FOOD RESEARCH INTERNATIONAL
·
2020
·
IF 4.972
Shanshan He,Yanling Wang,Jianhua Xie,Heng Gao,Xiujiang Li,Zhibing Huang
Monascus comprises purple-red molds. Various compounds can be obtained from these species, including statins and food-safe yellow, red, and orange pigments. However, the secondary metabolite citrinin, a mycotoxin, is produced during the late stages of growth. Citrinin biosynthesis should be reduced to apply Monascus pigments safely. Fortunately, this can be achieved by the addition of flavonoids (genistein, daidzein, apigenin, and kaempferol). However, the effects of these flavonoids on other metabolites remain unknown. Here, we report a 1 H NMR-based multivariate metabolomic analysis of the effects of flavonoids on mycotoxin citrinin production by Monascus . Fifteen metabolites involved in lysine and arginine biosynthesis and alanine, aspartate, glutamate, biotin, arginine, proline, and glutathione metabolism were detected. The reduction in glutamate, aspartate, biotin, and 2-phosphoglycerate content suggested their association with the citrinin reduction mechanism. This study identifies the citrinin production pathway in Monascus and will aid in the development of citrinin-control methods.
研究领域:
微生物学
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代谢组学
·
食品科学
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DOI
高影响因子
Journal of Functional Foods
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2017
·
IF 3.144
Weina Zhang,Yuanyuan Zhu,Qingqing Liu,Jinsong Bao,Qin Liu
The distribution of polyphenol profiles in different fractions of buckwheat seeds is less understood. In this study, polyphenols in the hull, bran and endosperm of eight common buckwheat cultivars were studied. The results showed that the hull had highest total phenolic content, followed by bran. Total proanthocyanidin contents in the hull were similar to those in the bran. Over 40 phenolics were identified by HPLC/MS. Prominent phenolics such as 1- O -Caffeoyl-6- O -rhamnopyranosyl-glycopyranoside, epicatechin-gallate, orientin/isorientin, vitexin/isovitexin, hyperin and rutin in different seed fractions were identified and quantified. The polyphenol profile in the hull was quite different from that of bran and endosperm. Vitexin/isovitexin, hyperin and rutin were major phenolics in hulls with content ranges of 101.65–188.78 mg/100 g, 53.55–274.10 mg/100 g and 62.43–173.57 mg/100 g, respectively. Epicatechin-gallate was the predominant phenol in bran and endosperm with content ranging from 150.44 to 354.67 mg/100 g and from 19.65 to 73.92 mg/100 g, respectively.
研究领域:
食品科学
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植物化学
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DOI
高影响因子
IUCrJ
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2021
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IF 4.769
Yanming Xia,Yuanfeng Wei,Hui Chen,Shuai Qian,Jianjun Zhang,Yuan Gao
Recently, cocrystallization has been widely employed to tailor physicochemical properties of drugs in the pharmaceutical field. In this study, cocrystallization was applied to separate natural compounds with similar structures. Three flavonoids [baicalein (BAI), quercetin (QUE) and myricetin (MYR)] were used as model compounds. The coformer caffeine (CAF) could form cocrystals with all three flavonoids, namely BAI-CAF (cocrystal 1), QUE-CAF (cocrystal 2) and MYR-CAF (cocrystal 3). After adding CAF to methanol solution containing MYR and QUE (or QUE and BAI), cocrystal 3 (or cocrystal 2) preferentially formed rather than cocrystal 2 (or cocrystal 1), indicating that flavonoid separation could be achieved by competitive cocrystallization. After co-mixing the slurry of two flavonoids with CAF followed by centrifugation, the resolution ratio that could be achieved was 70-80% with purity >90%. Among the three cocrystals, cocrystal 3 showed the lowest formation constant with a negative Gibbs free energy of nucleation and the highest energy gap. Hirshfeld surface analysis and density of states analysis found that cocrystal 3 had the highest strong interaction contribution and the closest electronic density, respectively, followed by cocrystal 2 and cocrystal 1, suggesting CAF could competitively form a cocrystal with MYR much more easily than QUE and BAI. Cocrystallization is a promising approach for green and effective separation of natural products with similar chemical structures.
