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Molbank · 2024 ·Vol. 2024 ·期 2 ·M1828 · IF 0.6

Hept-6-en-1-yl Furan-2-carboxylate

Zhongwei Wang,Lin Song,Yukun Qin

This study aims to develop an efficient and green one-pot method for the synthesis of 6-en-1-yl furan-2-carboxylic acid heptyl ester. Initially, using furfural as the starting substrate, hept-6-en-1-yl furan-2-carboxylate was prepared using a one-pot method. This study developed a new experimental scheme for preparing ester compounds, using cuprous chloride as a catalyst and tert butyl hydrogen peroxide as an oxidant to prepare furoic acid. Without the need for intermediate treatment, the target product can be directly obtained from furfural by adding 7-bromo-1-heptene, TBAB, and potassium carbonate. This method effectively utilizes furfural as a platform chemical, demonstrating its potential for synthesizing high-value chemicals. The entire synthesis process is simple and efficient, following the principles of green chemistry.

研究领域: 有机化学 · 绿色化学 · 合成化学
✓ 已验证 DOI 高影响因子
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CRYSTAL GROWTH & DESIGN · 2021 · IF 4.076

Controllable Synthesis of Dodecamethylcucurbit[6]uril and Its Application in Separating Phenylenediamine Isomers

Long Cao,Yun-Qian Zhang,Rui-Lian Lin,Jing-Xin Liu,Zhu Tao

By using the method of building blocks, the dodecamethycucurbit[6]uril Me12Q[6] was synthesized and its structure was characterized by multiple techniques. The binding interactions between Me12Q[6] and phenylenediamine (PDA) isomers were also investigated both in the solid state and in aqueous solution. Importantly, the Me12Q[6]/[ZnCl4]2–-based supramolecular framework can selectively accommodate o-PDA rather than its isomers. The present study suggests the practical application of Me12Q[6] in separating PDA isomers and the potential utility of Me12Q[6] in isolating other organic molecules.

研究领域: 化学 · 材料科学
✓ 已验证 DOI 高影响因子
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CHEMICAL ENGINEERING JOURNAL · 2019 · IF 8.355

Fabricating CsPbX3/CN heterostructures with enhanced photocatalytic activity for penicillins 6-APA degradation

Yanyan Zhao,Huanxian Shi,Xiaoyun Hu,Enzhou Liu,Jun Fan

Fabrication of CsPbX 3 (X = Cl, Br)/graphitic carbon nitride (CN) composite has proved to be an efficient way to improve the stability of CsPbX 3 nanocrystals (NCs) and improve their photocatalytic activities. Here, the CsPbBr 3 /CN and CsPbCl 3 /CN heterostructures were successfully prepared, based on the band structure, the CsPbBr 3 /CN is indexed as a type I heterostructure, and CsPbCl 3 /CN is indexed as a type II heterostructure. Both CsPbX 3 /CN heterostructure could facilitate the electron-hole pairs (e − -h + ) separation and exhibit the outstanding photocatalytic activity for penicillins 6-aminopenicillanic acid (6-APA) degradation under visible light, the degradation rates of 6-APA with CsPbCl 3 /CN and CsPbBr 3 /CN composite were about 78.11 and 83.31% in 120 min, respectively. The improved photocatalytic activity of the CsPbX 3 /CN heterostructures could be attributed to the favourable adsorbability, the enhanced light-harvesting ability, the efficient charge separation ability, as well as the synergistic effects of CsPbX 3 NCs and CN . This work may not only open up a new insight for design of CsPbX 3 -based heterostructure as novel photocatalyst but also provide a new possibility for photocatalytic applications of perovskites-based NCs.

