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JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS · 2015 · IF 2.979

Screening and identification of three typical phenylethanoid glycosides metabolites from Cistanches Herba by human intestinal bacteria using UPLC/Q-TOF-MS

Yang Li,Guisheng Zhou,Ying Peng,Pengfei Tu,Xiaobo Li

Acteoside, isoacteoside, and 2′-acetylacteoside are three representative phenylethanoid glycosides (PhGs), which are widely distributed in many plants and also known as the active components of Cistanches Herba . However, the extremely low oral bioavailability of acteoside in rats implies that these structural similar components may go through multiple sequential routes of hydrolysis in gastrointestinal tract before they are absorbed into blood. Therefore, the metabolites of these three components and other PhGs from gastrointestinal tract such as echinacoside, are supposed to be the bioactive elements. In this study, we established an approach combining ultra-performance liquid chromatography/quadrupole time-of-flight mass spectrometry (UPLC/Q-TOF-MS) with MS E technology and MetaboLynx™ software for the rapid metabolic profiling of acteoside, isoacteoside, and 2′-acetylacteoside by human intestinal bacteria. As a result, 11 metabolites of acteoside, 7 metabolites of isoacteoside, and 11 metabolites of 2′-acetylacteoside were identified respectively. 8 metabolic pathways including deglycosylation, de-rhamnose, de-hydroxytyrosol, de-caffeoyl, deacetylation, reduction, acetylation, and sulfate conjugation were proposed to involve in the generation of these metabolites. Furthermore, we found that the degraded metabolites hydroxytyrosol (HT) and 3-hydroxyphenylpropionic (3-HPP) were transformed from acteoside, isoacteoside, and 2′-acetylacteoside by human intestinal bacteria and demonstrated similar bioactivities to their precursors. These findings are significant for our understanding of the metabolism of PhGs and the proposed metabolic pathways of bioactive components might be crucial for further pharmacokinetic evaluations of Cistanches Herba .

研究领域: 药理学 · 微生物学 · 分析化学
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BIOTECHNOLOGY LETTERS · 2015 ·Vol. 38 ·期 4 ·619-627 · IF 1.591

Synthesis of rosmarinic acid analogues in Escherichia coli

Zhuang Yibin,Jiang Jingjie,Bi Huiping,Yin Hua,Liu Shaowei,Liu Tao

Objectives To produce rosmarinic acid analogues in the recombinant Escherichia coli BLRA1, harboring a 4-coumarate: CoA ligase from Arabidopsis thaliana (At4CL) and a rosmarinic acid synthase from Coleus blumei (CbRAS). Results Incubation of the recombinant E. coli strain BLRA1 with exogenously supplied phenyllactic acid (PL) and analogues as acceptor substrates, and coumaric acid and analogues as donor substrates led to production of 18 compounds, including 13 unnatural RA analogues. Conclusion This work demonstrates the viability of synthesizing a broad range of rosmarinic acid analogues in E. coli , and sheds new light on the substrate specificity of CbRAS.

研究领域: 生物化学 · 合成生物学
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BMC Veterinary Research · 2024 ·Vol. 20 ·期 1 ·1-11 · IF 2.3

Rosmarinic acid-mediated downregulation of RIG-I and p62 in microglia confers resistance to Japanese encephalitis virus-induced inflammation

Yang Yuxin,Hu XianWang,Wang Shuangshuang,Tian Yongxiang,Yang Keli,Li Chang,Wu Qiong,Liu Wei,Gao Ting,Yuan Fangyan,Guo Rui,Liu Zewen,Yang Yuying,Zhou Danna

