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FOOD CHEMISTRY · 2019 · IF 5.399

Identification of dihydro-β-ionone as a key aroma compound in addition to C8 ketones and alcohols in Volvariella volvacea mushroom

Xiaodong Xu,Rui Xu,Qian Jia,Tao Feng,Qingrong Huang,Chi-Tang Ho,Shiqing Song

The volatile compounds of Volvariella volvacea mushroom were investigated by solvent assisted flavor evaporation (SAFE)/gas chromatography-mass spectrometry (GC–MS), gas chromatography-olfactometry (GC-O), odor activity value (OAV), combined with aroma reconstitution and omission. The results showed that a total of 63 compounds were detected after SAFE extraction. A total of 26 compounds were determined after GC-O and 17 compounds whose OAV greater than 1 were subjected to reconstitution and omission experiments. The results showed that dihydro-β-ionone, 1-octen-3-one, 1-octen-3-ol, γ-undecalactone, 3-octanol, 2-octanone, hexanal, 2-methylbutanal, camphene, carvone, 2-nonanone, and phenylacetaldehyde have been successfully identified as the key aroma compounds. More significantly, dihydro-β-ionone as a key aroma compound was first found in Volvariella volvacea mushroom.

研究领域: 食品科学 · 微生物学
✓ 已验证 DOI PubMed 高影响因子
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BIOCHEMICAL ENGINEERING JOURNAL · 2025 · IF 3.8

Polyvinylpyrrolidone-assisted in situ enzymes encapsulation within ZIF-8 for enhanced glycerol conversion

Linsong Luo,Xiao Han,Xiaoyan Dong,Qinghong Shi,Yan Sun

The growth of biodiesel and oleochemical industries results in substantial surpluses of glycerol and consistently low prices. To absorb this surplus, we report a polymer-assisted in situ enzymes encapsulation strategy in which glycerol dehydrogenase (GDH) is encapsulated with polyvinylpyrrolidone (PVP) and cysteine (Cys) within ZIF-8 for glycerol conversion. The results showed that the encapsulated GDH/ZIF-8 composites presented stronger substrate affinities and higher catalytic efficiencies than free GDH as well as good stability. Among the free GDH and GDH/ZIF-8 composites, GDH/Cys/PVP@ZIF-8 presented the highest relative activity of 300.7 %. This could be attributed to the structural evolution of the encapsulated GDH and the formation of a more hydrophilic microenvironment around GDH during complexation with PVP. To increase cofactor utilization, a cofactor self-sufficient cascade system was constructed by encapsulating GDH and forming H 2 O NADH oxidase (Nox) with PVP and Cys within ZIF-8 for the conversion of glycerol to 1,3-dihydroxyacetone (DHA). At the optimal GDH:Nox molar ratio (4:1) and a substrate concentration of 100 mM, the DHA yield reached approximately 4.2 mM in GDH-Nox/Cys/PVP@ZIF-8, and the total turnover number of GDH-Nox/Cys/PVP@ZIF-8 reached 2787 at 0.05 µM NAD + , indicating its feasibility for large-scale DHA production. This work has thus provided a promising procedure of co-immobilizing enzymes via Cys/PVP-assisted in situ encapsulation within ZIF-8 for the development of economically viable multienzyme biocatalysts for glycerol conversion.

CAS / MDL: 5970-45-6 693-98-1
研究领域: 生物化学 · 工业生物技术
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Materials Express · 2024 ·Vol. 14 ·期 5 ·734-739 · IF 0.7

Flavopiridol-loaded lubricative microspheres for osteoarthritis treatment in rabbit

Chen Zhi,Wen Di

Osteoarthritis considerably affects the daily activities of humans and pets. Medication is an effective treatment option for osteoarthritis. However, commonly used medications require frequent injections or oral administration, which may cause side effects such as gastrointestinal reactions, drug overdose, and missed doses. In this study, we developed lubricative drug-releasing microspheres based on poly(lactic-co-glycolic acid) (PLGA), for the treatment of osteoarthritis. PLGA microspheres formed using microfluidic electronic technology have uniform spherical morphology, sufficient biocompatibility, and excellent drug-release performance. Animal experiments in rabbits have shown that flavopiridol-loaded PLGA is an effective drug carrier for osteoarthritis treatment, since it promotes glycosaminoglycan deposition. Therefore, our flavopiridol-loaded lubricating microspheres is anticipated to exhibit considerable potential for osteoarthritis treatment in humans and pets.

