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JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS · 2022 · IF 3.571

Forced degradation studies of elagolix sodium with the implementation of high resolution LC-UV-PDA-MSn (n = 1,2,3…) and NMR structural elucidation

Xueni Zhong,Qianqian Lv,Qiyun Yong,Wenping Hu,Dan Li,Shuhui Ji,Liuyue Zhan,Wenbin Chen,Min Li,Jinsheng Lin,Cuirong Sun

Elagolix sodium (ELS) is a marketed product using to release moderate to severe endometriosis-associated pain. It contains functional groups such as carboxyl group , secondary amino group , 2,4-dioxo pyrimidinyl and several benzyl or benzyl-like position hydrogen atom that are susceptive to occur stress degradation. Forced degradation studies of ELS reveal different degradation profiles of the drug substance which are conducted under photo, thermal, acidic, neutral, alkaline and hydrogen peroxide oxidative conditions in the direction of the ICH guidances. With structural elucidation of LC-PDA/UV-MS n and NMR, the degradants were identified, and seven new degradants are reported in this study. It is confirmed that most of the degradation behaviors of ELS are related to the carboxyl group and secondary amino group in the 3-carboxyl propylamine side chain. Under the oxidative condition using hydrogen peroxide as the oxidant , the secondary amine was oxidized to form an N -hydrogen amine degradant and two further degradants of amine and carbonyl analogs were generated. Under the alkaline degradation condition, the ELS is proven to be stable and no obvious degradants are produced. On the other hand, under the acidic and neutral degradation condition, the 2,4-dioxo pyrimidinyl core of elagolix sodium is stable but the carboxyl group and secondary amine will occur ring cyclization to form the δ -lactam analogs of elagolix sodium. The plausible mechanisms for the degradation of acidic, thermal, photo-degradative and hydrogen peroxide mediated oxidative of elagolix sodium are proposed. It is worth to note that DP-3–4 are the potential degradants which are only found in the solution degradation and are not the real impurities of elagolix sodium.

CAS / MDL: 631-61-8 70197-13-6
研究领域: 药物化学 · 分析化学 · 药学
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JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY · 2013 ·Vol. 24 ·期 6 ·1034-1040 · IF 1.283

An in situ ionic liquid dispersive liquid-liquid microextraction method for the detection of pyrethroids by LC-UV in environmental water samples

Yu Chen,Zhang Sanbing,Zhang Jiaheng,Li Songqing,Zhou Wenfeng,Gao Haixiang,Lu Runhua

An in situ ionic liquid dispersive liquid-liquid microextraction (IL-DLLME) method was developed as a new approach for the detection of four pyrethroid pesticides in environmental water samples. The method is fast, simple, accurate and environmentally friendly. The hydrophobic ionic liquid, [C8MIM]-NTf2, formed by the water-soluble ionic liquid [C8MIM]Cl and the ion exchange reagent LiNTf2 was used as the extraction solvent. The experimental parameters affecting the extraction efficiency, including the amount of the IL, the extraction and the centrifugation times and the salt concentration were investigated and optimized using an orthogonal array design (OAD). A suitable molar ratio of LiNTf2 to [C8MIM]Cl on the recoveries of analytes was determined after OAD optimization. The method showed a good linear response in the range of 0.5 to 500 µg L-1 with correlation coefficients (R²) above 0.9998. The relative standard deviation (RSD) varied from 0.6 to 1.9%. The enrichment factor, the limit of detection and recovery ranged from 134 to 153, 0.02 to 0.18 µg L-1 and 89.7 to 95.6%, respectively. For water samples, the RSD ranged from 0.02 to 2.34% and the recovery ranges from 91.4 to 99.9%.

研究领域: 分析化学 · 环境科学
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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2020 · IF 7.489

Enhanced removal of pefloxacin from aqueous solution by adsorption and Fenton-like oxidation using NH2-MIL-88B

Huijing Ma,Bing Yu,Qingping Wang,Gary Owens,Zuliang Chen

While Fe-based metal-organic frameworks (MOFs) can be used to remove antibiotics by adsorption, knowledge of how antibiotics are degraded by MOFs is still limited. In this study, one Fe-based MOF, NH 2 -MIL-88B was used to remove pefloxacin from aqueous solution via a combination of adsorption and Fenton-like oxidation. NH 2 -MIL-88B exhibited a high adsorption capacity for pefloxacin (41.37 mg·g −1 ), with >99% removal efficiency within 120 min based on Fenton-like oxidation. To better understand the mechanisms involved in integrated adsorption and Fenton-like oxidation, various advanced characterization techniques were used to monitor the changes in morphology and composition of NH 2- MIL-88B before and after removal of pefloxacin. Scanning electron microscopy/energy dispersive X-ray spectroscopy (SEM/EDS), Fourier transform infrared spectroscopy (FTIR) and X-ray diffraction (XRD) all supported adsorption and Fenton oxidation of pefloxacin. In addition, the pefloxacin degradation products identified by LC-UV and LC-MS provided information on the potential adsorption-Fenton oxidation mechanism. These results suggested that NH 2 -MIL-88B has remarkably potential to be used in an integrated adsorption and Fenton-like process for the removal of antibiotics from aqueous solution.

