1.Content Analysis of Rutin in the Leaves of Boehmeria nivea Harvested in Different Regions of South Korea by HPLC-UV
Sunghun CHO ; Norman G QUILANTANG ; Ju Sung LEE ; Young Mi KIM ; Ho Bang KIM ; Eun Ju CHO ; Yong Su JUNG ; Sanghyun LEE
Natural Product Sciences 2018;24(1):36-39
Phytochemical analysis of Boehmeria nivea (Bn) leaves by medium pressure liquid chromatography led to the isolation of a flavonoid glycoside identified by spectroscopic analysis as rutin. The amount of rutin in the leaves of Bn harvested from nine regions in South Korea (Bn 1–9) which were collected on the months of June, July, August, and September was determined by HPLC-UV analysis. A gradient elution program that utilizes a Discovery® C18 (4.6 × 250 mm, 5 µm) column and mobile phase composed of 1% acetic acid-water: acetonitrile (90:10 to 60:40 for min) was followed. The injection volume and flow rate were 10 µl and 1 mL/ min, respectively. UV detection was set at 350 nm. Results show that Bn-8 harvested in September reported the highest content of rutin among the samples analyzed. This study provides a basis for the optimal harvest time of Bn which maximizes the yield of rutin.
Boehmeria
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Chromatography, Liquid
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Korea
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Rutin
2.Research on chemical constituents from Artemisia annua Ⅰ.
Li-Hao XIAO ; Hai-Bo LI ; Yu-Xin HUANG ; Da-Peng QIN ; Chen-Feng ZHANG ; Zhen-Zhong WANG ; Yang YU
China Journal of Chinese Materia Medica 2021;46(5):1160-1167
Chemical constituents were isolated and purified from the water extract of Artemisia annua by column chromatography of HP-20 macroporous resin, silica gel, ODS, Sephadex LH-20, HW-40, and semi-preparative RP-HPLC. Their structures were elucidated by physicochemical properties and spectral analyses. As a result, Fifteen compounds were isolated and identified as vitexnegheteroin M(1), sibricose A5(2), securoside A(3), citrusin D(4), annphenone(5), E-melilotoside(6), esculetin(7), scopoletin-7-O-β-D-glucoside(8), eleutheroside B_1(9), chrysosplenol D(10), patuletin-3-O-β-D-glucopyranoside(11), quercetin-7-O-β-D-glucoside(12), rutin(13), apigenin 6,8-di-C-β-D-glucopyranoside(14), isoschaftoside(15), among them, compounds 1-4 were identified from Artemisia for the first time. Additionally, the isolates were evaluated for their inhibitory effects on the production of PGE_2 in LPS-simulated RAW264.7 macrophages. The results showed that compounds 1, 2, 8, and 10-15 could reduce PGE_2 levels, to a certain extent.
Apigenin
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Artemisia annua
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Quercetin
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Rutin
3.Isolation and determination of rutin from Siegesbeckia orientalis L. of Vietnam
Pharmaceutical Journal 1999;282(10):11-15
From the aerial parts of Siegesbeckia orientalis L. (Asteraceae) growing in Vietnam, rutin was isolated for the first time and determined qualitatively and quantitatively by reversed phase high performance liquid chromatography. Rutin exhibited inhibitory effects on gram positive bacteria and found to be inactive against gram negative bacteria and proved to possess a clear antioxidative activity
Rutin
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isolation & purification
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Plants, Medicinal
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Medicine, Traditional
4.Enzymatic synthesis of acylated quercetin 3-O-glycosides: a review.
Chinese Journal of Biotechnology 2021;37(6):1900-1918
Quercetin 3-O-glycosides (Q3Gs) are important members of quercetin glycosides with excellent pharmacological activities such as anti-oxidation, anti-inflammation, anti-cancer and anti-virus. Two representatives of Q3Gs, rutin and troxerutin, have been developed into clinical drugs, demonstrating Q3Gs have become one of the important sources of innovative drugs. However, the applications of Q3Gs in food and pharmaceutical industries are hampered by its poor bioavailability. Of the known means, selective acylation modification of Q3Gs through enzymatic catalysis to obtain Q3G esters is one of the effective ways to improve its bioavailability. Herein, the enzyme-mediated acylation of Q3Gs were reviewed in details, focusing on the four tool enzymes (acyltransferases, lipases, proteases and esterases) and the whole-cell mediated biotransformation, as well as the effect of acylations on the biological activities of Q3Gs. Furthermore, the highly efficient synthesis and diversification of acylated site for Q3G esters were also discussed. Taken together, this review provides a new perspective for further structural modifications of Q3Gs towards drug development.
