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RSC Advances · 2021 ·Vol. 11 ·期 54 ·34343-34354 · IF 3.361

Inhibitory mechanism of two homoisoflavonoids from Ophiopogon japonicus on tyrosinase activity: insight from spectroscopic analysis and molecular docking

Liling Wang,Yuchuan Qin,Yanbin Wang,Yifeng Zhou,Bentong Liu,Minge Bai,Xiaoqing Tong,Ru Fang,Xubo Huang

The inhibition mechanism of two homoisoflavonoids from Ophiopogon japonicus including methylophiopogonanone A (MO-A) and methylophiopogonanone B (MO-B) on tyrosinase (Tyr) was studied by multiple spectroscopic techniques and molecular docking. The results showed that the two homoisoflavonoids both inhibited Tyr activity via a reversible mixed-inhibition, with a half inhibitory concentration (IC50) of (10.87 ± 0.25) × 10−5 and (18.76 ± 0.14) × 10−5 mol L−1, respectively. The fluorescence quenching and secondary structure change of Tyr caused by MO-A and B are mainly driven by hydrophobic interaction and hydrogen bonding. Molecular docking analysis indicated that phenylmalandioxin in MO-A and methoxy in MO-B could coordinate with a Cu ion in the active center of Tyr, and interacted with amino acid Glu322 to form hydrogen bonding, occupying the catalytic center to block the entry of the substrate and consequently inhibit Tyr activity. This study may provide new perspectives on the inhibition mechanism of MO-A and MO-B on Tyr and serve a scientific basis for screening effective Tyr inhibitors.

CAS / MDL: 59-92-7
研究领域: 生物化学 · 药理学
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Cell Host & Microbe · 2025 · IF 18.7

Cohabitation facilitates microbiome shifts that promote isoflavone transformation to ameliorate liver injury

Yunong Zeng,Rong Wu,Yi He,Qian Zhang,Ze Wang,Ping Qin,Fangyuan Yang,Yingshi Han,Mingjing Hao,Yujian Zheng,Lei Gao,Xia Chen,Xiaoshan Zhao,Zhenhua Zeng,Zhe-Xiong Lian,Weidong Xiao,Zhanguo Liu,Zhi-Bin Zhao,Shenhai Gong

Acetaminophen overuse is a leading cause of acute liver injury (ALI). Although ALI is linked to inter-individual differences in microbiome composition, the mechanisms remain unclear. We demonstrate that horizontal transmission of gut microbiota between male and female mice impacts ALI and identify Rikenella microfusus- mediated isoflavone transformation as determinants of ALI severity. R. microfusus increases upon cohabitation with bacterial β-galactosidase enhancing intestinal absorption of isoflavone biochanin-A (Bio-A). R. microfusus mono-colonization reduced ALI severity following acetaminophen overdose. Genetic or chemical-mediated inhibition of β-galactosidase blocked Bio-A release and negated the hepatoprotective effects of R. microfusus . Bio-A directly binds to pyruvate carboxylase (PC) and propionyl-CoA carboxylase subunit alpha (PCCA), augmenting the tricarboxylic acid cycle and promoting protective glutathione synthesis in hepatocytes. Additionally, immunohistochemical analysis revealed reduced hepatic PC and PCCA expression in liver failure (LF) patients. These findings highlight the impacts of microbiome composition on ALI and the ability of microbial isoflavone absorption to mitigate ALI severity.

CAS / MDL: 25952-53-8 6066-82-6
研究领域: 医学 · 微生物学 · 药理学
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Food Science & Nutrition · 2025 ·Vol. 13 ·期 2 ·e70016 · IF 3.8

Discovery and Verification of Soybean Sprouting Selection Based on Quality Across Various Origins and Varieties: Varietal Effects on Sprouted Soybean Quality

Minmin Li,Mengying Zhao,Jinfeng Shi,Yatao Huang,Long Li,Nuo Jin,Zhiqiang Kong,Jesus Simal-Gandarad,Fengzhong Wang,Bei Fan,Hong Xie