CAS / MDL: 551-16-6 26787-78-0
研究领域: 材料科学 · 环境科学 · 化学
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POLYMER DEGRADATION AND STABILITY · 2022 · IF 5.204

P, N-decorated halloysite nanotubes for flame retardancy enhancement of polyamide 6/aluminum diethylphosphinate

Wentao He,Huahui Xu,Pingan Song,Yushu Xiang,Shuhao Qin

Flame-retardant functionalized nanomaterials have attracted much research interests due to the combined advantages of organic and inorganic components. In the present study, P, N-decorated halloysite nanotube (MA-PPA@HNT) was prepared via simple steps of phenphosphinic acid intercalation and subsequent electrostatic interaction with melamine. Compared to unmodified HNT, the incorporation of MA-PPA@HNT into polyamide 6 (PA6)/aluminum diethylphosphinic acid (AlPi) composite results in significant improvement of flame retardancy. At equal HNT loading of 2wt%, the UL-94 rating grade of PA6/AlPi/MA-PPA@HNT composite was V-0, whereas that of PA6/AlPi/HNT composite V-2. And compared with PA6 , there is a decrease of peak heat release rate (pHRR) and total heat release (THR) by 72.6% and 17.4%, respectively. The flame retardant mechanism was analyzed by cone calorimetry, gas volatility and characterization of char residues. It is considered that MA-PPA@HNT plays the critical role of promoting the formation of P, Si-rich intumescent char in the condensed phase and enhancing the barrier effect for heat and mass transfer.

CAS / MDL: 108-78-1 701-64-4
研究领域: 材料科学 · 高分子化学
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POLYMER · 2023 · IF 4.6

In-situ compatibilization of polyamide 6/polycarbonate blends through interfacial localization of silica nanoparticles

Lan Guo,Yunsheng Xu,Xianming Zhang,Guo-Hua Hu

Nanoparticles are used to compatibilize immiscible polymer blends . The key to success is to localize nanoparticles at polymer-polymer interfaces. This work aims to use silica nanoparticles (SiO 2 ) to compatibilize polyamide 6 (PA6)/polycarbonate (PC) blends. The strategy to ensure the interfacial localization of the SiO 2 in the blends is to graft a methacrylic monomer onto the SiO 2 and then copolymerize this methacrylic monomer with styrene (St) and 3-isopropenyl-α,α′-dimethylbenzyl isocyanate (TMI). When PA6 and PC are blended in the melt in the presence of the above surface modified SiO 2 (denoted as SiO 2 -PST), PA6 chains are grafted onto the SiO 2 -PST to form PA6-SiO 2 -PST through a coupling reaction between the terminal amine group of the PA6 and the isocyanate moieties of the PST grafts which are partially miscible with the PC. It is shown that an optimum TMI content allows for the SiO 2 -PST to be preferentially localized at the interfaces between the PA6 and PC. This leads to a significant decrease in the PC domain diameter from 1.6 μm to 0.6 μm without and with the SiO 2 -PST, respectively. The presence of the SiO 2 -PST (0.5 wt% with an optimum TMI content) increases the tensile strength of the PA6/PC (70/30 by weight) from 64.1 to 79.6 MPa, the elongation at break from 84.7 to 284.7%, and the notched Charpy impact strength from 10.3 to 29.4 kJ/m 2 .

研究领域: 材料科学 · 高分子化学
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Journal of Materials Chemistry B · 2024 · IF 6.1

Engineering Hypoxia-Responsive 6-Aminonicotinamide Prodrugs for On-Demand NADPH Depletion and Redox Manipulation

