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JOURNAL OF HETEROCYCLIC CHEMISTRY · 2024 · IF 2

Synthesis of 1-(4-hydroxybutyl)-2-benzoyl indoles from 2-pyrrolidine benzaldehydes and α-bromoacetophenones in deep eutectic solvent

Guofang Jiang,Can Zhang,Xiaohong Xing,Jinbo Ouyang,Hong Yang,Zongbo Xie,Zhanggao Le

A novel and highly efficient method for the synthesis of 1-(4-hydroxybutyl)-2-benzoyl indoles from 2-pyrrolidine benzaldehyde and α -bromoacetophenone in a choline chloride (ChCl)/ZnCl 2 eutectic mixture was developed. This method, which does not require any catalyst, additive, or alkali, is useful for realizing tandem cyclization reactions. Several indoles were produced after cyclization and ring opening processes. Not all the compounds obtained are reported in the literature. This synthetic strategy proves that deep eutectic solvents can replace catalysts and organic solvents. Consequently, this is an environmentally friendly strategy that has significant potential in the development of green and sustainable chemistry.

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Drug Design Development and Therapy · 2022 · IF 4.319

Ultrasound-Assisted Extraction of Total Saponins from Aralia taibaiensis: Process Optimization, Phytochemical Characterization, and Mechanism of α-Glucosidase Inhibition

Huan Li,Bingtao Zhai,Jing Sun,Yu Fan,Junbo Zou,Jiangxue Cheng,Xiaofei Zhang,Yajun Shi,Dongyan Guo

Purpose Aralia taibaiensis, a medicinal food plant, and total saponins from its root bark extract inhibit α-glucosidase activity, which is associated with type 2 diabetes; however, the inhibitory mechanism is unknown. Furthermore, a green extraction technique superior to conventional hot reflux extraction (HRE) is needed for the rapid and easy extraction of A. taibaiensis total saponins (TSAT) to exploit and utilize this resource. Our aim was to develop a green extraction method for obtaining TSAT and to investigate the mechanism by which TSAT inhibits α-glucosidase.Materials and Methods In this study, the ultrasound-assisted extraction (UAE) process was optimized using a Box–Behnken design, and the extraction mechanism was investigated using scanning electron microscopy (SEM). High-performance liquid chromatography (HPLC) was used for qualitative and quantitative analyses of TSAT. In vitro glycosylation assays, enzyme kinetics, fluorescence spectroscopy measurements, atomic force microscopy (AFM), Fourier transform infrared spectroscopy (FT-IR) and molecular docking techniques were used to investigate the mechanism by which the A. taibaiensis active ingredients inhibit α-glucosidase.Results The optimal parameters for the extraction yield were obtained as an ethanol concentration of 73%, ultrasound time of 34 min, ultrasound temperature of 61 °C and solid–liquid ratio of 16 g/mL, which were better than HRE. The SEM analysis showed that UAE effectively disrupted plant cells, thus increasing the TSAT yield. In vitro α-glucosidase inhibition experiments showed that both TSAT and its active ingredient, araloside A, inhibited α-glucosidase activity by binding to α-glucosidase, thereby changing the conformation and microenvironment of α-glucosidase to subsequently inhibit enzyme activity.Conclusion The optimal extraction conditions identified here established a basis for future scale-up of ultrasound extraction parameters with the potential for obtaining maximum yields. In vitro enzyme inhibition experiments investigated the mechanism of the TSAT interaction with α-glucosidase and further explored whether araloside A may be the main contributor to the good inhibition of α-glucosidase activity by TSAT.