Research on soybean nutrition is crucial for Chinese agriculture and public health, as soybean sprouting enhances its nutritional value. However, the relationships between grain quality and soybean varieties are not yet fully understood. In this study, the quality of 49 soybean cultivars from 15 different origins was evaluated through multiple correlation analysis. Differences were observed based on their geographical origin, with Shandong Chongwen showing higher calcium and isoflavone levels than the others. A correlation was found between protein content and soybean daidzein (0.561***), as well as genistein (0.597***). Additionally, sprouting was shown to improve soybean nutrition. Among six high-nutrient soybean varieties, increased levels of protein, minerals, and isoflavones were observed during germination. Phytic acid and oligosaccharide levels decreased by 64.7% and 94.5%, respectively, while saponin increased by 106.0%, indicating changes in antinutritional factors. The experiment establishes a clear relationship between soybean nutrients and the tested variables, highlighting the impact of germination on soybean quality and nutrient content.

研究领域: 植物学 · 食品科学 · 农业科学
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International Journal of Nanomedicine · 2025 · IF 6.5

Anti-Inflammatory Combination of Puerarin and Ac2-26 Using Intranasal Delivery for Effective Against Ischemic Stroke in Rat Model

Guangzhe Xu,Chun Ma,Hongyan Chu,Wenxin Hu,Lihua Yang,Shuling Li

Purpose The pathological mechanisms underlying ischemic stroke are highly complex, with the neuroinflammatory response triggered by cerebral ischemia-reperfusion being a major contributor to secondary brain damage. This response significantly impedes neural tissue regeneration. Despite advancements in treatment, current anti-inflammatory strategies remain suboptimal in terms of safety and efficacy. This study aimed to develop an all-natural nanomedicine delivery system for the transnasal administration of puerarin, combined with the endogenous anti-inflammatory peptide Ac2-26, to enhance neuroprotection against ischemic stroke through a synergistic anti-inflammatory approach.Methods In this study, collagen nanoparticles (PueNps) loaded with puerarin were synthesized, followed by the preparation of a chitosan hydrogel. The PueNps and Ac2-26 were co-encapsulated within the hydrogel, resulting in the formation of the PueNps&Ac2-26 gel formulation. The physicochemical properties of this formulation, as well as its biodistribution and anti-ischemic efficacy in the MCAO rat brain, were evaluated.Results In this formulation system, the bioavailability of puerarin and Ac2-26 was enhanced, exhibiting sustained-release properties, which enabled efficient brain-targeted delivery. It effectively alleviated neurological impairment in MCAO rats, reduced the volume of cerebral infarction, and decreased brain water content. Additionally, the PueNps&Ac2-26 gel significantly inhibited neuroinflammation in rats and alleviated oxidative stress.Conclusion The PueNps&Ac2-26 gel is a purely natural and efficient formulation system, offering a promising approach for the clinical treatment of ischemic stroke in the future.

CAS / MDL: 64-19-7
研究领域: 神经科学 · 药学
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Foods · 2023 ·Vol. 12 ·期 8 ·1588 · IF 5.2

Microbial Community Variations and Bioconversion Improvements during Soybean-Based Fermentation by Kefir Grains

Jiaqi Luo,Siyu Liu,Hongyun Lu,Qihe Chen,Ying Shi

Soybeans possess unexpected flavors and are difficult to be absorbed by the gastrointestinal tract. Kefir grain fermentation provides diverse strains and bioactive compounds, which may enhance flavor and bioaccessibility. Third-generation sequencing was applied to analyze the microbial diversity in milk and soybean kefir grains in this study. In both types of kefir grains, the most common bacterial genus wasLactobacillus, and their fungal communities were dominated byKazachstania.Lactobacillus kefiranofacienswas the most abundant species in kefir grains, whileLactobacillus kefirishowed a higher proportion in soybean kefir grains. In addition, the quantification of free amino acids and volatile flavor compounds in soybean solution and soybean kefir have shown the increased content of glutamic acid and a decreased amount of unpleasant beany flavor compounds, demonstrating that the nutritive value and sensory properties of soybean can be improved by kefir grain fermentation. Finally, the bioconversion of isoflavones during fermentation and in vitro digestion was evaluated, suggesting that fermentation is beneficial for aglycone formation and absorption. To conclude, kefir fermentation is proposed to change the microbial structure of kefir grains, promote the nutritional value of soybean-based fermented products, and provide possible solutions for the development of soybean products.Keywords:soybean;kefir grains;third-generation sequencing;fermentation;isoflavones

