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Kim, Ji Won,Ha, Thi-Kim-Quy,Cho, Hyomoon,Kim, Eunhee,Shim, Sang Hee,Yang, Jun-Li,Oh, Won Keun Elsevier 2017 Bioorganic & medicinal chemistry letters Vol.27 No.13
<P><B>Abstract</B></P> <P>Porcine epidemic diarrhea virus (PEDV) causes severe diarrhea and high fatality of piglets, influencing the swine industry. Japanese horse chestnut (seed of <I>Aesculus turbinata</I>) contains many saponin mixtures, called escins, and has been used for a long time as a traditional medicinal plant. Structure-activity relationship (SAR) studies on escins have revealed that acylations at C-21 and C-22 with angeloyl or tigloyl groups were important for their cytotoxic effects. However, the strong cytotoxicity of escins makes them hard to utilize for other diseases and to develop as nutraceuticals. In this research, we investigated whether escin derivatives <B>1</B>–<B>7</B> (including new compounds <B>2</B>, <B>3</B>, <B>5</B> and <B>6</B>), without the angeloyl or tigloyl groups and with modified glycosidic linkages by hydrolysis, have PEDV inhibitory effects with less cytotoxicity. Compounds <B>1</B>–<B>7</B> had no cytotoxicity at 20μM on VERO cells, while compounds <B>8</B>–<B>10</B> showed strong cytotoxicity at similar concentrations on PEDV. Our results suggest that escin derivatives showed strong inhibitory activities on PEDV replication with lowered cytotoxicity. These studies propose a method to utilize Japanese horse chestnut for treating PEDV and to increase the diversity of its bioactive compounds.</P> <P><B>Graphical abstract</B></P> <P>[DISPLAY OMISSION]</P>
Pham, Ha Thanh Tung,Ha, Thi Kim Quy,Cho, Hyo Moon,Lee, Ba Wool,An, Jin Pyo,Tran, Van On,Oh, Won Keun American Chemical Society and American Society of 2018 Journal of natural products Vol.81 No.11
<P>As part of ongoing research to find new antidiabetic agents from medicinal plants, the chemical composition of <I>Gynostemma longipes</I>, an ethnomedicinal plant used to treat type 2 diabetes mellitus by local communities in Vietnam, was investigated. Ten new dammarane triterpenes, including two 3,4-<I>seco</I>-dammarane analogues, secolongipegenins S1 and S2 (<B>1</B> and <B>2</B>), a 3,4-<I>seco-</I>hexanordammarane, secolongipegenin S3 (<B>3</B>), two hexanordammarane glycosides, longipenosides ND1 and ND2 (<B>4</B> and <B>5</B>), and five other dammarane glycosides, longipenosides GL1-GL5 (<B>6</B>-<B>10</B>), were isolated from a 70% EtOH extract of the whole <I>G. longipes</I> plant. The structures of the new compounds were elucidated using diverse spectroscopic methods. All of the isolates were evaluated for their stimulatory activities on glucose uptake in differentiated 3T3-L1 adipocyte cells using 2-[<I>N</I>-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2-deoxy-<SMALL>D</SMALL>-glucose as a fluorescent-tagged glucose probe. The stimulant activities on glucose uptake by the test compounds were mediated via the activation of the AMPK pathway using differentiated mouse C2C12 skeletal myoblasts. Consequently, compounds <B>1</B>, <B>2</B>, and <B>4</B> enhanced glucose uptake and GLUT4 translocation significantly by regulating the AMPK signaling pathway.</P> [FIG OMISSION]</BR>
Effects of piperlongumine on cognitive function and amyloid pathology
Jun Go,Thi-Kim-Quy Ha,Ji Yeon Seo,Tae-Shin Park,Young-Kyoung Ryu,Hye-Yeon Park,Jung-Ran Noh,Yong-Hoon Kim,Jung Hwan Hwang,Dong-Hee Choi,Sang Hee Kim,Chul-Ho Lee,Won Keun Oh,Kyoung-Shim Kim 한국실험동물학회 2018 한국실험동물학회 학술발표대회 논문집 Vol.2018 No.1
Hypoglycemic triterpenes from <i>Gynostemma pentaphyllum</i>
Wang, Jun,Ha, Thi Kim Quy,Shi, Yan-Ping,Oh, Won Keun,Yang, Jun-Li Elsevier 2018 Phytochemistry Vol.155 No.-
<P><B>Abstract</B></P> <P>To search for bioactive gypenosides and their analogues, a saponin enriched fraction and its hydrolyzate from <I>Gynostemma pentaphyllum</I> were phytochemically investigated. Fractionation by diverse chromatographic methods, including HPLC, Sephadex LH-20, silica gel, and C18 reverse phase silica gel, led to the isolation and purification of twelve triterpenes, including five undescribed and seven known. The chemical structures of all compounds were determined as analyzed by nuclear magnetic resonance (NMR), high resolution mass spectrometry (HR-MS), infrared spectrum (IR), optical rotation, and chemical transformations. Among all isolates, nine compounds possessed a rare dammarane triterpenoid framework with A-ring modified. The relative configurations of three compounds were determined by 2D NMR for the first time. The absolute configurations of four compounds were determined by the modified Mosher's method. Two of all isolated compounds significantly enhanced 2-deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-D-glucose (2-NBDG) uptake and Glucose Transporter 4 (GLUT4) translocation via activating the AMP-activated protein kinase (AMPK) and acetyl-CoA carboxylase (ACC) signaling pathway. This study provided the potential candidates for the development of antidiabetic agents.</P> <P><B>Highlights</B></P> <P> <UL> <LI> <I>Gynostemma pentaphyllum</I> is a traditional medicinal and edible plant in China. </LI> <LI> Five undescribed triterpenes were isolated. </LI> <LI> The modified Mosher's method was used to determine the absolute configurations. </LI> <LI> Their hypoglycemic activity was evaluated in differentiated 3T3-L1 adipocytes. </LI> <LI> This study provided the potential candidates for antidiabetic agents. </LI> </UL> </P> <P><B>Graphical abstract</B></P> <P>Five undescribed and nine known triterpenes were isolated from the hydrolyzate and extract of <I>Gynostemma pentaphyllum.</I> Their hypoglycemic activity was evaluated.</P> <P>[DISPLAY OMISSION]</P>
Go, Jun,Ha, Thi-Kim-Quy,Seo, Ji Yeon,Park, Tae-Shin,Ryu, Young-Kyoung,Park, Hye-Yeon,Noh, Jung-Ran,Kim, Yong-Hoon,Hwang, Jung Hwan,Choi, Dong-Hee,Hwang, Dae Youn,Kim, Sanghee,Lee, Chul-Ho,Oh, Won Keun Elsevier 2018 Journal of Functional Foods Vol.43 No.-
<P><B>Abstract</B></P> <P>Sirtuin1 (Sirt1) is an unusual target for aging and aging-associated diseases. During the screening for Sirt1 activators from natural compounds, piperlongumine (PL), one of the major constituents of <I>Piper longum</I>, potently activated the deacetylase ability of Sirt1 <I>in vitro</I>. Treatment with PL, which regulated the gene transcription of antioxidant response element in hippocampal neurons, attenuated the cytotoxicity induced by intraneuronal Aβ<SUB>1-42</SUB> expression. The oral administration of PL, at a dose of 50 mg/kg/day for 2.5 months, significantly reduced the occupied area of beta-amyloid in parietal cortex of APP/PS1 mice. Novel object recognition and working memory impairment also markedly improved. Moreover, activated microglia and astrocytes in the cortex notably decreased, indicating the anti-inflammatory activity of PL. Finally, vesicular glutamate transporter 1 significantly increased in the hippocampus of APP/PS1 mice following PL treatment. These results suggested the beneficial effects PL and its therapeutic potential to ameliorate AD-like pathology.</P> <P><B>Highlights</B></P> <P> <UL> <LI> Piperlongumine (PL) activates the deacetylase ability of Sirt1 <I>in vitro</I>. </LI> <LI> PL improves cognitive deficits in APP/PS1 mice. </LI> <LI> PL reduces amyloid deposition and neuro-inflammation in the brain of APP/PS1 mice. </LI> <LI> PL increases VGLUT1 level in the hippocampus of APP/PS1 mice. </LI> </UL> </P>
Huh, Jungmoo,Ha, Thi Kim Quy,Kang, Kyo Bin,Kim, Ki Hyun,Oh, Won Keun,Kim, Jinwoong,Sung, Sang Hyun American Chemical Society and American Society of 2017 Journal of natural products Vol.80 No.10
<P>Thirteen C-methylated flavonoid glycosides (1-13), along with 15 previously known flavonoids (14-28), were isolated from rhizomes of Pentarhizidium orientale. Among these compounds, matteuorienates D-K (1-8) were obtained as analogues of matteuorienates A-C (14-16), which contain a characteristic 3-hydroxy-3-methylglutaryl (HMG) moiety. The structures of 1-13 were characterized by spectroscopic analysis and chemical derivatization. The isolates were evaluated for their antiviral activities against influenza virus (H1N1), with compounds 21, 22, 23, 25, and 26 showing inhibitory effects (IC50 of 23.9-30.3 mu M) against neuraminidases.</P>
Reserpine treatment activates AMP activated protein kinase (AMPK)
박락현,이강일,김현주,장민수,Thi Kim Quy Ha,오원근,박준수 한국생약학회 2017 Natural Product Sciences Vol.23 No.3
Reserpine is a well-known medicine for the treatment of hypertension, however the role of reserpine in cell signaling is not fully understood. Here, we report that reserpine treatment induces the phosphorylation of AMP activated protein kinase (AMPK) at threonine 172 (T172) in PC12 cells. Phosphorylation of AMPK T172 is regulated by upstream signaling molecules, and the increase of phospho-T172 indicates that AMPK is activated. When we examined the FOXO3a dependent transcription by using the FHRE-Luc reporter assay, reserpine treatment repressed the FHRE-Luc reporter activity in a dose dependent manner. Finally, we showed that reserpine treatment induced the phosphorylation of AMPK as well as cell death in MCF-7 cells. These results suggest that AMPK is a potential cellular target of reserpine.