研究领域: 药学 · 生物医学工程 · 动物医学
✓ 已验证 DOI 高影响因子
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JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS · 2024 · IF 2.7

Design, synthesis, in-vitro biological profiling and molecular docking of some novel oxazolones and imidazolones exhibiting good inhibitory potential against acetylcholine esterase

Iqra Saleem Naz Babari,Muhammad Islam,Hamid Saeed,Humaira Nadeem,Fariha Imtiaz,Awais Ali,Nusrat Shafiq,Abdulaziz Alamri,Rabia Zahid,Imran Ahmad

Heterocyclic compounds with oxazole and imidazole rings in their structure have disclosed momentous biological aptitudes. Taking into account their superlative attributes, the present study was designed to introduce a new synthetic scheme to make new derivatives with tremendous futuristic pharmacological potentialities. Series of Oxazolones were synthesized by using substituted benzaldehyde with benzyl halides to produce respective benzaldehyde derivatives 1 (a–d) which further reacted with hippuric acid to yield oxazolones 2 (a–e). Newly synthesized oxazolones then reacted with 4-chloroaniline to yield corresponding imidazolones 3 (a–e). All the compounds were characterized by using FTIR and NMR spectroscopic techniques. Docking studies of Compounds were conducted using AutoDock Vina and analyzed with PYMOL. All synthesized oxazolone and imidazolone derivatives exhibited antioxidant potential, demonstrated by their IC50 values compared to ascorbic acid standard. Oxazolone derivatives (2a–2e) exhibited good acetyl cholinesterase inhibitory potential whereas Imidazolone series did not show significant inhibition as shown by their IC50 values compared to donepezil as a standard. Docking studies of all compounds against acetylcholinesterase demonstrated favorable binding affinity, indicating their potential for further in-vivo studies. It is notable that novel compounds of both oxazolones and Imidazolone series exhibited antioxidant potential with maximum percentage inhibition of 75.9 (IC50 12.9 ± 0.0573 µM/mL) by compound 2d while compound 2a showed AChE inhibitory potential with maximum %age inhibition of 75.49 (IC50 7.8 ± 0.0218 µM/mL).Communicated by Ramaswamy H. Sarma

CAS / MDL: 69-78-3
研究领域: 药物化学 · 药理学 · 生物化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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MACROMOLECULAR RESEARCH · 2012 ·Vol. 21 ·期 6 ·681-686 · IF 1.153

Synthesis and characterization of poly(N-arylenebenzimidazole ketone ketone)s

Xu Yewei,Tang Jie,Chang Guanjun,Zhu Fanghua,Luo Xuan,Zhang Lin

Poly( N -arylenebenzimidazole ketone ketone)s (PNABIKKs) consisting of m - and p -phenylene linkages have been synthesized by nucleophilic aromatic substitution from bis(benzimidazolyl) derivatives containing sulfonyl, carbonyl, and ether groups with activated aromatic difluorides in sulfolane at 210 °C in the presence of anhydrous potassium carbonate. The structures of the polymers were characterized by means of Fourier tramsfom infrared (FTIR), proton nuclear magnetic resonance ( 1 H NMR) spectroscopy, and elemental analysis, and the results were largely consistent with the proposed structure. Differential scanning calorimetry (DSC) and thermogravimetric analysis (TG) measurements demonstrated that polymers had high glass transition temperatures ( T g >220 °C) and good thermal stability with high decomposition temperatures ( T D >480 °C). These novel polymers also showed good solubility.

