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Soluble Epoxide Hydrolase Inhibitory Constituents from Selaginella tamariscina
김장훈,BUIHUU TAI,양서영,김지은,김상겸,김영호 대한화학회 2015 Bulletin of the Korean Chemical Society Vol.36 No.1
Anovel norneolignan, tamariscinol T (1), and six known compounds, protocatechuic acid (2), vanillic acid (3), caffeic acid (4), amentoflavone (5), 2,3-dihydroamentoflavone (6), and 200,300-dihydroamentoflavone (7), were isolated from Selaginella tamariscina. Their structures were elucidated using 1D/2D NMR, high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), and infrared (IR), ultraviolet (UV), and circular dichroism (CD) spectroscopy. The effects of the isolated compounds on soluble epoxide hydrolase (sEH) activity were then evaluated. Compounds 5–7 potently inhibited sEH activity with IC50 values of 24.3 ± 1.6, 5.4 ± 0.1, and 11.9 ± 0.1 μM, respectively. In addition, analysis of the kinetics of compounds 5–7 revealed that their inhibitory actions were noncompetitive, with inhibition constants (Ki) of 24.4 ± 1.2, 8.6 ± 0.4, and 5.3 ± 0.6 μM, respectively.
Bui Thi Thuy Luyen,BUIHUU TAI,Nguyen Phuong Thao,이상현,장해동,이영미,김영호 한국응용생명화학회 2014 Applied Biological Chemistry (Appl Biol Chem) Vol.57 No.5
Antioxidant and anti-osteoporosis activities of extractsand chemical constituents from the whole plant of Euphorbiamaculata were investigated. The MeOH extract, as well as EtOAcand H2O fractions (10.0 μg/mL), exhibited potent antioxidantactivities. Their oxygen radical absorbance capacity and cupricion reducing antioxidant capacity values were 27.07±0.31 to28.47±0.36 and 43.86±0.26 to 46.67±0.34 fold higher than thoseof 1.0 μM Trolox, respectively. The MeOH extract and EtOAcfraction (at 10.0 μg/mL) also significantly suppressed excessivebone resorption by osteoclasts with tartrate-resistant acid phosphatase(TRAP) activity values of 154.90±4.25 and 163.95±9.77%,respectively. Bioassay guided isolation of the EtOAc and H2Ofractions afforded 19 known compounds (1−19). Of these,compounds 18, and 13−15 showed good antioxidant activitybased on peroxyl radical-scavenging and reducing capacity assays,whereas compounds 1, 4, 7, and 14 showed the most significantinhibitory effect with TRAP activity values ranging from 121.31±1.41 to 110.00±3.74% relative to the control.
Soluble Epoxide Hydrolase Inhibitory Activity from Euphorbia supina Rafin
Bui Thi Thuy Luyen,NGUYEN PHUONG THAO,BUIHUU TAI,Le Duc Dat,김지은,양서영,권세욱,이영미,김영호 한국생약학회 2015 Natural Product Sciences Vol.21 No.3
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 mM. 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 mM, 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 mM.
Anti-inflammatory Triterpenes and Glyceryl Glycosides from Kandelia candel (L.) Druce
Le Duc Dat,NGUYEN PHUONG THAO,BUIHUU TAI,Bui Thi Thuy Luyen,양서영,김소현,구정은,고영상,Nguyen The Cuong,Nguyen Hoai Nam,Nguyen Van Thanh,Phan Van Kiem,Chau Van Minh,김영호 한국생약학회 2015 Natural Product Sciences Vol.21 No.3
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-a) 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 mM, respectively). Meanwhile, compounds 6 and 7 exhibited strong inhibitory effects on the production of TNF-a (IC50 values of 1.7 ? 0.1 and 5.5 ? 0.2 mM). 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 mM, respectively).
A new saponin from Acanthopanax koreanum with anti-inflammatory activity
leducdat,Nguyen Phuong Thao,Bui Thi Thuy Luyen,BUIHUU TAI,우미희,Zahid Manzoor,Irshad Ali,고영상,김영호 대한약학회 2017 Archives of Pharmacal Research Vol.40 No.3
Twelve saponins were isolated from the leavesof Acanthopanax koreanum, including one new lupanetypetriterpene glycoside, named acankoreoside R (1),together with 11 known triterpenoid saponins (2–12). Theirstructures were elucidated by 1D and 2D nuclear magneticresonance (NMR), mass spectroscopic data (MS). All ofthe fractions and isolated saponins were evaluated for antiinflammatoryactivities in lipopolysaccharide (LPS)-stimulatedbone marrow-derived dendritic cells (BMDCs) byELISA. Among them, compounds 1–5, 7, 10, and 12showed strong inhibitions towards interleukin-12 (IL-12)production with IC50 values ranging from 1.59 to 5.46 lM. Other compounds were weak or inactive toward IL-12 p40production.
Phan Van Kiem,김영호,Chau Van Minh,Nguyen Xuan Nhiem,Nguyen Xuan Cuong,BUIHUU TAI,TRANHONG QUANG,Hoang Le Tuan Anh,Pham Hai Yen,Ninh Khac Ban,김승현,Mingjie Xin,차지윤,이영미 대한약학회 2012 Archives of Pharmacal Research Vol.35 No.12
Bioassay-guided fractionation based on the anti-inflammatory activity of a methanol extract of Ficus microcarpa leaves led to the isolation of seven galactolipids: 2(S)-3-O-octadeca-9Z,12Z,15Ztrienoylglyceryl-O-β-D-galactopyranoside (1), (2S)-2,3-O-dioctadeca-9Z,12Z,15Z-trienoylglyceryl-O-β-D-galactopyranoside (2), (2S)-2,3-O-dioctadeca-9Z,12Z-dienoylglyceryl-O-β-D-galactopyranoside (3), (2S)-3-O-octadeca-9Z,12Z,15Z-trienoylglyceryl-6'-O-(α-D-galactopyranosyl)-β-D-galactopyranoside (4), (2S)-2,3-O-dioctadeca-9Z,12Z,15Z-trienoylglyceryl-6'-O-(α-D-galactopyranosyl)-β-D-galactopyranoside (5), gingerglycolipid B (6), and (2S)-2,3-O-dioctadeca-9Z,12Z-dienoylglyceryl-6'-O-(α-D-galactopyranosyl)-β-D-galactopyranoside (7). Their chemical structures were elucidated by mass, 1D-, and 2D-NMR spectroscopic methods as well as chemical methods. The antiinflammatory effect of these compounds on TNF-α induced IL-8 secretion in the HT-29 cell line was evaluated. All above galactolipids showed significant inhibition ranging 40% at a concentration of 50 μM. The results suggest that galactolipids from the leaves of F. microcarpa may be used as potent anti-inflammatory agents.
Tran Hong Quang,Seok Bean Song,Bui Thi Thuy Luyen,Nguyen Phuong Thao,BUIHUU TAI,Nguyen Xuan Nhiem,Phan Van Kiem,Chau Van Minh,Nguyen Thi Thanh Ngan,김영호 대한화학회 2011 Bulletin of the Korean Chemical Society Vol.32 No.11
A new compound, kalopanaxin F (3), and 11 known compounds (1, 2, 4-12), were isolated from the stem bark of Kalopanax pictus. Their structures were elucidated on the basis of chemical and spectroscopic methods. Five of the compounds (2, 3, 5, 6, and 12) significantly inhibited TNFα-induced NF-κB transcriptional activity in HepG2 cells in a dose-dependent manner, with IC50 values ranging from 6.2 to 9.1 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 3-7, 9, and 12 significantly activated the transcriptional activity of PPARs dose-dependently, with EC50 values ranging from 4.1-12.7 μM. Compounds 4 and 5 exhibited PPARα, PPARγ, and PPARβ(δ) transactivational activities in a dose-dependent manner, with EC50 values of 16.0 and 17.0, 8.7 and 16.5, 26.2 and 26.3 μM, respectively.
TRANHONG QUANG,Nguyen Thi Thanh Ngan,Chau Van Minh,Phan Van Kiem,Nguyen Xuan Nhiem,BUIHUU TAI,Nguyen Phuong Thao,Doobyeong Chae,Vivek Bhakta Mathema,고영상,이제현,양서영,김영호 대한약학회 2013 Archives of Pharmacal Research Vol.36 No.3
Kalopanax pictus (Araliaceae) is a deciduous treedistributed in Korea, Japan, and China. The stem bark ofK. pictus has been functionally used as a traditional crude drugfor the treatment of various inflammatory diseases. In thepresent study, we describe the inhibitory effects of oleananetypetriterpenes and saponins isolated from the stem bark ofK. pictus on production of pro-inflammatory cytokines inLPS-stimulated bone marrow-derived dendritic cells. Of thecompounds tested, 16,23,29-trihydroxy-3-oxo-olean-12-en-28-oic acid (1), 4,23,29-trihydroxy-3,4-seco-olean-12-en-3-oate-28-oic acid (2), 3b,6b,23-trihydroxyolean-12-en-28-oicacid 28-O-b-D-glucopyranoside (3), nipponogenin E (6),3b,6b,23-trihydroxyolean-12-en-28-oic acid (7), and caulophyllogenin(19) significantly inhibited the production ofIL-12 p40 and IL-6 with IC50 values ranging from 3.3 to 9.1 lM. Compounds 2, 3, 7, and 19 significantly suppressedthe secretion ofTNF-a with IC50 ranging from8.8 to 20.0 lM. These data provide scientific support for the use of K. pictusstem bark and its triterpene and saponin components in theinhibition of pro-inflammatory cytokine secretion, includingIL-12 p40, IL-6, and TNF-a, and for prevention and treatmentof inflammatory diseases.