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Polymers · 2019 ·Vol. 11 ·期 12 ·2023 · IF 3.164

Synthesis and Characterization of Novel D-A Type Neutral Blue Electrochromic Polymers Containing Pyrrole[3-c]Pyrrole-1,4-Diketone as the Acceptor Units and the Aromatics Donor Units with Different Planar Structures

Haoguo Yue,Lingqian Kong,Bo Wang,Qing Yuan,Yan Zhang,Hongmei Du,Yunyun Dong,Jinsheng Zhao

Three soluble conjugated polymers, named BEDPP, FLDPP, and CADPP, were prepared through the Suzuki polymerized reaction, and employed benzene (BE), fluorene (FL), and carbazole (CA) as the donor units, respectively. The electron-deficient molecule 2,5-bis-(2-octyldodecyl)-3,6-bis-(5-bromo-thiophene)-pyrrole[3-c]pyrrole-1,4-diketone(DPP) was introduced and used as the acceptor unit. The properties of these three copolymers were studied by a series of detailed characterization analysis, including X-ray photoelectron spectroscopy (XPS), colorimetry, electrochemical measurements, spectroelectrochemistry, kinetics, quantitative calculation, and thermogravimetric (TG) analysis, etc. The results revealed that BEDPP displayed a blue color in the neutral state and a light brown color in the oxidized state, FLDPP exhibited a cyan color in the neutral state and a gray color in the oxidized state, while CADPP displayed pure blue color in the neutral state and a light gray color in the oxidized state. All these polymers possess narrow optical band gaps lower than 1.80 eV and satisfactory thermal stability. The kinetic characterization showed that the optical contrasts (ΔT%) in the near-infrared region were superior to the visible region. The optical contrasts of BEDPP, FLDPP, and CADPP are 41.32%, 42.39%, and 45.95% in the near-infrared region, respectively, which made them a good application prospect in the near-infrared region. Amid the three polymers, CADPP has the highest coloration efficiency (around about 288 cm2·C−1) and fast switching times (0.77 s in the coloring process and 0.52 s in the bleaching process) in the visible region, and the comprehensive performance of CADPP can be comparable to that of the reported D-A (Donor-Acceptor) type blue color polymers. In general, based on the good performances and the stable neutral blue color, the three polymers had profound theoretical significance for the development of electrochromic material and the completion of the RGB (Red, Green, Blue) color space.Keywords:electrochromic;pyrrole[3-c]pyrrole-1,4-diketone;donor-acceptor;neutral blue color;conjugated polymer

✓ 已验证 DOI PubMed 高影响因子
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EUROPEAN JOURNAL OF PHARMACOLOGY · 2024 · IF 4.2

Cycloheptylprodigiosin from marine bacterium Spartinivicinus ruber MCCC 1K03745T induces a novel form of cell death characterized by Golgi disruption and enhanced secretion of cathepsin D in Non-small cell lung cancer cell lines

Xiaosi Lin,Le Dong,Qing Miao,Zhaobin Huang,Fang Wang

Prodiginines have been studied extensively for their anticancer activity, however, the majority of the research has focused on prodigiosin. In this study, cycloheptylprodigiosin (S-1) is extracted from marine bacterium Spartinivicinus ruber MCCC 1K03745 T , and its anticancer property was investigated. It exhibits remarkable cytotoxicity against a panel of human lung cancer cell lines, with the IC 50 values ranging from 84.89 nM to 661.2 nM. After 6 hours of treatment, S-1 gradually accumulates on mitochondria and lysosomes. While lower doses of S-1 induce cell cycle arrest, treatment with higher doses results in cell death in apoptotic independent manner in both NCI-H1299 and NCI-H460 cell lines. Interestingly, treatment with S-1 leads to the accumulation of LC3B-II via pathways that vary among different cell lines. In addition to its role as an autophagy inhibitor, S-1 also promotes autophagy initiation as demonstrated by the increment of EGFP fragment in the EGFP-LC3 degradation assay, however, inhibition of autophagy does not rescue cells from death induced by S-1. Mechanistically, S-1 impairs autophagic flux through disrupting acidic lysosomal pH and blocking the maturation of cathepsin D. Moreover, treatment with S-1 enhanced secretion of both pro- and mature forms of cathepsin D, coincident with disintegration of trans-Golgi network. Interestingly, S-1 does not induce ferroptosis, pyroptosis or necroptosis in NCI-H1299 cells. However, treatment of NCI-H460 cells with S-1 induces methuosis, which can be suppressed by Rac1 inhibitor EHT 1864. Our data demonstrate that S-1 is an effective anticancer agent with potential therapeutic application.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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MICROCHEMICAL JOURNAL · 2020 · IF 3.594