Background Japanese encephalitis virus (JEV) is a mosquito-borne zoonotic pathogen that causes encephalitis in humans and reproductive failure in pigs. The transmission of JEV between humans and animals poses a significant public health threat and results in substantial economic losses. Excessive inflammation in the central nervous system of JEV-infected patients is a major cause of mortality and disability. Rosmarinic acid (RA), a polyhydroxyphenolic compound isolated from medicinal herbs, has been preliminarily shown to possess anti-inflammatory properties and significantly inhibit JEV-induced neuroinflammation in mice. Results This study investigated the antiviral capacity and potential mechanisms of RA in JEV-infected cells. The results demonstrated that RA could inhibit JEV replication in vitro. Furthermore, the expression levels of inflammatory cytokines (including IL-6, IL-1β, CCL-2, and TNF-α), membrane receptors (including RIG-I, TLR3, TLR4, TLR7, and TLR8), NF-κB complex and p62/SQSTM1 were assessed using qPCR, ELISA, and Western blot, respectively. The findings indicated that RA significantly suppressed the expression of IL-6, IL-1α, TNF-α, and CCL-2 in JEV-infected BV-2 cells in a dose-dependent manner. Additionally, RA treatment downregulated the expression levels of RIG-I and p62, while p62 silencing inhibited the upregulation of inflammatory cytokines in JEV-infected BV-2 cells. Conclusion Our present study highlights the important role of RA-mediated reduction of RIG-I and p62 in microglia, conferring resistance to Japanese encephalitis virus-induced inflammation.

CAS / MDL: 20283-92-5
研究领域: 病毒学 · 免疫学 · 药理学
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INDUSTRIAL CROPS AND PRODUCTS · 2022 · IF 6.449

Multiscale mechanism exploration and experimental optimization for rosmarinic acid extraction from Rosmarinus officinalis using natural deep eutectic solvents

Given Chisha,Chunlu Li,Lei Xiao,Bo Wang,Yueyuan Chen,Zhifang Cui

This study aimed at efficient rosmarinic acid (RA) extraction from rosemary ( Rosmarinus officinalis L.) using natural deep eutectic solvents (NADESs). Quantum chemical calculations and molecular dynamics simulation were used to dissect the microscopic mechanisms. Three choline chloride (ChCl) based NADESs and ethanol (traditional extractant as reference) were investigated. The σ -profiles of RA and each solvent were analyzed. The infinite dilution activity coefficient ( γ ∞ ) of RA in different solvents, the total non-bonded interaction energy and the average H-bond number were calculated, to predict the RA solubility, understand the bond type and strength in each system. Among the solvents studied, ChCl/LA (lactic acid) exhibited wider complementary σ -profile with that of RA, as well as lower ln γ ∞ , higher H-bond number and predominant electrostatic-interaction. Moreover, self-diffusion coefficients revealed that RA had better compatibility with ChCl/LA. Additionally, with different solvents as extractant, ChCl/LA outperformed the others by exhibiting the highest RA extraction yield. Based on results from single factor experiments, Box-Behnken design with response surface methodology was performed for further process optimization. The regressed model obtained was reliable from the ANOVA analysis of variances. RA extraction yield was 6.10% under optimal conditions of 69 °C, 5.6 h, liquid to solid ratio 34 and water content 13.5% (w/w). The combination of simulation and experiment in this study can shed light on the exploration of natural product extraction with high efficiency using green and novel NADESs.

CAS / MDL: 20283-92-5
研究领域: 化学工程 · 药学 · 分析化学 · 生物技术
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2025 · IF 8.5

Rosmarinic acid-chondroitin sulfate nanoconjugate for targeted treatment of ulcerative colitis