CAS / MDL: 75-05-8 67-56-1
研究领域: 食品科学 · 微生物学 · 营养学
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FOOD SCIENCE AND BIOTECHNOLOGY · 2013 ·Vol. 22 ·期 3 ·705-712 · IF 0.695

An effective and green method for the extraction and purification of aglycone isoflavones from soybean

Wang Mengfan,Guo Jian,Qi Wei,Su Rongxin,He Zhimin

In this paper, an effective and green strategy was developed to obtain aglycone isoflavones from soybean through the extraction, hydrolysis, and purification steps. Firstly, a novel ethanol-alkaline extraction method was designed and optimized. The high extraction yield (94.34%) of isoflavones was achieved under the optimal extraction conditions of pH 9.0, 70°C, 60 min, ethanol concentration of 65%, and 1:15 of the solid to liquid ratio. Then, the cellulase (GC-220) was used instead of traditional β-glucosidase to hydrolyze the glycoside isoflavones into aglycone isoflavones which gave an excellent conversion of 95%. Finally, the crude aglycone isoflavones have been purified by an environmental-friendly procedure comprised of ethanol precipitation, ethyl acetate extraction, and water rinse. The final amount of aglycone isoflavones obtained was 1.279 mg for every gram of defatted soybean by this strategy, and the final recovery, and purity of aglycone isoflavones could achieve 80.38 and 87.21%, respectively.

研究领域: 食品科学 · 植物化学
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INDUSTRIAL CROPS AND PRODUCTS · 2025 · IF 6.2

Daidzin from Pueraria thomsonii regulate root plasticity and cell proliferation

Shiyan Yue,Xiaoming Ye,Tiegui Nan,Chen Li,Luqi Huang,Yuan Yuan

Root plasticity is essential for optimizing crop yields and ensuring survival under stress. However, the regulatory roles of root-enriched secondary metabolites in developmental processes have remained largely unexplored. Pueraria thomsonii , a leguminous species distinguished by its rare tuberous roots, exhibits remarkable isoflavonoid accumulation. Chemical quantification and in vitro functional analyses have identified daidzin as a key regulator of root architectural plasticity in this species. Using an integrated approach combining Arabidopsis thaliana (L.) root phenotyping system, cellular thermal shift assays (CETSA) and thermal proteome profiling (TPP), daidzin was demonstrated to modulate root development via stem cell-related processes and auxin signaling pathways. Specifically, daidzin led to the reduced auxin levels, silenced DR5::GFP expression in the stele, and suppressed PIN protein expression accompanied by a lateral shift in PIN2 polarity. Furthermore, daidzin decreased SHR, SCR, PLT1, and PLT2 protein levels while increasing WOX5 and CYCD6;1 accumulation. In the wox5 mutant, daidzin inhibited root elongation, whereas in the p35S:WOX5-GR transgenic line, it enhanced root elongation and attenuated starch granule degradation. These findings reveal that WOX5 functionally counteracts daidzin-mediated root growth inhibition. Furthermore, daidzin stimulated cell proliferation in Pueraria thomsonii (Benth.) and induced root thickening in Panax quinquefolius (L.). Collectively, these results suggest that daidzin's coordinates root architectural plasticity by modulating auxin transport, polarity, and stem cell niche maintenance, highlighting its potential as a valuable tool for enhancing root development in economically important crops.