Improving imprinting effect by reducing sites embedding: Selective extraction of 1,2,3,4,6-penta-O-galloyl-β-d-glucose from Paeonia lactiflora Pall by hydrophilic molecularly imprinted polymers based on macromonomer and metal ion pivot

Xue Zhang,Jian Yang,Chao Wang,Yakun Sun,Zhaosheng Liu,Yanping Huang,Haji Akber Aisa

1,2,3,4,6-Penta-O-galloyl- β - d -glucose ( β -PGG) is one of active component of polyphenol tannic acid in the rhizome of radix paeoniae alba , and isolating and purifying β -PGG from crude extract of Paeonia lactiflora Pall is rather challenge work. In this paper, to reduce the embedding of imprinted sites and increase the binding capacity, β -PGG imprinted monoliths were synthesized using a strategy of combination of hydrophilic macromonomer with metal ions as pivot. With a small side chain of oligoethylene glycol, oligo (ethyleneglycol) methyl ether methacrylate (OEG) was chosen as the hydrophilic macromonomer. 4-Vinylpyridine (4-VP) and ethyleneglycol dimethacrylate was used as functional monomer and crosslinker, respectively, and Ni 2+ was adopted as metallic pivot. Polymerization parameters, including the ratio of functional monomer/template, ratios of 4-VP to Ni 2+ , and ratios of OEG to 4-VP on affinity of the resulting molecularly imprinted polymer (MIP) were systematically investigated. The structure and morphology of the obtained monolithic MIP was studied by field emission scanning electron microscopy and multipoint BET measurement. The greatest imprinting factor can be achieved to 68, which gave rise to excellent selectivity of the resulting MIP. When using the MIP as SPE absorbent, the mean recoveries for β -PGG were 74.1% with purity of 98.35%. The results demonstrated that the combination of metal ion pivot with hydrophilic macromonomer is effective approach to the balance of rigidity of imprinting cavities and polymer flexibility and increase the selectivity of the resulting MIP.

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Journal of Biomedical Nanotechnology · 2016 ·Vol. 12 ·期 7 ·1463-1477 · IF 3.929

Simultaneous Targeting of Differentiated Breast Cancer Cells and Breast Cancer Stem Cells by Combination of Docetaxel- and Sulforaphane-Loaded Self-Assembled Poly(D, L-lactide-co-glycolide)/Hyaluronic Acid Block Copolymer-Based Nanoparticles

Huang Jingbin,Tao Chun,Yu Yuan,Yu Feifei,Zhang He,Gao Jie,Wang Dong,Chen Yan,Gao Jing,Zhang Guoqing,Zhou Guichen,Liu Junjie,Sun Zhiguo,Sun Duxin,Zou Hao,Xu Hao,Lu Ying,Zhong Yanqiang

Breast cancer stem cells (BCSCs) are implicated in the initiation and progression of breast cancer and are responsible for metastasis and recurrence. In this study, we attempted to simultaneously target differentiated breast cancer cells (DBCCs) and BCSCs by using a combination of docetaxel (DTX)- and sulforaphane (SFN)-loaded poly(D, L-lactide-coglycolide)/hyaluronic acid (PLGA-b-HA)-based nanoparticles. BCSCs were identified as having an ESA+CD44+CD24– phenotype, which exhibited docetaxel resistance. Drug-loaded nanoparticles exhibited enhanced cytotoxicity towards both DBCCs and BCSCs compared with free drugs. SFN-loaded nanoparticles were more effective in inhibiting BCSCs than free SFN in vitro by down-regulating β-catenin expression. In vivo analysis of anti-tumor activity showed that the combination therapy with DTX- and SFN-loaded nanoparticles had the strongest antitumor efficacy. In vivo analysis of anti-BCSCs activity showed that the self-renewal ability of BCSCs was strongly inhibited in DTX- and SFN-loaded nanoparticle-treated groups. In conclusion, the combination of SFN- and DTX-loaded PLGA-b-HA nanoparticles shows therapeutic potential in the treatment of breast cancer by simultaneously targeting DBCCs and BCSCs.