Miaomiao Long,Jie Li,Meiyang Yang,Weijun Chen,Lipeng Qiu,Xian Cheng,Liangwu Bi

Rosmarinic acid (RA) is an attractive candidate for ulcerative colitis (UC) application due to its bioactive properties, including antioxidant and anti-inflammatory functions, however, the poor water solubility and on-targeting hamper its therapeutic outcome. Therefore, this work reported the synthesis and preparation of novel water-soluble rosmarinic acid-chondroitin sulfate A (RA-CSA) nanoconjugate, which was used for the treatment of UC in dextran sulfate sodium (DSS)-induced acute colitis mouse model. RA was functionalized with CSA as confirmed by FTIR and 1 H NMR, and self-assembled to form nanoassemblies with a diameter of 247.3 ± 2.99 nm. RA-CSA nanoassemblies exhibited radical scavenging and antioxidant capacity. RA-CSA remarkably inhibited lipopolysaccharide-induced nitric oxide and TNF-α production in RAW 264.7 cells without cytotoxicity, whose inhibition rate was <5 % at 200 μg mL −1 . Oral administration of RA-CSA nanoassemblies significantly attenuated colonic inflammation compared to the parent RA, as evidenced by significantly reduced the shortening of colon length (4.20 ± 0.15 cm), body weight loss, and colonic inflammatory damage in DSS-induced colitis mice. In addition, RA-CSA nanoassemblies suppressed the expression and production of typical pro-inflammatory cytokines of ulcerative colitis. These results suggest that RA-CSA nanoassemblies deserve further consideration as a potential therapeutic drug for the treatment of UC.

研究领域: 药理学 · 纳米医学 · 炎症性肠病研究
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JOURNAL OF FOOD COMPOSITION AND ANALYSIS · 2021 · IF 4.556

Copigmentation evidence of phenolic compound: The effect of caffeic and rosmarinic acids addition on the chromatic quality and phenolic composition of Cabernet Sauvignon red wine from the Hexi Corridor region (China)

Bo Zhang,Xue-Qing Wang,Bo Yang,Ning-Ning Li,Jian-Ming Niu,Xiao Shi,Shun-Yu Han

Although phenolic copigments are rarely colored, they can still influence color expression in red wine copigmentation. Here, prefermentative agents, such as caffeic and rosmarinic acids, were added as copigments during Cabernet Sauvignon red winemaking. The evolution of colors and polyphenols was analyzed by tristimulus colorimetry and high-performance liquid chromatography-tandem mass spectrometry during brewing and aging periods. The results showed that the addition of caffeic and rosmarinic copigments was beneficial to obtain more saturated and vivid hue of wines. The changes in color were correlated with a significant increase in anthocyanins concentration. Moreover, the results demonstrated that the addition of the two phenolic copigments increased the concentration of total phenols and enhanced the copigmentation effect, indicating improved chromatic intensity and color stability of wines. Therefore, the addition of caffeic and rosmarinic acids is a simple and useful enological technique to obtain red wines with high color quality and aging potential.

研究领域: 食品科学 · 葡萄与葡萄酒学
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INTERNATIONAL JOURNAL OF ACAROLOGY · 2024 · IF 0.9

Efficacy and underlying mechanisms of the essential oil derived from Rosmarinus officinalis against Aleuroglyphus ovatus (Acari: Acaridae)

Luoling Zhang,Qiao Teng,Junjie Guo,Minghui Zou,Qiqi Xue,Jinhong Zhao,Yuanyuan Li

Rosemary (Rosmarinus officinalis L) essential oil (REO) has an inhibitory effect against pests and is regarded as a safe alternative to synthetic acaricides. This study investigated the acaricidal and repellent activity of REO and underlying mechanisms against Aleuroglyphus ovatus, an important mite pest of stored products. Gas Chromatography-Mass Spectrometry analysis of REO indicated that the compounds of 1,8-cineole (25.20%) was the highest. REO at 13% concentration provided the highest repellent effect (92.67%) on A. ovatus, and the lowest repellent activity (48.67%) was at 0.8% concentration. Microscopic observations revealed that the mite epidermis started to shrink after treatment with REO at 6 h post-treatment. The enzyme level of catalase (CAT), acetylcholinesterase (AChE) and superoxide dismutase (SOD) decreased significantly (P < 0.05), whereas there was a significant increase (P < 0.05) in nitric oxide synthase (NOS) and glutathione-s-transferases (GST) activities in A. ovatus treated with REO. In the molecular docking study, camphor and 1,8-cineole, the main monoterpenes of REO, bind more closely with CAT and AChE, and PI-conjugated interaction, hydrogen bonding, and hydrophobic were found by molecular docking 3D model. Overall, our results indicate the potential of REO as an effective botanical acaricide to manage A. ovatus.

