• Title/Summary/Keyword: EtOAc fraction

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Inhibitory Activity of Aralia elata Leaves on Protein Tyrosine Phosphatase 1B and α-Glucosidase (참두릅 잎의 Protein Tyrosine Phosphatase 1B와 α-Glucosidase 저해 활성)

  • Cho, Yoon Sook;Seong, Su Hui;Bhakta, Himanshu Kumar;Jung, Hee Jin;Moon, Kyung Ho;Choi, Jae Sue
    • Korean Journal of Pharmacognosy
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    • v.47 no.1
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    • pp.29-37
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    • 2016
  • Anti-diabetic potential of the leaves of A. elata through the inhibitory activity on PTP1B and ${\alpha}$-glucosidase has not been reported. In this study, the EtOAc fraction of methanolic extract from the leaves of A. elata showed potent inhibitory activity against the PTP1B and ${\alpha}$-glucosidase with $IC_{50}$ value of $96.29{\pm}0.3$ and $264.71{\pm}14.87{\mu}g/mL$, respectively. Three known triterpenoids, oleanolic acid, oleanolic acid-28-O-${\beta}$-D-glucopyranoside and oleanolic acid-3-O-${\beta}$-D-glucopyranoside were isolated from the most active EtOAc fraction. We determined the chemical structure of these triterpenoids through comparisons of published nuclear magnetic resonance (NMR) spectroscopic data. Furthermore, we screened these triterpenoids for their ability to inhibit PTP1B and ${\alpha}$-glucosidase over a range of concentrations ($12.5-50{\mu}M$). All three terpenoids significantly inhibited PTP1B in a concentration dependent manner and oleanolic acid effectively inhibited ${\alpha}$-glucosidase. In addition, these compounds revealed potent inhibitory activity with negative binding energies toward PTP1B, showing high affinity and tight binding capacity in the molecular docking studies. Therefore, the results of the present study clearly demonstrate that A. elata leaves and its triterpenoid constituents might be beneficial in the prevention or treatment of diabetic disease.

Isolation and Identification of Antioxidative Compounds 3,4-Dihydroxybenzoic acid from Black Onion (흑양파로부터 항산화 활성 물질인 3,4-Dihydroxybenzoic acid의 분리 및 동정)

  • Yang, Ya-Ru;Cho, Jeong-Yong;Park, Yang-Kyun
    • Food Science and Preservation
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    • v.19 no.2
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    • pp.229-234
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    • 2012
  • The antioxidant substance in black onion was identified. The assays that used 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzthiazo line-6-sulphonic acid) ($ABTS^+$) radicals showed that the ethyl acetate fraction of black onion methanol extract had a higher level of radical-scavenging activity than the other fractions. Two antioxidative compounds were purified and isolated from the ethyl acetate fraction via column chromatographies of silica gel and Sephadex LH-20 using the guided DPPH radical-scavenging assay. The isolated compounds were identified as 3,4-dihydroxybenzoic acid (1) and quercetin (2) based on mass spectrometry and nuclear magnetic resonance. The isolated compounds showed a high level of DPPH and ABTS+ radical-scavenging activity. Compound 2 had a higher level of radical-scavenging activity than 1.

Development of Biologically Active Compounds from Edible Plant Sources-XIX. Isolation of Inhibitory Compound on LDL-Oxidation from the Aerial Parts of Sajabalssuk (Artemisia princeps PAMPANINI, Sajabalssuk) (식용식물자원으로부터 활성물질의 탐색-XIX. 사자발쑥(Artemisia princeps PAMPANINI, Sajabalssuk)의 전초로부터 저밀도 지질 단백질(LDL) 산화 억제물질의 분리)

  • Bang, Myun-Ho;Song, Myoung-Chong;Han, Min-Woo;Lee, Dae-Young;Jo, Jin-Kyung;Chung, Hae-Gon;Jeong, Tae-Sook;Lee, Kyung-Tae;Choi, Myung-Sook;Baek, Nam-In
    • Applied Biological Chemistry
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    • v.50 no.3
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    • pp.224-227
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    • 2007
  • Sajabalssuk (Artemisia princeps PAMPANINI) was extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with EtOAc, n-BuOH and $H_{2}O$, successively. From the EtOAc fraction, two phenylpropanoids were isolated through the repeated silica gel and ODS column chromatographies. From the results of physico-chemical data including NMR, MS and IR, the chemical structures of the phenylpropanoids were determined as eugenol (1) and (-)-sesamin (2). They were the first to be isolated from Sajabalssuk (Artemisia princeps PAMPANINI, Sajabalssuk). Also, eugenol inhibited LDL-oxidation with the inhibitory activity of 87.8 ${\pm}$ 1.0% at a concentration of 40 ${\mu}g/ml$.

