• 한국식품영양과학회지
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• 제43권12호
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• pp.1858-1864
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• 2014

가시오갈피 잎에 함유된 ${\alpha}$-glucosidase의 저해 활성 물질의 분리를 위하여 가시오갈피 잎 80% 에탄올 추출물을 극성유기 용매를 사용하여 순차 분획하고 각 분획층을 ${\alpha}$-glucosidase의 저해 활성 효과를 측정한 결과, EtOAc 층이 68.05%로 가장 높은 저해 활성을 나타내었다. EtAOc 분획층을 MPLC를 이용하여 fractionation-directed isolation을 수행하고 최종적으로 ${\alpha}$-glucosidase 저해 활성이 93.60%로 가장 우수하게 나타난 EAHC 분획물을 얻었다. EAHC 분획물을 prep-LC/MS로 분석하여 EAHCA와 EAHCB로 분리 정제하였다. EAHCA 분획물의 화학구조를 구명하기 위하여 $^1H$-NMR, $^{13}C$-NMR로 분석한 결과, 분자량 464.38 g/mol, 화학구조식 $C_{21}H_{20}O_{12}$인 hyperoside로 확인되었다. EAHCB 분획물의 화학구조를 구명하기 위하여 $^1H$-NMR, $^{13}C$-NMR로 분석한 결과, 분자량 464.38 g/mol, 화학구조식 $C_{21}H_{20}O_{12}$인 isoquercetin으로 확인되었다. 본 연구 결과, 가시오갈피 잎으로부터 분리 동정된 hyperoside와 isoquercetin은 ${\alpha}$-glucosidase의 저해 활성 물질을 가진 화합물로 향후 혈당조절용 건강식품 또는 치료제 개발을 위한 물질로 활용될 수 있을 것으로 판단된다.

• 한국약용작물학회지
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• 제12권3호
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• pp.255-261
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• 2004

21 종의 생약 추출물을 선정하여 $5\;{\mu}g/ml$의 농도에서 SK-MEL-28 cell 에 대한 세포독성을 조사한 결과 목단피의 메탄올 추출물이 74.3%의 성장율을 보였다. 활성 물질을 찾기 위하여 목단피로부터 silica gel column chromatography를 실시하여 hexane 분획과 EtOAc 분획에서 충 5개의 화합물을 분리하였고 $mp,\;UV,\;IR,\;^1H-NMR,\;^{13}C-NMR$ 등 각종 물리, 화학적 data로부터 그 구조를 paeonol (1), benzoylpaeoniflorin (2), benzoic acid (3), 2,5-dihydroxy-4-methoxy-acetophenone (4), paeoniflorin (5)으로 동정하였다. 분리한 물질을 human 피부 암세포인 SK-MEL-28 세포주에 대하여 $10\;{\mu}g/ml$의 농도에서 SRB방법으로 세포독성을 측정한 결과 compound 4가 $ED_50$ 값이 $5.92\;{\mu}g/ml$로 가장 좋은 세포독성을 나타내었다. 이결과는 compound 4가 SK-MEL-28 melanoma 세포주에 대한 새로운 항암 후보 물질임을 제시한다.

• 한국식품과학회지
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• 제45권2호
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• pp.174-179
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• 2013

본 연구에서는 동양배에 함유된 유용성분을 분자수준에서 밝히고자, 우리나라에서 가장 많이 섭취되고 있는 품종 중의 하나인 추황배를 대상으로 배 과피의 MeOH 추출물을 해리성을 이용하여 용매분획하였다. 얻어진 획분들을 대상으로 항산화 활성에 초점을 맞추어 open column chromatography와 high performance liquid chromatography를 행하여 3종의 항산화 화합물을 단리하였다, 그 결과, BuOH 획분으로부터 화합물 1을, EtOAc-산성 획분으로부터 화합물 2를, 그리고 EtOAc-페놀성 획분으로부터 화합물 3을 단리하고, 각각 NMR 및 MS 분석을 행하여 구조해석을 행하였다. 그 결과, 화합물 1-3은 각각 2-carboxyl 4(1H)-quinolinone (kynurenic acid, 화합물 1), cis-coumaric acid (화합물 2), 그리고 vanillin(화합물 3)으로 동정되었다. 이 3종의 화합물 모두 본 연구에 의해 배로부터 처음 동정되었다. 본 연구결과가 배의 유용성 및 기능성 연구를 위한 기초자료로 활용되길 기대한다.

