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SYNTHESIS-STUTTGART · 2015 ·Vol. 47 ·期 23 ·3783-3796 · IF 2.689

One-Pot, Highly Regioselective 1,3-Dipole Cycloaddition Promoted by Montmorillonite for the Synthesis of Spiro[indole-pyrrolizine], Spiro[indole-indolizine], and Spiro[indole-pyrrolidine] gem-Bisphosphonates

Guozhu Li,Mingshu Wu,Fengjiao Liu,Jie Jiang

Various spiro[indole-pyrrolizine], spiro[indole-indolizine], and spiro[indole-pyrrolidine] gem-bisphosphonates were prepared by multicomponent reactions between isatins, tetraethyl vinylidenebis(phosphonate), and amino acids in the presence of montmorillonite. The one-pot reactions proceeded by 1,3-dipole cycloadditions of azomethine ylides formed in a decarboxylative manner. The proposed mechanism is in line with experimental data that confirmed that the azomethine ylide is formed in a decarboxylative manner; this provides new insight into the underlying mechanisms of such cycloadditions. The method has many notable features, such as a broad substrate scope, high efficiency, and high regioselectivity.

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SYNTHESIS-STUTTGART · 2014 ·Vol. 46 ·期 05 ·621-628 · IF 2.443

One-Pot Synthesis of Polysubstituted 3-Amino-2-oxo-2,7-dihydro-1H-azepines

Shengrong Liao,Chun Qin,Peifen Yao,Jinsheng Li,Xuefeng Zhou,Junfeng Wang,Zhishu Huang,Yonghong Liu

A facile and efficient synthesis of novel seven-membered heterocyclic derivatives containing 3-aminoazepan-2-one backbone is described using 1,4-protected piperazine-2,5-diones and alkynes as starting materials. The reaction may undergo Michael­ addition, unusual nucleophilic attack to an amide group, and keto–enol tautomerization. The reaction showed different reactivity when using substrates with different protecting groups: it had higher efficiency when using either alkanoyl-protecting group with cesium carbonate as the base, or benzoyl-protecting group with triethylamine as the base, but no reaction when using benzyl or allyl protecting groups with a variety of bases (Et3N, DBU, K2CO3, Cs2CO3, KHCO3, CsHCO3, and KOt-Bu).

CAS / MDL: 7789-78-8
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PLANTA MEDICA · 2013 · IF 2.348

Xanthones from Swertia mussotii and Their α-Glycosidase Inhibitory Activities

Cui-Ting Luo,Huan-huan Zheng,Shuang-Shuang Mao,Mao-xun Yang,Cheng Luo,Heru Chen

Two new xanthones, 1,8-dihydroxy-3-methoxyxanthone 7-O-[α-L-rhamnopyranosyl(1 → 2)-β-D-glucopyranoside] (1) and 1,8- dihydroxy-3-methoxyxanthone 7-O-[α-L-rhamnopyranosyl(1 → 3)-α-L-rhamno-pyranosyl (1 → 2)-β-D-xylopyranoside] (2), together with 26 known xanthones (3–28), were isolated from the aqueous ethanol extract of the traditional Chinese herb Swertia mussotii. Their structures were elucidated via spectroscopic analyses including 2D NMR. The inhibition of α-glucosidase by the isolated xanthones was evaluated by an in vitro high-throughput screening assay. Our results indicated that 1,3,5,8-tetrahydroxyxanthone is the best inhibitor with an IC50 value of 5.33 ± 0.09 µM, while the O-glycosylated xanthones were poor α-glycosidase inhibitors.

CAS / MDL: 56180-94-0
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SYNTHESIS-STUTTGART · 2014 ·Vol. 46 ·期 21 ·2917-2926 · IF 2.443

Copper(I) Iodide Mediated Synthesis of Carbohydrate-Based Terminal Allenes by ATA Reaction

Xin Huang,Chunling Fu,Shengming Ma

We have demonstrated two improved methods for the synthesis of carbohydrate-based terminal allenes from propargyl or homopropargyl glycosides. The reaction of propargyl or homopropargyl glycosides with paraformaldehyde (2.5 equiv) in the presence of copper(I) iodide (10 mol%) and diisopropylamine (1.8 equiv) or copper(I) iodide (50 mol%) and dicyclohexylamine (1.8 equiv) produces sugar-linked terminal allenes in 50–79% yield.

