Category: 517-23-7

Liu, Ruiqi published the artcileDesign, synthesis, and biological evaluation of a new class of histone acetyltransferase p300 inhibitors, Related Products of esters-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2019), 171-190, database is CAplus and MEDLINE.

In order to find potent p300 inhibitors with good drug-like properties, C646 was chosen as the lead compound and a series of new p300 inhibitors were designed based on the principle of bioisosterism and reasonable scaffold hopping and the structure-activity relationship was systematically explored. Ten of them were found to show comparable inhibitory activity as C646. The most potent pyrazolylidene compound, e.g., I (IC₅₀ = 0.16 μM), showed better p300 inhibitory activity than C646 with improved drug-like properties. Western blotting experiment confirmed that pyrazolylidene compound, e.g., I could reduce the level of H3K27 acetylation more significantly than C646. Further cellular assay indicated that it could inhibit the proliferation of human breast ductal carcinoma cell T47D and human breast cancer cell MCF7 with the IC₅₀ values of 5.08 μM and 22.54 μM, resp. Docking study of pyrazolylidene compound, e.g., I with p300 protein showed the possible reasons for its higher inhibition activity. Thus, pyrazolylidene compound, e.g., I might be with potential for development as a novel epigenetic agent targeting p300.

European Journal of Medicinal Chemistry published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Liu, Xigong published the artcileConstruction of Vicinal Quaternary Carbon Stereocenters Through Diastereo- and Enantioselective Oxidative 1,6-Conjugate Addition, SDS of cas: 517-23-7, the publication is Angewandte Chemie, International Edition (2021), 60(34), 18499-18503, database is CAplus and MEDLINE.

The asym. construction of vicinal quaternary carbon stereocenters with at least one moiety in acyclic systems is a formidable challenge. A solution involving diastereo- and enantioselective oxidative 1,6-conjugate addn was disclosed. The practical asym. cross-dehydrogenative coupling of 2,2-diarylacetonitriles and diverse α-substituted cyclic 1,3-dicarbonyls proceeds, for vicinal quaternary carbon stereocenters with one center in acyclic systems, in excellent yields and stereoselectivities. The generality of the approach was further demonstrated by the stereoselective creation of vicinal quaternary carbon stereocenters with both centers in acyclic systems using acyclic β-ketoesters as coupling partners. Computational studies elucidate the origins of both diastereo- and enantioselectivity.

Angewandte Chemie, International Edition published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, SDS of cas: 517-23-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Li, Mei published the artcileHigh-performance recyclable cross-linked polyurethane with orthogonal dynamic bonds: The molecular design, microstructures, and macroscopic properties, SDS of cas: 517-23-7, the publication is Polymer (2018), 127-137, database is CAplus.

Polyurethane materials (PUs) have been widely used in industry and daily life due to the versatile chem. However, despite the rapid advance in synthetic chem., it still remains a significant challenge for the facile fabrication of PUs with a single crosslinked network embedded with excellent mech. properties and recyclability. Herein, in this study, we proposed a simple strategy to fabricate a high-performance recyclable crosslinked PU and revealed the relationship between microscopic structure and macroscopic properties. The UPy (2-ureido-4-[1H]-pyrimidione) motifs were incorporated into the backbone chains of PUs, where the quadruple hydrogen bonding interactions between UPy dimers can significantly enhance the mech. strength and toughness. Furthermore, a single small mol. Diels-Alder adduct was utilized as the chem. crosslinker, rendering the final crosslinked PUs healable and recyclable. The thermal reversibility of the Diels-Alder reaction was well verified by DSC and solid-state NMR spectroscopy. Notably, it was found that the incorporation of UPy motifs could enhance the strain-induced crystallization (SIC), leading to a large stress at break. The structural and dynamic changes induced by SIC were quant. addressed by proton multiple-quantum NMR spectroscopy and SAXS experiments, where SIC further imposed restrictions on the mobility of surrounding polymer chains in the soft domain and led to the change of microphase separated nanostructures. Overall, a simple strategy is proposed here for the facile fabrication of high performance recyclable PUs, and the detailed investigation here on the structure-property relationship may further provide insights into developing high performance polymeric materials.

Polymer published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, SDS of cas: 517-23-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Chen, Kai published the artcileAlternate Heme Ligation Steers Activity and Selectivity in Engineered Cytochrome P450-Catalyzed Carbene-Transfer Reactions, Quality Control of 517-23-7, the publication is Journal of the American Chemical Society (2018), 140(48), 16402-16407, database is CAplus and MEDLINE.

We report a biocatalytic platform of engineered cytochrome P 450 enzymes to carry out carbene-transfer reactions using a lactone-based carbene precursor. By simply altering the heme-ligating residue, we obtained two enzymes that catalyze olefin cyclopropanation (Ser) or S-H bond insertion (Cys). Both enzymes exhibit high catalytic efficiency and stereoselectivity, thus enabling facile access to structurally diverse spiro[2.4]lactones and α-thio-γ-lactones. Computational studies revealed the mechanism of carbene S-H insertion and explain how the axial ligand controls reactivity and selectivity. This work expands the catalytic repertoire of hemeproteins and offers insights into how these enzymes can be tuned for new chem.

Journal of the American Chemical Society published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, Quality Control of 517-23-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Kodama, Susumu published the artcileAssociation between in vitro nuclear receptor-activating profiles of chemical compounds and their in vivo hepatotoxicity in rats, SDS of cas: 517-23-7, the publication is Journal of Toxicological Sciences (2021), 46(12), 569-587, database is CAplus.

The liver plays critical roles to maintain homeostasis of living organisms and is also a major target organ of chem. toxicity. Meanwhile, nuclear receptors (NRs) are known to regulate major liver functions and also as a critical target for hepatotoxic compounds In this study, we established mammalian one-hybrid assay systems for five rat-derived NRs, namely PXR, PPARα, LXRα, FXR and RXRα, and evaluated a total of 326 compounds for their NR-activating profiles. Then, we assessed the association between their NR-activating profile and hepatotoxic endpoints in repeated-dose toxicity data of male rats from Hazard Evaluation Support System. In the in vitro cell-based assays, 68, 38, 20, 17 and 17 compounds were identified as positives for PXR, PPARα, LXRα, FXR and RXRα, resp. The association analyses demonstrated that the PXR-pos. compounds showed high frequency of endpoints related to liver hypertrophy, such as centrilobular hepatocellular hypertrophy, suggesting that PXR activation is involved in chem.-induced liver hypertrophy in rats. It is intriguing to note that the PXR-pos. compounds also showed statistically significant associations with both prolonged activated partial thromboplastin time and prolonged prothrombin time, suggesting a possible involvement of PXR in the regulation of blood clotting factors. Collectively, our approach may be useful for discovering new functions of NRs as well as understanding the complex mechanism for hepatotoxicity caused by chem. compounds

Journal of Toxicological Sciences published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, SDS of cas: 517-23-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Qin, Zezhao published the artcileNonswellable and Tough Supramolecular Hydrogel Based on Strong Micelle Cross-Linkings, Related Products of esters-buliding-blocks, the publication is Biomacromolecules (2019), 20(9), 3399-3407, database is CAplus and MEDLINE.

Because of the difference in osmotic pressure, most tough hydrogels swell under physiol. conditions, which seriously weakens their mech. properties, limiting their applications in biomedicine. Herein, a novel strategy based on strong and high-d. micelle cross-linkings is proposed to prepare nonswellable and tough hydrogel. To realize a strong micelle cross-linker, the synergetic effect of hydrophobic and quadruple hydrogen-bonding interactions is employed by introducing an alkyl chain-protected ureido pyrimidinone moiety into a segmented copolymer backbone. The length of the alkyl is the key factor in determining the strength of the hydrophobic interaction, which was carefully tailored to gain micelles with high strength and suitable solubility A supramol. hydrogel was formed in situ by simply linking micelle cross-linkers with poly(ethylene glycol) chains. The strong and high-d. micelle cross-linkings restrain multiple effective chains outside the micelle from stretching during swelling, and the deformability of micelle cross-linkings disperses the local stress to maintain the network with high crosslinking d. upon loading. Therefore, the hydrogel exhibited an outstanding nonswelling behavior under physiol. conditions and excellent mech. properties with a compressive strength of 4 MPa. The rapid in situ gelation also facilitated injection and cell encapsulation. Meanwhile, it also showed good tissue adhesion, cytocompatibility, and suitable degradability. This novel and facile strategy can offer new insights into the exploitation of cross-linkings to prepare nonswellable hydrogels for biomedical applications.

Biomacromolecules published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Qin, Zezhao published the artcileInjectable and Cytocompatible Dual Cross-Linking Hydrogels with Enhanced Mechanical Strength and Stability, SDS of cas: 517-23-7, the publication is ACS Biomaterials Science & Engineering (2020), 6(6), 3529-3538, database is CAplus and MEDLINE.