CAS / MDL: 10312-55-7 9003-11-6
研究领域: 环境科学 · 化学工程 · 材料科学
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2022 · IF 5.895

Comparative Mass Spectrometry Analysis and Immunomodulatory Effects of Casein Glycomacropeptide O-Glycans in Bovine and Caprine Whey Powder

Yu Lu,Jie Liu,Zhenhua Li,Wenqing Li,Jing Liu,Linjuan Huang,Zhongfu Wang

Casein glycomacropeptide carries various O-glycan modifications, which, together with variations in the amino acid composition of the glycopeptide, may result in different biological activities. In this study, O-glycans of casein glycomacropeptide from bovine and caprine whey powder were qualitatively and quantitatively analyzed by LC-UV-ESI-MS/MS, and their immune activities and regulatory mechanisms were compared. O-Glycans’ total content was 1.54 times higher in bovine than in caprine glycomacropeptide. The glycoform H1N1S2 (H: hexose; N: N-acetylgalactosamine; and S: N-acetylneuraminic acid) accounted for nearly 50% of total glycomacropeptide O-glycans in bovine milk but less than 20% in caprine milk. Bovine glycomacropeptide glycosylation promoted the immune activity of RAW264.7 cells, which may be linked to a higher content of disialylated O-glycans. Glycomacropeptide from both milk sources significantly upregulated the mRNA expression of IL-1α, TNF-α, and IL-10 in RAW264.7 cells and activated the MAPK immunomodulatory signaling pathway. This study demonstrates the possible use of casein glycomacropeptide as an immunomodulatory agent.

CAS / MDL: 89-25-8
研究领域: 食品科学 · 免疫学 · 生物化学 · 分子生物学
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2020 · IF 4.192

Online LC-UV-ESI-MS/MS Comparative Analysis of Changes in Goat Colostrum N/O-Glycopatterns at Different Parities

Yu Lu,Wanjun Jin,Yuerong Yang,Yue Jia,Lujia Sun,Jie Liu,Langhong Wang,Fuxing Zhang,Wupeng Ge,Jiansheng Wang,Linjuan Huang,Zhongfu Wang

Goat milk oligosaccharides are complex carbohydrates with a variety of biological functions. Free oligosaccharides from goat milk show more similarity to human milk than cow milk. At present, changes in goat milk glycoconjugates at different parities remain poorly studied. Herein, we qualitatively and quantitatively compared the goat milk glycoprotein N/O-glycome at different parities using a stable isotope labeling followed by electrospray ionization mass spectrometry and online hydrophilic interaction chromatography. N-Glycans were mainly fucosylated and nonfucosylated nonsialylated, and both fucosylation and sialylation gradually increased with parity, amounting (at the third parity) to 1.25 times and 3.3 times those of the first parity, respectively. O-Glycans were mostly nonfucosylated and nonsialylated, and sialylation increased with increasing parity, and Neu5Ac-sialylated was up to 9 times higher in the third parity than in the first parity, whereas Neu5Gc-sialylated was 5.5 times higher. This study provides a reference for exploring an alternative milk source closest to human milk and for the development of humanized formula milk.

研究领域: 食品科学 · 生物化学 · 营养学
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JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS · 2015 · IF 2.979

Comparison of the anti-inflammatory active constituents and hepatotoxic pyrrolizidine alkaloids in two Senecio plants and their preparations by LC–UV and LC–MS

Pinghong Chen,Yi Wang,Lulin Chen,Wei Jiang,Yan Niu,Qing Shao,Lu Gao,Quancheng Zhao,Licheng Yan,Shufang Wang

Two Senecio plants, Senecio cannabifolius Less. and its variety S. cannabifolius Less. var. integrifolius (Kiodz.) Kidam., were both used as the raw material of Feining granule, a traditional Chinese medicine product for treating respiratory diseases. In this study, the chemical profiles of these two plants were investigated and compared by liquid chromatography–mass spectrometry (LC–MS) and nuclear magnetic resonance (NMR). A total number of 83 constituents, including 55 organic acids, 11 flavonoids, 4 alkaloids, 3 terpenes and 10 other types of compounds, were characterized. The results indicated that the levels of most flavonoids were higher in S. cannabifolius than in S. cannabifolius var. integrifolius , however, the levels of hepatotoxic pyrrolizidine alkaloids (PAs) were higher in S. cannabifolius var. integrifolius than in S. cannabifolius . Fifteen constituents were evaluated on lipopolysaccharides (LPS) induced RAW 264.7 cells, and eleven of them showed inhibition effect against nitric oxide (NO) production. Finally, the levels of ten major constituents (including seven anti-inflammatory active ones) and two PAs in Feining granule from two Senecio plants were determined and compared by the LC–UV and LC–MS methods, respectively. It was found that one organic acid (homogentisic acid) and two PAs (seneciphylline and senecionine) had higher contents in the preparation of S. cannabifolius var. integrifolius than in that of S. cannabifolius , however, the situations were inverse for the levels of four organic acids and flavonoids (chlorogenic acid, hyperoside, isoquercitrin, and isochlorogenic acid B). Based on the above results, S. cannabifolius might be a better raw material for Feining granule than S. cannabifolius var. integrifolius , because it contained more anti-inflammatory constituents and less hepatotoxic PAs than the latter. However, more pharmacological evaluations should be carried out to support the selection. The results in this study were helpful for the quality control of Feining granule.

研究领域: 药理学 · 中医药 · 化学分析 · 植物代谢物
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