• 한국식품과학회지
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• 제44권1호
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• pp.14-20
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• 2012

막걸리는 우리의 전통 주류이며, 최근 그 선호도가 높아지고 있음에도 불구하고 그에 함유된 성분들에 관한 체계적인 연구는 거의 전무한 실정이다. 그래서 막걸리에 함유된 항산화 활성화합물에 초점을 맞추어 column chromatography 및 HPLC를 행하여 화합물을 단리하고, 단리된 화합물들을 MS 및 NMR 분석을 행해 구조를 해석하였다. 그 결과 단리된 8종의 화합물을 4-hydroxybenzaldehyde(1), 2-(4-hydroxyphenyl)ethanol(2, tyrosol), trans-ferulic acid(3), cis-ferulic acid(4), 1H-indole-3-ethanol(5, tryptophol), dimethyl succinate(6), succinic acid(7), 그리고 mono-methyl succinate(8)로 동정하였다. 그리고 막걸리로부터 유기산들(화합물 6-8)의 존재가 보고된 바 있으나, 유기산 이외의 화합물 1-5는 본 연구에 의해 막걸리로부터 그 존재가 처음 밝혀졌다.

• 생약학회지
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• 제39권4호
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• pp.347-351
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• 2008

The methanol (MeOH) extract of the rhizome of Alpinia officinarum Hance (Zingiberaceae) demonstrated a potent inhibition on the proliferation of cultured human tumor cell lines such as MES-SA (human uterine carcinoma cell line), MESSA/DX5 (multidrug resistant subline of MES-SA), HCT-15 (human colorectal adenocarcinoma cell line), HCT15/CL02 (multidrug resistant subline of HCT15). The MeOH extract was fractionated into four portions by serial solvent partition, ie., methylene chloride (CH2Cl2) soluble part, ethylacetate (EtOAc) soluble part, n-butanol (BuOH) soluble part and remaining water layer. Among them, the $CH_2Cl_2$ soluble part of the extract exhibited a most potent inhibition on the proliferation of tested tumor cell lines. Bioassay-guided fractionation of the $CH_2Cl_2$ soluble part led to the isolation of five diarylheptanoid and two flavonoid constituents, i. e., galangin (1), 7-(4"-hydroxy-3"-methoxyphenyl)-1-phenylhept-4-en-3-one (2), 1,7-diphenyl-5-hydroxy-3-heptanone (3), trans,trans-1-(3'-methoxy-4'-hydroxyphenyl)-7-phenyl-5-ol-4,6-dien-3-heptanone (4), 5-methoxy-7-(4"-hydroxy-3"-methoxyphenyl)-1-phenyl-3-heptanone (5), kaempferide (6), 5-hydroxy-7-(4"-hydroxy-3"-methoxyphenyl)-1-phenyl-3-heptanone (7). Structures of the isolated active components (1 - 7) were established by chemical and spectroscopic means.

• Natural Product Sciences
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• 제25권4호
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• pp.317-325
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• 2019

Here, we designed to examine the anti-inflammatory effects on RAW264.7 cells and the immunosuppressive effects by evaluating interleukin-2 (IL-2) production in Jurkat T cells using a MeOH extract of Panax notoginseng roots. The results showed that the MeOH extract inhibited the synthesis of nitric oxide (NO) in a dose-dependent manner (IC₅₀ value of 7.08 ㎍/mL) and displayed effects on T cell activation at a concentration of 400 ㎍/mL. In efforts to identify the potent compounds, bioactivity-guided fractionation of the MeOH extract and chemical investigation of its active CH₂Cl₂-, EtOAc-, and butanol-soluble fractions led to the successful isolation and identification of eleven compounds, including two polyacetylenes (1, 2), a steroid saponin (3), seven dammarane-type ginsenosides (4 - 10), and an oleanane-type ginsenoside (11). Among them, compound 11 was isolated from this plant for the first time. Compound 2 exhibited potent inhibitory effects on NO synthesis and an immunosuppressive effect with IC₅₀ values of 2.28 and 65.57 μM, respectively.

• 생약학회지
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• 제36권4호통권143호
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• pp.324-331
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• 2005

The roots of Rosa rugosa have been used to treat diabetes mellitus in the folkloric society of Korea. To demonstrate the active component for the rat obesity induced by high fat diet for 6 weeks, the phytochemical fractionation and the pharmacological activity test were performed on this crude drug. It was shown that the methanolic extract and its EtOAc fraction inhibited the weight increase of the rat body, abdominal fat pad and hyperlipidemia at 200 mg/kg dose. Further, the triterpenoids, euscaphic acid and tormentic acid, isolated from R. rugosa roots were active at 30 mg/kg in the same assay. The two components shifted serum total-, HDL, and LDL-cholesterol levels toward the values of the unteated group, suggesting that the active compounds has hypolipidemic effects. The rats fad euscaphic acid and tormentic acid also reduced thiobarbituric acid-reactive substance (TBARS) and hydroxyl radical in the rat blood and increased superoxide dismutase activity compared to the control. TBARS values and carbonyl contest of the hepatic protein were reduced by treatment with the two triterpenoids. Antioxidative enzyme (SOD, glutathione peroxidase, and catalase) activities in hepatic were increased by treatment of rats with the triterpenoids, which suggests that triterpenoids inhibited the reduction of hepatic antioxidative activity caused by high fat diet. Taken together, these results support that euscaphic acid and tormentic acid improve a high fat diet-induced hyperlipidemia via the activation of antioxidative mechanism.

• Natural Product Sciences
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• 제22권3호
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• pp.220-224
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• 2016

Anti-Helicobacter pylori activity guided fractionation led to the isolation of five anthraquinones, two stilbenes and one naphthoquinone from the EtOAc fraction of Polygonum cuspidatum, using silica gel column chromatography, Sephadex-LH20, MPLC and recrystallization. The chemical structures were identified to be physcion (1), emodin (2), anthraglycoside B (3), trans-resveratrol (4), anthraglycoside A (5), polydatin (6), 2-methoxy-6-acetyl-7-methyljuglone (7) and citreorosein (8) by UV, $^1H$-NMR, $^{13}C$-NMR and mass spectrometry. Anti-Helicobacter pylori activity including MIC values of each compound was evaluated. All of the isolates exhibited anti-H. pylori activity of which MIC values were lower than that of a positive control, quercetin. Compounds 2 and 7 showed potent growth inhibitory activity. Especially, a naphthoquinone, compound 7 displayed most potent antibacterial activity with $MIC_{50}$ value of $0.30{\mu}M$ and $MIC_{90}$ value of $0.39{\mu}M$. Although anti-H. pylori activity of this plant was previously reported, this is the first report on that of compounds isolated from this species. From these findings, P. cuspidatum roots or its isolates may be useful for H. pylori infection and further study is needed to elucidate mechanism of action.

• 한국식품과학회지
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• 제35권3호
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• pp.499-502
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• 2003

복분자 열매에 함유된 항산화활성 물질을 탐색하기 위하여 MeOH로 추출하고, 이 추출물을 용매분획하여 EtOAc가용 중성획분을 얻었다. 이 획분에 함유된 항산화활성 물질을 흡착성과 분자체 효과를 이요한 Sephadex LH-20 column chromatography로 정제하고, HPLC에 의해 1종의 항산화활성물질을 단리하였다. 분리된 활성물질의 구조 해석을 위해 EI-MS와 $^1H-NMR$ 분석을 실시하여, 활성물질은 구조식이 $C_{15}H_{10}O_7$이며 분자량이 302인 quercetin으로 동정되었다. 또한 항산화활성 물질 quercetin은 HPLC에 의해 복분자 열매 100g 중에 $0.25{\pm}0.02\;mg$이 함유되어 있는 것으로 분석되었다.

• Archives of Pharmacal Research
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• 제27권12호
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• pp.1220-1225
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• 2004

The overproduction of nitric oxide (NO) by inducible nitric oxide synthase (iNOS) is known to be responsible for vasodilation and hypotension observed in septic shock and inflammation. Inhibitors of iNOS, thus, may be useful candidates for the treatment of inflammatory diseases accompanied by overproduction of NO. In the course of screening oriental anti-inflammatory herbs for the inhibitory activity of NO synthesis, a crude methanolic extract of Curcuma zedoaria exhibited significant activity. The activity-guided fractionation and repetitive chromatographic procedures with the EtOAc soluble fraction allowed us to isolate three active compounds. They were identified as 1,7-bis (4-hydroxyphenyl)-1,4,6-heptatrien-3-one (1), procurcumenol (2) and epiprocurcumenol (3) by spectral data analyses. Their concentrations for the 50% inhibition of NO production $(IC_{50})$ in lipopolysaccharide (LPS)-activated macrophages were 8, 75, 77 ${\mu}M$, respectively. Compound 1 showed the most potent inhibitory activity for NO production in LPS-activated macrophages, while the epimeric isomers, compound 2 and 3 showed weak and similar potency. Inhibition of NO synthesis by compound 1 was very weak when activated macrophages were treated with 1 after iNOS induction. In the immunoblot analysis, compound 1 suppressed the expression of iNOS in a dose-dependent manner. In summary, 1,7-bis (4-hydroxyphenyl)-1,4,6-heptatrien-3-one from Curcuma zedoaria inhibited NO production in LPS-activated macrophages through suppression of iNOS expression. These results imply that the traditional use of C. zedoaria rhizome as anti-inflammatory drug may be explained at least in part, by inhibition of NO production.