研究领域:
药物化学
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天然产物化学
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DOI
PubMed
高影响因子
Metabolites
·
2022
·Vol. 12
·期 9
·790
·
IF 5.581
Chengcai Zhang,Yang Jiang,Changzheng Liu,Linyuan Shi,Jintong Li,Yan Zeng,Lanping Guo,Sheng Wang
Fagopyrum dibotrys, being native to southwest China, is widely distributed in Yunnan, Guizhou Provinces and Chongqing City. However, the quality of medicinal materials growing in different origins varies greatly, and cannot meet the market demand for high-qualityF. dibotrys. In this study, 648 metabolites were identified, and phenolic compounds ofF. dibotrysfrom different origins were clearly separated by principal component analysis (PCA). Our results suggested that the medicinal differences ofF. dibotrysfrom different origins can be elucidated via the variations in the abundance of the phenolic and flavonoid compounds. We found that the epicatechin, total flavonoids and total tannin content in Yunnan Qujing (YQ) and Yunnan Kunming (YK) were higher than those in Chongqing Shizhu (CS), Chongqing Fuling (CF) and Guizhou Bijie (GB), suggesting that Yunnan Province can be considered as one of the areas that produce high-quality medicinal materials. Additionally, 1,6-di-O-galloyl-β-D-glucose, 2,3-di-O-galloyl-D-glucose and gallic acid could be used as ideal marker compounds for the quality control ofF. dibotrysfrom different origins caused by metabolites, and theF. dibotrysplanted in Yunnan Province is well worth exploiting.
研究领域:
植物学
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药理学
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分析化学
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DOI
高影响因子
FOOD CHEMISTRY
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2024
·
IF 8.5
Feng Wang,Kewei Lin,Qiaomei Shen,Dongjie Liu,Gengsheng Xiao,Lukai Ma
In this study, the ultrasonic-microwave pretreatment was defined as a processing technology in the production of tribute citrus powder, and it could increase the flavonoid compounds in the processing fruit powder. A total of 183 upregulated metabolites and 280 downregulated metabolites were obtained by non-targeted metabolomics , and the differential metabolites was mainly involved in the pathways of flavonoid biosynthesis , flavone and flavonol biosynthesis. A total of 8 flavonoid differential metabolites were obtained including 5 upregulated metabolites (6”- O -acetylglycitin, scutellarin , isosakuranin, rutin , and robinin), and 3 downregulated metabolites (astragalin, luteolin , and (−)-catechin gallate) by flavonoids-targeted metabolomics. The 8 flavonoid differential metabolites participated in the flavonoid biosynthesis pathways, flavone and flavonol biosynthesis pathways, and isoflavonoid biosynthesis pathways. The results provide a reference for further understanding the relationship between food processing and food components, and also lay a basis for the development of food targeted-processing technologies.
研究领域:
食品科学
·
植物化学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
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2021
·
IF 6.165
Ruihong Wang,Botian Ding,Guizhao Liang
Cyclodextrins (CDs) can improve the solubility and stability of flavonoids by forming supramolecular complexes. However, the detailed inclusion mechanism has not been fully elucidated. In this study, the binding ability of eight flavonoids with four common CDs (α-, β-, methyl-β-, γ-CD) was investigated. Then, the interaction characteristics of two flavonoids (Dihydromyricetin (DMY) and Naringenin) with M-β-CD were further explored by using phase solubility, ultraviolet, infrared, X-ray diffraction, differential scanning calorimetry, molecular docking and ONIOM calculations. The results indicated that the molecular volume of flavonoids and the cavity size of CDs have distinct effects on the host-guest interaction. DMY and Naringenin form stable supramolecular complexes with M-β-CD mainly through hydrophobic interactions and Van der Waals forces. In addition, the stability of the Naringenin/m-β-CD is higher than that of DMY/M-β-CD, which is consistent with the experimental stability constant. Both of the above flavonoids entered the large hole of the hydrophobic cavity of M-β-CD through one end of the B-ring, which has a significant contribution to the formation of the host-guest hydrogen bonds . Taken together, this study is helpful to further understand the interaction mechanism between CDs and guest molecules, expand the application of CDs, and promote the utilization of natural active compounds.