研究领域: 植物学 · 分子生物学 · 药用植物学
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JOURNAL OF MOLECULAR RECOGNITION · 2021 ·Vol. 34 ·期 6 ·e2889 · IF 2.137

Investigation on the effect of three isoflavones on the fibrillation of hen egg-white lysozyme

Hua-jin Zeng,Sha-sha Wang,Li-jun Sun,Min Miao,Ran Yang

In this paper, the effects of three isoflavones including daidzein, genistein, and puerarin on fibrillation of hen egg-white lysozyme were investigated by various analytical methods. The results demonstrated that all isoflavones could effectively inhibit the fibrillogenesis of hen egg-white lysozyme and destabilized the preformed fibrils of hen egg-white lysozyme in a dose-dependent manner. To further understand the inhibition mechanism, molecular modeling was carried out. The docking results demonstrated that the isoflavones could bind to two key fibrogenic sites in hen egg-white lysozyme through van der Waals force, electrostatic forces, and hydrogen bonding, as well as σ-π stacking. By these means, isoflavones could not only obviously enhance the hydrophobicity of the binding sites, but also greatly stabilize the native state of HEWL, which was able to postpone the fibrosis process of hen egg-white lysozyme.

研究领域: 生物化学 · 分子生物学
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Plants-Basel · 2019 ·Vol. 9 ·期 1 ·33 · IF 2.632

Promising Potential of Lonchocarpus utilis against South American Myasis

Carmen X. Luzuriaga-Quichimbo,José Blanco-Salas,Carlos E. Cerón-Martínez,Juan Carlos Alías-Gallego,Trinidad Ruiz-Téllez

Traditional medicine is especially important in the treatment of neglected tropical diseases because it is the way the majority of populations of affected countries manage primary healthcare. We present a case study that can serve as an example that can be replicated by others in the same situation. It is about the validation of a local remedy for myasis in Amazonian Ecuador, which is contrasted by bibliographic chemical reviews and in silico activity tests. We look for scientific arguments to demonstrate the reason for using extracts ofLonchocarpus utilisagainst south American myasis (tupe). We provide a summary of the isoflavonoids, prenylated flavonoids, chalcones, and stilbenes that justify the action. We make modeling predictions on the affinity of eight chemical components and enzyme targets using Swiss Target Prediction software. We conclude that the effects of this extract can be reasonably attributed to an effect of the parasite that causes the disease, similar to the one produced by synthetic drugs used by conventional medicine (e.g., Ivermectine).Keywords:Lonchocarpus utilis;barbasco;rotenoid;in silico;drug discovery;bioinformatic

研究领域: 药用植物学 · 热带医学 · 生物信息学
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PHYTOTHERAPY RESEARCH · 2012 ·Vol. 27 ·期 8 ·1232-1236 · IF 2.086

Deglycosylation of Liquiritin Strongly Enhances its Inhibitory Potential Towards UDP-Glucuronosyltransferase (UGT) Isoforms

Bin Guo,Xu-Ran Fan,Zhong-Ze Fang,Yun-Feng Cao,Cui-Min Hu,Julin Yang,Yan-Yan Zhang,Rong-Rong He,Xu Zhu,Zhen-Wen Yu,Xiao-Yu Sun,Mo Hong,Lu Yang

The detailed mechanisms on licorice–drug interaction remain to be unclear. The aim of the present study is to investigate the inhibition of important UGT isoforms by two important ingredients of licorice, liquiritin, and liquiritigenin. The results showed that liquiritigenin exhibited stronger inhibition towards all the tested UGT isoforms than liquiritin. Data fitting using Dixon and Lineweaver–Burk plots demonstrated the competitive inhibition of liquiritigenin towards UGT1A1 and UGT1A9-mediated 4-MU glucuronidation reaction. The inhibition kinetic parameters (K i ) were calculated to be 9.1 and 3.2 μM for UGT1A1 and UGT1A9, respectively. Substrate-dependent inhibition behaviour was also observed for UGT1A1 in the present study. All these results will be helpful for understanding the deep mechanism of licorice–drug interaction. However, when translating these in vitro parameters into in vivo situations, more complex factors should be considered, such as substrate-dependent inhibition of UGT isoforms, the contribution of UGT1A1 and UGT1A9 towards the metabolism of drugs, and many factors affecting the abundance of ingredients in the licorice. Copyright © 2012 John Wiley & Sons, Ltd.