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INTERNATIONAL JOURNAL OF HYDROGEN ENERGY · 2019 · IF 4.084

Co-based zeolitic imidazolate framework ZIF-9 membranes prepared on α-Al2O3 tubes through covalent modification for hydrogen separation

Jiaqin Liu,Chuanyao Liu,Aisheng Huang

Hydrogen has been regarded as the most promising clean and renewable energy. Beside the production of the hydrogen, the separation of hydrogen is also an import issue before it can be used in fuel cells. Membrane-based separation technologies have gained considerable attentions due to its high efficiency and low energy consumption. Zeolite imidazolate framework (ZIF) membranes have drawn intense interest due to their zeolite-like properties such as permanent porosity, uniform pore size and exceptional thermal and chemical stability. It is rather challenged to prepare well-intergrown Co-based zeolitic imidazolate frameworks (ZIFs) membranes on porous α-Al 2 O 3 tubes since Co-based ZIFs prefer to form crystals in the synthesis solution rather than grow as membrane layer on the support surface. In this work, we report the preparation of high-quality ZIF-9 membrane with high H 2 /CO 2 selectivity and excellent thermal stability by using 3-aminopropyltriethoxysilane (APTES) as a covalent linker to modify the α-Al 2 O 3 tube. Due to the formation of covalent bonds between APTES and ZIF-9, ZIF-9 nutrients are bound to the support surface, thus promoting the growth of dense and phase-pure ZIF-9 membrane with a thin thickness of about 4.0 μm. The gas separation performances of the ZIF-9 membrane were evaluated by single gas permeation and mixture gas separation of H 2 /CO 2 , H 2 /N 2 and H 2 /CH 4 , respectively. The mixture separation factors of H 2 /CO 2 , H 2 /CH 4 , and H 2 /N 2 of the ZIF-9 membrane are 21.5, 8.2 and 14.7, respectively, which by far exceeds corresponding Knudsen coefficients. Moreover, the as-prepared ZIF-9 membrane exhibits excellent stability at a relatively broad range of operating temperature, which is beneficial for the industrial application of hydrogen separation or further membrane reactor .

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Journal of Environmental Sciences · 2019 · IF 3.556

A novel graphene oxide-carbon nanotubes anchored α-FeOOH hybrid activated persulfate system for enhanced degradation of Orange II

Shanshan Su,Yuyang Liu,Wei He,Xianchun Tang,Wei Jin,Yaping Zhao

Persulfate activation has been applied as one of the efficient advanced oxidation processes (AOPs) to remediate polluted environments. In this study, a novel α-FeOOH anchored by graphene oxide (GO)-carbon nanotubes (CNTs) aerogel (α-FeOOH@GCA) nanocomposite activated persulfate system (α-FeOOH@GCA + K 2 S 2 O 8 ) was applied for decolorization of Orange II (OII). The decolorization of OII was remarkably enhanced to a level of ~   99% in this system compared with that of pristine α-FeOOH (~   44%) or GO-CNTs (~   18%). The enhanced catalytic activity of α-FeOOH@GCA was due to the formation of a heterojunction by α-FeOOH and GO-CNTs as confirmed by the presence of Fe–O–C chemical bonds. The degradation intermediates of OII were comprehensively identified. The proposed degradation pathway of OII begins with the destruction of the conjugated structures of OII by the dominant reactive oxygen species , surface-bound SO 4 •− . The decolorization efficiency of OII by the α-FeOOH@GCA activated persulfate system decreased from the first to third cycle of recycling. Ultraviolet (UV) irradiation or introduction of a small amount of Fe 2+ could restore the activation of this system. The results show that the α-FeOOH@GCA persulfate activation system promises to be a highly efficient environmental remediation method for organic pollutants .

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Catalysis Science & Technology · 2022 ·Vol. 12 ·期 21 ·6384-6397 · IF 6.177

Quantum effect and Mo–N surface bonding states of α-MoC1−x modified carbon nitride for boosting photocatalytic performance

Zhi Zhu,Reeti Kumar,Liwen Luo,Sunita Varjani,Pengwei Huo,Jonathan Woon-Chung Wong,Jun Zhao

