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Procyanidin B2
FOOD AND CHEMICAL TOXICOLOGY · 2018 · IF 3.977

Procyanidin B2 protects against d-galactose-induced mimetic aging in mice: Metabolites and microbiome analysis

Ying Xiao,Jialin Dong,Zhiting Yin,Qiguo Wu,Yiming Zhou,Xiaoli Zhou

To elucidate the possible mechanisms for the preventive effect of procyanidin B2 on aging, a combined analysis of metabolic profile and gut microbiome was carried out in the present study. The mimetic aged mice induced by d -galactose injection (500 mg/kg, sc daily), and the preventive group was fed with the diet plus 0.2% procyanidin B2. After 7 weeks of treatment, the spatial memory was assayed using the Morris water maze test. Procyanidin B2 significantly ameliorated the impaired memory and antioxidant abilities induced by d -galactose. Furthermore, metabolomics analysis of plasma based on LC/Q-TOF-MS demonstrated that phosphatidyl cholines , oleic acid , linoleic acid , carnitine , pantothenic acid , and taurocholic acid were significantly increased in the mice treated with procyanidin B2, and pyruvic acid , hydroxybutyric acid , hippuric acid , and cholic acid were decreased significantly. Together, gut microbiome analysis using Illumina sequencing showed that there were significant differences in the Firmicutes / Bacteroidetes ratio and abundance of Roseburia , Lachnospiraceae , and Bifidobacterium between the aging and supplemental procyanidin B2 groups. In summary, procyanidin B2 possessed potential prevention of the cognitive and oxidative impairment via the metabolic pathway regulation related to citrate cycle, fatty acid, and bile acid in the aged mice, accompanied by remodeling the gut flora.

CAS / MDL: 3646-73-9
研究领域: 生物化学 · 分子生物学 · 老年医学 · 营养学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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FOOD CHEMISTRY · 2022 · IF 9.231

Investigation of binding interaction between bovine α-lactalbumin and procyanidin B2 by spectroscopic methods and molecular docking

Yuting Fan,Qingyu He,Chao Gan,Zhen Wen,Jiang Yi

The interactions between bovine α-lactalbumin and procyanidin B2 were fully investigated by spectroscopic methods and molecular docking. This study hypothesized that ALA could spontaneously interact with procyanidin B2 to form protein-based complex delivery carrier. Far UV CD and FTIR data demonstrated ALA’s secondary structures were altered and intrinsic fluorescence quenching suggested ALA conformation was changed with procyanidin B2. Calorimetric technique illustrated ALA-procyanidin B2 complexation was a spontaneous and exothermic process with the number of binding site (n, 3.53) and the binding constant (K b , 2.16 × 10 4  M −1 ). A stable nano-delivery system with ALA can be formed for encapsulating, stabilizing and delivering procyanidin B2. Molecular docking study further elucidated that hydrogen bonds dominated procyanidin B2 binding to ALA in a hydrophobic pocket. This study shows great potential in using ALA as protein-based nanocarriers for oral delivery of hydrophilic nutraceuticals, because procyanidin B2-loaded ALA complex delivery systems can be spontaneously formed.

CAS / MDL: 29106-49-8
研究领域: 食品科学 · 生物化学 · 营养学
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Frontiers in Pharmacology · 2017 · IF 4.4

Profiling and Distribution of Metabolites of Procyanidin B2 in Mice by UPLC-DAD-ESI-IT-TOF-MSn Technique

Xiao Ying,Hu Zhongzhi,Yin Zhiting,Zhou Yiming,Liu Taiyi,Zhou Xiaoli,Chang Dawei

The metabolite profiles and distributions of procyanidin B2 were qualitatively described using UPLC-DAD-ESI-IT-TOF-MSn without help of reference standards, and a possible metabolic pathway was proposed in the present study. Summarily, 53 metabolites (24 new metabolites) were detected as metabolites of procyanidin B2, and 45 of them were tentatively identified. Twenty seven metabolites were assigned as similar metabolites of (−)-epicatechin by scission of the flavanol interflavanic bond C4–C8, including 16 aromatic metabolites, 5 conjugated metabolites, 3 ring-cleavage metabolites, and 2 phenylvalerolactone metabolites. Additionally, 14 metabolites were conjugates of free procyanidin B2, comprising 9 methylation metabolites, 8 sulfation metabolites, 5 hydration metabolites, 2 hydroxylation metabolites, 1 hydrogenation metabolites, and 1 glucuronidation metabolites. The results of metabolite distributions in organs indicated that the conjugated reaction of free procyanidin B2 mainly occurred in liver and diversified metabolites forms were observed in small intestine. The metabolic components of procyanidin B2 identified in mice provided useful information for further study of the bioactivity and mechanism of its action.

研究领域: 药理学 · 分析化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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MICROCHIMICA ACTA · 2021 ·Vol. 188 ·期 1 ·1-12 · IF 5.833

Magnetic imprinted nanoparticles with synergistic tailoring of covalent and non-covalent interactions for purification and detection of procyanidin B2

Zhang Haipin,Song Huijia,Tian Xuemeng,Wang Yue,Hao Yi,Wang Wenting,Gao Ruixia,Yang Wan,Ke YuShen,Tang Yuhai