✓ 已验证 DOI PubMed 高影响因子
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2022 · IF 5.895

Promoted Formation of Pyrazines and Sulfur-Containing Volatile Compounds through Interaction of Extra-Added Glutathione or Its Constituent Amino Acids and Secondary Products of Thermally Degraded N-(1-Deoxy-d-ribulos-1-yl)-Glutathione

Linhui Feng,Heping Cui,Pusen Chen,Khizar Hayat,Xiaoming Zhang,Chi-Tang Ho

An Amadori rearrangement product (ARP) derived from ribose (Rib) and glutathione (GSH) was prepared and identified as N-(1-deoxy-d-ribulos-1-yl)-glutathione by ultraperformance liquid chromatography–tandem mass spectrometry and NMR. Thermal treatment of the ARP aqueous solution was conducted, and a relatively high temperature was found to accelerate the degradation of the ARP. The concentration of furans formed at 120 °C was more than 6.39 times that at 100 °C, and especially, the high temperature favored the formation of furfural and 4-hydroxy-5-methyl-3(2H)-furanone through deoxyosone dehydration. The promoting role of extra-added GSH or its constituent amino acids was investigated in the volatile formation during thermal processing of the ARP. Both, the added GSH and its constituent amino acids, could timely capture glyoxal (GO) and methylglyoxal (MGO) to facilitate Strecker degradation, which improved pyrazine formation. Compared with glycine and glutamic acid, cysteine was the most effective extra-added amino acid to react with GO and MGO to produce pyrazine and methylpyrazine. More importantly, the cysteine degraded from extra-added GSH effectively accelerated the generation of sulfur-containing volatile compounds through the reaction of cysteine degradation products with furans and shorter-chain α-dicarbonyl compounds.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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FOOD CHEMISTRY · 2025 · IF 9.8

Dual role of exogenous xylose in regulating pyrazines and furans formation during the thermal degradation of Nα,Nε-di(1-deoxy-d-xylulos-1-yl)lysine through temperature, reaction time, and xylose concentration control

Han Zhang,Heping Cui,Xue Xia,Shahzad Hussain,Khizar Hayat,Xiaoming Zhang,Chi-Tang Ho

Exogenous xylose exhibited a significant temperature-dependent regulatory effect on the furans and pyrazines formation during the degradation of dual-glycated Amadori rearrangement product of lysine (Lys), N α ,N ε -di(1-deoxy- d -xylulos-1-yl)lysine ( N α ,N ε -di-Xul-Lys ARP). At 100 °C, xylose primarily enhanced the dehydration pathway of deoxypentosone. This significantly increased furans yield, while delaying lysine release by interacting with mono-glycated Lys-ARPs, thereby inhibiting the early formation of pyrazines. 120 °C accelerated the dehydration and retro-aldolization of deoxypentosone, markedly boosting furans formation and further promoting the substantial production of α -dicarbonyl compound with extra-added xylose. Additionally, xylose buffered the rapid pH decline, enhancing the α -aminoketones electrophilicity and facilitating pyrazines formation in N α ,N ε -di-Xul-Lys ARP. At 140 °C, xylose hindered furans formation but notably increased methylpyrazine levels during 30–60 min. Furthermore, increasing the xylose concentration to 60 mmol/L at 120 °C markedly enhanced glyoxal and methylglyoxal production, yielding the highest pyrazine concentration of 98.04 μg/L within 60 min.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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PHYTOMEDICINE · 2026 · IF 11.3

Multi-omics Reveals that 4′-O-β-D-glucosyl-5-O-methylvisamminol Ameliorates Acute Liver Injury by Modulating the miR-30e-3p/Tfrc Axis and a Multi-Dimensional Network of Ferroptosis, Inflammation, Metabolism, and Gut Microbiota