Photocatalytic degradation of pharmaceuticals in the aquatic environment is considered a promising strategy to address water pollution. In this study, a novel photocatalyst was constructed by decorating g-C3N4 (CN) with α-MoC1−x quantum dots (α-MoC1−x-QDs) through a facile calcination method. The catalyst showed enhanced tetracycline (TC) degradation performance under visible light. The unique Mo–N surface bonding states and quantum effect leading to superior TC degradation activity (89.1%) compared to pure CN (21.8%) were reported and revealed. More importantly, the mechanism for the significant enhancement of photocatalytic activity of the catalyst was investigated by DFT (density functional theory) calculations and photo-electrochemistry measurements. The results confirmed that the effect of α-MoC1−x-QDs on CN improved the light absorption capacity obviously, and the Mo–N surface bonding states accelerated the charge migration from CN to α-MoC1−x-QDs. Moreover, the TC degradation pathway, intermediates and photogenerated carrier transfer behaviors were also discussed in depth. This research provides a new strategy for the construction of noble-metal-free co-catalyst/semiconductor composite materials in the photocatalytic degradation of antibiotics.

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NEW JOURNAL OF CHEMISTRY · 2022 ·Vol. 46 ·期 9 ·4272-4282 · IF 3.925

Activation of Na2S2O8 by α-Fe2O3/CuS composite oxides for the degradation of Orange II under visible light irradiation

Yu Lei,Huiqi Wu,Jianfeng Ma,Hao Cheng,Sridhar Komarneni

Layered α-Fe2O3/CuS nanoflowers with abundant active sites were synthesized by a hydrothermal method. The heterogeneous composite catalyst of α-Fe2O3/CuS nanoflowers exhibited a remarkable degradation capacity of 97.8% within 25 min for the Orange II (OII) dye under visible light, which was attributed to the synergistic effect of Na2S2O8 to generate ˙SO4− and ˙OH radicals. The initial pH tests revealed that this system showed better adaptability for its application in a wider pH range (pH = 3–9). In addition, the degradation of different azo dyes such as methylene blue (MB), Orange G (OG) and malachite green (MG) was also studied under the same conditions. The catalyst was characterized by X-ray powder diffraction (XRD), scanning electron microscopy (SEM) and X-ray photoelectron spectroscopy (XPS) to analyze its size, morphology, valence states of elements and chemical components. α-Fe2O3/CuS was further characterized using a vibrating sample magnetometer (VSM) and diffuse reflectance spectroscopy (DRS) to demonstrate its magnetic properties and light absorption capacity. Moreover, α-Fe2O3/CuS showed good recovery and reuse performance as a catalyst after four repeated cycles. A possible mechanism of degradation was proposed by quenching and ESR experiments, which revealed that the highly active species of ˙SO4−, ˙OH and ˙O2− enhanced the photocatalytic performance of the photocatalytic system.

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ADVANCED SYNTHESIS & CATALYSIS · 2018 ·Vol. 361 ·期 3 ·556-561 · IF 5.123

Imine Reductase-Catalyzed Enantioselective Reduction of Bulky α,β-Unsaturated Imines en Route to a Pharmaceutically Important Morphinan Skeleton

Peiyuan Yao,Zefei Xu,Shanshan Yu,Qiaqing Wu,Dunming Zhu

The morphinan skeleton is an important sub-structure in many medicines such as dextromethorphan, and can be constructed from 1-benzyl-1,2,3,4,5,6,7,8-octahydroisoquinoline (1-benzyl-OHIQ) derivatives. 1-Benzyl-3,4,5,6,7,8-hexahydroisoquinolines (1-benzyl-HHIQs), the precursors of 1-benzyl-OHIQs, constitute a type of bulky α, β-unsaturated imines. Until now, the application of imine reductases (IREDs) to α, β-unsaturated imines has only rarely been reported. In this study, through evaluation of 48 IREDs, both enantiomers of 1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline (1-(4-methoxybenzyl)-OHIQ) were obtained in high yield and excellent optical purity. Among the enzymes, the most steric hindrance-tolerant IRED from Sandarearacinus amylolyticus (IR40) was able to convert various phenyl substituted 1-benzyl-HHIQ to the corresponding 1-benzyl-OHIQ derivatives with excellent enantiometric excess. These results provide an effective route to synthesize these important compounds via enantioselective reduction of bulky α, β-unsaturated imine precursors, which can be readily prepared from 2-(1-cyclohexenyl)ethylamine and corresponding aryl acetic acids.

