1.Development and Validation of an HPLC-PDA Method for Quantitation of Ten Marker Compounds from Eclipta prostrata (L.) and Evaluation of Their Protein Tyrosine Phosphatase 1B, α-Glucosidase, and Acetylcholinesterase Inhibitory Activities
Duc Hung NGUYEN ; Duc Dat LE ; Eun Sook MA ; Byung Sun MIN ; Mi Hee WOO
Natural Product Sciences 2020;26(4):326-333
The aerial parts of Eclipta prostrata is used as a traditional medicine and vegetable. In traditional folk medicine, it is used for treatment of hemorrhages, hepatic, disease, renal injuries, hair loss, tooth mobility, and viper bites. In this study, ten compounds (1 ‒ 10) were isolated from the aerial parts of E. prostrata. A reliable high performance liquid chromatography equipped with photometric diode array detector (HPLC-PDA) method was developed to simultaneously quantitate 10 marker compounds [chlorogenic acid (1), paratensein 7-O-β-ᴅ-glucoside (2), quercetin 7-O-β-ᴅ-glucoside (3), luteolin 7-O-β-ᴅ-glucoside (4), apigenin 7-O-β-ᴅ-glucoside (5), apigenin 4'-O-β-ᴅ-glucoside (6), apigenin (7), luteolin (8), wedelolactone (9), and paratensein (10)]. In addition, compounds 5 and 6 showed considerable inhibitory effects against protein-tyrosine phosphatase 1B (PTP1B) enzyme. Moreover, compounds 6 ‒ 8, and 10 exhibited potent α-glucosidase inhibitory effects with IC50 values of 24.5 ± 1.9, 33.0 ± 0.5, 45.5 ± 0.1, and 23.8 ± 1.0 µM, respectively. All compounds (1 ‒ 10) showed considerable acetylcholinesterase (AChE) inhibitory effects with IC 50 ranging from 30.1 to 75.2 µM.
2.Development and Validation of an HPLC-PDA Method for Quantitation of Ten Marker Compounds from Eclipta prostrata (L.) and Evaluation of Their Protein Tyrosine Phosphatase 1B, α-Glucosidase, and Acetylcholinesterase Inhibitory Activities
Duc Hung NGUYEN ; Duc Dat LE ; Eun Sook MA ; Byung Sun MIN ; Mi Hee WOO
Natural Product Sciences 2020;26(4):326-333
The aerial parts of Eclipta prostrata is used as a traditional medicine and vegetable. In traditional folk medicine, it is used for treatment of hemorrhages, hepatic, disease, renal injuries, hair loss, tooth mobility, and viper bites. In this study, ten compounds (1 ‒ 10) were isolated from the aerial parts of E. prostrata. A reliable high performance liquid chromatography equipped with photometric diode array detector (HPLC-PDA) method was developed to simultaneously quantitate 10 marker compounds [chlorogenic acid (1), paratensein 7-O-β-ᴅ-glucoside (2), quercetin 7-O-β-ᴅ-glucoside (3), luteolin 7-O-β-ᴅ-glucoside (4), apigenin 7-O-β-ᴅ-glucoside (5), apigenin 4'-O-β-ᴅ-glucoside (6), apigenin (7), luteolin (8), wedelolactone (9), and paratensein (10)]. In addition, compounds 5 and 6 showed considerable inhibitory effects against protein-tyrosine phosphatase 1B (PTP1B) enzyme. Moreover, compounds 6 ‒ 8, and 10 exhibited potent α-glucosidase inhibitory effects with IC50 values of 24.5 ± 1.9, 33.0 ± 0.5, 45.5 ± 0.1, and 23.8 ± 1.0 µM, respectively. All compounds (1 ‒ 10) showed considerable acetylcholinesterase (AChE) inhibitory effects with IC 50 ranging from 30.1 to 75.2 µM.
3.Phenolic Constituents and Their Anti-inflammatory Activity from Echinochloa utilis Grains.
Duc Hung NGUYEN ; Bing Tian ZHAO ; Duc Dat LE ; Ki Yun KIM ; Young Ho KIM ; Young Ho YOON ; Jee Youn KO ; Koan Sik WOO ; Mi Hee WOO
Natural Product Sciences 2016;22(2):140-145
Seven phenolic compounds including p-coumaric acid (1), 4-hydroxybenzoic acid (2), 4-hydroxybenzaldehyde (3), vanillic acid (4), luteolin (5), acacetin (6), and tricin (7), were isolated from the methylene chloride and ethyl acetate fractions of Echinochloa utilis grains. Compounds (1 - 4, 6) were isolated for the first time from this plant. These compounds were tested for inhibitory activities against LPS-induced NO production in RAW 264.7 cells. Compounds 5 and 6 displayed significant inhibitory effects, with IC₅₀ values of 27.9 ± 2.6 and 14.0 ± 1.1 µM, respectively. The results suggested that E. utilis ethanolic extract may be used as a potential source of anti-inflammatory agents and functional foods for the treatment of allergic diseases.
