man-CHI-g-PEI/DNA complexes into the Raw 264.7 macrophage cell line, which has mannose receptors, was higher than CHI-g-PEI itself as well as PEI 25K, indicating Man-CHI-g-PEI can be used as an APCs’ targeting gene delivery carrier.

International Journal of Pharmaceutics published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C13H15NO6S, Application In Synthesis of 96345-79-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Salvador-Recatala, Vicenta published the artcileVoltage-gated K⁺ channel block by catechol derivatives: defining nonselective and selective pharmacophores, Application In Synthesis of 1139-46-4, the publication is Journal of Pharmacology and Experimental Therapeutics (2006), 319(2), 758-764, database is CAplus and MEDLINE.

High-throughput screening led to the identification of a 3-norbornyl derivative of catechol called 48F10 (3-bicyclo[2.2.1]hept-2-yl-benzene-1,2-diol) as a Kv2.1 K⁺ channel inhibitor. By virtue of the involvement of Kv2.1 channels in programmed cell death, 48F10 prevents apoptosis in cortical neurons and enterocytes. This uncharged compound acts with an apparent affinity of 1 μM at the tetraethylammonium (TEA) site at the external mouth of the Kv2.1 channel but is ineffective on Kv1.5. Here we investigated the basis of this selectivity with structure-activity studies. We find that catechol (1,2-benzenediol), unlike 48F10, inhibits Kv2.1 currents with a Hill coefficient of 2 and slows channel activation. Furthermore, this inhibition, which requires millimolar concentrations, is unaffected by external TEA or by mutation of the external tyrosine implicated in channel block by TEA and 48F10. In addition, catechol does not distinguish between Kv2.1 and Kv1.5. Thus, catechol acts at conserved sites that are distinct from 48F10. We also tested 11 catechol derivatives based on hydrocarbon adducts including norbornyl substructures, a 48F10 isomer, and a 48F10 diastereomer. These compounds are more potent than catechol, but none replicated the marked selectivity of 48F10 for Kv2.1 over Kv1.5. We conclude that the targeting of 48F10 to the TEA site at the external mouth of the Kv2.1 pore and away from other sites involved in nonselective Kv channel block by catechol requires the norbornyl group in a unique position and orientation on the catechol ring.

Journal of Pharmacology and Experimental Therapeutics published new progress about 1139-46-4. 1139-46-4 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Phenol, name is 4-(2,4,4-Trimethylpentan-2-yl)benzene-1,2-diol, and the molecular formula is C14H22O2, Application In Synthesis of 1139-46-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Min, Kyueng-Whan published the artcileHigh polymerase ε expression associated with increased CD8+T cells improves survival in patients with non-small cell lung cancer, Category: alcohols-buliding-blocks, the publication is PLoS One (2020), 15(5), e0233066, database is CAplus and MEDLINE.

DNA replicase polymerase ε (POLE) is critical in proofreading and correcting errors of DNA replication. Low POLE expression plays a pivotal role in accumulation of mutations and onset of cancer, contributing to development and growth of tumor cells. The aim of this study is to reveal the survival, alternative genes and antitumoral immune activities in non-small cell lung cancer (NSCLC) patients with low POLE expression and provide treatment strategies that can increase their survival rates. This study investigated the clinicopathol. parameters, various tumor-infiltrating lymphocytes (TILs), endogenous retrovirus, mol. interactions and in vitro drug screen according to POLE mutation/expression in 168 and 1,019 NSCLC patients from the Konkuk University Medical Center (KUMC) and the Cancer Genome Atlas, resp. We identified mutations of 75 genes in the sequencing panels, with POLE frame shift p.V1446fs being the most frequent (56.8%) in KUMC based on 170 targeted sequencing panels. Mutant and high expression of POLE correlated with favorable prognosis with increased TILs and tumor mutation burden, compared with wild type and low expression of POLE. We found specific mol. interactions associated with cell cycle and antigen presentation. An in vitro drug screen identified dasatinib that inhibited growth of the NSCLC cell line with low POLE expression. POLE could contribute to the future development of anticancer drugs for patients with NSCLC.

PLoS One published new progress about 518303-20-3. 518303-20-3 belongs to alcohols-buliding-blocks, auxiliary class Apoptosis,Bcl-2, name is 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, and the molecular formula is C18H14BrNO5S2, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kim, Hanseol published the artcileA single amino acid substitution in aromatic hydroxylase (HpaB) of Escherichia coli alters substrate specificity of the structural isomers of hydroxyphenylacetate, Safety of 3-Hydroxyphenylacetic acid, the publication is BMC Microbiology (2020), 20(1), 109, database is CAplus and MEDLINE.

A broad range of aromatic compounds can be degraded by enteric bacteria, and hydroxyphenylacetic acid (HPA) degrading bacteria are the most widespread. Majority of Escherichia coli strains can use both the structural isomers of HPA, 3HPA and 4HPA, as the sole carbon source, which are catabolized by the same pathway whose associated enzymes are encoded by hpa gene cluster. Previously, we observed that E. coli B REL606 grew only on 4HPA, while E. coli B BL21(DE3) grew on 3HPA as well as 4HPA. In this study, we report that a single amino acid in 4-hydroxyphenylacetate 3-hydroxylase (HpaB) of E. coli determines the substrate specificity of HPA isomers. Alignment of protein sequences encoded in hpa gene clusters of BL21(DE3) and REL606 showed that there was a difference of only one amino acid (position 379 in HpaB) between the two, viz., Arg in BL21(DE3) and Cys in REL606. REL606 cells expressing HpaB having Arg379 could grow on 3HPA, whereas those expressing HpaB with Gly379 or Ser379 could not. Structural anal. suggested that the amino acid residue at position 379 of HpaB is located not in the active site, but in the vicinity of the 4HPA binding site, and that it plays an important role in mediating the entrance and stable binding of substrates to the active site. The arginine residue at position 379 of HpaB is critical for 3HPA recognition. Information regarding the effect of amino acid residues on the substrate specificity of structural isomers can facilitate in designing hydoxylases with high catalytic efficiency and versatility.

BMC Microbiology published new progress about 621-37-4. 621-37-4 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Phenol,Natural product, name is 3-Hydroxyphenylacetic acid, and the molecular formula is C8H8O3, Safety of 3-Hydroxyphenylacetic acid.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Koo, Jangwoo published the artcileHydrogenation of silyl formates: sustainable production of silanol and methanol from hydrosilane and carbon dioxide, Category: alcohols-buliding-blocks, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(39), 4995-4998, database is CAplus and MEDLINE.

A new process for simultaneously obtaining two chem. building blocks, MeOH and silanol, was realized starting from silyl formates which can be derived from silane and CO₂. Understanding the reaction mechanism enabled the authors to improve the reaction efficiency by the addition of a small amount of MeOH.

Chemical Communications (Cambridge, United Kingdom) published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Sturgeon, Matthew R. published the artcileA Mechanistic Investigation of Acid-Catalyzed Cleavage of Aryl-Ether Linkages: Implications for Lignin Depolymerization in Acidic Environments, SDS of cas: 70110-65-5, the publication is ACS Sustainable Chemistry & Engineering (2014), 2(3), 472-485, database is CAplus.

Acid catalysis has long been used to depolymerize plant cell wall polysaccharides, and the mechanisms by which acid affects carbohydrates have been extensively studied. Lignin depolymerization, however, is not as well understood, primarily due to the heterogeneity and reactivity of lignin. We present an exptl. and theor. study of acid-catalyzed cleavage of two non-phenolic and two phenolic dimers that exhibit the β-O-4 ether linkage, the most common intermonomer bond in lignin. This work demonstrates that the rate of acid-catalyzed β-O-4 cleavage in dimers exhibiting a phenolic hydroxyl group is 2 orders of magnitude faster than in non-phenolic dimers. The experiments suggest that the major product distribution is similar for all model compounds, but a stable phenyl-dihydrobenzofuran species is observed in the acidolysis of two of the γ-carbinol containing model compounds The presence of a methoxy substituent, commonly found in native lignin, prevents the formation of this intermediate. Reaction pathways were examined with quantum mech. calculations, which aid in explaining the substantial differences in reactivity. Moreover, we use a radical scavenger to show that the commonly proposed homolytic cleavage pathway of phenolic β-O-4 linkages is unlikely in acidolysis conditions. Overall, this study explains the disparity between rates of β-O-4 cleavage seen in model compound experiments and acid pretreatment of biomass, and implies that depolymerization of lignin during acid-catalyzed pretreatment or fractionation will proceed via a heterolytic, unzipping mechanism wherein β-O-4 linkages are cleaved from the phenolic ends of branched, polymer chains inward toward the core of the polymer.

ACS Sustainable Chemistry & Engineering published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C9H20Cl2Si, SDS of cas: 70110-65-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Shim, Young Key published the artcileUtilization of 1-[(methanesulfonyl)oxy]-6-(trifluoromethyl)benzotriazole (FMS) as a coupling agent for the esterification of dihydropyridine-3-carboxylic acid, Name: 2-(Benzyl(methyl)amino)ethanol, the publication is Bulletin of the Korean Chemical Society (1988), 9(3), 187-8, database is CAplus.

Dihydropyridinedicarboxylates I [R = Et, CHMe₂, (CH₂)₁₀H, CH₂CH₂OMe, CH₂CH₂NMeCH₂Ph, cyclohexyl, CH₂Ph, Ph] were prepared from monoester I (R = H) via benzotriazolyl Me dihydropyridinedicarboxylate II. Thus, I (R = H) was treated with FMS to give II, which was heated with EtOH to give I (R = Et).

Bulletin of the Korean Chemical Society published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C6H17NO3Si, Name: 2-(Benzyl(methyl)amino)ethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts