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Antinociceptive Effect of Glyasperin F Isolated from Glycyrrhiza inflata in Mice
김진규,이진구,Joa Sub Oh 한국응용생명화학회 2013 Applied Biological Chemistry (Appl Biol Chem) Vol.56 No.5
Antinociceptive effect of glyasperin F isolated from Glycyrrhiza inflata extract (GIE) in ICR mice was studied. Oral administration of GIE (1−100 mg/kg) caused a dose-dependent reduction in acetic acid-induced writhing responses. To identify the active antinociceptive compound from the GIE, sub-fractions were obtained from the EtOAc layer of GIE by using a medium pressure liquid chromatography. From the sub-fractions obtained,the sub-fraction, which, when administered orally (10 mg/kg)showed an antinociceptive effect in both the writhing test and second phase of the formalin test was identified as glyasperin F using NMR and MS analyses. Finally, the antinociceptive effect of glyasperin F in mouse models of pain was confirmed. Orally administered glyasperin F (0.1–10mg/kg) showed a dose-dependent antinociceptive effect in both the writhing test and second phase of the formalin test. Taken together, glyasperin F isolated from the GIE may be used as a leading compound for further studies on pain and as a new drug derived from natural products for pain therapy.
Antinociceptive Effect of Glyasperin F Isolated from Glycyrrhiza inflata in Mice
Kim, Jin Kyu,Oh, Joa Sub,Lee, Jin-Koo The Korean Society for Applied Biological Chemistr 2013 Applied Biological Chemistry (Appl Biol Chem) Vol.56 No.6
Antinociceptive effect of glyasperin F isolated from Glycyrrhiza inflata extract (GIE) in ICR mice was studied. Oral administration of GIE (1-100 mg/kg) caused a dose-dependent reduction in acetic acid-induced writhing responses. To identify the active antinociceptive compound from the GIE, sub-fractions were obtained from the EtOAc layer of GIE by using a medium pressure liquid chromatography. From the sub-fractions obtained, the sub-fraction, which, when administered orally (10 mg/kg) showed an antinociceptive effect in both the writhing test and second phase of the formalin test was identified as glyasperin F using NMR and MS analyses. Finally, the antinociceptive effect of glyasperin F in mouse models of pain was confirmed. Orally administered glyasperin F (0.1-10mg/kg) showed a dose-dependent antinociceptive effect in both the writhing test and second phase of the formalin test. Taken together, glyasperin F isolated from the GIE may be used as a leading compound for further studies on pain and as a new drug derived from natural products for pain therapy.
율무근의 식물화학적 성분 연구 및 Tyrosinase 저해 활성
최윤혁 ( Yun-hyeok Choi ),최춘환 ( Chun Whan Choi ),이재연 ( Jae Yeon Lee ),안은경 ( Eun-kyung Ahn ),오좌섭 ( Joa Sub Oh ),홍성수 ( Seong Su Hong ) 한국응용생명화학회 2017 Journal of Applied Biological Chemistry (J. Appl. Vol.60 No.1
본 연구는 천연 미백소재 탐색을 위하여 율무(C. lachryma-jobivar. ma-yuen) 부산물 추출물의 tyrosinase 저해활성을 검증하였으며, 그 중에서 뿌리 추출물은 159.3 μg/mL의 IC50 값을 나타내었다. 율무 뿌리 추출물의 순차적 용매 분획에 대한 활성 검증 후 가장 활성이 우수한 EtOAc 분획물에 대하여 DiaionHP-20 column chromatography, MPLC및 preparative HPLC를 수행해 율무근으로부터 여섯 개의 화합물을 정제하였고, 이 물질들의 구조 분석은 LC-MS와 NMR 데이터 해석을 바탕으로 진행하여 각각 (+)-icariol A<sub>2</sub> (1), zhepiresionol (2), 4-hydroxybenzaldehyde(3), trans-ρ-coumaric acid (4), N-(2-hydroxy-4-methoxyphenyl)-2-hydroxyacetamide (5), coixol (6)로 구조를 규명하였다. 화합물 1은 이 식물에서 처음으로 분리되었으며, 화합물 5는 자연계로부터 처음으로 분리된 화합물로 확인하였다. 이들 화합물 중 4-hydroxybenzaldehyde (3), trans-ρ-coumaric acid (4)와 coixol (6)은 순서대로 707.4, 6.5, 62.4 μM의 IC<sub>50</sub>값을 나타내어 대조군으로 사용한 arbutin (IC<sub>50</sub> =618.7 μM)과 비교시 유사하거나 우수한 활성을 확인하였다. 이로 미루어 보아, 율무근 추출물과 활성물질의 tyrosinase 저해활성을 확인할 수 있었으며, 율무근 추출물의 미백소재로서의 적용 가능성을 확인할 수 있었다. In the course of screening tyrosinase inhibitory activity, EtOAc-soluble fraction of Coix lachryma-jobi var. mayuen Stapf. (Gramineae) roots showed significant inhibition. Further fractionation of the EtOAc-soluble fraction resulted in six compounds, which were identified as (+)-icariol A<sub>2</sub> (1), zhepiresionol (2), 4-hydroxybenzaldehyde (3), trans-ρ-coumaric acid (4), N-(2- hydroxy-4-methoxyphenyl)-2-hydroxyacetamide (5), and coixol (6). The chemical structures of these compounds were identified on the basis of spectroscopic methods (MS, 1D and 2D NMR) and comparison with literature values. Compound 1 was first reported from this plant. Also, this is the first time that the isolation of compound 5 has been reported from nature source. Among the isolated compounds, compounds 4 and 6 showed enzyme inhibitory activity, with IC<sub>50</sub> values of 6.5 and 62.4 μM, respectively, in comparison with these of positive control, arbutin.
초과(草果)의 RBL-2H3 세포 항원 유도 탈과립 억제성분
정원식 ( Wonsik Jeong ),홍성수 ( Seong Su Hong ),박선미 ( Sun-mi Park ),이정아 ( Jung A Lee ),박주형 ( Ju-hyoung Park ),안은경 ( Eun-kyung Ahn ),최춘환 ( Chun Whan Choi ),오좌섭 ( Joa Sub Oh ) 한국응용생명화학회(구 한국농화학회) 2021 Journal of Applied Biological Chemistry (J. Appl. Vol.64 No.1
전통생약으로서 다양한 효능과 향신료, 조미료로서 사용되어온 초과(草果)의 항알레르기 성분연구를 위해 80% 에탄올 추출물 중 CH<sub>2</sub>Cl<sub>2</sub>, 분획으로부터 3 종의 flavonoid를 단리하였으며, 이들의 물리화학적 성상과 분광분석 데이터로부터 구조를 확인한 결과 naringenin-5-O-methyl ether (1), helichrysetin (2) 및 cardamomin(3)로 각각 동정하였다. 이들 화합물 중 화합물 2는 Amomum 속으로부터 처음 규명되었고, 화합물 3은 이 식물에서 처음 보고되는 화합물이다. 또한 화합물 2와 3은 RBL-2H3 세포로부터 β-hexosaminidase assay를 수행한 결과 탈과립 억제효과를 나타내었다. 따라서 초과의 chalcone 성분은 탈과립 억제효능을 통하여 알러지 질환에 유용할 것으로 사료된다. Bioactivity-guided fractionation of EtOH extract of the dried fruits of Amomum tsao-ko led to isolation of three compounds (1-3). Their structures were elucidated by spectroscopic methods (MS, 1D and 2D-NMR) and comparison with literature values, as naringenin-5-O-methyl ether (1), helichrysetin (2), and cardamomin (3). Compound 2 was obtained from the genus Amomum for the first time. Among them, compounds 2 and 3 inhibited on the release of β-hexosaminidase from RBL-2H3 cells, with 99.1 and 21.3% at the concentration of 50 μM, respectively.
Inhibitors of Antigen-induced Degranulation of RBL-2H3 Cells Isolated from Wheat Bran
홍성수,Joa Sub Oh 한국응용생명화학회 2012 Applied Biological Chemistry (Appl Biol Chem) Vol.55 No.1
Chromatographic separation of ethanol extract of wheat bran led to the isolation of five 5-alk(en)ylresorcinols, four aliphatic compounds, and one phenolic glycoside. These were,respectively: 5-n-heptadecylresorcinol (1), 5-n-14'-(Z)-heneicosylresorcinol (2), 5-n-nonadecylresorcinol (3), 5-n-heneicosylresorcinol (4), 5-n-tricosylresorcinol (5), 1-O-(9Z,12Z,15Zoctadecatrienoate)glycerol (6), 2-linoleoylglycerol (7), 1-O-(9Z,12Z-octadecatrienoate)glycerol (8), pinellic acid (9), and tachioside (10). Their structures were determined by 1D- & 2DNMR and mass spectroscopy data analysis. The inhibitory effects of isolated constituents on the release of β-hexosaminidase from RBL-2H3 cells were examined. Inhibition was shown by 5-nnonadecylresorcinol (3), 5-n-heneicosylresorcinol (4), pinellic acid (9), and tachioside (10).