CAS / MDL: 551-15-5 578-86-9
研究领域: 药理学 · 生物化学
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Journal of Translational Medicine · 2025 ·Vol. 23 ·期 1 ·1-19 · IF 7.5

Enhancing Akkermansia growth via phytohormones: a strategy to modulate the gut-bone axis in postmenopausal osteoporosis therapy

Zhao Zhiqi,Deng Yixuan,Li Li,Zhu Liying,Wang Xin,Sun Haibiao,Li Xiaoqiong,Han Xiaoqiang,Li Jinjun

Background Phytohormones have garnered considerable interest as potential modulators of the gut-bone axis. Denosumab (Deno), a widely utilized therapeutic agent for postmenopausal osteoporosis, has not been previously investigated for its effects on gut health. The objective of this study was to assess the efficacy of isoflavones (SI), naringin (Nar), and Deno in the management of postmenopausal osteoporosis by targeting the gut-bone axis.Methods The postmenopausal osteoporosis model in mice was established via bilateral oophorectomy. Subsequently, mice in the Deno group received subcutaneous injections of Deno at a dosage of 10 mg/kg, administered twice weekly. In contrast, mice in the SI and Nar groups were subjected to oral gavage with 200 mg/kg/day of SI and Nar, respectively. The treatment period for all groups lasted for 8 weeks. Upon the conclusion of the experiment, a thorough evaluation of the effects of SI, Nar, and Deno on bone and gut health in mice was conducted through immunological, pathological, imaging, and multi-omics methodologies.Results Deno, SI, and Nar significantly alleviated the physical symptoms in postmenopausal mice. However, only SI and Nar significantly modulated the gut microbiota. Akkermansia was significantly enriched after the gavage of SI and Nar. Akkermansia has the capacity to not only augment bone mass and alleviate strength deterioration via extracellular vesicles, but it also influences bone metabolism by diminishing inflammation and modulating lipid metabolism. Notably, no significant changes in the gut microbiota were observed in the Deno group, which may be attributed to the differences in the method of administration, as Deno was administered via subcutaneous injection rather than gavage.Conclusion SI and Nar may influence the gut–bone axis through Akkermansia and have the potential of alternative treatment options for postmenopausal osteoporosis. Although the gut microbiota is not significantly affected by the subcutaneous administration of Deno, the long-term management of postmenopausal osteoporosis and the exploration of various management models warrant additional scrutiny. Furthermore, this study has yet to establish a dose–response relationship, indicating that further research is essential to clarify the regulatory effects of varying doses of SI and Nar on postmenopausal osteoporosis especially the modulation of gut microbiota.Graphical

CAS / MDL: 67604-48-2 574-12-9
研究领域: 医学 · 微生物学 · 营养学
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Journal of Functional Foods · 2015 · IF 3.574

Isoflavone, γ-aminobutyric acid contents and antioxidant activities are significantly increased during germination of three Chinese soybean cultivars

Fengzhong Wang,Huifang Wang,Donghui Wang,Fang Fang,Jixiang Lai,Tao Wu,Rong Tsao

The changes in isoflavone and γ-aminobutyric (GABA) contents and antioxidant activity of germinated soybean seeds were investigated. Three Chinese soybean cultivars (ZH 13, 30 and 42) released for high yield and protein content were evaluated. The results showed that the total isoflavone contents at peak level were 86.3, 81.0, and 42.3% higher than that of the un-germinated control for ZH 42, 13 and 30, respectively. GABA content of ZH 13 in particular was a statistically significant 36.7-fold increase in day 5 germinated soybeans as compared to un-germinated soybean. Such increases also led to significantly elevated antioxidant activities . Moreover, germination can significantly suppress IL-8 expression in Caco-2 cells by ZH 13 extract ( P  < 0.05) without cell apoptosis. Current results suggest that ZH 13 soybean is a cultivar that can be used to develop nutritional and functional foods with important health benefits.

研究领域: 食品科学 · 植物学 · 营养学
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