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PLANTA MEDICA · 2014 ·Vol. 80 ·期 13 ·1107-1112 · IF 2.339

Isolation, Characterization, and Antitumor Activity of a Novel Heteroglycan from Cultured Mycelia of Cordyceps sinensis

Yu-xia Mei,Wei Yang,Pei-xin Zhu,Nan Peng,Hai Zhu,Yun-xiang Liang

A novel heteroglycan, Cordyceps sinensis polysaccharide 1 (molecular weight 1 17 × 105 Da), was isolated and purified from mycelia of the fungus C. sinensis obtained by solid-state culture. Structural characterization by chemical analysis, GC-MS, FTIR, and NMR spectroscopy showed that C. sinensis polysaccharide 1 was mainly composed of (1 → 6)-linked α-D-Glc and α-D-Gal, with minor β-(1 → 4)-D-Xyl and β-(1 → 4)-D-Man residues probably located in the side chains with a trace amount of α-(1 → 3)-L-Rha residue. In biological assays, C. sinensis polysaccharide 1 significantly inhibited proliferation of sarcoma 180 cells and induced apoptosis in a dose-dependent manner. Further studies will elucidate the antitumor mechanism of C. sinensis polysaccharide 1 and promote its utilization for the development of novel, effective anticancer drugs.

CAS / MDL: 51-21-8
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JOURNAL OF SEPARATION SCIENCE · 2019 ·Vol. 42 ·期 24 ·3611-3620 · IF 2.516

Identification of ligands from natural products as inhibitors of glutathione S-transferases using enzyme immobilized mesoporous magnetic beads with high-performance liquid chromatography plus quadrupole time-of-flight mass spectrometry and molecular docking

Renxing Yi,Renjie Fu,Dapeng Li,Jin Qi,Haichun Liu

Multidrug resistance is recognized as one of the main reasons leading to the failure of chemotherapy. Studies have shown that glutathione S-transferase inhibitors could be regarded as multidrug resistance reversal agents. Herein, a method of applying enzyme immobilization, molecular docking, and high-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry was employed to screen glutathione S-transferase inhibitors from natural products. Magnetic mesoporous silica microspheres were synthesized and modified with a poly(dopamine) layer, which has a large quantity of amino, enabling further non-covalent binding with glutathione S-transferase. Moreover, the immobilization conditions, namely, potential of hydrogen, catalase concentration, reaction temperature and reaction time, were optimized. In total, six potential compounds were isolated and identified from Perilla frutescens (L.) Britt leaves and green tea and molecular docking was applied to identify the binding site. Rosmarinic acid, (−)-epigallocatechin-3- O -gallate and (−)-epicatechin-3-gallate showed higher binding affinity than the compounds, and their half maximal inhibitory concentration values were further determined. The results suggested that this proposed method was effective and convenient for identifying glutathione S-transferase inhibitors from natural products.

研究领域: 药物化学 · 分析化学 · 生物信息学
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POSTHARVEST BIOLOGY AND TECHNOLOGY · 2025 · IF 6.8

Antifungal activity of s-methyl butanethioate against Botrytis cinerea, preparation of slow-release fresh-keeping card and its application to control gray mold of peach fruit

Zhimin Wang,Mingming Huang,Mei Dai,Dandan Tian,Yingying Shi,Bin Wu,Zheng Zhang,Zunyang Song,Jingying Shi

Peach fruit is highly susceptible to decay caused by Botrytis cinerea . Volatile compounds have attracted considerable attention due to their safety and practical application advantages. S-methyl butanethioate, a volatile organic compound, is biosynthesized by microorganisms and plants. In this study, fumigation with synthetic s-methyl butanethioate at 50, 100, 200 and 300 μL/L effectively inhibited mycelial growth and conidial germination of B. cinerea and disease incidence of gray mold on peach fruit in a concentration-dependent manner. Furthermore, s-methyl butanethioate induced conidial apoptosis by causing the accumulation of reactive oxygen species (ROS) and exacerbating mitochondrial damage. To address the limitations in solubility, stability, and volatility of s-methyl butanethioate, a slow-release fresh-keeping card was prepared by embedding s-methyl butanethioate into β-cyclodextrin. Scanning electron microscopy (SEM) and Fourier transform-infrared spectroscopy (FT-IR) confirmed the successful embedding of s-methyl butanethioate into the cavity of β-cyclodextrin, forming the encapsulated structure of the inclusion complex. Notably, the release of s-methyl butanethioate from the fresh-keeping card was delayed for 15 d and the antifungal effect was stronger than direct fumigation with s-methyl butanethioate. Moreover, the fresh-keeping card application prevented surface damage to peach fruit caused by direct fumigation. Therefore, the fresh-keeping card loaded with encapsulated s-methyl butanethioate not only enhanced stability but also extended antifungal efficacy, outperforming the traditional un-encapsulated form. Therefore, this study demonstrates that fresh-keeping card loaded with natural components might serve as an alternative to synthetic chemical fungicides for controlling postharvest diseases of fruit and vegetables.