研究领域: 高分子化学 · 材料科学
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JOURNAL OF ORGANIC CHEMISTRY · 2021 · IF 4.354

Copper-Catalyzed Three-Component Reactions of α-Ketoaldehyde, 1,3-Dicarbonyl Compound, and Organic Boronic Acid in Water: A Route to 1,4-Diketones

Qi Xia,Xiang Li,Xi Fu,Yaxuan Zhou,Yanqing Peng,Jiayi Wang,Gonghua Song

A novel three-component reaction of α-ketoaldehydes, 1,3-dicarbonyl compounds, and organic boronic acids catalyzed by CuO in water has been developed to give a wide range of products containing 1,3/1,4-diketones. The method has some advantages such as the use of readily available starting materials, wide substrate scopes, excellent yields, gram-scale synthesis, and mild reaction conditions.

CAS / MDL: 1317-38-0
研究领域: 有机化学 · 合成化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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PEST MANAGEMENT SCIENCE · 2023 ·Vol. 79 ·期 10 ·3570-3580 · IF 4.1

Metabolic responses of tea (Camellia sinensis L.) to the insecticide thiamethoxam

Weiting Jiao,Ping Zhang,Chuanjian Cui,Min Yan,Qing X. Li,Yongfeng Tang,Nan Zhang,Xinyi Wang,Ruyan Hou,Rimao Hua

Background Thiamethoxam (TMX) is insecticidal, but also can trigger physiological and metabolic reactions of plant cycles. The objective of this work was to evaluate the physiological and metabolic effect of TMX on tea plants and its potential benefits. Results In this study, dose of TMX (0.09, 0.135 and 0.18 kg a.i./ha) were tested. Except for peroxidase (POD) and glutathione S-transferase (GST), chlorophyll, carotenoid, catalase (CAT) and malondialdehyde (MDA) were significantly affected compared with the controls. The CAT activity was increased by 3.38, 1.71, 2.91 times, respectively, under three doses of TMX treatment. The metabolic response between TMX treatment and control groups on the third day was compared using a widely targeted metabolomics. A total of 97 different metabolites were identified, including benzenoids, flavonoids, lipids and lipid-like molecules, organic acids and derivatives, organic nitrogen compounds, organic oxygen compounds, organoheterocyclic compounds, phenylpropanoids and polyketides, and others. Those metabolites were mapped on the perturbed metabolic pathways. The results demonstrated that the most perturbation occurred in flavone and flavonol biosynthesis. The beneficial secondary metabolites luteolin and kaempferol were upregulated 1.46 and 1.31 times respectively, which protect plants from biotic and abiotic stresses. Molecular docking models suggest interactions between TMX and flavonoid 3-O-glucosyltransferase. Conclusion Thiamethoxam spray positively promoted the physiological and metabolic response of tea plants. And this work also provided the useful information of TMX metabolism in tea plants as well as rational application of insecticides. © 2023 Society of Chemical Industry.

CAS / MDL: 64-18-6
研究领域: 农业科学 · 植物生理学 · 代谢组学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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FOOD CHEMISTRY · 2023 · IF 8.8

GC–MS, GC–O, and sensomics analysis reveals the key odorants underlying the improvement of yellow tea aroma after optimized yellowing

Yuming Wei,Jixin Zhang,Tiehan Li,Mengjie Zhao,Zhenshuo Song,Yujie Wang,Jingming Ning

An optimized yellowing process for yellow tea (YT) was recently developed. The study found that the optimized yellowing process caused a significant increase in sweet and floral aromas by 31.3% and 24.0%, respectively. A total of 21 aroma-active compounds were identified using gas chromatography-mass spectrometry (GC–MS) and gas chromatography–olfactometry (GC-O) combined with sensomics analysis. Quantification of the 15 aroma-active compounds and calculation of odor activity values (OAVs) showed that the OAVs of sweet and floral aroma compounds increased significantly by 986.2% and 46.4%, respectively, after the optimized yellowing process. Sensory-directed aroma reconstitution and omission experiments confirmed that dimethyl sulfide, 3-methylbutanal, β -ionone, β -damascenone, geraniol, phenylacetaldehyde, and linalool were the key odorants in YT after the optimized yellowing process. Odorant addition tests further demonstrated that β -damascenone (OAV 590.4) was the main odorant for YT sweet aroma enhancement, while β -ionone (OAV 884.6) was the main odorant for YT floral aroma enhancement.