CAS / MDL: 120-51-4
研究领域: 植物学 · 昆虫学 · 农药科学
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JOURNAL OF FOOD SCIENCE · 2022 ·Vol. 87 ·期 2 ·636-650 · IF 3.693

Deodorizing effects of rosemary extract on silver carp (Hypophthalmichthys molitrix) and determination of its deodorizing components

Pimiao Huang,Zhirong Wang,Yue Shi,Rui Zhang,Xiya Feng,Jianquan Kan

Fishy odor in fish products severely influences both eating quality and commercial acceptability, and natural plant extracts, particularly spices, have recently become popular for the removal of fishy odor. This study aimed to explore the potential of rosemary extract for the deodorization of silver carp ( Hypophthalmichthys molitrix ), as well as to identify the deodorizing components in rosemary extract. Results showed that all of the spice extracts used in this study (ginger, garlic, angelica dahurica, fennel, rosemary, nutmeg, white cardamom, cinnamon, star anise, and bay leaf) significantly reduced the fishy odor value of silver carp, among which rosemary extract was most effective, decreasing the fishy odor value by about 58%. Gas chromatography-mass spectrometry analysis and sensory evaluation showed that the fishy odor value and concentrations of the fishy odor-active compounds were significantly reduced by the application of rosemary extract. However, the lower the total phenolic content of rosemary extract, the poorer the deodorizing effects against silver carp, suggesting that the deodorizing effect was primarily driven by polyphenols. Fourteen phenolic compounds were measured in rosemary extract, and three individual phenolic compounds (rosmarinic acid [RA], carnosic acid [CA], and carnosol [CS]) were chosen for deodorizing experiment. Sensory detection results and changes of contents of volatile showed that these three phenolic compounds are effective at removing the fishy odor. These results suggest that polyphenols are the main deodorizing components, and RA, CA, and CS are the main deodorizing active compounds in rosemary extract. Practical Application The results of this study may provide a new way to determine the deodorizing components of spice extracts. Moreover, it can provide guidance for further research in investigating the deodorizing mechanism of sipce extracts.

研究领域: 食品科学 · 水产加工
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PACKAGING TECHNOLOGY AND SCIENCE · 2024 ·Vol. 37 ·期 8 ·745-754 · IF 2.8

Pickering Emulsion Edible Film Loaded With Oregano Essential Oil and Application in Muffin Preservation

Zhuolin Liu,He Wang,Jiaxin Yi,Wenya Ma,Xiaofang Liu,Xiaohan Chen,Ying Cao,Li Li

A functional edible film containing Pickering emulsion (PE) loaded with oregano essential oil (OEO) was developed. The sustained release of OEO in muffins significantly delayed muffin decay at 25°C ( p < 0.05). According to the influence of oxygen permeability, antibacterial activity and mechanical properties of the active film, the optimum preparation conditions of PE were determined by orthogonal experiment. Peroxide values (POVs), total viable count (TVC) and yeast and mould count (YMC) were significantly lower compared with the blank group. On Day 6, the POV in the experimental group was 63% that of the blank group. TVC and YMC were 3.20 and 1.86 lg CFU/g on Day 9, respectively (TVC ≤ 1500 CFU/g; YMC ≤ 100 CFU/g), extending muffins shelf life to 6–7 days in practical preservation at 25°C. Thus, the edible PE loaded with OEO film provided sustained release, effectively slowing muffin quality deterioration and extending shelf life, making it a promising choice for future high-fat food packaging.

CAS / MDL: 9010-66-6 37220-17-0
研究领域: 食品科学 · 生物学
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BIOTECHNOLOGY LETTERS · 2015 ·Vol. 38 ·期 1 ·81-88 · IF 1.591

Engineered synthesis of rosmarinic acid in Escherichia coli resulting production of a new intermediate, caffeoyl-phenyllactate