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JOURNAL OF CHROMATOGRAPHY A · 2025 · IF 4

Separation of sesquiterpene glycosides with α-glucosidase inhibitory activity from Eriobotrya japonica (Thunb.) leaves by high-speed countercurrent chromatography

Chenlei Ma,Honglei Bao,Beibei Zhu,Junchao Zhu,Songlin Chen,Huawei Lv,Chu Chu,Shengqiang Tong

Micro-fraction bioactivity profiling and high speed countercurrent chromatography were performed for screening and isolation of components with α -glucosidase inhibitory activity from Eriobotrya japonica (Thunb.) leaves. Three sesquiterpene glycosides and a number of known pentacyclic triterpene acids, including a new compound, were successfully screened. Sesquiterpene glycosides were found to have α -glucosidase inhibitory activity for the first time. An efficient strategy for preparative separation of the three sesquiterpene glycosides from E. japonica leaves by column chromatography combined with two-step high speed countercurrent chromatographic separation was established. Two biphasic solvent systems, including n-hexane-ethyl acetate-methanol-water (5:95:5:95, v/v) and ethyl acetate-ethanol-water (100:20:80, v/v), were selected. In the first countercurrent chromatographic separation, 17.50 mg of sesquiterpene glycoside 1 with 92.9% purity and 15.11 mg of sesquiterpene glycoside 3 with 94.4% purity were isolated from 80.10 mg of partially purified fraction I, and in the second separation, 4.42 mg of new sesquiterpene glycoside 2 with 94.9% purity were isolated. Each screened compound was evaluated by α -glucosidase inhibition assay, and results showed that the new sesquiterpene glycoside 2 had high inhibitory activity with IC 50 = 7.83±0.01 μ M.

CAS / MDL: 3767-28-0
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2025 · IF 8.5

Rapid and efficient separation of eucalyptus hemicellulose by synergistic catalysis of acid and ketone in α-ketoglutaric acid pretreatment

Xiangyu Li,Rongxiao Wei,Liansheng Chen,Yongkang Mo,Chengrong Qin,Chen Liang,Baojie Liu,Caoxing Huang,Shuangquan Yao

The efficient catalytic hydrolysis and mitigation of unstable structural transitions in lignin are essential for the commercialization of organic acid pretreatment. A novel binary carboxylic acid pretreatment utilizing α-ketoglutaric acid (AKA) was developed, which exploits a distinctive ion-pair biomimetic catalytic mechanism along with the activation of the ketone group. Under optimal AKA pretreatment conditions (5 % acid concentration, 150 °C, 45 min), the hemicellulose separation yield reached 85.21 %. The rapid and efficient separation of eucalyptus hemicellulose results from the low pKa value and the ion-pair biomimetic catalytic mechanism of AKA. The lignin structure exhibited greater integrity (β-O-4: 47.45 %) and a higher phenolic hydroxyl content (1.82 mmol·g −1 ) compared to conventional binary carboxylic acid pretreatments (maleic and oxalic acids). These findings indicated that the recondensation of lignin, which occurs after the cleavage of aryl-ether bonds during acidic catalysis, was inhibited by the activation of ketone groups during AKA pretreatment. This study introduces an innovative methodology for developing efficient binary carboxylic acid pretreatment procedures focused on selective hemicellulose separation, emphasizing effective catalytic hydrolysis and the maintenance of lignin reactivity.

CAS / MDL: 112-80-1
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Food Bioscience · 2024 · IF 4.8

Rapid determination of α-lactalbumin in raw cow's milk and recombined milk using an immunochromatographic assay strip analysis method