CAS / MDL: 110-38-3
研究领域: 食品科学 · 茶叶加工学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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FOOD CHEMISTRY · 2020 · IF 6.306

Kinetic study on the generation of furosine and pyrraline in a Maillard reaction model system of d-glucose and l-lysine

Hang Yu,Qili Zhong,Yunfei Xie,Yahui Guo,Yuliang Cheng,Weirong Yao

A kinetic model for Maillard reaction (MR) model system of d -glucose and l -lysine was established; activation energy ( Ea ) of each step was calculated. Potential generation pathways of furosine and pyrraline were a combination of either 3-deoxyglucosone (3-DG) or methylglyoxal (MG) with l -lysine. Ea value for furosine generated through 3-DG pathway was 81.70 ± 14.01 kJ mol −1 , which was significantly higher than that through MG pathway (52.08 ± 4.48 kJ mol −1 ). As for pyrraline, Ea for the 3-DG pathway (53.45 ± 4.02 kJ mol −1 ) was significantly lower than that through the MG pathway (110.22 ± 18.77 kJ mol −1 ). Results of the kinetic study indicated that furosine was preferred to be generated through the MG pathway since MG is more likely to react with each other and form a furan ring as a precursor of furosine. Pyrraline was more easily to be generated from the 3-DG pathway through cyclization of 1,4-dicarbonyl compounds to pyrrole.

研究领域: 食品科学 · 生物化学
✓ 已验证 DOI PubMed 高影响因子
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TOXICOLOGY · 2024 · IF 4.8

Tetrabromobisphenol A reduces male rats reproductive organ coefficients and disrupting sexual hormone by causing oxidative stress

Yu Han,Zhiquan Liu,Liping Lu,Binhao Wang,Wenbing Li,Xia Yuan,Jiafeng Ding,Hangjun Zhang,Jing Liu

Tetrabromobisphenol A (TBBPA) has become a topic of public attention due to its pervasive detection in the environment and organisms in recent decades. However, limited information is available regarding the toxicity of TBBPA on reproductive ability of male mammals. Herein, the reproductive toxicity of TBBPA was investigated in male rats to fill the knowledge gap. In this study, male rats were exposed to TBBPA (0, 10, 100, and 1000 mg/kg) for 6 weeks. Subsequently, body and organ indexes, histopathological evaluation of testis and epididymis, ultrastructural observation of sperm, testosterone and progesterone levels, and oxidative stress indicators were conducted to reveal corresponding mechanisms. Results obtained showed that compare to the control group, the body weight, testes weight, epididymis weight, seminal vesicle and coagulation glands weight of rats in the 1000 mg/kg group lost 8.30   %, 16.84   %, 20.16   %, 19.72   % and 26.42   %, respectively. Intriguingly, exposure to TBBPA (10, 100, 100 mg/kg) resulted in substantial pathological damage in testis, epididymis and sperm. TBBPA exposure also increased malondialdehyde (MDA) and hydrogen peroxide (H 2 O 2 ) contents, as well as superoxide dismutase (T-SOD) and catalase (CAT) activities in testicular tissue. What’s more, the testosterone and progesterone levels in male rat serum were significantly decreased after exposure to TBBPA for 6 weeks. Meanwhile, results of molecular docking showed that TBBPA has a strong affinity with estrogen receptors (ERs). These findings demonstrated that TBBPA exposure negatively impacts the reproductive ability of male rats, thus providing new insights for risk assessment for reproductive health under TBBPA exposure.