Jiang Jingjie,Bi Huiping,Zhuang Yibin,Liu Shaowei,Liu Tao,Ma Yanhe

Objectives To achieve high production of rosmarinic acid and derivatives in Escherichia coli which are important phenolic acids found in plants, and display diverse biological activities. Results The synthesis of rosmarinic acid was achieved by feeding caffeic acid and constructing an artificial pathway for 3,4-dihydroxyphenyllactic acid. Genes encoding the following enzymes: rosmarinic acid synthase from Coleus blumei , 4-coumarate: CoA ligase from Arabidopsis thaliana , 4-hydroxyphenyllactate 3-hydroxylase from E. coli and d -lactate dehydrogenase from Lactobacillus pentosus , were overexpressed in an l -tyrosine over-producing E. coli strain. The yield of rosmarinic acid reached ~130 mg l −1 in the recombinant strain. In addition, a new intermediate, caffeoyl-phenyllactate (~55 mg l −1 ), was also produced by the engineered E. coli strain. Conclusion This work not only leads to high yield production of rosmarinic acid and analogues, but also sheds new light on the construction of the pathway of rosmarinic acid in E. coli .

CAS / MDL: 515-30-0
研究领域: 生物化学 · 合成生物学
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JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY · 2025 · IF 6

Methyl carnosate as a sustainable antioxidant for enhancing oxidation stability in soybean oil-based dielectric fluids

Yingying Shu,Chaofan Wang,Zhengyong Huang,Changheng Li,Feipeng Wang,Jian Li

Natural ester dielectric fluids are eco-friendly alternatives to petroleum-based dielectrics, but oxidative instability from unsaturated bonds limits operational lifespan in transformers. While carnosic acid (CA) enhances soybean oil (SO) oxidation resistance, it introduces unacceptable dielectric loss and acidity. This challenge was addressed through the development of methyl carnosate (MC), a CA derivative that reduces acidity and dielectric loss while retaining the antioxidant catechol moiety. Thermal analysis and electron paramagnetic resonance (EPR) spectroscopy show MC significantly improves SO oxidation stability without compromising dielectric properties. MC-doped SO exhibits > 10 °C higher oxidation onset temperature and delayed thermo-oxidative decomposition due to potent radical scavenging. Conformational analysis and bond dissociation enthalpy calculations reveal that MC’s dominant conformation, stabilized by intramolecular hydrogen bonding, facilitates preferential H-donation from the hydroxyl group ortho to the aliphatic ring, confirming sacrificial antioxidant behavior. MC is a promising eco-friendly antioxidant for natural ester dielectrics, enhancing longevity and performance

研究领域: 化学工程 · 材料科学 · 电气工程 · 可持续化学 · 物理化学
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SCIENCE OF THE TOTAL ENVIRONMENT · 2020 · IF 6.551

Rosmarinic acid enhanced Fe(III)-mediated Fenton oxidation removal of organic pollutants at near neutral pH

Hejun Ren,Xiong Jin,Chenguang Li,Tingting Li,Yang Liu,Rui Zhou

In this study, we reported that the presence of rosemary acid (RA) could strongly enhance the Fe(III)-mediated Fenton oxidation of 2,4-DCP as the model contaminant at near neutral pH. This enhancement was verified by the strong chelating and reducing ability of RA, which could prevent ion precipitation and accelerate the Fe 3+ /Fe 2+ cycle. Radical quenching experiments and electron paramagnetic resonance confirmed the existence and roles of hydroxyl radicals in the Fe 3+ /RA/H 2 O 2 system. Lot size optimized experiments were executed to achieve efficient 2,4-DCP degradation (99.93%) under the optimum conditions of 100 μmol/L Fe 3+ , 100 μmol l/L RA and 8 mmol/L H 2 O 2 within 60 min. In addition, co-existing metal ions , inorganic anions and natural organic matters were proved that they could inhibit removal efficiency and rate at varying degrees. Total organic carbon and chloride ion measurements were employed to probe the mineralization of organic matters (including RA and 2,4-DCP). This study provides a new modified Fenton system to enhance the oxidation removal of refractory organics in water and will enrich the understanding on effective H 2 O 2 activation at neutral pH.

CAS / MDL: 29483-73-6 7803-49-8
研究领域: 环境科学 · 化学
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