研究领域:
药剂学
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分子生物学
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化学
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DOI
高影响因子
Current Analytical Chemistry
·
2024
·Vol. 21
·期 2
·124-133
·
IF 1.7
Zhengming Qian,Zhuobin He,Dongyin Lian,Qi Huang,Guoying Tan,Juying Xie
BackgroundFlavonoid is a type of active constituent in herbs and always used as the quality control markers of herbal medicines. Owing to the extensive diversity of flavonoids, numerous reference compounds are necessitated for the analysis of flavonoids, and some are usually very expensive, which engenders challenges in the analysis of flavonoids in herbal medicines. Consequently, the development of a simple, rapid, and reference compounds saving method is important for the determination of flavonoids in herbal medicines.ObjectiveIn order to develop a high-performance liquid chromatography (HPLC) method for the determination of 5 flavonoids (mangiferin, hesperidin, baicalin, buddleoside, and rutin) in five herbal medicines (Anemarrhenae rhizome, Sophorae flos, Citri reticulatae pericarpium, Scutellariae radix, and Chrysanthemi indici flos) with rutin.MethodsFive herbal medicine samples were prepared according to the Chinese Pharmacopoeia which includes ultrasound and reflux methods. The separation of the sample was performed on a PoroShell 120 EC-C18 (4.6 mm×100 mm, 2.7 μm) by gradient elution with 0.1% formic acid and acetonitrile at a flow rate of 1.0 mL/min. The wavelengths were set as follows: Anemarrhenae rhizome (363 nm), Sophorae flos (256 nm), Citri reticulatae pericarpium (236 nm), Scutellariae radix (263 nm), Chrysanthemi indici flos (354 nm).ResultsThe method validation showed that the established HPLC method was accurate and stable for quantitative analysis of flavonoids in five herbal medicines. The comparative analysis revealed that the determination results of the current HPLC method and Chinese Pharmacopoeia method are consistent, exhibiting less than 1% relative error. Remarkably, the developed HPLC method needs one cheapest reference compound (rutin) and costs 8 min for sample HPLC analysis.ConclusionThe developed HPLC method for quantitative analysis of five flavonoids in five herbal medicines is simple, rapid, and reference compound saving, which provides a good alternative method for quality control of flavonoids in herbal medicines.
研究领域:
药学
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分析化学
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DOI
高影响因子
SCIENCE OF THE TOTAL ENVIRONMENT
·
2019
·
IF 5.589
Caicai Xu,Zhiwei Ge,Chao Li,Fanghao Wan,Xi Xiao
Harmful algal blooms (HABs) and the invasion of smooth cordgrass ( Spartina alterniflora ) have become important environmental problems in intertidal zones of China, which caused serious damage on the coastal ecological systems. By using S. alterniflora as algaecide, this helps to utilize this invasive plant, in addition, is expected to help to control the expansion of S. alterniflora . The potential of S. alterniflora in HABs mitigation was investigated on controlling Phaeocystis globosa (haptophyceae) and Prorocentrum donghaiense (dinophyceae). The growth of both HABs species was significantly inhibited at high concentrations, and P. globosa was more sensitive than P. donghaiense . Furthermore, the extracts of S. alterniflora reduced the effective quantum yield, photosynthetic efficiency, and relative maximal electron transport rate of both algal species at high concentrations, which implies a disruption on their photosynthetic system. Flavonoids, which were previously known as antialgal chemicals, were found to be abundant in the extracts of S. alterniflora by UPLC-MS detection. Our results revealed that the potential of S. alterniflora as a novel antialgal agent for controlling HABs, simultaneously, resource utilization possibility for the invasive plant S. alterniflora .