Acylation
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Biological Availability
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Glycosides
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Quercetin
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Rutin
5.Quantitative Analysis of the Flavonoid Content in the Leaves of Boehmeria nivea and Related Commercial Products.
Dong Gu LEE ; Sunghun CHO ; Jaemin LEE ; Sanghoon YANG ; Yong Su JUNG ; Ho Bang KIM ; Eun Ju CHO ; Sanghyun LEE
Natural Product Sciences 2015;21(1):66-70
Content analysis of flavonoids (epicatechin, epicatechin gallate, and rutin) present in the leaves of Boehmeria nivea (originating from Geumsan-myeon, Biin-myeon, Hansan-myeon, and Baeksu-eup) and their commercial products (ramie tteok, ramie songpyeon, ramie bory-tteok, and ramie tea) was conducted by HPLC. The content of epicatechin, epicatechin gallate, and rutin was highest in the leaves of B. nivea from Geumsanmyeon (0.138 mg/g), Baeksu-eup (1.654 mg/g) and Geumsan-myeon (12.205 mg/g), respectively. With respect to commercial products, the content of epicatechin and epicatechin gallate was highest in ramie tea, with concentrations of 1.879 and 1.090 mg/g, respectively. Given these flavonoid concentrations, B. nivea leaf extracts have the potential to be used as additives in natural medicinal products, health supplements, and beverages.
Beverages
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Boehmeria*
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Catechin
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Chromatography, High Pressure Liquid
;
Flavonoids
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Rutin
;
Tea
6.A new eremophilane derivative from Senecio dianthus.
He-Dong HAN ; Hai-Qing HU ; Yan LI ; Xiao-Ling WANG
China Journal of Chinese Materia Medica 2013;38(19):3295-3298
A new eremophilane derivative, 4,5,11-trimethyl-9( 10), 7 ( 11) -eremophiladien-8-keto-12-carboxylic acid-beta-D-glucopyranoside( which named dianthuside A) 1 and four known compounds, 5,7,4'-trihydroxy-flavonone-3-0-beta-D-glucoside (2), quercetin-3-0-beta-D-glucoside(3) ,hyperin(4) and rutin(5) have been isolated from the aerial part of Senecio dianthus. Their structures were elucidated by physicochemical properties and spectroscopic data analysis. Compounds 2, 4 and 5 were isolated from this plant for the first time.
Dianthus
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chemistry
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Glucosides
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analysis
;
chemistry
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Rutin
;
analysis
;
chemistry
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Senecio
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chemistry
7.Research progress on rutin derivatives.
Ya-Jun MAO ; Ya-Li FENG ; Meng-Jiao WANG ; Zhi-Yuan LYU ; Guang-Yu ZHAI
China Journal of Chinese Materia Medica 2021;46(18):4654-4665
Compounds derived from natural products present satisfactory efficacy in disease prevention and treatment. The use of chemical substances in plants to promote healthhas increasingly attracted people's attention. Rutin, a typical flavonoid, is mainly found in various vegetables, fruits and Chinese herbal medicines. As a natural antioxidant, it features many pharmacological activities, such as anti-inflammation, anti-virus, anti-tumor, and prevention and treatment of cardiovascular and cerebrovascular diseases. However, the low bioavailability and poor water solubility limit its clinical application. In view of this, its structure is optimized and modified to afford rutin derivatives with good solubility, high bioavailability, stable metabolism and small toxic side effects. So far, a large number of rutin ethers, esters, and complexes have been synthesized and undergone activity testing. This paper reviews the structural modification of rutin in recent years, and the obtained derivatives have excellent properties and significant biological activity.
Anti-Inflammatory Agents
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Antioxidants
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Biological Availability
;
Humans
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Rutin
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Solubility
8.Effect of drying processing methods on different specifications of Sophorae Flos based on comprehensive statistical analysis.