研究领域: 植物病理学 · 采后技术 · 食品保鲜 · 微生物学 · 真菌生物学
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JOURNAL OF ALLOYS AND COMPOUNDS · 2025 · IF 6.3

Synergistic SPR and IEF effects in Pt-modified 2D/2D BiOBr/Bi2WO6 S-scheme heterojunction for ultrafast degradation of organic pollutants

Jin Chen,Jiayu Lei,Jie Yan,Yuzhao Ma,Xiaofeng Yang,Yanjun Li

The establishment of a surface plasmon resonance (SPR) effect and an internal electric field (IEF) has been recognized as an effective technique for optimizing pollutant treatment in aquatic environments. Herein, we synthesized a novel 2D/2D Pt@BiOBr/Bi 2 WO 6 S-scheme heterojunction that establishes robust interfacial connections to enhance electron transport through minimized pathways, while simultaneously increasing active site availability. Subsequently, noble metal Pt was employed to modify the BiOBr/Bi 2 WO 6 composite material, thereby inducing SPR and broadening the light absorption range. Impressively, the optimized Pt@BiOBr/Bi 2 WO 6 demonstrates a significantly enhanced degradation efficiency for organic pollutants, primarily due to the synergistic effects of SPR and IEF. The degradation rate of tetracycline hydrochloride (TC-HCL) through the ternary heterojunction 2-PBB can achieve 100 % within 30 min under 500 W of visible light irradiation, showcasing impressive cyclic stability. Furthermore, the developed photocatalyst also demonstrated remarkable degradation efficiency for organic dyes such as Rhodamine B (RhB) and methyl orange (MO). This work demonstrates an original approach to the fabrication of Pt-modified S-scheme heterojunction photocatalysts with high effectiveness.

CAS / MDL: 18497-13-7 57-09-0
研究领域: 环境科学 · 光催化 · 材料科学 · 纳米技术 · 水处理
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ACS ES&T Engineering · 2022 · IF 0

Trace-Dissolved S(-II) Triggers the Fe(III)-Activated H2O2 Process for Organic Pollutant Degradation by Promoting the Fe(III)/Fe(II) Cycle: Kinetics, Toxicity, and Mechanisms

Kunjie Hou,Zhoujie Pi,Fei Chen,Li He,Fubing Yao,Shengjie Chen,Xiaoming Li,Haoran Dong,Qi Yang

The practical application of the traditional Fenton system (Fe(II)/H2O2) is seriously hampered by the sluggish Fe(III)/Fe(II) cycle and the stringent acidic reaction condition. In this work, we found that trace-dissolved S(-II) (DS(-II), 5 μM) could significantly accelerate the Fe(III)/Fe(II) cycle and trigger a rapid H2O2 activation process in the Fe(III)/H2O2 system. Thus, more hydroxyl radicals (·OH) were generated for the rapid removal of various organic pollutants such as bisphenol A (BPA) and sulfamethoxazole (SMX) from water. Besides, the additive DS(-II) effectively broadened the application pH range of the Fenton or Fenton-like system. The constructed Fe(III)/DS(-II)/H2O2 system showed extensive applicability to different water matrices and maintained high BPA removal in the actual water sources. Furthermore, the toxicity assessment revealed that the toxicity of the target contaminant was diminished. The harmless SO42– was the final product of DS(-II) in the Fe(III)/DS(-II)/H2O2 system, and the residual DS(-II) was less than the threshold limit value for fresh or saltwater (0.5 mg/L). This discovery is expected to promote the large-scale practical application of iron-based Fenton or Fenton-like systems in practical organic wastewater purification.

研究领域: 环境科学 · 水处理 · 污染控制
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CHINESE JOURNAL OF CATALYSIS · 2025 · IF 17.7

Z-scheme heterojunction Zn3(OH)2(V2O7)(H2O)2/V-Zn(O,S) for enhanced visible-light photocatalytic N2 fixation via synergistic heterovalent vanadium states and oxygen vacancy defects

Pengkun Zhang,Qinhan Wu,Haoyu Wang,Dong-Hau Kuo,Yujie Lai,Dongfang Lu,Jiqing Li,Jinguo Lin,Zhanhui Yuan,Xiaoyun Chen