研究领域:
海洋生态学
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环境科学
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植物化学
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DOI
高影响因子
Natural Product Communications
·
2025
·
IF 1.4
Phuong Nhung Nguyen,Ngoc Lien Nguyen,Hai Nam Pham,Phuong Khanh Nguyen,Kieu Oanh Nguyen Thi
ObjectivesPteris vittata L. is one of the hyperaccumulator plants that can grow in heavy metal-contaminated soil. This plant may tolerate metal stress through different mechanisms, eg, by producing a wide range of secondary metabolites. These compounds play an essential role in physiological function and can also serve as rich sources of chemicals for health benefit purposes. This study aims to determine the phytochemicals of plant extracts and the relationship between these profiles with pharmacological properties to predict active agents and their interaction.MethodsThe total phenolic and total flavonoid contents were measured by colorimetric assays, while the widely targeted metabolomics was applied to reveal leaf and root P. vittata metabolome. In parallel, the antioxidant and antibacterial effects of these extracts were determined by ABTS scavenging and micro-broth dilution methods. Multivariate analysis, ie, Partial Least Square Regression, calculated the correlation between metabolites and bioactivities.ResultsThe results showed the significant content of phenolics and flavonoids in plants collected from mining soils of Thai Nguyen province, Vietnam, and their potential ABTS scavenging activity. Additionally, the plant's metabolome characterized 82 compounds, mainly secondary metabolites. The multivariate analysis indicated the positive correlation among quercetin derivatives and bioactivity, suggesting the contribution of their combination, not individually, to the antibacterial effect of P. vittata.ConclusionHyperaccumulators in metalliferous soils are potential reservoirs for exploring the antibacterial agents against multi-drug resistant strains, and this effect may be exerted by additive or synergistic mechanisms of action of multiple compounds.
研究领域:
植物学
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药理学
·
环境科学
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DOI
高影响因子
Heliyon
·
2023
·
IF 4
Xiao-Lan Yu,Jia Li,Yanqing Yang,Jiayi Zhu,Haibo Yuan,Yongwen Jiang
In this study, four kinds of Longjing tea, the famous flat green tea and the protected geographical indication product in China, were used to explore the quality difference of the same green tea due to the cultivar, geographic origin, and storage time under the premise of consistent picking conditions and processing technology using the widely targeted metabolomics. Results showed that 483 flavonoid metabolites with 10 subgroups of flavonoids were screened and 118 differential flavonoid metabolites were identified. The number and subgroups of differential flavonoid metabolites produced by different cultivars of Longjing tea were the largest, followed by storage time, and third by the geographic origin. Glycosidification and methylation or methoxylation were the main structural modifications of differential flavonoid metabolites. This study has enriched the understanding of the effects of the cultivar, the geographic origin, and the storage time on the flavonoid metabolic profiles of Longjing tea, and provided worthy information for the traceability of green tea.
研究领域:
食品科学
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代谢组学
·
农业化学
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DOI
PubMed
高影响因子
Current Analytical Chemistry
·
2021
·Vol. 17
·期 4
·521-527
·
IF 1.892
Liu Liang-Hong,Peng Jie,Shi Si-lin,Li Kai-Lin,Xiong Pei,Cai Wei
Background: Lithocarpus litseifolius (Hance) Chun (L. litseifolius) has been used for treating diabetes, allergic and inflammatory diseases, and hyperlipidemia in folk medicine. Previous studies have shown that the main active ingredients of its leaves are flavonoids. However, to the
best of our knowledge, the stem of L. litseifolius has not been investigated for its constituents yet. The stems of the decaying plants fall every year. It is considered as a waste due to limited knowledge of the benefits of these stems, which is a sheer waste of the plant resource. Therefore,
it is necessary to investigate the chemical constituents of the stem, which will be beneficial for the treatment of many diseases and help utilize the stem in a better way instead of wasting the plant resource. Methods: In this study, the dry twigs of L. litseifolius were collected, powdered,
and extracted. Then, the extracted sample was subjected to UHPLC-Q-Exactive Orbitrap MS in negative mode combined with Parallel reaction monitoring scanning to gain the high-resolution mass spectrum, which was processed by the Compound Discover version 3.0 using high resolution extracted ion
chromatography to predict the constituent compounds. Results: A total of 35 flavonoids including flavone, flavonol, dihydroflavone, isoflavone, and dihydrochalcone were putatively identified based on their accurate mass measurement, chromatographic retention, MSn spectra, and bibliography
data. Conclusion: In this study, a total of 35 flavonoids were identified in the stem of L. litseifolius, among which 5 flavonoids were the first to be reported from this plant, which will be very helpful for the development of medicines for the treatment of many diseases and utilization
of the stem of L. litseifolius.
研究领域:
植物化学
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药学
·
天然产物研究
✓ 已验证
DOI
高影响因子
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
·
2019
·
IF 3.31
Shuyun Bi,Jun Wu,Xiaoyue Sun,Rui Zhao,Di Shao,Xu Li
Communicated by Ramaswamy H. Sarma
研究领域:
生物化学
·
药理学
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DOI
高影响因子
危险品化学品经营许可证（带存储）