A synergistic imprinting strategy of covalent and non-covalent interactions is proposed to prepare magnetic molecularly imprinted polymers (DI-MMIPs) for highly selective separation of procyanidin B2 (PC) from grape seed samples. Dopamine and 3-amino-phenylboronic acid as cooperative functional monomers endow the imprinted sites with synergistic tailoring. Benefiting from the synergistic effect, the DI-MMIPs exhibit enhanced imprinting performance with high adsorption capacity (27.71 mg g −1 ), fast kinetic equilibrium time (within 30 min), outstanding selectivity (IF = 5.8, SC > 3.2), and satisfactory regeneration ability. In addition, the DI-MMIPs possess good magnetism, uniform morphology with typical core-shell structure, and stable crystallization. Furthermore, the established DI-MMIPs coupled with HPLC-UV (~ 280 nm) method has a wide linearity range of 0.05–200 μg mL −1 with correlation coefficient of 0.9997, high recoveries (> 93.1%) with RSDs from 2.9 to 5.5%, and low LOD (0.0008 μg mL −1 ). Consequently, this work provides an effective and easily tailored way to fabricate magnetic imprinted nanomaterials with both rapid recognition rate and high selectivity and thus holds great promise to realize the extraction and detection of PC from real samples. Graphical abstract

研究领域: 分析化学 · 纳米材料科学 · 食品科学
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Journal of Functional Foods · 2018 · IF 3.47

Role of NADPH oxidase pathway in renal protection induced by procyanidin B2: In L-NAME induced rat hypertension model

Hong Ding,Xiaofei Li,Jian Li,Zhike Li,Yunhui Niu,Wanying Ren,Jianyang Tan,Shanye Yin

The present study examined the effects of procyanidin B2 (PB2) on L-NAME (nitric oxide synthase inhibitor)-induced hypertensive nephropathy. After 4 weeks of treatment with daily PB2 supplementation, lower blood pressure levels were observed in rats. The potential mechanisms were combined with amelioration of renal function impairment. The L-NAME–induced renal histological damage were reduced by PB2 treatment, which showed similar protective tendency in kidney injury molecule–1, nephrin, fibronectin and α–smooth muscle actin protein expression. This appears to be due to PB2 inducing a less pronounced generation of renal reactive oxygen species and inflammatory mediators than in the model group. Downregulation of Ang II type 1 receptor and NADPH oxidase subunit (NOX4, gp91phox and p47phox) played a critical role in the effect of PB2 reducing oxidative stress production. These activities could further support the use of PB2 commercially in food for the prevention of hypertension and its complications.

CAS / MDL: 50903-99-6
研究领域: 药理学 · 肾病学 · 高血压研究 · 分子生物学
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ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY · 2023 · IF 6.8

Procyanidin B2 alleviates uterine toxicity induced by cadmium exposure in rats: The effect of oxidative stress, inflammation, and gut microbiota

Binhong Hu,Songqing Liu,Yuanyue Luo,Jingyu Pu,Xin Deng,Wenjing Zhou,Yuqing Dong,Yichuan Ma,Gang Wang,Fan Yang,Tianhui Zhu,Jiasui Zhan

Environmental exposure to hazardous materials causes enormous socioeconomic problems due to its deleterious impacts on human beings, agriculture and animal husbandry. As an important hazardous material, cadmium can promote uterine oxidative stress and inflammation, leading to reproductive toxicity. Antioxidants have been reported to attenuate the reproductive toxicity associated with cadmium exposure. In this study, we investigated the potential protective effect of procyanidin oligosaccharide B2 (PC-B2) and gut microbiota on uterine toxicity induced by cadmium exposure in rats. The results showed that the expression levels of glutathione peroxidase (GSH-Px) and superoxide dismutase (SOD) were reduced in utero. Proinflammatory cytokines (including tumor necrosis factor-α, interleukin-1β and interleukin-6), the NLRP3 inflammasome, Caspase-1 and pro-IL-1β were all involved in inflammatory-mediated uterine injury. PC-B2 prevented CdCl 2 -induced oxidative stress and inflammation in uterine tissue by increasing antioxidant enzymes and reducing proinflammatory cytokines. Additionally, PC-B2 significantly reduced cadmium deposition in the uterus, possibly through its significant increase in MT1, MT2, and MT3 mRNA expression. Interestingly, PC-B2 protected the uterus from CdCl 2 damage by increasing the abundance of intestinal microbiota, promoting beneficial microbiota, and inhibiting harmful microbiota. This study provides novel mechanistic insights into the toxicity of environmental cadmium exposure and indicates that PC-B2 could be used in the prevention of cadmium exposure-induced uterine toxicity.

CAS / MDL: 10108-64-2
研究领域: 毒理学 · 生殖健康 · 环境科学 · 微生物学 · 药理学
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2024 · IF 5.7

Novel l-Cysteine Incomplete Degradation Method for Preparation of Procyanidin B2-3′-O-Gallate and Exploration of its in Vitro Anti-inflammatory Activity and in Vivo Tissue Distribution

Yanxia Yu,Chunying Zuo,Mingrui Li,Yuanyuan Tang,Lingxi Li,Fang Wang,Shuting Zhang,Baoshan Sun

In this study, an effective method for preparation of bioactive galloylated procyanidin B2-3′-O-gallate (B2-3′-G) was first developed by incomplete depolymerization of grape seed polymeric procyanidins (PPCs) using l-cysteine (Cys) in the presence of citric acid. The structure–activity relationship of B2-3′-G was further evaluated in vitro through establishing lipopolysaccharide (LPS)-induced inflammation in RAW264.7 cells. The results suggested that the better protective effects of B2-3′-G against inflammation were attributed to its polymerization degree and the introduction of the galloyl group, compared to its four corresponding structural units. In vivo experiments demonstrated that the B2-3′-G prototype was distributed in plasma, small intestine, liver, lung, and brain. Remarkably, B2-3′-G was able to penetrate the blood–brain barrier and appeared to play an important role in improving brain health. Furthermore, a total of 18 metabolites were identified in tissues. Potential metabolic pathways, including reduction, methylation, hydration, desaturation, glucuronide conjugation, and sulfation, were suggested.

CAS / MDL: 52-90-4
研究领域: 药理学 · 生物化学 · 分子生物学 · 药学 · 神经科学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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