Mingye Li,Yuyu Dong,Zheng Wang,Yanjun Zhao,Yujie Dai,Baoxin Zhang

Glucose-6-phosphate dehydrogenase (G6PD) is a promising target in cancer therapy. However, poor cellular uptake and off-target toxicity impeded the clinical translation of a canonical G6PD inhibitor (6-aminonicotinamide/6AN). Here, we report a prodrug strategy to address this issue. The tailored 6AN prodrug contains an azo-bearing protection moiety. The hydrophobic prodrug showed increased cellular uptake than 6AN and is vulnerable to hypoxia, resulting in NAD(P)H quinone dehydrogenase 1 (NQO1)-triggered cleavage of azo bonds. Intriguingly, the prodrug shows configuration-dependent anti-cancer potency. Despite the lower thermodynamic stability, the cis isomer showed enhanced cellular uptake compared to the trans counterpart due to the increased aqueous solubility. Moreover, the boosted potency of cis isomer compared to the trans isomer resulted from the enhancement of NOQ1-catalyzed 6AN release under hypoxia, a hallmark of solid tumors. The discovery of hypoxia-responsive 6AN prodrugs in the current work opens new avenues of G6PD-targeting cancer medicines via redox manipulation.

研究领域: 药学 · 癌症研究 · 药物递送系统 · 氧化还原生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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POLYMER · 2024 · IF 4.1

Highly enhanced toughness and thermal oxygen aging resistance of PA 6 via novel designed macromolecular antioxidants

Lulu He,Jinfen Lou,Xiang Nie,Min He,Qiao Fan,Jifei Yang,Yufei Liu,Shuhao Qin,Jie Yu

Polyamide 6 (PA6) is widely utilized, yet it confronts challenges such as susceptibility to thermal oxidative aging and high sensitivity to notch impact during usage. In addressing these issues, two novel toughening macromolecular antioxidants, 3-(3,5-di- tert -butyl-4-hydroxyphenyl) propionic acid 2-acrylamidoethyl ester styrene copolymer (PAS) and 3-(3,5-di- tert -butyl-4-hydroxyphenyl) propionic acid 2-acrylamidoethyl- N -phenylmaleimide copolymer (PAN), were synthesized via free radical copolymerization. Upon incorporation into PA6, their effects on PA6 performance were investigated. Relative to pure PA6, PA6/PAN and PA6/PAS exhibited significant improvements in fracture elongation, with increases of 136.91 % and 313.83 % respectively, along with notch impact strength enhancements of 18.55 % and 24.89 % respectively. This enhancement can be attributed to PAN and PAS reducing the hydrogen bond density between PA6 molecular chains. Subsequent long-term accelerated thermal aging tests conducted at 150 °C, as well as performance testing of samples before and after aging, revealed that the aging of PA6/PAN and PA6/PAS could be delayed by 4–12 days. The exceptional anti-thermal oxidative aging ability and toughening effect of these two macromolecular antioxidants in PA6 showcase promising prospects for its expanded applications.

研究领域: 材料科学 · 高分子化学
✓ 已验证 产品关联 DOI 高影响因子
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CARBOHYDRATE POLYMERS · 2019 · IF 6.044

Fluorescent chitosan hydrogel for highly and selectively sensing of p-nitrophenol and 2, 4, 6-trinitrophenol

Shuangyu Xiong,Luminita Marin,Lian Duan,Xinjian Cheng

Nitroaromatic compounds, especially 2, 4, 6-trinitrophenol, have strong biological toxicity and explosive risks, so the detection of 2, 4, 6-trinitrophenol exhibit importantly practical and scientific significance. In this work, three fluorescence functionalized chitosan CNS 3 , CNS 4 and CNS 5 were prepared using chitosan as matrix. When 2, 4, 6-trinitrophenol (TNP) and/or p-nitrophenol (4-NP) was present in spot, these fluorescent chitosan sensors produced notable fluorescence quenching. It renders the chitosan sensing ability to detect TNP and 4-NP selectively and sensitively. The sensing mechanism is investigated as well. When introduced electron-rich moieties to the fluorescent chitosan, the sensitive detecting ability could be obtained. Excellent recognition ability could reach as low as 0.28 μM. The fluorescence fictionalization cause slight influence to the gel performance of chitosan.