Development of Biologically Active Compounds from Edible Plant Sources XIV. Isolation and Identification of Flavonoids from the Aerial Parts of Sajabalssuk (Artemisia herba) (식용식물자원으로부터 활성물질의 탐색-XIV. 사자발쑥(Artemisia herba)의 전초로부터 flavonoid 화합물의 분리)

  • Bang, Myun-Ho;Kim, Dong-Hyun;Yoo, Jong-Su;Lee, Dae-Young;Song, Myoung-Chong;Yang, Hye-Joung;Jeong, Tae-Sook;Lee, Kyung-Tae;Choi, Myung-Sook;Chung, Hae-Gon;Baek, Nam-In
    • Applied Biological Chemistry
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    • v.48 no.4
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    • pp.418-420
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    • 2005
  • In order to search for biologically active compounds from edible plant sources, the aerial parts of Sajabalssuk (Artemisia herba) were extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with EtOAc, n-BuOH and $H_2O$, successively. From the EtOAc fraction, four compounds were isolated through the repeated silica gel and ODS column chromatographies. From the results of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as eupatilin (1), jaceosidin (2), apigenin (3) and eupafolin (4). Among them, compounds 3 and 4 were isolated for the first time from Sajabalssuk (Artemisia herba).

Alkyl Glycosides from the Flowers of Magnolia obovata (황목련 꽃으로부터 Alkyl Glycoside의 분리 동정)

  • Oh, Eun-Ji;Seo, Kyeong-Hwa;Kwon, Jung-Hwa;Lee, Dae-Young;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • v.58 no.3
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    • pp.233-236
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    • 2015
  • The flowers of Magnolia obovata were extracted with aqueous MeOH and fractionated into EtOAc, n-BuOH, and $H_2O$ fractination. Three alkyl glycosides were isolated from the EtOAc fraction through repeated silica gel and ODS column chromatography. The structures were identified to be 2-methylbutan-1-ol-${\beta}$-$\small{D}$-galacto-pyranoside (1), 2-methylbutan-1-ol-${\beta}$-$\small{D}$-glucopyranoside (2), and 2-methylpropan-1-ol-${\beta}$-$\small{D}$-glucopyranoside (3) on the basis of spectroscopic analyses such as fast atom bombardment mass spectrometry, infrared spectroscopy, 1D nuclear magnetic resonance (NMR) ($^1H$ and $^{13}C-NMR$), and 2D NMR (gCOSY, gHSQC, and gHMBC). These compounds were isolated for the first time from the flower of M. obovata in this study.

Phenolic compounds from the flowers of Coreopsis lanceolata (큰금계국(Coreopsis lanceolata) 꽃으로부터 phenolic 화합물들의 분리 및 동정)

  • Kim, Hyoung-Geun;Oh, Hyun-Ji;Ko, Jung-Hwan;Jung, Young Sung;Oh, Seon Min;Lee, Yeong-Geun;Kim, Dae-Ok;Lee, Dae Young;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • v.62 no.4
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    • pp.323-326
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    • 2019
  • The flowers of Coreopsis lanceolata were extracted with 80% aqueous MeOH and the concentrates were partitioned into EtOAc, n-BuOH, and H2O fractions. The repeated silica gel (SiO2) and octadecyl silica gel column chromatographies for the EtOAc fraction led to isolation of one flavonol and one benzoyl compounds. The chemical structures of the compounds were respectively determined as melanoxetin (1) and protocatechuic acid methyl ester (2) based on spectroscopic analyses including NMR, IR, and MS. These two compounds were isolated for the first time from C. lanceolata flowers in this study. All fractions and the isolated compounds were evaluated for 2,2-diphenyl-1-picrylhydrazyl and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid radical scavenging activities.