Injectable hydrogels have become increasingly important in the fields of tissue engineering and drug delivery. However, their biol. applications are greatly limited by the weak mechanics and poor stability under a physiol. environment. Herein, we developed a stable, strong, and injectable hydrogel by linking strong micelle crosslinking with tetra-armed PEG. This dual crosslinking strategy has not only made hydrogels nonswelling but also maintained the relative integrity of the gel network during the degradation process, both of which work together to ensure the mech. strength and stability of our hydrogel under a physiol. environment. A compressive stress of 40 MPa was achieved at 95% strain, and the mech. properties could remain stable even after immersion into a physiol. environment for two months. Besides, it also showed outstanding antifatigue properties, good tissue adhesion, and good cytocompatibility. On the basis of these characteristics, these dual crosslinking injectable hydrogels would find appealing application in biomedicine especially for the repair of load-bearing soft tissues.

ACS Biomaterials Science & Engineering published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, SDS of cas: 517-23-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Wang, Mengdan published the artcileSelective Synthesis of Pyrano[3,2-b]indoles or Cyclopenta[b]indoles Tethered with Medium-Sized Rings via Cascade C-C σ-Bond Cleavage and C-H Functionalization, Application of 3-Acetyldihydrofuran-2(3H)-one, the publication is Journal of Organic Chemistry (2021), 86(1), 683-692, database is CAplus and MEDLINE.

Highly atom-economical tandem reactions have been developed for the synthesis of pyrano[3,2-b]indoles or cyclopenta[b]indoles tethered with 7-, 8-, or 9-membered rings. These reactions first undergo a carbon-carbon σ-bond cleavage reaction of cyclic β-ketoesters. Next, in the presence of CuCl₂ and Ag₂CO₃, intramol. O-H/C-H coupling occurs to give pyrano[3,2-b]indoles. This is the first example for capture of the enoloxyl radical of the intramol. C-O bond formation reaction, whereas C3 nucleophilic addition afforded cyclopenta[b]indoles using TsOH·H₂O.

Journal of Organic Chemistry published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C8H6ClN, Application of 3-Acetyldihydrofuran-2(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Wang, Fenfen published the artcileBioinspired Polyurethane Using Multifunctional Block Modules with Synergistic Dynamic Bonds, HPLC of Formula: 517-23-7, the publication is ACS Macro Letters (2021), 10(5), 510-517, database is CAplus and MEDLINE.

Nature embraces an intriguing strategy to create high-performance biomaterials, such as spider silk which presents an unparalleled combination of stiffness, tensile strength, and toughness via hierarchical structures. However, to fabricate synthetic polymers with such excellent properties remains a challenging task. Inspired by the integration of multiblock backbone and densely H-bonding assemblies in spider silk as well as the delicate iron-catecholate complexes in mussel byssus, we proposed a novel mol. design with multifunctional block modules to obtain polymer materials that exhibit excellent mech. property, self-healing ability, and reprocessability. It was achieved by introducing reversible iron-catechol (DOPA-Fe³⁺) crosslinks and quadruple H-bonds bearing 2-ureido-4-[1H]-pyrimidinone (UPy) dimers as multifunctional blocks into a segmented polyurethane backbone with urethane blocks and semicrystalline polycaprolactone (PCL) blocks. These two types of dynamic crosslinking knots served as the sacrificial bonds to dissipate energy efficiently under external stress burden, endowing the dual phys. crosslinked networks with increased toughness and breaking elongation. Moreover, the DOPA-Fe³⁺ complexes could increase the crystallization of PCL, leading to remarkably enhanced Young’s modulus and tensile strength. Solid-state NMR revealed the formation of quadruple H-bonds in UPy dimers and the presence of DOPA-Fe³⁺ complexes, which restricted the mobility of the mobile phase and enhanced the crystallinity of the PCL domain. This work provides a feasible way to develop bioinspired materials with self-healable and reprocessable features, in addition to balanced enhancement of both stiffness and toughness.

ACS Macro Letters published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C5H10N2OS, HPLC of Formula: 517-23-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Peng, Panpan published the artcileFabrication of N-halamine polyurethane fi lms with excellent antibacterial properties, Product Details of C6H8O3, the publication is e-Polymers (2021), 21(1), 47-56, database is CAplus.

An N-halamine precursor, namely, 2-amino-5-(2-hydroxyethyl)-6-methylpyrimidin-4-one (AHM), was used as a chain extender in the preparation of a series of N-halamine polyurethane (PU) films, in order to also instill antibacterial properties. The mech. properties, thermodn. performance, and antimicrobial performance of the functionalized PU films were systematically studied. The results showed that the addition of AHM could improve the thermodn. and mech. properties of the developed PU films. Conducting tests in the presence of Escherichia coli and Staphylococcus aureus as the model microorganisms revealed that prior to chlorination the antibacterial properties of the chlorinated PU-AHM-Cl films improved significantly relative to the analogus films. The excellent antibacterial properties and the overall superior performance of the PU-AHMCl films allow their potential application in microbiol. protection materials and related fields.

e-Polymers published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, Product Details of C6H8O3.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics