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MOLECULES · 2020 ·Vol. 25 ·期 6 ·1264 · IF 3.267

Separation and Characterization of Phenolamines and Flavonoids from Rape Bee Pollen, and Comparison of Their Antioxidant Activities and Protective Effects Against Oxidative Stress

Huifang Zhang,Rui Liu,Qun Lu

Phenolamines and flavonoids are two important components in bee pollen. There are many reports on the bioactivity of flavonoids in bee pollen, but few on phenolamines. This study aims to separate and characterize the flavonoids and phenolamines from rape bee pollen, and compare their antioxidant activities and protective effects against oxidative stress. The rape bee pollen was separated to obtain 35% and 50% fractions, which were characterized by HPLC-ESI-QTOF-MS/MS. The results showed that the compounds in 35% fraction were quercetin and kaempferol glycosides, while the compounds in 50% fraction were phenolamines, including di-p-coumaroyl spermidine, p-coumaroyl caffeoyl hydroxyferuloyl spermine, di-p-coumaroyl hydroxyferuloyl spermine, and tri-p-coumaroyl spermidine. The antioxidant activities of phenolamines and flavonoids were evaluated by 2,2-diphenyl-1-picrylhydrazyl (DPPH), 2,2’-azino-bis-3-ethylbenzothiazoline-6-sulphonic acid (ABTS), and ferric reducing antioxidant power (FRAP) assays. It was found that the antioxidant activity of phenolamines was significantly higher than that of flavonoids. Moreover, phenolamines showed better protective effects than flavonoids on HepG2 cells injured by AAPH. Furthermore, phenolamines could significantly reduce the reactive oxygen species (ROS), alanine aminotransferase (ALT) and aspartate aminotransferase (AST) levels, and increase the superoxide dismutase (SOD) and glutathione (GSH) levels. This study lays a foundation for the further understanding of phenolamines in rape bee pollen.Keywords:pollen;antioxidant;oxidative stress;hydroxycinnamic acid amides

CAS / MDL: 64-19-7
研究领域: 植物化学 · 食品科学 · 生物化学
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PHYTOCHEMICAL ANALYSIS · 2017 ·Vol. 28 ·期 6 ·505-511 · IF 2.292

One-Step Extraction and Hydrolysis of Flavonoid Glycosides in Rape Bee Pollen Based on Soxhlet-Assisted Matrix Solid Phase Dispersion

Xijuan Tu,Shuangqin Ma,Zhaosheng Gao,Jing Wang,Shaokang Huang,Wenbin Chen

Introduction Flavonoids are frequently found as glycosylated derivatives in plant materials. To determine contents of flavonoid aglycones in these matrices, procedures for the extraction and hydrolysis of flavonoid glycosides are required. The current sample preparation method is both labour and time consuming. Objective Develop a modified matrix solid phase dispersion (MSPD) procedure as an alternative methodology for the one-step extraction and hydrolysis of flavonoid glycosides. Method HPLC-DAD was applied for demonstrating the one-step extraction and hydrolysis of flavonoids in rape bee pollen. The obtained contents of flavonoid aglycones (quercetin, kaempferol, isorhamnetin) were used for the optimisation and validation of the method. Results The extraction and hydrolysis were accomplished in one step. The procedure completes in 2 h with silica gel as dispersant, a 1:2 ratio of sample to dispersant, and 60% aqueous ethanol with 0.3 M hydrochloric acid as the extraction solution. The relative standard deviations (RSDs) of repeatability were less than 5%, and the recoveries at two fortified levels were between 88.3 and 104.8%. Conclusion The proposed methodology is simple and highly efficient, with good repeatability and recovery. Compared with currently available methods, the present work has advantages of using less time and labour, higher extraction efficiency, and less consumption of the acid catalyst. This method may have applications for the one-step extraction and hydrolysis of bioactive compounds from plant materials. Copyright © 2017 John Wiley & Sons, Ltd.

研究领域: 植物化学 · 分析化学
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Pharmaceuticals · 2024 ·Vol. 17 ·期 12 ·1634 · IF 4.3

Polyphenol Profile and Antioxidant, Antityrosinase, and Anti-Melanogenesis Activities of Ethanol Extract of Bee Pollen

Qiang He,Jie Wang,Jingjing Li,Wenchao Yang

Background/Objective:Bee pollen, a rich nutritional food, was employed to develop a raw material for skin whitening.Methods:The polyphenol profile and antioxidant, antityrosinase, and anti-melanogenesis activities of the ethanol extracts of five species of bee pollens (EEBPs) were determined.Results:The results showed that there were a total of 121 phenolic compounds in these EEBPs. Each type of bee pollen had unique substances. The best anti-melanogenesis activity was observed for sunflower EEBP, about 25% at a concentration of 25 μg/mL BEEP. The anti-melanogenesis activities of EEBPs from high to low were sunflower, apricot, camellia, rapeseed, and lotus EEBPs. The anti-melanogenesis activity in B16F10 cells was positively correlated with the antityrosinase activity and total phenol content, with coefficients of 0.987 and 0.940. The Kyoto Encyclopedia of Genes and Genomes enrichment analysis results of untargeted proteomics revealed that sunflower EEBP inhibited melanogenesis in B16F10 cells by reducing the expression of the proteins MAP2K1, NFKB2, RELB, RPS6KA3, CASP3, TRAF6, MAP2K5, MAPKAPK3, STRADA, CCNA2, and FASN involved in the cAMP, MAPK, and TNF signaling pathways, even though these pathways were not significantly different from the control group.Conclusions:The sunflower EEBP has high inhibition effect on melanogenesis than other species EEBPs. The results provide a basis for the future industrial development of a raw material for skin whitening.

CAS / MDL: 64-17-5
研究领域: 食品科学 · 生物化学 · 药理学
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JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES · 2015 · IF 2.729

Soxhlet-assisted matrix solid phase dispersion to extract flavonoids from rape (Brassica campestris) bee pollen

Shuangqin Ma,Xijuan Tu,Jiangtao Dong,Peng Long,Wenchao Yang,Xiaoqing Miao,Wenbin Chen,Zhenhong Wu

Soxhlet-assisted matrix solid phase dispersion (SA-MSPD) method was developed to extract flavonoids from rape ( Brassica campestris ) bee pollen. Extraction parameters including the extraction solvent, the extraction time, and the solid support conditions were investigated and optimized. The best extraction yields were obtained using ethanol as the extraction solvent, silica gel as the solid support with 1:2 samples to solid support ratio, and the extraction time of one hour. Comparing with the conventional solvent extraction and Soxhlet method, our results show that SA-MSPD method is a more effective technique with clean-up ability. In the test of six different samples of rape bee pollen, the extracted content of flavonoids was close to 10   mg/g. The present work provided a simple and effective method for extracting flavonoids from rape bee pollen, and it could be applied in the studies of other kinds of bee pollen.

CAS / MDL: 112926-00-8
研究领域: 植物化学 · 食品科学 · 分析化学
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eFood · 2023 ·Vol. 4 ·期 4 ·e101 · IF 0

Rape bee pollen alleviates renal tissue damage in diabetic rats via anti-inflammation, anti-oxidation, and modulating gut microbiota

Yingjun Hu,Simin Chen,Wenrui Yan,Le Ji,Mengli Shao,Ze Sun,Dong He,Lijun Zhang,Zengrun Xia,Xinsheng Li,Hongxing Zheng,Shanshan Qi

Rape ( Brassica napus L .) bee pollen (RBP) is a functional food rich in nutrients obtained by worker bees collecting rape pollen and mixing it with nectar and bee salivary enzymes. The study aimed to investigate the protective impact of RBP on renal tissue damage and modulating gut microbiota in diabetic rats. We established a diabetic model of rat via streptozotocin injection, then the rats were treated with RBP for 6 weeks. Results showed that RBP significantly suppressed fasting glucose, reduced oxidative stress and prevented renal pathological changes as well as renal function damage in diabetic rats. In addition, RBP reduced the levels of serum inflammatory cytokines (tumor necrosis factor-α, monocyte chemoattractant protein-1, C-reaction protein, interleukin (IL)-6, IL-1β, and IL-18), and the expression levels of transforming growth factor-β1, p-Smad2, and p-Smad3 in the kidney. Moreover, RBP supplementation also improved the gut microbial dysregulation in diabetic rats. Based on the results, RBP can improve kidney tissue damage in diabetic rats. This study will promote the development of RBP functional food.

研究领域: 营养学 · 糖尿病 · 肾脏生理学 · 微生物学
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Antioxidants · 2022 ·Vol. 12 ·期 1 ·88 · IF 7.675

Lotus Bee Pollen Extract Inhibits Isoproterenol-Induced Hypertrophy via JAK2/STAT3 Signaling Pathway in Rat H9c2 Cells

Shuo Han,Lifu Chen,Yi Zhang,Shihui Xie,Jiali Yang,Songkun Su,Hong Yao,Peiying Shi

Bee pollen possesses an anti-cardiomyocyte injury effect by reducing oxidative stress levels and inhibiting inflammatory response and apoptosis, but the possible effect mechanism has rarely been reported. This paper explores the effect of the extract of lotus bee pollen (LBPE) on cardiomyocyte hypertrophy (CH) and its mechanism. The main components of LBPE were identified via UPLC-QTOF MS. An isoproterenol-induced rat H9c2 CH model was subsequently used to evaluate the protection of LBPE on cells. LBPE (100, 250 and 500 μg∙mL−1) reduced the surface area, total protein content and MDA content, and increased SOD activity and GSH content in CH model in a dose-dependent manner. Meanwhile, quantitative real-time PCR trials confirmed that LBPE reduced the gene expression levels of CH markers, pro-inflammatory cytokines and pro-apoptosis factors, and increased the Bcl-2 mRNA expression and Bcl-2/Bax ratio in a dose-dependent manner. Furthermore, target fishing, bioinformatics analysis and molecular docking suggested JAK2 could be a pivotal target protein for the main active ingredients in the LBPE against CH. Ultimately, Western blot (WB) trials confirmed that LBPE can dose-dependently inhibit the phosphorylation of JAK2 and STAT3. The results show that LBPE can protect against ISO-induced CH, possibly via targeting the JAK2/STAT3 pathway, also suggesting that LBPE may be a promising candidate against CH.Keywords:lotus bee pollen extract;cardiomyocyte hypertrophy;JAK2/STAT3 signaling pathway;oxidative stress;inflammation

CAS / MDL: 67-63-0
研究领域: 药理学 · 心脏病学 · 分子生物学
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FOOD CHEMISTRY · 2023 · IF 8.8

Hydrogen peroxide oxidation modifies the structural properties and allergenicity of the bee pollen allergen profilin

Enning Zhou,Weiwei Wang,Xiaofeng Xue,Pianpian Wang,Fan Wu,Liming Wu,Qiangqiang Li

Bee pollen is a byproduct of pollination, which is a necessary process to produce foods. However, bee pollen can induce significant food-borne allergies. We previously identified a bee pollen-derived pan-allergen in the profilin family, Bra c p. Herein, we aimed to reduce Bra c p allergenicity via protein oxidation with hydrogen peroxide and explore the changes induced. Ion-mobility mass spectrometry revealed aggregation of the oxidized product; we also found irreversible sulfonation of the free sulfhydryl group of the Bra c p Cys98 residue to a more stable cysteine derivative. A significant proportion of the α-helices in Bra c p were transformed into β-sheets after oxidation, masking the antigenic epitopes. An immunoassay demonstrated that the IgE-binding affinity of Bra c p was decreased in vitro after oxidation. To our knowledge, this is the first report describing the application of protein oxidation to reduce the allergenicity of profilin family member in foods.

CAS / MDL: 7722-84-1
研究领域: 过敏反应 · 免疫学 · 蛋白质化学 · 食品科学
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Food Science and Human Wellness · 2024 · IF 5.6

Effect of wall-disruption on nutrient composition and in vitro digestion of camellia and lotus bee pollens

Yuan Yuan,Shun Zhong,Zeyuan Deng,Guangyan Li,Jinwu Zhang,Hongyan Li

The nutrient digestion, absorption and biological activity of bee pollen may be limited due to the complex pollen wall. Here, the effect of superfine grinding technology on the release of nutrients from bee pollen were investigated, and their antioxidant activities and in vitro digestion were explored in this study. Results showed that the content of nutrients in bee pollen increased after wall disruption. Among them, fat content increased by 22.55 %–8.31 %, protein content increased by 0.54 %–4.91 %, starch content increased by 36.31 %–48.64 %, soluble sugar content increased by 20.57 %–29.67 %, total phenolic acid content increased by 11.73 %–86.98 % and total flavonoids content increased by 14.29 %–24.79 %. At the same time, the antioxidant activity increased by 14.84 %–46.00 %. Furthermore, the active components such as phenolic compounds in the wall-disruption bee pollen were more readily to be released during the in vitro digestion, and easier to be absorbed because of their higher bioaccessibility. Antioxidant activities during in vitro digestion were also improved in wall-disruption bee pollen. These findings provide evidence that bee pollen wall disruption was suggested, thus, it is more conducive to exerting the value of bee pollen in functional foods.

研究领域: 食品科学 · 营养学 · 生物化学
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MOLECULES · 2021 ·Vol. 26 ·期 8 ·2350 · IF 4.412

Micro Salting-Out Assisted Matrix Solid-Phase Dispersion: A Simple and Fast Sample Preparation Method for the Analysis of Bisphenol Contaminants in Bee Pollen

Jianing Zhang,Fengjie Yu,Yunmin Tao,Chunping Du,Wenchao Yang,Wenbin Chen,Xijuan Tu

In the present work, a novel sample preparation method, micro salting-out assisted matrix solid-phase dispersion (μ-SOA-MSPD), was developed for the determination of bisphenol A (BPA) and bisphenol B (BPB) contaminants in bee pollen. The proposed method was designed to combine two classical sample preparation methodologies, matrix solid-phase dispersion (MSPD) and homogenous liquid-liquid extraction (HLLE), to simplify and speed-up the preparation process. Parameters of μ-SOA-MSPD were systematically investigated, and results indicated the significant effect of salt and ACN-H2O extractant on the signal response of analytes. In addition, excellent clean-up ability in removing matrix components was observed when primary secondary amine (PSA) sorbent was introduced into the blending operation. The developed method was fully validated, and the limits of detection for BPA and BPB were 20 μg/kg and 30 μg/kg, respectively. Average recoveries and precisions were ranged from 83.03% to 94.64% and 1.76% to 5.45%, respectively. This is the first report on the analysis of bisphenol contaminants in bee pollen sample, and also on the combination of MSPD and HLLE. The present method might provide a new strategy for simple and fast sample preparation of solid and semi-solid samples.Keywords:sample preparation;matrix solid-phase dispersion;salting-out;homogenous liquid-liquid extraction;bisphenol;bee pollen

研究领域: 分析化学 · 环境科学
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MOLECULES · 2019 ·Vol. 24 ·期 6 ·1090 · IF 3.06

Antioxidative and Cardioprotective Effects of Schisandra chinensis Bee Pollen Extract on Isoprenaline-Induced Myocardial Infarction in Rats

Zhenhuang Shen,Qianqian Geng,Haibo Huang,Hong Yao,Tianyu Du,Lifu Chen,Zhenhong Wu,Xiaoqing Miao,Peiying Shi

Oxidative stress plays an important role in the pathogenesis of myocardial infarction (MI).Schisandra chinensisbee pollen extract (SCBPE) possesses powerful antioxidant capacity. This study aimed to further explore the antioxidative and cardioprotective effects of SCBPE on acute MI induced by isoprenaline (ISO) in rats. The rats were intragastrically administrated with SCBPE (600, 1200, or 1800 mg/kg/day) and Compound Danshen dropping pills (270 mg/kg/day) for 30 days, then subcutaneously injected with ISO (65 mg/kg/day) on the 29th and 30th day. Compared with the model group, pretreatment with middle and high doses of SCBPE significantly reduced serum aspartate transaminase, lactate dehydrogenase, and creatine kinase activities and increased myocardial superoxide dismutase, glutathione peroxidase, and catalase activities. The histopathologic aspects showed that pathological heart change was found in the model group and reduced to varying degrees in the SCBPE groups. Moreover, the protein expression of nuclear factor-erythroid 2-related factor 2 (Nrf-2), heme oxygenase-1 (HO-1), and Bcl2 in the heart increased in the SCBPE groups, while that of Bax decreased compared to the model group. Besides this, uridine was isolated fromS. chinensisbee pollen for the first time. This study could provide a scientific basis for usingSchisandra chinensisbee pollen as a functional food for the prevention of MI.Keywords:Schisandra chinensisbee pollen extract;myocardial infarction;cardioprotective effect;antioxidative effect;anti-apoptotic effect

研究领域: 药理学 · 心脏病学 · 分子生物学
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MOLECULES · 2020 ·Vol. 25 ·期 23 ·5703 · IF 3.267

Miniaturized Salting-Out Assisted Liquid-Liquid Extraction Combined with Disposable Pipette Extraction for Fast Sample Preparation of Neonicotinoid Pesticides in Bee Pollen

Xijuan Tu,Wenbin Chen

As the main source of nutrients for the important pollinator honeybee, bee pollen is crucial for the health of the honeybee and the agro-ecosystem. In the present study, a new sample preparation procedure has been developed for the determination of neonicotinoid pesticides in bee pollen. The neonicotinoid pesticides were extracted using miniaturized salting-out assisted liquid-liquid extraction (mini-SALLE), followed by disposable pipette extraction (DPX) for the clean-up of analytes. Effects of DPX parameters on the clean-up performance were systematically investigated, including sorbent types (PSA, C18, and silica gel), mass of sorbent, loading modes, and elution conditions. In addition, the clean-up effect of classical dispersive solid-phase extraction (d-SPE) was compared with that of the DPX method. Results indicated that PSA-based DPX showed excellent clean-up ability for the high performance liquid chromatography (HPLC) analysis of neonicotinoid pesticides in bee pollen. The proposed DPX method was fully validated and demonstrated to provide the advantage of simple and rapid clean-up with low consumption of solvent. This is the first report of DPX method applied in bee pollen matrix, and would be valuable for the development of a fast sample preparation method for this challenging and important matrix.

研究领域: 分析化学 · 环境科学 · 昆虫学
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MOLECULES · 2019 ·Vol. 24 ·期 15 ·2705 · IF 3.06

Bioactive Constituents of F. esculentum Bee Pollen and Quantitative Analysis of Samples Collected from Seven Areas by HPLC

Feng Li,Sen Guo,Shanshan Zhang,Sainan Peng,Wei Cao,Chi-Tang Ho,Naisheng Bai

Bee pollen contains all the essential amino acids needed by humans. China is the largest producer of bee pollen in the world. In the present study, we identified 11 fatty acids inF. esculentumbee pollen oil by GC-MS analysis, and 16 compounds were isolated fromF. esculentumbee pollen by column chromatography and identified. A high-performance liquid chromatography-diode array detector (HPLC-DAD) method was established for the quality control ofF. esculentumbee pollen. A validated HPLC-DAD method was successfully applied to the simultaneous characterization and quantification of nine main constituents in seven samples collected from seven different areas in China. The results showed that all standard calibration curves exhibited good linearity (R2> 0.999) in HPLC-DAD analysis with excellent precision, repeatability and stability. The total amount in the samples from the seven regions ranged from 23.50 to 46.05 mg/g. In addition, seven compounds were studied for their bioactivity using enzymic methods, whereby kaempferol (3) showed high α-glucosidase inhibitory activity (IC50: 80.35 μg/mL), ergosterol peroxide (8) showed high tyrosinase inhibitory activity (IC50: 202.37 μg/mL), and luteolin (1) had strong acetylcholinesterase inhibitory activity (IC50: 476.25 μg/mL). All results indicated thatF. esculentumbee pollen could be a nutritious health food.Keywords:bee pollen;enzyme inhibitory activity;HPLC-DAD;GC-MS;quality analysis

研究领域: 植物化学 · 食品科学 · 药理学
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