研究领域: 分析化学 · 环境科学 · 材料科学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY · 2021 · IF 3.981

GSH-responsive nanofibrous prodrug formed by a short naphthylacetic acid-terminated peptide for 6-mercaptopurine delivery

Ju Liang,Maosong Xuan,Wenlan Wu,Junbo Li

As a purine analogue, 6-mercaptopurine (6-MP) is practical in treatment of leukemia and autoimmune diseases. Here, we connected 6-MP with a naphthylacetic acid-terminated short peptide (Nap-FFYE, NF) via disulfide bonds to form a novel prodrug Nap-FFYE–CO–NH–(CH 2 ) 2 –SS-6-MP (NF-SS-MP). NF-SS-MP can self-assemble to fibrous nanostructures with the diameter of ~50 nm in neutral aqueous solution. In vitro drug release experiments suggested that NF-6-MP showed sensitive GSH responsive and controlled releasing characteristics. 4-hour and 24-h cytotoxicity assay revealed that encapsulating 6-MP in NF-SS-MP nanofibers improved the killing ability of 6-MP to tumor cells in initial incubation time , and significantly reduced the toxicity of 6-MP on normal cells after 24 h incubation. From the results of cell uptake experiments, we found that NF-6-MP was easier to be absorbed by EC109 cells compared with free 6-MP, showing higher intracellular drug concentrations after incubation for 4 h, which confirmed the cytotoxicity result that nanofibrous NF-SS-MP has better ability to kill EC109 cells in a short incubation time. Thus, the developed NF-SS-MP can be used as an ideal delivery system for 6-MP in tumor treatment.

研究领域: 药物化学 · 生物医学 · 纳米材料科学
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Journal of Fungi · 2023 ·Vol. 9 ·期 8 ·863 · IF 4.7

A New Insight into 6-Pentyl-2H-pyran-2-one against Peronophythora litchii via TOR Pathway

Yinggu Wu,Xinyu Li,Li Dong,Tong Liu,Zhengbin Tang,Runmao Lin,Justice Norvienyeku,Mengyu Xing

The litchi downy blight disease of litchi caused byPeronophythora litchiiaccounts for severe losses in the field and during storage. While ample quantitative studies have shown that 6-pentyl-2H-pyran-2-one (6PP) possesses antifungal activities against multiple plant pathogenic fungi, the regulatory mechanisms of 6PP-mediated inhibition of fungal pathogenesis and growth are still unknown. Here, we investigated the potential molecular targets of 6PP in the phytopathogenic oomycetesP. litchiithrough integrated deployment of RNA-sequencing, functional genetics, and biochemical techniques to investigate the regulatory effects of 6PP againstP. litchii. Previously we demonstrated that 6PP exerted significant oomyticidal activities. Also, comparative transcriptomic evaluation ofP. litchiistrains treated with 6PP Revealed significant up-regulations in the expression profile of TOR pathway-related genes, includingPlCytochrome Cand the transcription factorsPlYY1. We also noticed that 6PP treatment down-regulated putative negative regulatory genes of the TOR pathway, includingPlSpm1andPlrhoH12inP. litchii. Protein-ligand binding analyses revealed stable affinities between PlYY1, PlCytochrome C, PlSpm1, PlrhoH12 proteins, and the 6PP ligand. Phenotypic characterization ofPlYY1targeted gene deletion strains generated in this study using CRISPR/Cas9 and homologous recombination strategies significantly reduced the vegetative growth, sporangium, encystment, zoospore release, and pathogenicity ofP. litchii. These findings suggest that 6PP-mediated activation ofPlYY1expression positively regulates TOR-related responses and significantly influences vegetative growth and the virulence ofP. litchii. The current investigations revealed novel targets for 6PP and underscored the potential of deploying 6PP in developing management strategies for controlling the litchi downy blight pathogen.Keywords:P. litchii;6-pentyl-2H-pyran-2-one (6PP);TOR pathway;CRISPR/Cas 9;PlYY1

研究领域: 植物病理学 · 分子生物学 · 真菌学
✓ 已验证 DOI PubMed 高影响因子
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EUROPEAN JOURNAL OF PHARMACOLOGY · 2020 · IF 3.263