Ahn, Eun-Kyung,Oh, Joa-Sub The Korean Society for Applied Biological Chemisty 2012 Applied Biological Chemistry (Appl Biol Chem) Vol.55 No.1
Zingiber officinale Roscoe commonly known as ginger, has been used in traditional medicine. Inhibtion effect of galanolactone isolated from Z. officinale Roscoe on adipogenesis in 3T3-L1 cells was evaluated. Effect of galanolactone on 3T3-L1 adipocyte differentiation was measured by Oil Red O staining, and cytotoxicity effect of galanolactone was analyzed by 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide assay. The expression of various genes involved in adipogenic action of galanolactone was determined by real-time PCR and Western blot. Peroxisome proliferator-activated receptor ${\gamma}$ ($PPAR{\gamma}$) luciferase transactivation assay was used to evaluate the $PPAR{\gamma}$ transcriptional activity of galanolactone in HEK 293T cells. Galanolactone inhibited lipid accumulation and expression of adipocyte fatty acid-binding protein (aP2) and resistin in a dose-dependent manner in 3T3-L1 cells. Treatment with 50 and 100 ${\mu}M$ of galanolactone significantly decreased the troglitazone-induced $PPAR{\gamma}$ transcripitional activity in HEK 293T cells, and suppressed expressions of $PPAR{\gamma}$ and CCAAT-enhancer-binding protein ${\alpha}$ ($C/EBP{\alpha}$) at mRNA and protein levels in 3T3-L1 cells. These findings suggest that galanolactone isolated from Z. officinale Roscoe exerts anti-obesity effect through downregulation of adipogenic transcription factors and adipogenic marker genes.
Inhibitors of Antigen-induced Degranulation of RBL-2H3 Cells Isolated from Wheat Bran
Hong, Seong-Su,Oh, Joa-Sub The Korean Society for Applied Biological Chemisty 2012 Applied Biological Chemistry (Appl Biol Chem) Vol.55 No.1
Chromatographic separation of ethanol extract of wheat bran led to the isolation of five 5-alk(en)ylresorcinols, four aliphatic compounds, and one phenolic glycoside. These were, respectively: 5-n-heptadecylresorcinol (1), 5-n-14'-(Z)-heneicosylresorcinol (2), 5-n-nonadecylresorcinol (3), 5-n-heneicosylresorcinol (4), 5-n-tricosylresorcinol (5), 1-O-(9Z,12Z,15Z-octadecatrienoate) glycerol (6), 2-linoleoylglycerol (7), 1-O-(9Z,12Z-octadecatrienoate)glycerol (8), pinellic acid (9), and tachioside (10). Their structures were determined by 1D- & 2D-NMR and mass spectroscopy data analysis. The inhibitory effects of isolated constituents on the release of ${\beta}$-hexosaminidase from RBL-2H3 cells were examined. Inhibition was shown by 5-n-nonadecylresorcinol (3), 5-n-heneicosylresorcinol (4), pinellic acid (9), and tachioside (10).
Eun-Kyung Ahn,Joa Sub Oh 한국응용생명화학회 2012 Applied Biological Chemistry (Appl Biol Chem) Vol.55 No.1
Zingiber officinale Roscoe commonly known as ginger, has been used in traditional medicine. Inhibtion effect of galanolactone isolated from Z. officinale Roscoe on adipogenesis in 3T3-L1 cells was evaluated. Effect of galanolactone on 3T3-L1adipocyte differentiation was measured by Oil Red O staining,and cytotoxicity effect of galanolactone was analyzed by 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide assay. The expression of various genes involved in adipogenic action of galanolactone was determined by real-time PCR and Western blot. Peroxisome proliferator-activated receptor γ (PPARγ) luciferase transactivation assay was used to evaluate the PPARγ transcriptional activity of galanolactone in HEK 293T cells. Galanolactone inhibited lipid accumulation and expression of adipocyte fatty acid-binding protein (aP2) and resistin in a dose-dependent manner in 3T3-L1 cells. Treatment with 50 and 100 μM of galanolactone significantly decreased the troglitazone-induced PPARγ transcripitional activity in HEK 293T cells, and suppressed expressions of PPARγ and CCAAT-enhancer-binding protein α(C/EBPα) at mRNA and protein levels in 3T3-L1 cells. These findings suggest that galanolactone isolated from Z. officinale Roscoe exerts anti-obesity effect through downregulation of adipogenic transcription factors and adipogenic marker genes.