CAS / MDL: 8001-30-7 79-94-7
研究领域: 毒理学 · 生殖健康 · 环境科学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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MOLECULES · 2018 ·Vol. 23 ·期 12 ·3083 · IF 3.098

A Null B-Ring Improves the Antioxidant Levels of Flavonol: A Comparative Study between Galangin and 3,5,7-Trihydroxychromone

Xiaojian Ouyang,Xican Li,Wenbiao Lu,Xiaojun Zhao,Dongfeng Chen

To clarify the role of theB-ring in antioxidant flavonols, we performed a comparative study between galangin with a nullB-ring and 3,5,7-trihydroxychromone without aB-ring using five spectrophotometric assays, namely,•O2−-scavenging, 1,1-diphenyl-2-picrylhydrazyl radical (DPPH•)-scavenging, 2-phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide radical-scavenging, 2,2′-azino-bis(3-ethylbenzo-thiazoline-6-sulfonic acid) radical-scavenging, and Fe3+-reducing activity. The DPPH•-scavenging reaction products of these assays were further analyzed by ultra-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry (UPLC-ESI-Q-TOF-MS/MS) technology. In the five spectrophotometric assays, galangin and 3,5,7-trihydroxychromone dose-dependently increased their radical-scavenging (or Fe3+-reducing) percentages. However, galangin always gave lower IC50values than those of 3,5,7-trihydroxychromone. In the UPLC-ESI-Q-TOF-MS/MS analysis, galangin yielded galangin-DPPH adduct MS peaks (m/z662, 434, 301, 227,196, and 151) and galangin-galangin dimer MS peaks (m/z538, 385, 268, 239, 211, 195, and 151). 3,5,7-Trihydroxychromone, however, only generatedm/z3,5,7-trihydroxychromone-DPPH adduct MS peaks (m/z586, 539, 227, 196, and 136). In conclusion, both galangin and 3,5,7-trihydroxychromone could similarly undergo multiple antioxidant pathways, including redox-dependent pathways (such as electron transfer (ET) and ETplusproton transfer (PT)) and a non-redox-dependent radical adduct formation (RAF) pathway; thus, the nullB-ring could hardly change their antioxidant pathways. However, it did improve their antioxidant levels in these pathways. Such improvement of theB-ring toward an antioxidant flavonol is associated with its π-π conjugation, which can provide more resonance forms and bonding sites.Keywords:antioxidant;galangin;3,5,7-trihydroxychromone;flavonol;structure–activity;B-ring

研究领域: 生物化学 · 药理学
✓ 已验证 DOI PubMed 高影响因子
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Frontiers in Bioengineering and Biotechnology · 2021 · IF 5.89

Immobilized Fe3O4-Polydopamine-Thermomyces lanuginosus Lipase-Catalyzed Acylation of Flavonoid Glycosides and Their Analogs: An Improved Insight Into Enzymic Substrate Recognition

Wang Zhaoyu,Li Yang,Li Mingyi,Zhang Xiaohui,Ji Qingxia,Zhao Xiaojuan,Bi Yanhong,Luo Si

The conversion of flavonoid glycosides and their analogs to their lipophilic ester derivatives was developed by nanobiocatalysts from immobilizing Thermomyces lanuginosus lipase (TLL) on polydopamine-functionalized magnetic Fe3O4 nanoparticles (Fe3O4-PDA-TLL). The behavior investigation revealed that Fe3O4-PDA-TLL exhibits a preference for long chain length fatty acids (i.e., C10 to C14) with higher reaction rates of 12.6–13.9 mM/h. Regarding the substrate specificity, Fe3O4-PDA-TLL showed good substrate spectrum and favorably functionalized the primary OH groups, suggesting that the steric hindrances impeded the secondary or phenolic hydroxyl groups of substrates into the bonding site of the active region of TLL to afford the product.

研究领域: 生物化学 · 酶工程 · 有机化学
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