41 results on '"Bui Huu Tai"'
Search Results
2. Cassane-type diterpenoids from Caesalpinia latisiliqua (Cav.) Hattink
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Nguyen Huy Hoang, Do Thi Thao, Nguyen Thi Thu Hau, Nguyen Thi Cuc, Nguyen Xuan Nhiem, Truong Thi Viet Hoa, Nguyen Thi Thu, Bui Huu Tai, Phan Van Kiem, Vu Hoang Son, and Le Thi Huyen
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Traditional medicine ,biology ,Chemistry ,Plant Science ,Caesalpinia ,biology.organism_classification ,Agronomy and Crop Science ,Biochemistry ,Biotechnology - Published
- 2022
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3. Four new triterpene glycosides from the aerial parts of Chenopodium album and their cytotoxic activity
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Nguyen Thi Mai, Phan Thi Thanh Huong, Vu Kim Thu, Do Thi Hanh Trang, Pham Hai Yen, Phan Van Kiem, Nguyen Xuan Nhiem, and Bui Huu Tai
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chemistry.chemical_classification ,biology ,Traditional medicine ,Chemistry ,Chenopodium ,Glycoside ,Plant Science ,biology.organism_classification ,Biochemistry ,Triterpene ,Ic50 values ,Cytotoxic T cell ,Chikusetsusaponin IVa ,Spectral data ,Chenopodiaceae ,Agronomy and Crop Science ,Biotechnology - Abstract
Six triterpene glycosides including four new ones, chenoalbumosides A–D (1-4), and two known triterpene glycosides, chikusetsusaponin IVa (5) and ginsennoside Ro (6), were isolated from the aerial parts of Chenopodium album Linn (Chenopodiaceae). Their structures were determined by extensive analyses of HR-ESI-MS and NMR spectral data. The cytotoxic activity of compounds 1-6 were evaluated against HT-29, SW480, AGS, and MKN7 cell lines. Unfortunately, our results indicated that none of these compounds were potential cytotoxic agents, showing IC50 values over 50 μM.
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- 2021
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4. New merosesquiterpenes from the Vietnamese sponge Hippospongia fistulosa and their cytotoxic activity
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Dan Thi Thuy Hang, Vu Kim Thu, Pham Hai Yen, Bui Huu Tai, Phan Van Kiem, Do Thi Trang, Nguyen Xuan Nhiem, and Tran Hong Quang
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Chromatography ,biology ,010405 organic chemistry ,Chemistry ,Electrospray ionization ,Plant Science ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Hippospongia ,Sponge ,Cytotoxic T cell ,Spectral data ,Agronomy and Crop Science ,Human cancer ,Biotechnology - Abstract
Two new merosesquiterpenes, hippomeroterpenes A and B (1 and 2), and four known compounds langconol B (3), 20-demethoxy-20-methylaminodactyloquinone D (4), smenospongidine (5), and smenospongic acid (6) were isolated from the sponge Hippospongia fistulosa. Their structures were determined by extensive analyses of HR ESI MS and NMR spectral data. At concentration of 100 μM, compounds 1-6 exhibited weak cytotoxic effects on Hep-G2, MCF-7, SK-LU-1, and SK-Mel-2 human cancer cells with percentages of dead cells ranging from 8.3 ± 0.3%–36.3 ± 1.5 %.
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- 2021
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5. New nitric oxide inhibitory p-coumaroyl flavone glycosides from Fissistigma bicolor
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Pham The Chinh, Pham Thi Tham, Pham Thi Thu Giang, Nguyen Ha Thanh, Luu The Anh, Nguyen Xuan Nhiem, Pham Hai Yen, Bui Huu Tai, Vu Van Doan, and Phan Van Kiem
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Flavone glycosides ,biology ,010405 organic chemistry ,Chemistry ,Stereochemistry ,Plant Science ,Fissistigma ,Inhibitory postsynaptic potential ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,Nitric oxide ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,Ic50 values ,Quercetin ,Kaempferol ,Agronomy and Crop Science ,Two-dimensional nuclear magnetic resonance spectroscopy ,Biotechnology - Abstract
Three new p-coumaroyl flavone glycosides, named fissibicosides A–C (1-3), together with four known flavone glycosides kaempferol 3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside (4), kaempferol 3-O-α-apiofuranosyl-(1→2)-β-galactopyranoside (5), kaempferol 3-O-α-L-rhamnopyranoside (6), and quercetin 3-O-α-L-rhamnopyranoside (7) were isolated from the leaves of Fissistigma bicolor. Their structures were determined by HR-ESI-MS, 1D and 2D NMR spectroscopic methods. Compounds 1-7 inhibited the NO productions in LPS stimulated RAW264.7 cells with IC50 values ranging from 54.5 ± 5.8–78.8 ± 5.9 μM.
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- 2021
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6. Four new dihydrostilbene glycosides and their α-glucosidase inhibitory effect from Camellia sinensis var. assamica
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Do Thi Trang, Phan Van Kiem, Duong Thi Dung, Nguyen Thi Cuc, Tran Minh Ngoc, Bui Huu Tai, Pham Van Cuong, Nguyen Xuan Nhiem, and Chau Van Minh
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chemistry.chemical_classification ,010405 organic chemistry ,Stereochemistry ,Glycoside ,Plant Science ,01 natural sciences ,Biochemistry ,Nmr data ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,chemistry ,Ic50 values ,Camellia sinensis ,Methanol ,Agronomy and Crop Science ,α glucosidase inhibitory ,Biotechnology - Abstract
Four new dihydrostilbene glycosides, assastilbosides A–D (1-4), along with seven known compounds, 5,4′-dihydroxydihydrostilbene 3-O-β- d -glucopyranoside (5), 3,5-dihydroxydihydrostilbene 4′-O-β- d -glucopyranoside (6), 3,5-dihydroxydihydrostilbene 4′-O-[6′′-O-(4′′′-methoxy)galloyl]-β- d -glucopyranoside (7), 3,5-dimethoxydihydrostilbene 4′-O-α- l -rhamnopyranosyl-(1→6)-β- d -glucopyranoside (8), ()-epicatechin (9), ()-epicatechin 3-O-gallate (10), and (-)-epigallocatechin 3-O-gallate (11) were isolated from methanol extract of the leaves of Camellia sinensis var. assamica (J.W.Mast.) Kitam. Their structures were elucidated by HR-ESI-MS, 1D- and 2D-NMR spectra and compared with NMR data in the literature. In addition, all isolated compounds were screened by α-glucosidase assay. Compounds 10 and 11 showed significant inhibitory α-glucosidase with IC50 values of 18.3 ± 1.1 and 21.9 ± 0.8 μM, respectively.
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- 2021
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7. Three new bis-trinorcadalenes from Decaschistia intermedia Craib and their α-glucosidase inhibitory activities
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Hoang Viet Dung, Nghiem Duc Trong, Duong Thi Dung, Nguyen Xuan Nhiem, Trinh Nam Trung, Nguyen Tuan Anh, Do Quyen, Bui Huu Tai, Phan Van Kiem, and Do Thi Thao
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010405 organic chemistry ,Stereochemistry ,Plant Science ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,chemistry ,Scopoletin ,Decaschistia ,Ic50 values ,Radix ,Scopolin ,Agronomy and Crop Science ,α glucosidase inhibitory ,Two-dimensional nuclear magnetic resonance spectroscopy ,Biotechnology - Abstract
Three new bis-trinorcadalenes, bistrinorcadintermes A–C (1-3) along with seven known compounds, parvifloral D (4), parvifloral E (5), parvifloral C (6), hymexelsin (7), scopoletin (8), scopolin (9), and hibiscolactone A (10) were isolated from the aerial parts and radix of Decaschistia intermedia Craib. Their chemical structures were determined based on spectroscopic methods, including 1D, 2D NMR, MS, and experimental CD spectra. All compounds were evaluated for their α-glucosidase inhibitory effects. Compounds 1, 5, and 8 showed moderate α-glucosidase inhibitory activities with IC50 values of 45.6 ± 4.2, 43.7 ± 3.6, and 43.7 ± 3.6 μg/mL, respectively. Compounds 2-4 and 10 showed weak α-glucosidase inhibitory activities with IC50 values ranging from 87.5 ± 6.3 to 219.8 ± 4.9 μg/mL.
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- 2021
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8. Chemical constituents from Schisandra perulata and their cytotoxic activity
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Tran Tuan Anh, Vu Van Doan, Vu Thi Xuan, Bui Quang Tuan, Bui Huu Tai, Phan Van Kiem, Nguyen Xuan Nhiem, Nguyen The Cuong, SeonJu Park, Yohan Seo, Wan Namkung, Seung Hyun Kim, and Nguyen Thi Mai
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biology ,010405 organic chemistry ,Positive control ,Plant Science ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,chemistry ,Cell culture ,Reagent ,Chemical constituents ,Cytotoxic T cell ,Agronomy and Crop Science ,IC50 ,Tetrahydrofuran ,Biotechnology ,Nuclear chemistry ,Schisandra - Abstract
Two new compounds, schisandrulata A (1) and schisandrulata B (5), and nine known compounds, 6-O-benzoylgomisin O (2), kadsutherin (3), γ-schizandrin (4), pinotatol (6), schisphentetralone A (7), (–)-8′-epi-aristotetralone (8), (–)-8,8′-epi-aristotetralone (9), rel-(8R,8′R)-dimethyl-(7S,7′R)-bis(3,4-methylenedioxyphenyl)tetrahydrofuran (10) and (-)-machilusin (11) were isolated from the leaves of Schisandra perulata Gagnep. Their chemical structures were determined by means of HR-ESI-MS, NMR, and CD spectra. All the compounds were evaluated for their cytotoxic activity against the human oral cancer (CAL27) and human breast cancer (MDA-MB231) cell lines. Compounds 1, 4, 7, and 9 showed potent cytotoxic activity against CAL27 cell line with IC50 values of 1.8 ± 0.2, 1.2 ± 0.1, 1.2 ± 0.2, and 2.0 ± 0.1 μM, respectively, indicating that they have stronger cytotoxic activity than that of the positive control capecitabine (IC50 value of 8.20 ± 0.75 μM). Similarly, compounds 1, 4, 7, and 9 also exhibited potent activity against the MDA-MB231 cell line with IC50 values of 3.5 ± 0.1, 1.80 ± 0.2, 0.9 ± 0.2, and 3.4 ± 0.3 μM, respectively. These results indicated that compounds 1, 4, 7, and 9 could be potential anticancer reagents for further drug discovery research.
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- 2021
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9. Two new cadinane sesquiterpenes and one new lignan from Abelmoschus moschatus subsp. tuberosus and their α-glucosidase inhibitory activity
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Duong Thi Dung, Bui Huu Tai, Phan Van Kiem, Pham Tuan Anh, Nguyen Xuan Nhiem, Do Quyen, Hoang Viet Dung, Hoang Quynh Hoa, and Do Thi Thao
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Lignan ,biology ,010405 organic chemistry ,Stereochemistry ,Plant Science ,Tyramine ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,chemistry ,Ic50 values ,medicine ,Abelmoschus moschatus ,Agronomy and Crop Science ,Two-dimensional nuclear magnetic resonance spectroscopy ,α glucosidase inhibitory ,IC50 ,Biotechnology ,Acarbose ,medicine.drug - Abstract
Two new cadinane sesquiterpenes, cadinoschanes A and B (1 and 2), one new norlignan, lignanoschane A (6) along with seven known compounds, hibiscone B (3), 7β-O-β-glucopyranosyl bombaxone (4), 2,7β,8β-trihydroxy trans-calamenene 7-O-β-D-glucopyranoside (5), clemastanin A (7), (−)-3,4,3′,4′-tetrahydroxy-9,7′β-epoxylignano-7β,9′-lactone (8), N-trans-feruloyl tyramine (9), and methyl (3R)-3-[(3R)-3-{(3R)-3-hydroxybutanoyloxy} butanoyloxy} butanoate (10) were isolated from Abelmoschus moschatus subsp. tuberosus (Span.) Borss. Waalk. Their structures were determined on the basis of extensive spectroscopic methods, including 1D, 2D NMR and MS data and comparing experimental CD with theoretical CD calculations. Compounds 3 and 9 showed significant α-glucosidase inhibitory activity with IC50 values of 121.7 ± 3.9 and 4.3 ± 0.5 μg/mL, respectively, compared to those of a positive control, acarbose with IC50 value of 183.5 ± 12.2 μg/mL.
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- 2021
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10. Pregnane glycosides from Dregea volubilis and their α-glucosidase inhibitory activity
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Ki Sung Kang, Nguyen Thi Cuc, Phan Tuan Phuong, Nguyen Xuan Nhiem, Nguyen Thi Kim Thuy, Seung Huyn Kim, Chau Van Minh, Nguyen Thi Mai, Phan Van Kiem, Bui Huu Tai, and Truong Thi Thu Hien
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chemistry.chemical_classification ,Chromatography ,010405 organic chemistry ,Chemistry ,Dregea volubilis ,Pregnane ,Glycoside ,Plant Science ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,medicine ,Methanol ,Agronomy and Crop Science ,α glucosidase inhibitory ,Biotechnology ,Acarbose ,medicine.drug - Abstract
Three new pregnane glycosides namely volubilosides D-F (1–3) along with three known, dregeoside Da1 (4), volubiloside A (5), and drevoluoside N (6) were isolated from the methanol extract of the leaves of Dregea volubilis using combined chromatographic methods. Their structures were elucidated by 1D-, 2D-NMR, and HR-ESI-MS spectra and comparing with those reported in the literature. Compounds 5 and 6 showed the most significant α-glucosidase inhibitory activity at the concentration of 40 μM with inhibition of 51.3 ± 3.2% and 50.4 ± 3.1%, respectively, compared to acarbose (59.8 ± 1.6%).
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- 2020
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11. Sucrose esters and xanthones from Polygalakarensium
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Nguyen Minh Khoi, Tran Van Quang, Bui Huu Tai, Phan Van Kiem, Vu Van Doan, Nguyen Thi Cuc, Pham Thi Nguyet Hang, Nguyen Thuong Dong, Nguyen Xuan Nhiem, and Dao Anh Dung
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Mitoxantrone ,Sucrose ,Chromatography ,biology ,010405 organic chemistry ,Cancer ,Plant Science ,medicine.disease ,biology.organism_classification ,01 natural sciences ,Biochemistry ,Polygala ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,chemistry ,Bromide ,Xanthone ,medicine ,Cytotoxic T cell ,Polygalaceae ,Agronomy and Crop Science ,Biotechnology ,medicine.drug - Abstract
Using various chromatographic methods, two new sucrose esters, karensucrose A (1) and karensucrose B (2), one new xanthone, karenxanthone (7) along with eight known compounds, 3-(E)-3,4,5-trimethoxycinnamoyl-6′-benzoylsucrose (3), tricornose B (4), glomeratose C (5), tenuifoliside C (6), 1,7-dihydroxyxanthone (8), 1-methoxy-7-hydroxyxanthone (9), 1,7-dimethoxy-6-hydroxyxanthone (10), and wubangziside B (11) were isolated from the roots of Polygala karensium Kurz (Polygalaceae). Their chemical structures were elucidated using spectroscopic and chemical methods and compared with the reported literature. All isolated compounds were evaluated for cytotoxic activity against two human cancer cell lines, human breast cancer (MCF7) and human prostate cancer (PC3) using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Mitoxantrone was used as a positive control with IC50 values of 9.7 ± 1.2 μM (MCF7) and 7.4 ± 1.3 μM (PC3). As the results, compound 8 showed cytotoxic activity on MCF7 and PC3 cancer cell lines with IC50 values of 26.2 ± 2.1 and 22.1 ± 1.7 μM, respectively.
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- 2020
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12. Flavonol glycosides and their α-glucosidase inhibitory effect from Camellia sinensis
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Nguyen Thi Cuc, Nguyen Xuan Nhiem, Pham Hai Yen, Nguyen Thi Hoang Anh, Phan Van Kiem, Bui Huu Tai, Chau Van Minh, and Nguyen Thi Hoai
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chemistry.chemical_classification ,chemistry ,Biochemistry ,Glycoside ,Camellia sinensis ,Plant Science ,Agronomy and Crop Science ,α glucosidase inhibitory ,Biotechnology - Published
- 2020
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13. Oleanane-type triterpenoid saponins from the roots of Polygala aureocauda Dunn
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Chau Van Minh, Hyuncheol Oh, Hoang Le Tuan Anh, Nguyen Thi Thanh Ngan, Duong Thi Hai Yen, Nguyen Xuan Nhiem, Bui Huu Tai, Phan Van Kiem, and Tran Hong Quang
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chemistry.chemical_compound ,Triterpenoid ,biology ,Traditional medicine ,Chemistry ,Polygalaceae ,Plant Science ,biology.organism_classification ,Agronomy and Crop Science ,Biochemistry ,Oleanane ,Polygala ,Biotechnology - Abstract
Polygala aureocauda Dunn. (Polygalaceae) has been widely used in Vietnamese traditional medicine for the treatment of hepatitis, nephritis, sonasthenia, anaemia, back pain, and knee fatigue. Chemical investigation of a methanol extract of P. aureocauda roots resulted in the isolation of four new oleanane triterpenoid saponins (polyaureosides A–D) and two known ones (polygalasaponin XLVIII and arilloside A). Their structures were elucidated by comprehensive spectroscopic methods, including 1D and 2D NMR and mass spectra. Among the isolates, arilloside A showed a modest anti-inflammatory effect through inhibiting NO overproduction in LPS-stimulated RAW264.7 macrophages, with an IC50 value of 47.4 μM.
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- 2019
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14. Discovery of cycloartane-type triterpene saponins from Mussaenda glabra
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Nguyen Xuan Bach, Nguyen Xuan Nhiem, Phan Van Kiem, Do Thi Trang, Chau Van Minh, Bui Huu Tai, Wan Namkung, Yohan Seo, Seung Hyun Kim, Vu Kim Thu, and Seon Ju Park
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chemistry.chemical_classification ,Mussaenda ,biology ,Stereochemistry ,Chemistry ,Plant Science ,biology.organism_classification ,Biochemistry ,ANO1 ,Triterpene ,biology.protein ,Chloride channel ,Cytotoxicity ,Agronomy and Crop Science ,IC50 ,Biotechnology ,Chloride channel activity - Abstract
Five new cycloartane saponins, mussaglaosides A–E (1–5) together with five known saponins, mussaendoside O, mussaendoside, G mussaendoside U, mussaendoside P, and mussaendoside Q (6–10) were isolated from the leaves of Mussaenda glabra. Their structures were determined on the basis of extensive spectroscopic methods, including 1D-, 2D-NMR, and MS data. All compounds were evaluated for ANO1 inhibitory activity using calcium-activated chloride channel and YFP expressing HT29 cells. Among the tested compounds, compound 6 strongly inhibited chloride channel activity with IC50 value of 22.0 ± 1.7 μM without any cytotoxicity.
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- 2019
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15. Alkaloid glycosides and their cytotoxic constituents from Zanthoxylum nitidum
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Bui Huu Tai, Phan Van Kiem, Nguyen Xuan Nhiem, Nguyen Thi Hong Van, Seung Hyun Kim, Vu Dinh Hoang, Tran Thi Tuyen, Chau Van Minh, Pham Minh Quan, Seon Ju Park, Pham Quoc Long, and Cam Thi Inh
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chemistry.chemical_classification ,Traditional medicine ,biology ,010405 organic chemistry ,Chemistry ,Alkaloid ,Glycoside ,Plant Science ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,Zanthoxylum nitidum ,010404 medicinal & biomolecular chemistry ,Cell culture ,Ic50 values ,Cytotoxic T cell ,Agronomy and Crop Science ,IC50 ,Human cancer ,Biotechnology - Abstract
Four new alkaloid glycosides, zanthonitisides A–D (1-4), together with five known compounds (5–9) were isolated from the aqueous fraction of stems and twigs of Zanthoxylum nitidum (Roxb.) DC. Their structures were determined on the basis of extensive spectroscopic methods, including 1D-, 2D-NMR, MS, and CD data. All isolated compounds were evaluated for their cytotoxic activity against three human cancer cell lines, CT-26, MCF-7, and MKN-45. As results, compound 4 showed significant cytotoxic activity on MKN-45 cancer cell line with IC50 value of 7.4 ± 1.0 μM. Compound 9 exhibited moderate cytotoxic activity on all tested cancer cell lines with an IC50 values ranging from 34.7 to 44.7 μM.
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- 2019
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16. Dammarane triterpenes and phytosterols from Dysoxylum tpongense Pierre and their anti-inflammatory activity against liver X receptors and NF-κB activation
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Pham, Ngoc Khanh, primary, Bui, Huu Tai, additional, Tran, Thu Huong, additional, Hoang, Thi Ngoc Anh, additional, Vu, Thi Ha, additional, Do, Dinh Tung, additional, Kim, Young Ho, additional, Song, Seok Bean, additional, To, Dao Cuong, additional, and Nguyen, Manh Cuong, additional
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- 2021
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17. New isomalabaricane analogues from the sponge Rhabdastrella providentiae and their cytotoxic activities
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Pham Hai Yen, Tran Hong Quang, Bui Huu Tai, Phan Van Kiem, Nguyen Xuan Nhiem, Duong Thi Dung, and Chau Van Minh
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biology ,010405 organic chemistry ,Chemistry ,Stereochemistry ,Rhabdastrella ,Plant Science ,Nuclear magnetic resonance spectroscopy ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Sponge ,Cell culture ,Ic50 values ,Cytotoxic T cell ,Cytotoxicity ,Agronomy and Crop Science ,Human cancer ,Biotechnology - Abstract
Five new isomalabaricane analogues, named rhabdastrellins G - K (1–5), and three known compounds including jaspolide C (6), globostelletin C (7), and globostelletin D (8) were isolated from the sponge Rhabdastrella providentiae collected in the Eastern Sea of Vietnam. Their chemical structures were determined by HR-ESI-MS, NMR spectroscopy, experimental and calculated circular dichroism spectra. The isolated secondary metabolites were evaluated for their cytotoxicity toward HepG2, LU-1, MCF-7, HL-60, and SK-Mel2 human cancer cell lines. New isomalabaricane analogues 1-3 exhibited significant cytotoxicity with IC50 values ranging from 11.2 ± 1.4 to 84.8 ± 6.7 μM. Interestingly, the 20(22)Z stereoisomer (2) exhibited dramatic increase of cytotoxic activity in comparison with 20(22)E isomer (1).
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- 2018
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18. Chemical constituents from the leaves of Caesalpinia bonduc (L.) Roxb. and their chemotaxonomic significance
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Le Thi Huyen, Vu Hoang Son, Truong Thi Viet Hoa, Luong Thi My Hanh, Seo Yohan, Park SeonJu, Nguyen Xuan Nhiem, Dan Thi Thuy Hang, Phan Van Kiem, and Bui Huu Tai
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Biochemistry ,Ecology, Evolution, Behavior and Systematics - Published
- 2022
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19. Guaianolide sesquiterpenes and benzoate esters from the aerial parts of Siegesbeckia orientalis L. and their xanthine oxidase inhibitory activity
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Duong Thi Hai Yen, Ngo Anh Bang, Do Thi Trang, Dan Thi Thuy Hang, Duong Thi Dung, Nguyen Huy Hoang, Phan Thi Thanh Huong, Bui Huu Tai, Phan Van Kiem, Nguyen Thi Cuc, and Nguyen Xuan Nhiem
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Xanthine Oxidase ,medicine.drug_class ,Stereochemistry ,Allopurinol ,Plant Science ,Horticulture ,Inhibitory postsynaptic potential ,Benzoates ,Biochemistry ,Sesquiterpenes, Guaiane ,chemistry.chemical_compound ,medicine ,Xanthine oxidase ,Molecular Biology ,Xanthine oxidase inhibitor ,Molecular Structure ,Esters ,General Medicine ,Plant Components, Aerial ,In vitro ,Molecular Docking Simulation ,chemistry ,Docking (molecular) ,Sesquiterpenes ,Derivative (chemistry) ,Siegesbeckia orientalis ,medicine.drug - Abstract
Five undescribed (four guaianolide sesquiterpenes and a benzoate ester derivative) and seven known compounds were isolated from the aerial parts of S. orientalis L. Their chemical structures were determined by extensive analysis of HR-ESI-MS and NMR spectroscopic methods. Absolute configurations were elucidated by experimental and TD-DFT calculated ECD spectra. Twelve isolated compounds exhibited potential xanthine oxidase inhibitory activity with IC50 values ranging from 0.76 ± 0.17 μM to 31.80 ± 0.97 μM. Molecular docking studies predicted that the binding energies of all isolated compounds with xanthine oxidase were lower than that of the positive control allopurinol. Benzyl 2-hydroxy-6-O-β-D-glucopyranosylbenzoate and benzyl 2-methoxy-6-O-β-D-glucopyranosylbenzoate displayed not only the best docking score but also the highest in vitro xanthine oxidase inhibitory activity with IC50 values of 0.76 ± 0.17 μM and 0.98 ± 0.26 μM, respectively.