Herein, we established a Zn 3 (OH) 2 (V 2 O 7 )(H 2 O) 2 /V-Zn(O,S) Z-scheme heterojunction (labeled ZnVO/V-Zn(O,S) with a heterovalent V 4+ /V 5+ states and oxygen vacancies in both phases via a one-step in-situ hydrolysis method. The NaBH 4 regulated the ZnVO/V-Zn(O,S)-3 with rich Vo and suitable n (V 4+ )/ n (V 5+ ) ratio achieved an excellent photocatalytic nitrogen fixation activity of 301.7 μmol/(g·h) and apparent quantum efficiency of 1.148% at 420 nm without any sacrificial agent, which is 11 times than that of V-Zn(O,S). The Vo acts as the active site to trap and activate N 2 molecules and to trap and activate H 2 O to produce the H for N 2 molecules photocatalytic reduction. The rich Vo defects can also reduce the competitive adsorption of H 2 O and N 2 molecules on the surface active site of the catalyst. The heterovalent vanadium states act as the photogenerated electrons, quickly hopping between V 4+ and V 5+ to transfer for the photocatalytic N 2 reduction reaction. Additionally, the Z-scheme heterojunction effectively minimizes photogenerated carrier recombination. These synergistic effects collectively boost the photocatalytic nitrogen fixation activity. This study provides a practical method for designing Z-scheme heterojunctions for efficient photocatalytic N 2 fixation under mild conditions.

研究领域: 材料科学 · 催化 · 环境科学 · 纳米技术 · 化学工程
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Acta Biomaterialia · 2025 · IF 9.6

Bilayer vascular grafts incorporated with S-nitrosated keratin nanoparticles and resveratrol to enhance long-term nitric oxide release and endothelialization

Jie Zhang,Yanlong Wang,Yu Sun,Zeyi Zhou,Fengni Liu,Xinyu Zhang,Chuiyu Kong,Jiang Yuan,Meng Yin,Dongjin Wang

Intimal hyperplasia, thrombosis formation, and vascular calcification are the leading causes of failure in small-diameter vascular grafts. In the study, bilayer vascular grafts with separately released nitric oxide (NO) and resveratrol (RESV) were fabricated. S-nitrosated keratin nanoparticles (KNPs) were synthesized and subsequently electrospun with polycaprolactone (PCL) to prolong the NO release for up to 25 d in the presence of ascorbic acid and trypsin, serving as the inner layer of grafts. Additionally, RESV was incorporated into poly(ε-caprolactone-co-L-lactide) (PLCL) fibers to alleviate oxidative stress and inflammation, acting as the outer layer of the grafts. The PCL/KNPs//PLCL/RESV bilayer grafts were capable of promoting endothelial cell proliferation while inhibiting the excessive proliferation of smooth muscle cells. Notably, bilayer grafts could regulate macrophage polarization toward the M2 phenotype. In rat abdominal aorta replacement models, the grafts retained patency for 3 months. These grafts could accelerate endothelialization without apparent intimal hyperplasia, thrombosis, inflammation, and calcification. These bilayer grafts are promising for small-diameter tissue-engineered vascular grafts. Statement of Significance • S-nitrosated keratin nanoparticles (KNPs) were synthesized and subsequently electrospun to prolong the NO release for 25 d. • Resveratrol (RESV) was incorporated into PLCL fibers to alleviate oxidative stress and inflammation. • Bilayer grafts promoted EC proliferation while inhibiting SMC proliferation. • Bilayer grafts accelerated endothelialization without intimal hyperplasia, thrombosis, and calcification in vivo.

研究领域: 生物材料 · 组织工程 · 纳米技术 · 心血管医学 · 药学 · 生物医学工程
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FUEL · 2024 · IF 6.7

A core-shell structured S-1@ZSM-5 catalyst with thin shell and weak surface acidity for stable methanol aromatization to para-xylene

Xueqing Wu,Chuntao Cao,Ruwei Yao,Tingjun Fu,Zhong Li

A core-shell structured S-1@ZSM-5 was prepared by a seed-induced method, and its physicochemical properties and catalytic performance in methanol aromatization were studied based on the growth control of ZSM-5 shell. Results revealed that the ZSM-5 shell can be well coated on the surface of the silicalite-1 (S-1) seed under a low temperature crystallization, which induced the formation of worm-like morphology with a controllable shell thickness of 30 nm. Importantly, the weak acid sites dominated by Lewis acid sites can be constructed based on the control of growth degree. For methanol aromatization, the weak acid sites not only ensured the aromatization reaction, but also inhibited the isomerization and alkylation of para-xylene. The selectivity of aromatics and para-xylene in xylene reached 25.96% and 47.53%, respectively. The thin shell promoted the rapid removal of the coke precursor, which gave the catalyst a relatively long lifetime. Interestingly, on such a shell with weak acid sites, the limited sites can be easily covered by coke deposition along with the reaction progress, and thus the para-xylene selectivity can be gradually increased to 73.81%. Additionally, protective desilication was implemented for core-shell catalysts, and the aromatic selectivity was decreased while the catalytic lifetime and para-xylene selectivity remained unchanged. This reflected the inherent catalytic stability for methanol aromatization due to the thin shell and weak acidity. This work provides a new preparation strategy for ZSM-5 with high para-xylene selectivity and catalytic lifetime based on the direct synthesis of suitable acid sites and the diffusion channels.

研究领域: 催化 · 化学工程 · 材料科学 · 化学
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