Ji-Rui WANG ; Jun TAN ; Long-Yun LI ; Xu-Hong SONG ; Gang DING ; Fang-Hong SHANG
China Journal of Chinese Materia Medica 2021;46(6):1401-1409
To investigate the effects of six common drying methods on the quality of different specifications of Sophorae Flos, in order to select their suitable drying methods. According to appearance and morphology, Sophorae Flos was divided into the following three specifications: flower bud type(HL), half-open type(BK) and blooming type(SK). All specifications of samples were treated with shade-drying method(25 ℃, natural temperature), sun-drying method, hot-air-drying method(60, 105 ℃), and drying method(60 ℃) after steaming. The contents of total flavonoids, rutin, narcissus, quercetin, isorhamnetin, and Fe~(3+) reducing ability, DPPH free radical scavenging ability, ABTS free radical scavenging ability and fluorescence recovery after photobleaching(FRAP) were detected by UV, HPLC and colorimetry, respectively. Principal component analysis(PCA), cluster analysis(CA) and correlation analysis were used to comprehensively evaluate the quality of samples. According to the results, there were significant differences in the effect of drying methods on different specifications of samples. The drying method(60 ℃) after steaming was suitable for HL and BK, while the hot-air-drying method(60 ℃) was suitable for SK. When the fresh medicinal materials could not be treated in time, they should be spread out in a cool and ventilated place. Under high and low temperature conditions, the quality of three specifications of Sophorae Flos would be reduced. The hot-air-drying method(105 ℃) and shade-drying method(25 ℃) were not suitable for the treatment of fresh flowers and flower buds of Sophora japonicus. There were obviously differences of chemical compositions and antioxidant activities among the three specifications of samples. Therefore, the specifications of medicinal materials should be controlled to ensure the uniform quality. The study provided the abundant data reference for the selection of appropriate drying methods for the three specifications of Sophorae Flos, and useful exploration for the classification and processing of medicinal materials of flowers.
Chromatography, High Pressure Liquid
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Flavonoids/analysis*
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Flowers/chemistry*
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Rutin
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Sophora
9.Phytochemical Identification from Boehmeria nivea Leaves and Analysis of (-)-Loliolide by HPLC.
Sunghun CHO ; Dong Gu LEE ; Yong Su JUNG ; Ho Bang KIM ; Eun Ju CHO ; Sanghyun LEE
Natural Product Sciences 2016;22(2):134-139
Phytochemicals were isolated from leaves of the fiber crop, ramie (Boehmeria nivea, Bn), using open column chromatography and medium pressure liquid chromatography. Their structures were identified as β-sitosterol, (-)-loliolide, rutin, and pyrimidinedione by MS, ¹H-, and ¹³C-NMR spectroscopic analysis. Among them, (-)-loliolide was isolated for the first time from B. nivea. A content analysis of (-)-loliolide in B. nivea collected from different regions and harvest times was conducted by HPLC. The highest content of (-)-loliolide was found in Bn-23 harvested in September. These results will be helpful to use the plant which harvest in September as a high content phytochemical additive in food, health supplements, and medicinal products.
Boehmeria*
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Chromatography
;
Chromatography, High Pressure Liquid*
;
Chromatography, Liquid
;
Phytochemicals
;
Plants
;
Rutin
;
Urticaceae
10.Increased Flavonoid Compounds from Fermented Houttuynia cordata using Isolated Six of Bacillus from Traditionally Fermented Houttuynia cordata.
Toxicological Research 2012;28(2):117-122
Flavonoids, which form a major component in Houttuynia cordata Thunb., display a wide range of pharmacological activities. The expression of plant flavonoids is partly regulated by fermentation. Therefore, we studied the effects of fermentation on H. cordata in order to identify the strains present during the fermentation process, and to determine whether fermented H. cordata could be used as a probiotic. Our results showed that all 6 of the bacterial strains isolated from fermented H. cordata (FHC) belonged to the genus Bacillus. As expected, fermenting H cordata also increased the flavonoid content as increases were observed in the levels of rutin, quercitrin, and quercetin. To test the effects of fermentation, we treated LPS-stimulated RAW264.7 cells with non-fermented H. cordata extracts (HCE) or FHC extracts (FHCE). Compared to the HCE-treated cells, the FHCE-treated cells showed increased viability. No cytotoxic effects were detected in the FHCE-treated groups in the 2 cell lines used in the study, namely, RAW264.7 and RBL-2H3. FHCE-treated HepG2 cells showed decreased growth, compared to HCE-treated HepG2 cells. These results indicate that the fermented H. cordata predominantly contained Bacillus strains. Furthermore, FHCE are able to prevent LPS-induced inflammatory effects and inhibit the growth of HepG2 cells.
Bacillus
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Cell Line
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Fermentation
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Flavonoids
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Hep G2 Cells
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Houttuynia
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Plants
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Probiotics
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Quercetin
;
Rutin