6-Gingerol attenuates microglia-mediated neuroinflammation and ischemic brain injuries through Akt-mTOR-STAT3 signaling pathway

Ying Liu,ShiJi Deng,Zhi Zhang,Yue Gu,ShengNan Xia,XinYu Bao,Xiang Cao,Yun Xu

Neuroinflammation is critical for the pathogenesis of ischemia brain damage . Over-activated microglia-mediated inflammation plays a very important role in ischemia cerebral injuries. 6-Gingerol, obtained from edible ginger (Zingiber Officinale) exhibits protective effects against inflammation. In this study, we found that 6-Gingerol could reduce the size of infarction (P = 0.0184) and improve neurological functions (P = 0.04) at the third day after ischemic brain injury in vivo. Since 6-Gingerol has the anti-inflammatory effects, we further investigated its impacts on neuroinflammation mediated by microglia both in vivo and in vitro. We found that the levels of pro-inflammatory cytokines Interleukin-1 beta (IL-1β, P = 0.0213), Interleukin-6 (IL-6, P = 0.0316), and inducible NO synthase (iNOS, P = 0.0229) in the infarct penumbra were lower in 6-Gingerol treated groups. Furthermore, microglia induced pro-inflammatory cytokines, such as IL-6, IL-1β, incremental intercellular nitric oxide (NO), as well as iNOS were blocked by the treatment of 6-Gingerol in lipopolysaccharide (LPS) stimulated microglia. In terms of mechanism, 6-Gingerol potently suppressed phosphorylation of serine-threonine protein kinase (Akt) - mammalian target of rapamycin (mTOR) - signal transducer and activator of transcription 3 (STAT3) in LPS-treated microglia. Taken together, the present study suggested that 6-Gingerol improved cerebral ischemia injury by suppressing microglia-mediated neuroinflammation by down-regulating Akt-mTOR-STAT3 pathway.

CAS / MDL: 23513-14-6 93572-42-0
研究领域: 神经科学 · 药理学 · 分子生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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BIODEGRADATION · 2021 ·Vol. 32 ·期 1 ·99-112 · IF 3.909

Degradation and effect of 6:2 fluorotelomer alcohol in aerobic composting of sludge

Qiao Weichuan,Miao Jiahui,Jiang Hongmei,Yang Qiwen

Perfluoroalkyl carboxylates (PFCAs) is toxic to the environment and human health. However, the degradation characteristics of fluorotelomer alcohols (FTOHs), precursors of PFACAs biodegradation, in the sludge during aerobic composting remain unclear. In this study, the degradation characteristics of 6:2 FTOH in sewage sludge by composting were researched and the influences of 6:2 FTOH on the composting process and microbial communities of the sludge were evaluated. After 52 days of composting, 6:2 FTOH retained only 0.73% of its original concentration, and its half-life was less than 1 d; 6:2 FTOH was degraded finally to perfluorohex unsaturated acid, perfluoropentanoic acid, 5:3 polyfluorinated acid (FTCA), 4:3 FTCA, and perfluorobutanoic acid through two pathways; and 6:2 FTCA and 6:2 fluorotel unsaturated acid were the intermediate products. Notably, dosing with 6:2 FTOH affected the composting process of sewage sludge. Additionally, 50 mg/kg 6:2 FTOH resulted in a decrease in the microbial richness and diversity of sludge compost. When compared with the compost without 6:2 FTOH, the proportion of Proteobacteria had increased, and the proportion of Firmicutes had decreased as the concentration of 6:2 FTOH increased. The negative effect of a dosage of 50 mg/kg 6:2 FTOH was more obvious than the effect of other treatments. This study expanded our understanding of the risk of sludge contaminated by 6:2 FTOH being used as a fertilizer after composting.

研究领域: 环境科学 · 废物管理 · 微生物学
✓ 已验证 DOI PubMed 高影响因子
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