Anti-Inflammatory Agents
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Echinochloa*
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Ethanol
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Functional Food
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Luteolin
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Methylene Chloride
;
Phenol*
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Plants
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RAW 264.7 Cells
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Vanillic Acid
4.Antioxidant Compounds Isolated from the Roots of Phlomis umbrosa Turcz.
Duc Hung NGUYEN ; Duc Dat LE ; Bing Tian ZHAO ; Eun Sook MA ; Byung Sun MIN ; Mi Hee WOO
Natural Product Sciences 2018;24(2):119-124
Two triterpenoids, arjunolic acid (1), belleric acid (2), five phenylethanoids, martynoside (3), orobanchoside (4), 3,4-dihydroxyphenethylalcohol-6-O-caffeoyl-β-D-glucoside (5), leucosceptoside B (6), lunariifolioside (7), four phenolic acids, ferulic acid (8), syringic acid (9), vanillic acid (10), 4-hydroxybenzoic acid (11), and one lignan, (+)-syringaresinol-β-D-glucoside (12), were isolated from the roots of P. umbrosa. All isolated compounds were explored for their antioxidant potential in the DPPH and ABTS assays. In DPPH assay, compound 5 showed high antioxidant capacity. Compounds 3, 4, 6, and 7 displayed considerable antioxidant activities. In addition, compounds 5–7 exhibited potential antioxidant capacities in the ABTS assay.
Phenol
;
Phlomis
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Vanillic Acid
5.Quantitation and Radical Scavenging Activity Evaluation of Iridoids and Phenylethanoids from the Roots of Phlomis umbrosa (Turcz.) using DPPH Free Radical and DPPH-HPLC Methods, and their Cytotoxicity
Duc Dat LE ; Duc Hung NGUYEN ; Bing Tian ZHAO ; Byung Sun MIN ; Si Whan SONG ; Mi Hee WOO
Natural Product Sciences 2019;25(2):122-129
The roots of Phlomis umbrosa (Turcz.) (Phlomidis Radix) have been traditionally used to treat cold, reduce swelling and staunch bleeding. Four iridoids (1 – 3 and 5) and six phenylethanoid derivatives (4, and 6 – 10) were isolated from the roots of P. umbrosa. A simple, sensitive, and reliable analytical HPLC/PDA method was developed, validated, and applied to determine 10 marker compounds in Phlomidis Radix. Furthermore, the isolates were evaluated for cytotoxic and anti-oxidant activities as well as DPPH-HPLC method. Among them, compounds 4 and 6 – 9 displayed potent anti-oxidant capacities using DPPH assay with IC50 values of 27.7 ± 2.4, 10.2 ± 1.1, 18.0 ± 0.8, 19.1 ± 0.3, and 19.9 ± 0.6 µM, and compounds 6, 8, and 9 displayed significant cytotoxic activity against HL-60 with IC50 values of 35.4 ± 3.1, 18.6 ± 2.0, and 42.9 ± 3.0 µM, respectively.
Hemorrhage
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Inhibitory Concentration 50
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Iridoids
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Methods
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Phlomis
6.Development of Analytical Method and Validation using HPLC/PDA for Discrimination between Artemisiae Argyi Folium and Artemisiae Iwayomogii Herba
Duc Dat LE ; Duc Hung NGUYEN ; Bing Tian ZHAO ; Byung Sun MIN ; Mi Hee WOO
Natural Product Sciences 2019;25(3):275-283
In this study, we described the new developed method to simultaneously discriminate two herbal drugs of Artemisiae Argyi Folium and Artemisiae Iwayomogii Herba using eight marker compounds (1 – 8) on an HPLC-PDA system. The developed method was applied to quantify the major components of two herbal drugs. The pattern analysis successfully discriminated and evaluated different components between Artemisiae Argyi Folium and Artemisiae Iwayomogii Herba. Results were used for classification of different species from collected samples.
Artemisia
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Classification
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Discrimination (Psychology)
;
Methods
7.Development and Validation of HPLC-PDA Method and Pattern Recognition Analyses Using Eight Marker Compounds for the Quality Control Between the Seeds of Cuscuta chinensis Lam. and Cuscuta japonica Choisy
Duc Hung NGUYEN ; Bing Tian ZHAO ; Duc Dat LE ; Eun Sook MA ; Byung Sun MIN ; Mi Hee WOO
Natural Product Sciences 2019;25(4):334-340
Cuscuta chinensis Lam. and Cuscuta japonica Choisy are parasitic plants. C. chinensis seeds were traditionally used for treatment of kidney and liver deficiencies. C. japonica seeds were used as tonic medicine to improve liver function and strengthen kidneys, treatment of high blood pressure, chronic diarrhea, and sore eyes. Cuscutae Semen are seeds of only C. chinensis in Korean Herbal Pharmacopoeia (K.H.P.). The developed HPLC-PDA method easily, accurately, and sensitively quantified using eight marker compounds [hyperoside (1), astragalin, (2), quercetin (3), kaempferol (4), chlorogenic acid (5), 3,4-di-O-caffeoylquinic acid (6), 1,5-di-O-caffeoylquinic acid (7), and 4,5-di-O-caffeoylquinic acid (8)]. In addition, the method may be used to distinguish seeds between C. chinensis Lam. and C. japonica Choisy. Furthermore, the result from the current study was applied to clarify samples between steam processed and unprocessed samples of C. chinensis by pattern analysis.
Chlorogenic Acid
;
Cuscuta
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Diarrhea
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Flavonoids
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Hypertension
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Kidney
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Liver
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Methods
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Quality Control
;
Quercetin
;
Semen
;
Steam
8.Soluble Epoxide Hydrolase Inhibitory Activity from Euphorbia supina Rafin.
Bui Thi Thuy LUYEN ; Nguyen Phuong THAO ; Bui Huu TAI ; Le Duc DAT ; Ji Eun KIM ; Seo Young YANG ; Se Uk KWON ; Young Mi LEE ; Young Ho KIM
Natural Product Sciences 2015;21(3):176-184
In our search for natural soluble epoxide hydrolase (sEH) inhibitors from plants, an extract of the dried whole plants of Euphorbia supina Rafin was found to significantly inhibit sEH activity in vitro. Phytochemical investigation of E. supina resulted in isolation of 17 compounds (1 - 17), including triterpenes (1 - 4), phenolic compounds (5 - 8), and flavonoid derivatives (9 - 17). The structures of the isolated compounds were established mainly by extensive analysis of the 1D and 2D NMR, and MS data. All of the isolated compounds were evaluated for their sEH inhibitory activity. Among the isolated phenolic compounds, 8 was identified as a significant inhibitor of sEH, with an IC50 value of 15.4 +/- 1.3 microM. Additionally, a kinetic analysis of isolated compounds (2, 5, 8 - 11, 13, and 17) indicated that the inhibitory effects of flavonoid derivatives 10 and 11 were of mixed-type, with inhibitory constants (Ki) ranging from 3.6 +/- 0.8 to 21.8 +/- 1.0 microM, whereas compounds 2, 5, 8, 9, 13, and 17 were non-competitive inhibitors with inhibition Ki values ranging from 3.3 +/- 0.2 to 39.5 +/- 0.0 microM.
Euphorbia*
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Euphorbiaceae
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Inhibitory Concentration 50
;
Phenol
;
Triterpenes
9.Anti-inflammatory Triterpenes and Glyceryl Glycosides from Kandelia candel (L.) Druce.
Le Duc DAT ; Nguyen Phuong THAO ; Bui Huu TAI ; Bui Thi Thuy LUYEN ; Seo Young YANG ; Sohyun KIM ; Jung Eun KOO ; Young Sang KOH ; Nguyen The CUONG ; Nguyen Hoai NAM ; Nguyen Van THANH ; Phan Van KIEM ; Chau Van MINH ; Young Ho KIM
Natural Product Sciences 2015;21(3):150-154
Phytochemical investigation of Kandelia candel resulted in the isolation of six triterpenes (1 - 5) and two glyceryl glycosides (6 and 7) and their structures were determined by comparing the spectroscopic data with those of reported values. In present study, we described the inhibitory effects of fractions and isolated compounds from K. candel on pro-inflammatory cytokines (IL-12 p40, IL-6, and TNF-alpha) production in lipopolysaccharide (LPS) stimulated bone marrow-derived dendritic cells (BMDCs). Results indicated that compounds 3, 6, and 7 showed potent inhibition on IL-6 production (IC50 values at less than 0.5 microM, respectively). Meanwhile, compounds 6 and 7 exhibited strong inhibitory effects on the production of TNF-alpha (IC50 values of 1.7 +/- 0.1 and 5.5 +/- 0.2 microM). Compounds 1 and 3 were also showed the inhibitory effects on IL-12 p40 production (IC50 values of 8.9 +/- 0.4 and 3.3 +/- 0.1 microM, respectively).
Cytokines
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Dendritic Cells
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Glycosides*
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Interleukin-12
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Interleukin-6
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Rhizophoraceae*
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Triterpenes*
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Tumor Necrosis Factor-alpha