Tingwen Zhang,Ruihong Zou,Zheng Chen,Yawei Li,Xin Sun,Xialin Sun

Background Overuse of acetaminophen (APAP) can induce acute liver injury (ALI), and its mechanism is closely related to ferroptosis. 4′-O-β-D-glucosyl-5-O-methylvisamminol (5-O) is a natural coumarin glycoside with anti-inflammatory and antioxidant activities, but whether it can alleviate liver injury through intervention in ferroptosis and multi-dimensional mechanisms remains unclear. Purpose To explore whether 5-O can alleviate APAP-induced ALI through multiple mechanisms such as inhibiting ferroptosis, regulating inflammation, promoting lipid metabolism, and reshaping the intestinal microbiota . Methods Through in vitro and in vivo experiments, combined with CCK-8, Western blot, whole transcriptome sequencing, 16S rRNA sequencing, FMT and other techniques and methods, the mechanism of 5-O was evaluated from multiple levels such as cells, tissues, metabolism and flora. Results 5-O downregulated Tfrc/Slc39a14 in cells to reduce iron intake and upregulated Slc7a11/GPX4 to enhance antioxidant capacity. It reduced serum ALT/AST, alleviated liver tissue pathological damage, inhibited the expression of chemokines and inflammatory factors, and activated the PPARα-Fabp1/Me1 axis to promote lipid metabolism. Whole transcriptome analysis revealed that 5-O intervention was associated with upregulation of miR-30e-3p and downregulation of Tfrc, suggesting a potential role in modulating iron metabolism. Concurrently, the analysis indicated that 5-O treatment was linked to inhibition of the ferroptosis pathway and activation of the PPAR pathway. In addition, 5-O reshaped the intestinal microbiota, inhibited pro-inflammatory bacterial genera, and promoted the colonization of the probiotic Lactobacillus . Conclusion This study systematically clarified that the hepatoprotective effect of 5-O against APAP-induced liver injury is associated with a multi-dimensional network involving "ferroptosis-inflammation-metabolism-flora". The innovation lies in systematically elucidating the multi-faceted actions of a natural product, which may involve regulating ferroptosis through miR-30e-3p associated changes, cross-organ metabolic reprogramming, and microecological modulation. This work provides a candidate drug with multi-dimensional synergistic potential for the prevention and treatment of liver injury.

CAS / MDL: 103-90-2
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Sustainable Chemistry and Pharmacy · 2023 · IF 6

D-limonene as an alternative for the extraction and purification of nuciferine from lotus leaf via multi-stage vortex assisted two-phase solvent extraction integrated with solid phase extraction using mesoporous material SBA-15 as adsorbent

Jiahuan Xu,Lijin Peng,Jianbo Chu,Jing Shi,Qinmin Cui,Qiyuan Shi

This work aims to resolve the environmental pollution caused by petroleum ether in the production of pure nuciferine from lotus leaf by applying bio-based solvent (D-limonene) and green solvent (ethyl acetate). Some obvious advantages were observed, over 97% of nuciferine could be extracted by vortex assisted two-phase solvent extraction based on multi-stage strategy (MS-VTSE), over 90% of nuciferine could be recovered by solid phase extraction (SPE), and over 97% of nuciferine could be obtained by pH-dependent liquid-liquid extraction (pH-LLE). It follows that the newly developed method can not only avoid the use of petroleum ether, but also increase the yield of the whole process by 14% (57%) in comparing with the result of the original one (50%) reported in our previous study. As D-limonene could by recycled conveniently, solvents replacement has little effect on the cost of production. In a word, the newly proposed method has advantages in environmental protection and solvent saving, thus, is fitting for the green and low-cost production of pure nuciferine from lotus leaf.

CAS / MDL: 64-19-7 121-44-8
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2023 · IF 6.1

Promotion or Inhibition Effects of Exogenous Glutathione-Degraded Amino Acids on the Formation of 2,3-Butanedione and Pyrazines via Varied Pathways of Interaction with α-Dicarbonyl Compounds Derived from N-(1-Deoxy-d-xylulos-1-yl)-alanine

Tong Zhou,Xue Xia,Heping Cui,Khizar Hayat,Xiaoming Zhang,Chi-Tang Ho

The contribution of glutathione (GSH) and free amino acids degraded from GSH to the generation of pyrazines and 2,3-butanedione was illustrated during their interaction in the thermal treatment of the Amadori compound of alanine and xylose (ARP). GSH-degraded amino acids, glutamic acid (Glu), cysteine (Cys), and glycine (Gly), but not pyroglutamic acid (pGlu), could effectively capture α-dicarbonyls to facilitate the formation of pyrazines when ARP was heated with GSH. Deoxypentosones, the precursors of 2,3-butanedione, were largely consumed in the ARP–GSH model by the interaction with GSH and its degradative Cys compared with the ARP model. The addition of GSH and deoxypentosones inhibited the further degradation of deoxypentosones, resulting in less formation of 2,3-butanedione and other α-dicarbonyl compounds. Meanwhile, the reaction between GSH-degraded Cys and deoxypentosones to form sulfur-containing compounds such as thiols accelerated the consumption of deoxypentosones; thereby, the formation of 2,3-butanedione was severely interfered. However, this inhibition was compensated for by the GSH-degraded Gly through the addition between Gly and MGO and the subsequent deamination. The involvement of exogenous GSH could simultaneously boost the yields of 2,3-butanedione and pyrazines compared with those of ARP heated alone. As the degree of GSH degradation strengthened in the ARP-thermal-degraded GSH models, the yields of both pyrazines and 2,3-butanedione steadily increased.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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