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- 2021
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20. Two new guaiane sesquiterpenes from Datura metel L. with anti-inflammatory activity
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Nguyen Thi Mai, Kwan Woo Kim, Chau Van Minh, Pham Hai Yen, Hyuncheol Oh, Bui Huu Tai, Phan Van Kiem, Nguyen Thi Cuc, Hoang Le Tuan Anh, Nguyen Xuan Nhiem, Youn-Chul Kim, and Tran Hong Quang
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biology ,010405 organic chemistry ,medicine.drug_class ,Stereochemistry ,Plant Science ,biology.organism_classification ,01 natural sciences ,Biochemistry ,Galactoside ,Anti-inflammatory ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,Glucoside ,chemistry ,Pinoresinol ,medicine ,Methanol ,Datura metel ,Kaempferol ,Agronomy and Crop Science ,Two-dimensional nuclear magnetic resonance spectroscopy ,Biotechnology - Abstract
Chemical investigation of an acidic methanol extract of the whole plants of Datura metel resulted in the isolation of two new guainane sesquiterpenes, 1β,5α,7β-guaiane-4β,10α,11-triol ( 1 ) and 1α,5α,7α-11-guaiene-2α,3β,4α,10α,13-pentaol ( 2 ), along with eight known compounds: pterodontriol B ( 3 ), disciferitriol ( 4 ), scopolamine ( 5 ), kaempferol 3- O -β- d -glucosyl(1 → 2)-β- d -galactoside 7- O -β- d -glucoside ( 6 ), kaempferol 3-O-β-glucopyranosyl(1 → 2)-β-glucopyranoside-7-O-α-rhamnopyranoside ( 7 ), pinoresinol 4′′- O - β - d -glucopyranoside ( 8 ), (7 R ,8 S ,7′ S ,8′ R )-4,9,4′,7′-tetrahydroxy-3,3′-dimethoxy-7,9′-epoxy-lignan-4- O -β- d -glucopyranoside ( 9 ), and (7 S ,8 R ,7′ S ,8′ S )-4,9,4′,7′-tetrahydroxy-3,3′-dimethoxy-7,9′-epoxylignan-4- O -β- d -glucopyranoside ( 10 ). Their structures were elucidated by extensive spectroscopic methods, including 1D and 2D NMR and MS spectra. Compounds 2 - 4 and 6 - 10 were shown to have modest anti-inflammatory effects through inhibition of NO production in LPS-stimulated BV cells.
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- 2017
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21. Enantiomeric chromene derivatives with anticancer effects from Mallotus apelta
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Phan Van Kiem, Nguyen Xuan Nhiem, Nguyen Hoang Anh, Duong Thi Hai Yen, Nguyen The Cuong, Bui Huu Tai, Pham Hai Yen, Nguyen Hoai Nam, Chau Van Minh, Pham The Chinh, Yu Hyun Jeon, Seon Ju Park, Seung Hyun Kim, and So Hee Kwon
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Stereochemistry ,Poly ADP ribose polymerase ,Apoptosis ,Caspase 8 ,01 natural sciences ,Biochemistry ,High-performance liquid chromatography ,Mice ,Structure-Activity Relationship ,Mallotus Plant ,Cell Line, Tumor ,Drug Discovery ,Survivin ,Animals ,Humans ,Cytotoxic T cell ,Benzopyrans ,Molecular Biology ,Cell Proliferation ,Caspase-9 ,Dose-Response Relationship, Drug ,Molecular Structure ,biology ,Plant Extracts ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Stereoisomerism ,Antineoplastic Agents, Phytogenic ,0104 chemical sciences ,Plant Leaves ,010404 medicinal & biomolecular chemistry ,RAW 264.7 Cells ,biology.protein ,Drug Screening Assays, Antitumor ,Enantiomer - Abstract
Mallotus apelta (Lour.) Mull.Arg has been used in traditional medicine for the treatment of chronic hepatitis. Six new chromene derivatives, malloapeltas C-H (1–6) and one known compound, malloapelta B (7) were isolated and structured from the leaves of M. apelta. Two pairs of enantiomers (1a/1b and 2a/2b) were successfully separated by chiral high-pressure liquid chromatography (HPLC). The structures and absolute configurations of compounds were determined using spectroscopic methods, including 1D, 2D NMR, and MS and quantum chemical calculation methods. All compounds were evaluated for cytotoxic activity using cell counting kit-8 (CCK-8) assay against ovarian cancer cell line (TOV-21G). Compounds 1–5 and 7 exhibited significant growth and viability inhibitory effects with GI50 values ranging from 0.06 to 10.39 μM and IC50 values ranging from 1.62 to 10.42 μM on ovarian cancer cell line, TOV-21G. The most cytotoxic compounds 2, 3, and 7 were chosen for studying in apoptosis mechanism. Compounds 2, 3, and 7-induced apoptosis as evidenced by activated caspase 8, caspase 9, and PARP, increased Bak and Bax, and decreased Bcl-xL and survivin. Moreover, compounds 2, 3, and 7 significantly inhibited the NF-κB signaling pathway. Taken together, our findings propose the potential application of compounds 2, 3, and 7 for treating cancer via modulating NF-κB activity.
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- 2020
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22. Four new sucrose diesters of substituted truxinic acids from Trigonostemon honbaensis with their anoctamin-1 inhibitory activity
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Luu Hong Truong, Tran Van Tiep, Ninh Khac Ban, Vu Van Doan, Seung Hyun Kim, Bui Huu Tai, Phan Van Kiem, Yohan Seo, Nguyen Xuan Nhiem, Wan Namkung, and Duong Thi Hai Yen
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Sucrose ,Molecular Structure ,biology ,010405 organic chemistry ,Chemistry ,Stereochemistry ,Chemical structure ,Organic Chemistry ,Phenanthrenes ,biology.organism_classification ,Inhibitory postsynaptic potential ,01 natural sciences ,Biochemistry ,Neoplasm Proteins ,0104 chemical sciences ,Plant Leaves ,Structure-Activity Relationship ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,Trigonostemon ,Drug Discovery ,Humans ,Anoctamin-1 ,Molecular Biology - Abstract
Truxinic acid sucrose diesters analogs possess interesting chemical structure by the presence of cyclobutane-ring and macrocyclic sucrose diesters moieties which are rarely found from natural sources. This paper describes the isolation and structural elucidation of four new sucrose diesters of substituted truxinic acids, trigohonbanosides A-D (1–4), from the leaves of Trigonostemon honbaensis. Their chemical structures were elucidated by HR-ESI-MS, NMR, and CD spectroscopic methods. At a concentration of 30 µM, compounds 1–4 moderately inhibited ANO-1 activity with inhibitory percentages of 27.7 ± 1.10%, 35.6 ± 0.92%, 43.7 ± 1.61%, and 40.8 ± 1.25%, respectively.
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- 2020
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23. Alkylphloroglucinol derivatives and triterpenoids with soluble epoxide hydrolase inhibitory activity from Callistemon citrinus
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Pham Ngoc Khanh, Ho Viet Duc, Tran Thu Huong, Ninh The Son, Vu Thi Ha, Doan Thi Van, Bui Huu Tai, Ji Eun Kim, Ah Reum Jo, Young Ho Kim, and Nguyen Manh Cuong
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Epoxide hydrolase 2 ,Stereochemistry ,Myrtaceae ,Phloroglucinol ,01 natural sciences ,Terpene ,chemistry.chemical_compound ,Callistemon citrinus ,Ursolic acid ,Betulinic acid ,Drug Discovery ,Humans ,Enzyme Inhibitors ,Epoxide Hydrolases ,Pharmacology ,Molecular Structure ,Plant Stems ,biology ,010405 organic chemistry ,General Medicine ,biology.organism_classification ,Recombinant Proteins ,Triterpenes ,0104 chemical sciences ,Plant Leaves ,010404 medicinal & biomolecular chemistry ,chemistry ,Phytochemical - Abstract
Phytochemical analysis of the leaves and stems of Callistemon citrinus (Curtis) Skeels led to the isolation of two new alkylphloroglucinols, gallomyrtucommulone E and F (1 and 2), along with four other known alkylphloroglucinol derivatives, gallomyrtucommulone A (3), endoperoxide G3 (4), myrtucommulone B (5), callistenone B (6) and five known triterpenoids, including betulinic acid (7), 3β-acetylmorolic acid (8), 3β-hydroxy-urs-11-en-13(28)-olide (9), diospyrolide (10) and ursolic acid (11). The structures of the natural compounds were determined from the spectroscopic evidences including 1D-/2D-NMR and HR-MS spectrometry. All the isolated compounds were assessed for the effects on the sEH inhibitory activity. The acylphloroglucinols myrtucommulone B (5)/callistenone B (6) (in mixture), and two triterpenoids, ursolic acid (11) and 3β-hydroxy-urs-11-en-13(28)-olide (9) displayed strong inhibition of sEH activity, with IC50 values of 0.7, 11.2 and 24.8 μM, respectively.
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- 2016
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24. Identification of six new lupane-type triterpenoids from Acanthopanax koreanum leaves and their tyrosinase inhibitory activities
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Min Hee Jeong, Young Ho Kim, Le Duc Dat, Mi Hee Woo, Nguyen Phuong Thao, Bui Huu Tai, and Bui Thi Thuy Luyen
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Magnetic Resonance Spectroscopy ,Stereochemistry ,Tyrosinase ,Clinical Biochemistry ,Molecular Conformation ,Pharmaceutical Science ,Eleutherococcus ,Inhibitory postsynaptic potential ,01 natural sciences ,Biochemistry ,Terpene ,Inhibitory Concentration 50 ,Triterpenoid ,Drug Discovery ,Enzyme Inhibitors ,Molecular Biology ,IC50 ,biology ,Monophenol Monooxygenase ,Plant Extracts ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Nuclear magnetic resonance spectroscopy ,biology.organism_classification ,Triterpenes ,0104 chemical sciences ,Plant Leaves ,010404 medicinal & biomolecular chemistry ,Molecular Medicine ,Araliaceae ,Protein Binding - Abstract
Chemical investigation of Acanthopanax koreanum leaves resulted in the isolation of 13 compounds (1-13), including six new (20,29)-dehydrolupane-type triterpenoids: 3α,11α,30-trihydroxylup-20(29)-en-23,28-dioic acid (1), 3α,11α,30-trihydroxylup-20(29)-en-28-oic acid (2), 3α,11α,30-trihydroxylup-23-al-20(29)-en-28-oic acid (3), 3α, 11α-dihydroxy-20-oxo-30-norlupane-23,28-dioic acid (5), (20S)-3α-hydroxy-30 oxolupane-23,28-dioic acid (8), (20S)-3β,7β,29-trihydroxy-lupane-23-al-28-oic acid (10), and one novel compound isolated for the first time, named 3α,20α,29-trihydroxylupane-23,28-dioic acid (9), together with six known compounds (4, 6, 7, and 11-13). Chemical structures of the isolated compounds were evaluated by analyzing and comparing spectroscopic data with those reported in the literature. These compounds were also evaluated for their tyrosinase inhibitory effects. Among them, compounds 3, 7, 9, and 12 showed significant inhibitory effects, with inhibitory concentrations of 50% (IC50) values ranging from 8.61 to 63.5 μM.
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- 2016
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25. Chemical constituents of Miliusa balansae leaves and inhibition of nitric oxide production in lipopolysaccharide-induced RAW 264.7 cells
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Bui Thi Thuy Luyen, Young Ho Kim, Youn-Chul Kim, Chau Van Minh, Nguyen Phuong Thao, Nguyen Manh Cuong, and Bui Huu Tai
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Lipopolysaccharides ,Lipopolysaccharide ,medicine.drug_class ,Stereochemistry ,Electrospray ionization ,Clinical Biochemistry ,Annonaceae ,Pharmaceutical Science ,Nitric Oxide ,Biochemistry ,Anti-inflammatory ,Cell Line ,Nitric oxide ,Mice ,Structure-Activity Relationship ,chemistry.chemical_compound ,Drug Discovery ,medicine ,Animals ,Molecular Biology ,RAW 264.7 Cells ,chemistry.chemical_classification ,Dose-Response Relationship, Drug ,Molecular Structure ,Traditional medicine ,biology ,Plant Extracts ,Chemistry ,Organic Chemistry ,Glycoside ,biology.organism_classification ,Plant Leaves ,Molecular Medicine ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
Methanolic extract of Miliusa balansae Finet et Gagnep exerts an anti-inflammatory effect via inhibition of nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated murine RAW 264.7 macrophage cells. Three new megastigmane glycosides, milbasides A-C (1-3), together with fifteen known compounds (4-18), were isolated from the active fraction. Their chemical structures were elucidated using extensive spectroscopic analyses, including 1D and 2D NMR, HR ESI MS, and CD analysis, as well as comparison with previously reported data. Compounds 1-3, 11 and 14 (20.0 μM) showed potent inhibitory activities with inhibition values of 98.5 ± 1.6%, 90.9 ± 7.8%, 84.8 ± 3.5%, 91.5 ± 8.7%, and 91.8 ± 2.7%, respectively. Our results suggest that megastigmane glycosides from M. balansae leaves may be used to treat inflammatory diseases.
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- 2015
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26. New ent-kauranes from the fruits of Annona glabra and their inhibitory nitric oxide production in LPS-stimulated RAW264.7 macrophages
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Wonmin Ko, Tran Hong Quang, Bui Huu Tai, Phan Van Kiem, Hyuncheol Oh, Young Ho Kim, Hoang Le Tuan Anh, Seungjun Lee, Nguyen Xuan Nhiem, Nguyen Thi Hien, Seung Hyun Kim, Chau Van Minh, and Dan Thi Thuy Hang
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Lipopolysaccharides ,Clinical Biochemistry ,Pharmaceutical Science ,Nitric Oxide ,Inhibitory postsynaptic potential ,Biochemistry ,Annona ,Nitric oxide ,Mice ,chemistry.chemical_compound ,Annona glabra ,Drug Discovery ,Ic50 values ,Animals ,No production ,Molecular Biology ,Ent kaurane ,IC50 ,biology ,Traditional medicine ,Plant Extracts ,Chemistry ,Macrophages ,Organic Chemistry ,biology.organism_classification ,Annonaceae ,Fruit ,Molecular Medicine ,Diterpenes, Kaurane - Abstract
Three new ent-kaurane diterpenoids, 7β,16α,17-trihydroxy-ent-kauran-19-oic acid (1), 7β,17-dihydroxy-16α-ent-kauran-19-oic acid 19-O-β-d-glucopyranoside ester (2), 7β,17-dihydroxy-ent-kaur-15-en-19-oic acid 19-O-β-d-glucopyranoside ester (3) along with five known compounds, paniculoside IV (4), 16α,17-dihydroxy-ent-kaurane (5), 16β,17-dihydroxy-ent-kaurane (6), 16β,17-dihydroxy-ent-kauran-19-al (7), and 16β,17-dihydroxy-ent-kauran-19-oic acid (8) were isolated from the fruits of Annona glabra. Their chemical structures were elucidated by physical and chemical methods. All compounds were evaluated for inhibitory activity against nitric oxide (NO) production in LPS-stimulated RAW 264.7 macrophages. As the results, compound 3 showed potent inhibitory LPS-stimulated NO production in RAW 264.7 macrophages with the IC50 value of 0.01±0.01μM; compounds 1 and 7 showed significant inhibitory NO production with the IC50 values of 0.39±0.12μM and 0.32±0.04μM, respectively.
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- 2015
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27. Anti-inflammatory components of Chrysanthemum indicum flowers
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Young-Mi Lee, Young Ho Kim, Nguyen Phuong Thao, Hoon‑Yeon Lee, Bui Huu Tai, Ji Yun Cha, and Bui Thi Thuy Luyen
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Lipopolysaccharides ,Models, Molecular ,Spectrometry, Mass, Electrospray Ionization ,Magnetic Resonance Spectroscopy ,Lipopolysaccharide ,Chrysanthemum ,medicine.drug_class ,Clinical Biochemistry ,Anti-Inflammatory Agents ,Nitric Oxide Synthase Type II ,Pharmaceutical Science ,Flowers ,Nitric Oxide ,Biochemistry ,Anti-inflammatory ,Nitric oxide ,Structure-Activity Relationship ,chemistry.chemical_compound ,Western blot ,Drug Discovery ,medicine ,Secretion ,Chrysanthemum indicum ,Molecular Biology ,Cells, Cultured ,Flavonoids ,Inflammation ,Molecular Structure ,medicine.diagnostic_test ,biology ,Plant Extracts ,Tumor Necrosis Factor-alpha ,Chemistry ,Macrophages ,Organic Chemistry ,biology.organism_classification ,Cyclooxygenase 2 ,Molecular Medicine ,Tumor necrosis factor alpha ,Two-dimensional nuclear magnetic resonance spectroscopy ,Phytotherapy - Abstract
One new octulosonic acid derivative, chrysannol A (1), along with 17 known compounds (2-18), were isolated from Chrysanthemum indicum flowers. Their structures were determined from 1D NMR, 2D NMR, HR-ESI-MS spectral data, and comparisons with previous reports. The effects of these compounds on lipopolysaccharide (LPS)-induced nitric oxide (NO) and tumor necrosis factor alpha (TNF-α) production by RAW 264.7 cells were investigated. Compound 8 showed the highest inhibition of NO production of 46.09% at a concentration of 10.0μM. Compounds 7, 10, 11, and 16 inhibited TNF-α secretion at all concentration tested (0.4, 2.0, and 10.0μM), with inhibition values ranging from 22.27% to 33.13%. In addition, compound 8 and 9 decrease COX-2 and iNOS protein on Western blot analysis in dose dependent manner.
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- 2015
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28. A new phenylpropanoid and an alkylglycoside from Piper retrofractum leaves with their antioxidant and α-glucosidase inhibitory activity
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Nguyen Phuong Thao, Nguyen Manh Cuong, Bui Thi Thuy Luyen, Hae-Dong Jang, Youngho Kim, Bui Huu Tai, Seo Young Yang, and Young In Kwon
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Antioxidant ,Stereochemistry ,medicine.medical_treatment ,Clinical Biochemistry ,Pharmaceutical Science ,Piper retrofractum ,Biochemistry ,Antioxidants ,Structure-Activity Relationship ,Glucosides ,Drug Discovery ,medicine ,Animals ,Organic chemistry ,Glycoside Hydrolase Inhibitors ,Glycosides ,Molecular Biology ,α glucosidase inhibitory ,Dose-Response Relationship, Drug ,Molecular Structure ,Phenylpropanoid ,biology ,Chemistry ,Organic Chemistry ,alpha-Glucosidases ,biology.organism_classification ,Rats ,Intestines ,Plant Leaves ,Propylene Glycols ,Tachioside ,Molecular Medicine ,Piperoside ,Piper ,Isopropyl - Abstract
Two new compounds, piperoside (1) and isoheptanol 2(S)-O-β-D-xylopyranosyl (1→6)-O-β-D-glucopyranoside (11), along with 10 known compounds 3,4-dihydroxyallylbenzene (2), 1,2-di-O-β-D-glucopyranosyl-4-allylbenzene (3), tachioside (4), benzyl-O-β-D-glucopyranoside (5), icariside F2 (6), dihydrovomifoliol-3'-O-β-D-glucopyranoside (7), isopropyl O-β-D-glucopyranoside (8), isopropyl primeveroside (9), n-butyl O-β-D-glucopyranoside (10), isoheptanol 2(S)-O-β-D-apiofuranosyl-(1→6)-O-β-D-glucopyranoside (12), were isolated from the leaves of Piper retrofractum. Their structures were determined from 1D-NMR, 2D-NMR, and HR-ESI-MS spectral, a modified Mosher's method, and comparisons with previous reports. All of the isolated compounds showed modest α-glucosidase inhibitory (4.60±1.74% to 11.97±3.30%) and antioxidant activities under the tested conditions.
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- 2014
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29. Rat intestinal sucrase inhibition of constituents from the roots of Rosa rugosa Thunb
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Nguyen Hoai Nam, Young In Kwon, Young Ho Kim, Nguyen Xuan Cuong, Bui Thi Thuy Luyen, Seo Young Yang, Sung Hoo Jo, Nguyen Phuong Thao, Chau Van Minh, and Bui Huu Tai
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Clinical Biochemistry ,Molecular Conformation ,Pharmaceutical Science ,Positive control ,Rosa ,Inhibitory postsynaptic potential ,Plant Roots ,Biochemistry ,Terpene ,Sucrase ,Structure-Activity Relationship ,Triterpene ,Intestine, Small ,Drug Discovery ,medicine ,Animals ,Structure–activity relationship ,Enzyme Inhibitors ,Molecular Biology ,Acarbose ,chemistry.chemical_classification ,Dose-Response Relationship, Drug ,biology ,Chemistry ,Organic Chemistry ,Rugosa ,biology.organism_classification ,Triterpenes ,Rats ,Molecular Medicine ,medicine.drug - Abstract
A new octanordammarane triterpene, 3β,15α-dihydroxymansumbinol (1) and a novel A-ring contracted oleanane triterpenoid, 2-formyl-(A)1-19α-hydroxy-1-norolean-2,12-dien-28-oic acid (2) were isolated from the roots extract of Rosa rugosa along with fifteen known compounds (3-17). Their structures were elucidated by extensive spectroscopic analysis, including 1D and 2D NMR, and FTICRMS. The MeOH extract, as well as CH2Cl2 and EtOAc fractions at a concentration of 0.5mg/mL showed potent sucrase inhibitory activity, with inhibition percentage values of 84.67±5.37%, 87.50±2.78%, and 81.91±2.90%, respectively. In addition, compounds 7-13 (1.0 mM) showed potent sucrase inhibitory activity (61.88±3.19% to 84.70±3.07% inhibition), which was comparable to that of the positive control, acarbose, with an inhibition percentage value of 50.96±2.97%. Compounds 1, 2, 4, and 14-17 showed moderate and/or weak inhibitory activities at the same concentration. The α-glucosidase inhibitory activities of the extracts and purified compounds may provide a novel opportunity to develop a new class of antidiabetic agents.
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- 2014
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30. Anti-inflammatory and PPAR transactivational effects of secondary metabolites from the roots of Asarum sieboldii
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Tran Hong Quang, Phan Van Kiem, Chau Van Minh, Nguyen Phuong Thao, Nguyen Thi Thanh Ngan, Bui Huu Tai, Seok Bean Song, and Young Ho Kim
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Transcriptional Activation ,Magnetic Resonance Spectroscopy ,Transcription, Genetic ,medicine.drug_class ,Clinical Biochemistry ,Anti-Inflammatory Agents ,Asarum ,Nitric Oxide Synthase Type II ,Pharmaceutical Science ,Peroxisome proliferator-activated receptor ,Pharmacology ,Plant Roots ,Biochemistry ,Mass Spectrometry ,Anti-inflammatory ,chemistry.chemical_compound ,Phenols ,Republic of Korea ,Drug Discovery ,medicine ,Humans ,PPAR alpha ,Furans ,Molecular Biology ,Inflammation ,Lignan ,chemistry.chemical_classification ,Dose-Response Relationship, Drug ,biology ,Tumor Necrosis Factor-alpha ,Organic Chemistry ,NF-kappa B ,Hep G2 Cells ,biology.organism_classification ,chemistry ,Phytochemical ,Cyclooxygenase 2 ,Molecular Medicine ,Aristolochiaceae ,Tumor necrosis factor alpha - Abstract
Phytochemical study on the roots of Asarum sieboldii resulted in the isolation of one new compound, (1R,2S,5R,6R)-5'-O-methylpluviatilol (1) and 12 known compounds (2-13). Their structures were determined by extensive spectroscopic methods, including 1D and 2D NMR, and MS spectra. The absolute configuration of compound 1 was established using CD spectrum. Compounds 4, 5, and 12/13 significantly inhibited TNFα-induced NF-κB transcriptional activity in HepG2 cells in a dose-dependent manner, with IC(50) values ranging from 6.4 to 9.4 μM. Furthermore, the transcriptional inhibitory function of these compounds was confirmed based on decreases in COX-2 and iNOS gene expression in HepG2 cells. Compounds 1-3, 6,7, 10, and 11 significantly activated the transcriptional activity of PPARs in a dose-dependent manner, with EC(50) values ranging from 1.7 to 20.9 μM. Compounds 7, 10, and 11 exhibited significant dose-dependent PPARα transactivational activity, with EC(50) values of 19.5, 15.7, and 4.0 μM, respectively. Compounds 1, 6, 7, 10, and 11 activated PPARγ transcriptional activity, with EC(50) values ranging from 3.6 to 22.6 μM, whereas compounds 10 and 11 significantly increased PPARβ(δ) transactivational activity, with EC(50) values of 22.6 and 4.9 μM, respectively. These results provide a scientific support for the use of the roots of A. sieboldii and warrant further studies to develop new agents for the prevention and treatment of the inflammatory and metabolic diseases.
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- 2012
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31. Chemical constituents of the rhizomes of Hedychium coronarium and their inhibitory effect on the pro-inflammatory cytokines production LPS-stimulated in bone marrow-derived dendritic cells
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Ninh Khac Ban, Dan Thuy Hang, Young Ho Kim, Phan Van Kiem, Hoang Le Tuan Anh, Nguyen Xuan Nhiem, Chau Van Minh, Bui Huu Tai, Nguyen Van Tuyen, Nguyen Thi Kim Thuy, Young Sang Koh, Vivek Bhakta Mathema, and Pham Hai Yen
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Lipopolysaccharides ,Clinical Biochemistry ,Anti-Inflammatory Agents ,Pharmaceutical Science ,Bone Marrow Cells ,Pharmacognosy ,Pharmacology ,Biochemistry ,Proinflammatory cytokine ,chemistry.chemical_compound ,Zingiberaceae ,Drug Discovery ,Humans ,Molecular Biology ,biology ,Interleukin-6 ,Tumor Necrosis Factor-alpha ,Organic Chemistry ,Hedychium coronarium ,Biological activity ,Dendritic Cells ,Dendritic cell ,biology.organism_classification ,Daucosterol ,Interleukin-12 ,chemistry ,Molecular Medicine ,Diterpenes ,Diterpene ,Rhizome - Abstract
The rhizomes of Hedychium coronarium have been used for the treatment of inflammation, skin diseases, headache, and sharp pain due to rheumatism in traditional medicine. From this plant, three new labdane-type diterpenes 1-3, named coronarins G-I as well as seven known 4-10, coronarin D, coronarin D methyl ether, hedyforrestin C, (E)-nerolidol, β-sitosterol, daucosterol, and stigmasterol were isolated. Their chemical structures were elucidated by mass, 1D- and 2D-nuclear magnetic resonance spectroscopy. They were evaluated for inhibitory effects on lipopolysaccharide-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells. Among of them, compounds 1, 2, and 6 were significant inhibitors of LPS-stimulated TNF-α, IL-6, and IL-12 p40 productions with IC(50) ranging from 0.19±0.11 to 10.38±2.34 μM. The remains of compounds showed inactivity or due to cytotoxicity. These results warrant further studies concerning the potential anti-inflammatory benefits of labdane-type diterpenes from H. coronarium.
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- 2011
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32. Effect of triterpenes and triterpene saponins from the stem bark of Kalopanax pictus on the transactivational activities of three PPAR subtypes
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Nguyen Phuong Thao, Seok Bean Song, Nguyen Thi Thanh Ngan, Young Ho Kim, Chau Van Minh, Bui Huu Tai, Nguyen Xuan Nhiem, Tran Hong Quang, and Phan Van Kiem
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Transcriptional Activation ,Spectrometry, Mass, Electrospray Ionization ,Cell Survival ,Stereochemistry ,Peroxisome Proliferator-Activated Receptors ,Peroxisome proliferator-activated receptor ,Pharmacology ,Biochemistry ,Analytical Chemistry ,Terpene ,chemistry.chemical_compound ,Triterpene ,Genes, Reporter ,Carbohydrate Conformation ,Plant Bark ,Humans ,Luciferases ,Promoter Regions, Genetic ,chemistry.chemical_classification ,biology ,Plant Extracts ,Kalopanax ,Organic Chemistry ,Hep G2 Cells ,General Medicine ,Saponins ,biology.organism_classification ,Triterpenes ,Hederagenin ,Models, Chemical ,Phytochemical ,chemistry ,Araliaceae - Abstract
Kalopanax pictus (Araliaceae) is a deciduous tree that grows in East Asian countries. Its stem bark and leaves have been used in traditional medicine to treat rheumatic arthritis, neurotic pain, and diabetes mellitus. A phytochemical study on a methanol extract of the stem bark of K. pictus resulted in the isolation of three new compounds, 6β,16α-dihydroxy-hederagenin 3-O-β-D-glucuronopyranoside (1), 3-O-β-D-glucuronopyranosyl-28-O-β-D-glucopyranosyl-6β,16α-dihydroxy-oleanolic acid (2), and 3-O-β-D-galactopyranosyl(1→3)-α-L-arabinopyranosyl hederagenin 28-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (3), along with eight known compounds (4-11). Their structures were established on the basis of chemical and spectroscopic methods (IR, 1D and 2D NMR, and HRESITOFMS). Compounds 1-6 and 8-10 upregulated PPARs transcriptional activity in a dose-dependent manner in HepG2 cells, with EC(50) values in the range 0.20-15.5 μM. Moreover, the specific PPAR transactivational effects of compounds 1-6 and 8-10 on separate PPAR subtypes, PPARα, -γ, and -β(δ) were further investigated. Compounds 4, 5, 8, and 10 showed significant PPARα transactivational activity, with EC(50) values of 7.8, 8.0, 10.3, and 17.3 μM, respectively. Compounds 2, 4, 6, and 8-10 exhibited PPARγ dose-dependent transactivational activity, with EC(50) values of 14.7, 15.5, 14.8, 10.9, 17.1, and 16.3 μM, whereas compounds 8 and 10 significantly upregulated PPARβ(δ) transcriptional activity, with EC(50) values of 15.7 and 17.7 μM, respectively.
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- 2011
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33. A new iridoid and effect on the rat aortic vascular smooth muscle cell proliferation of isolated compounds from Buddleja officinalis
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Jung-Jin Lee, Nguyen Manh Cuong, Nguyen Xuan Nhiem, Yo-Han Kim, Bui Huu Tai, Nguyen Thi Thanh Ngan, Chang-Seon Myung, Tran Hong Quang, Nguyen Huu Tung, and Young Ho Kim
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Magnetic Resonance Spectroscopy ,Vascular smooth muscle ,Iridoid ,medicine.drug_class ,Stereochemistry ,Clinical Biochemistry ,Pharmaceutical Science ,Flowers ,Pharmacognosy ,Pharmacology ,Biochemistry ,Muscle, Smooth, Vascular ,Drug Discovery ,medicine ,Animals ,Iridoids ,Molecular Biology ,Aorta ,Cell Proliferation ,chemistry.chemical_classification ,Molecular Structure ,biology ,Plant Extracts ,Chemistry ,Organic Chemistry ,Glycoside ,Biological activity ,biology.organism_classification ,Terpenoid ,In vitro ,Rats ,Molecular Medicine ,Buddleja officinalis ,Buddleja - Abstract
A new iridoid, named methylscutelloside (1) together with 19 known compounds belonging to the iridoids (2-4), monoterpenoids (5), flavonoids (6-8), triterpenoids (9-14), and phenylethanoids (15-20) were isolated from the flowers of Buddleja officinalis. Their chemical structures were elucidated on the basis of physicochemical properties, and by spectroscopic methods including 1D, 2D NMR, and MS. All isolated compounds were tested in vitro for their effects on the proliferation of rat aortic vascular smooth muscle cells (VSMCs). Among them, iridoids were the main active components and showed significant inhibitory effects on PDGF-BB-induced proliferation in rat aortic VSMCs.
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- 2011
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34. Cytotoxic and anti-inflammatory cembranoids from the Vietnamese soft coral Lobophytum laevigatum
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Hoang Thanh Huong, Nguyen Huu Tung, Tran Hong Quang, Nguyen Xuan Nhiem, Nguyen Thi Thanh Ngan, Seok Bean Song, Bui Huu Tai, Dinh Thi Thu Thuy, Hee-Kyoung Kang, Chau Van Minh, Young Ho Kim, Tran Thu Ha, and Phan Van Kiem
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food.ingredient ,Transcription, Genetic ,Stereochemistry ,medicine.drug_class ,Clinical Biochemistry ,Anti-Inflammatory Agents ,Pharmaceutical Science ,Pharmacognosy ,Biochemistry ,Lobophytum ,Anti-inflammatory ,chemistry.chemical_compound ,food ,Cell Line, Tumor ,Drug Discovery ,medicine ,Animals ,Humans ,Cytotoxicity ,Molecular Biology ,Molecular Structure ,Organic Chemistry ,Biological activity ,Anthozoa ,Triterpenes ,Terpenoid ,Vietnam ,chemistry ,Molecular Medicine ,Hemiacetal ,Diterpenes ,Diterpene - Abstract
Four new cembranoids, namely laevigatol A-D (1-4), and six known metabolites (5-10), were isolated from the Vietnamese soft coral Lobophytum laevigatum. The structures of these compounds were elucidated by extensive spectroscopic analyses, and the absolute stereochemistry of 1 was determined using the modified Mosher's method. Compounds 5, and 7-10 exhibited cytotoxic activity against selected human cancer cell lines. Compounds 1, 2, 8, and 9 showed dose-dependent inhibitory effects on the TNFα-induced NF-κB transcriptional activity in Hep-G2 cells. Moreover, compounds 1, 2, 8, and 9 significantly inhibited the induction of COX-2 and iNOS mRNA dose-dependently, indicating that these compounds attenuated the synthesis of these transcripts at the transcriptional level.
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- 2011
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35. Antioxidant activity of a new C-glycosylflavone from the leaves of Ficus microcarpa
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Ninh Khac Ban, Hae-Dong Jang, Truong Nam Hai, Chau Van Minh, Bui Huu Tai, Nguyen Xuan Nhiem, Young Ho Kim, Phan Van Kiem, Vu Kim Thu, Sang-Hyun Lee, and Nguyen Xuan Cuong
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Antioxidant ,Oxygen radical absorbance capacity ,Stereochemistry ,medicine.medical_treatment ,Clinical Biochemistry ,Flavonoid ,Pharmaceutical Science ,Pharmacognosy ,Biochemistry ,Antioxidants ,chemistry.chemical_compound ,Drug Discovery ,medicine ,Organic chemistry ,Ficus microcarpa ,Chromans ,Molecular Biology ,Flavonoids ,chemistry.chemical_classification ,biology ,Plant Extracts ,Organic Chemistry ,Glycoside ,Ficus ,biology.organism_classification ,Terpenoid ,Plant Leaves ,chemistry ,Molecular Medicine ,Trolox ,Reactive Oxygen Species - Abstract
By bioactive-guided fractionation of methanol extract of the Ficus microcarpa leaves, one new C -glucosylflavone, ficuflavoside ( 1 ), one new megastigmane glycoside, ficumegasoside ( 8 ), and twelve known compounds including flavonoids ( 2 – 6 ), phenylpropanoids ( 7 ), megastigmanes ( 9 – 11 ) and sterol derivatives ( 12 – 14 ) were isolated. Their chemical structures were elucidated by mass, 1D, and 2D NMR spectroscopies. The antioxidant activities of these compounds were measured using the oxygen radical absorbance capacity methods. Compounds 1 – 6 exhibited potent antioxidant activities of 6.6–9.5 μM Trolox equivalents at the concentration of 2.0 μM. The results indicated 2 , 3 , and 5 having meaningful reducing capacity of copper (I) ions concentration of 6.1–8.4 μM.
- Published
- 2011
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36. C29 sterols with a cyclopropane ring at C-25 and 26 from the Vietnamese marine sponge Ianthella sp. and their anticancer properties
- Author
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Van Minh Chau, Young Ho Kim, Hee-Kyoung Kang, Van Kiem Phan, Tien Dat Nguyen, Bui Huu Tai, Huu Tung Nguyen, Thu Ha Tran, Jae-Hee Hyun, Thanh Huong Hoang, and Xuan Nhiem Nguyen
- Subjects
Stereochemistry ,medicine.medical_treatment ,Clinical Biochemistry ,Population ,Pharmaceutical Science ,Antineoplastic Agents ,HL-60 Cells ,Biochemistry ,Cell Line ,Steroid ,Cyclopropane ,chemistry.chemical_compound ,Drug Discovery ,medicine ,Animals ,Humans ,education ,Cytotoxicity ,Molecular Biology ,education.field_of_study ,biology ,Chemistry ,Organic Chemistry ,Biological activity ,biology.organism_classification ,Sterol ,Porifera ,Sterols ,Sponge ,Vietnam ,Apoptosis ,Molecular Medicine ,Drug Screening Assays, Antitumor - Abstract
Two new C(29) sterols with a cyclopropane ring at C-25 and C-26, petrosterol-3,6-dione (1) and 5alpha,6alpha-epoxy-petrosterol (2), along with petrosterol (3), were isolated from the Vietnamese marine sponge Ianthella sp. The structures of the new compounds were elucidated by comprehensive spectroscopic analyses. Compounds 1-3 showed cytotoxic activities on A549, HL-60, MCF-7, SK-OV-3, and U937 cancer cell lines with IC(50) in the range of 8.4-22.6 microM, whereas compounds 1-3 exhibited only weak cytotoxic activities on HT-29 cell. After HL-60 cells were treated with the compounds, several apoptosis events like chromatin condensation and the increase of the population of sub-G1 hypodiploid cells were observed. These data supported that the compounds might have potential for leukemia treatment.
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- 2009
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37. Thrombophlébite suppurée de la veine ovarienne du post-partum révélée par des manifestations pleuropulmonaires
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S. Charré, R. Bui Huu Tai, B. Leroy, G. Wattrisse, and H. Barbieux
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medicine.medical_specialty ,Lung ,business.industry ,Incidence (epidemiology) ,General Medicine ,Unexplained fever ,medicine.disease ,Thrombophlebitis ,female genital diseases and pregnancy complications ,Surgery ,Pulmonary embolism ,Anesthesiology and Pain Medicine ,medicine.anatomical_structure ,medicine ,Radiology ,business ,Ovarian vein ,Inferior lobe ,Pneumonitis - Abstract
Following a normal delivery, a 22-year-old primigravida experienced fever resistant to antibiotic therapy. On the tenth post partum day, thoracic pain and chest X-ray were in favour of acute pneumonitis of left inferior lobe. Considering the extension to the right lung and a normal bronchic fibrescopy, a computed tomography (CT) was performed which showed a right ovarian vein thrombophlebitis, right minor subpleural opacities and left pneumopathy. The final diagnosis was post partum ovarian vein suppurated thrombophlebitis with pulmonary septic metastases from haematogenic diffusion. Post partum thrombophlebitis is a rare event with an incidence of 1 per 2,000 deliveries. Pulmonary inaugurating symptoms result rather from pulmonary embolism than from septic metastases. Post partum persisting and unexplained fever should be explored with abdominal CT-scan.
- Published
- 1999
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38. Analgésie obstétricale: analgésie péridurale versus analgésie rachidienne et péridurale combinée
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M. Roux, G. Wattrisse, R. Bui Huu Tai, R. Krivosic-Horber, and F. Dufossez
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Gynecology ,Obstetrical Analgesia ,medicine.medical_specialty ,Anesthesiology and Pain Medicine ,business.industry ,medicine ,General Medicine ,business ,Sufentanilo - Abstract
Objectifs : Comparer l'efficacite analgesique, les effets secondaires et le retentissement obstetrical de l'analgesie peridurale (P) et de l'analgesie rachidienne et peridurale combinee (RP). Type d'etude : Etude prospective, randomisee, conduite en double ou simple aveugle selon les criteres, apres accord du CCPPRB. Patientes : Quatre-vingts parturientes, exemptes de pathologie materno-fœtale, en debut de travail actif, avec une dilatation cervicale inferieure ou egale a 3 cm, reparties en deux groupes de 40 selon, qu'elles beneficiaient d'une P ou une d'RP. Methodes: Les patientes du groupe P recevaient 6 a 8 mL de bupivacaine a 0,25 % et 20 μg de sufentanil. Celles du groupe RP recevaient 10 μg de sufentanil par voie sous-arachnoidienne et, par voie peridurale, les memes agents aux memes doses que celles du groupe P. Dans les deux groupes, l'entretien s'effectuait a la demande des parturientes par injections peridurales de bupivacaine. Le critere principal de jugement etait l'analgesie obtenue. La douleur a ete evaluee par echelle visuelle analogique (EVA). Ont ete egalement notes: le deroulement du travail (stades 1 et 2, duree des efforts expulsifs, mode d'accouchement), les effets indesirables, les incidents et les scores d'Apgar. L'analyse statistique a ete effectuee par Anova, X 2 , methode de Yates ou test exact de Fisher. Le seuil de signification retenu a ete de 5 % (P< 0,05). Resultats: Dans les deux groupes, les donnees demographiques etaient comparables. Dans le groupe RP, un surcroit d'incidents de realisation a ete constate (30 % vs 7 %, P
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- 1999
- Full Text
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39. Analgésie obstétricale: analgésie péridurale versus analgésie rachidienne et péridurale combinée
- Author
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Roux, M., primary, Wattrisse, G., additional, Bui Huu Tai, R., additional, Dufossez, F., additional, and Krivosic-Horber, R., additional
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- 1999
- Full Text
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40. R150 Analgesie du travail, evaluation des incidents de 2 techniques: Rachianalgesie et peridurale combinees vs peridurale
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G Wattrisse, R Bui Huu Tai, R Krivosic-Horber, and Roux
- Subjects
Anesthesiology and Pain Medicine ,General Medicine - Published
- 1998
- Full Text
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41. R463 Morbidite infectieuse postcesarienne (MIPC)
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J Guilley, R. Bui Huu Tai, B. Leroy, and G. Wattrisse
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Anesthesiology and Pain Medicine ,General Medicine - Published
- 1998
- Full Text
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