Jialin Hu,Lingling Guo,Liqiang Liu,Liguang Xu,Hua Kuang,Chuanlai Xu,Xinxin Xu

α-Lactalbumin (α-La) is a common allergenic protein in dairy products, posing a potential hazard to human health. Therefore, there is an urgent need to develop an efficient and sensitive analytical method to assess the α-La content in food. After screening by cell fusion assay, we obtained a pair of monoclonal antibodies (mAbs) (mAb 1 and 9). The calculated limit of detection of the sandwich enzyme-linked immunosorbent assay (ELISA) was 3.99 ng/mL. By labeling mAbs with colloidal gold, we developed a sensitive and rapid immunochromatographic assay (ICA) strip method for the detection of α-La in dairy products. The established ICA strips showed high sensitivity and specificity for the detection of α-La, with a calculated limit of detection and a visual limit of detection of 10.33 and 50 ng/mL, respectively. The average recoveries for the determination of raw cow's milk and recombined milk using ICA strips ranged from 97.60% to 102.96%. The ICA strips showed good correlation with the high-performance liquid chromatography (HPLC) method when analyzing actual samples. The above results indicated that both methods can be used for the determination of α-La in dairy products.

CAS / MDL: 54827-17-7 F393371
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Marine Drugs · 2024 ·Vol. 22 ·期 9 ·390 · IF 4.9

Single Amino Acid Substitution in Loop1 Switches the Selectivity of α-Conotoxin RegIIA towards the α7 Nicotinic Acetylcholine Receptor

Jinpeng Yu,Junjie Xie,Yuting Ma,Pengcheng Wei,Panpan Zhang,Zepei Tang,Xiaopeng Zhu,Dongting Zhangsun,Sulan Luo

α-Conotoxins are disulfide-rich peptides obtained from the venom of cone snails, which are considered potential molecular probes and drug leads for nAChR-related disorders. However, low specificity towards different nAChR subtypes restricts the further application of many α-conotoxins. In this work, a series of loop1 amino acid-substituted mutants of α-conotoxin RegIIA were synthesized, whose potency and selectivity were evaluated by an electrophysiological approach. The results showed that loop1 alanine scanning mutants [H5A]RegIIA and [P6A]RegIIA blocked rα7 nAChR with IC50s of 446 nM and 459 nM, respectively, while their inhibition against rα3β2 and rα3β4 subtypes was negligible, indicating the importance of the fifth and sixth amino acid residues for RegIIA’s potency and selectivity. Then, second-generation mutants were designed and synthesized, among which the analogues [H5V]RegIIA and [H5S]RegIIA showed significantly improved selectivity and comparable potency towards rα7 nAChR compared with the native RegIIA. Overall, these findings provide deep insights into the structure–activity relationship of RegIIA, as well as revealing a unique perspective for the further modification and optimization of α-conotoxins and other active peptides.

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IEEE SENSORS JOURNAL · 2024 · IF 4.3

Ultrahigh-Sensitivity Detection of TNF-α Based on U-Shape Single Mode-Tapered Four Core-Single Mode Fiber Biosensor

Hao-Yuan Cao,Dandan Wei,Yingying Hu,Bin Liu,Yue Fu,Juan Liu,Xing-Dao He,Jinhui Yuan,Wenbo Xiao,Qiang Wu

In this paper, a high sensitivity U-shape single mode- tapered four core-single mode (STFS) optical fiber biosensor is proposed and investigated for tumor necrosis factor-alpha (TNF-α) detection in both Phosphate Buffered Saline (1x) (PBS) and diluted serum. The surface of U-shape STFS biosensor is immobilized with TNF-α antibody (10 μg/mL), which will specifically bind with target TNF-α. The results demonstrate a Hill curve relationship between wavelength shift and TNF-α concentration (from 10 1 to 10 4 pg/mL diluted in PBS). The lowest concentration of TNF-α detected in the experiment is 10 pg/mL, with an average wavelength shift of 0.389 nm. The average wavelength fluctuation of the sensor in PBS is 0.099 nm, and the corresponding limit of detection (LOD) is 4.35 pg/mL. Results for the detection of TNF-α in blood sample is also presented. It is found that the deviation of detected TNF-α concentrations (13.00–15.03 pg/mL, calibrated by measured results in PBS) is -0.7%~14.7% compared to standard TNF-α concentration of 13.09 pg/mL in blood. This biosensor, with its simple structure and high sensitivity, has the potential to serve as a valuable reference in disease diagnosis and medical drug usage, offering promising application prospects.

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