DPPH Radical Scavenging Effect and in vitro Lipid Peroxidation Inhibition by Portulaca oleracea (쇠비름(Portulace oleracea) 추출물의 DPPH radical 소거능과 in vitro 지질과산화 억제 효과와 그 활성성분)

  • 이희정;이범종;이동석;서영완
    • KSBB Journal
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    • v.18 no.3
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    • pp.165-169
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    • 2003
  • The antioxidative activity of Portulaca oleracea was tested using in vitro experimental models. Antioxidative activities were determined by measuring DPPH radical scavenging activity and lipid peroxide using 2-thiobarbituric and (TBA). The crude extract was sequentially partitioned with n-hexane, 15% aq. MeOH, EtOAc, n-BuOH, $H_2O$. A remarkable antioxidative effect was observed in the EtOAc and n-BuOH fractions. The DPPH radical scavenging effect ($IC_{50}$=17.90 $\mu\textrm{g}$/ml) of the n-BuOH soluble fraction was comparable with that of the natural antioxidant, $\alpha$-tocopherol ($IC_{50}$=6.99 $\mu\textrm{g}$/ml) and the inhibition effect of lipid peroxidation in mouse liver homogenate was similar to that of the natural antioxidant, L-ascorbic acid at a concentration of 1.0 mg/ml to 5 mg/ml.

Antioxidative, Antimutagenic and Cytotoxic Effects of Functional Food Manufactured from Fermented Soybean Extract (발효 콩을 주원료로 한 기능성 식품 추출물의 항산화성, 항돌연변이원성 및 세포독성 효과)

  • 최승필;오흥석;박종철;남기본;이득식;함승시
    • Food Science and Preservation
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    • v.11 no.2
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    • pp.214-220
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    • 2004
  • This study was carried out to determine the antioxidative, antimutagenic, and anticancer effects of functional food manufactured from fermented soybean(FFMFS) using DPPH free radical donating method, Ames test and cytotoxicity, respectively. FFMFS extracted with ethanol and then further fractionated to n-hexane, chloroform, ethyl acetate(EtOAc), butanol and water, stepwise. Among five fractions, the EtOAc fractions showed highest electron donating activities (31.6 $\mu\textrm{g}$/mL). The inhibition rate of ethanol extract(200 $\mu\textrm{g}$/plate) of FFMFS in the S. typhimurium TA100 strain showed 84.8% against the mutagenesis induced by MNNG. In addition, the suppression of EtOAc fractions with same concentration of FFMFS the S. typhimurium TA98 and TA100 strains showed 88.7% and 92.8% inhibition against Trp-P-l, respectively. The cytotoxic effects of FFMFS against the cell lines with human lung carcinoma(A549), human gastric carcinoma(AGS) and human breast adenocarcinoma(MCF-7) were inhibited with the increase of the extract concentration. The treatment of 1.0 mg/mL FFMFS of EtOAc fraction showed strong cytotoxicities of 84.5%, 88.7% and 85.6% against A549, AGS and MCF-7, respectively.

Antioxidative Constituents from Fruit of Sorbaria sorbifolia var. stellipila MAX. (쉬땅나무(Sorbaria sorbifolia var. stellipila MAX.) 열매의 항산화 활성 성분)

  • Park, Jong-Hyuk;Kwon, Jin-A;Yang, Yoon-Jung;Han, Hyo-Sang;Han, Min-Woo;Lee, Young-Il;Kim, In-Su;Lee, Jong-Ill;Kang, Se-Chan
    • Korean Journal of Plant Resources
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    • v.24 no.4
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    • pp.337-342
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    • 2011
  • The purpose of this study was to evaluated the antioxidative constituents and their activities of the 80% methanolic extracts from fruit of Sorbaria sorbifolia var. stellipila MAX. The isolation of active compound was performed in three steps: solvent partition, open column chromatography, and high-performance liquid chromatography (HPLC). The solvent fractions were tested for their antioxidant activities by oxygen radical absorbance capacity (ORAC). The antioxidant activity of 80% methanolic extracts by various solvent partitions was in the order of 80% MeOH (1.68 ${\pm}$ 0.027), n-hexane (1.02 ${\pm}$ 0.036), $CH_2Cl_2$ (0.95 ${\pm}$ 0.025), EtOAc (1.98 ${\pm}$ 0.065), n-BuOH (1.94 ${\pm}$ 0.054) and Water (1.28 ${\pm}$ 0.032). Therefore, the results indicated that the potential antioxidant activities and functional values were observed significantly at EtOAc fraction from fruit of S. sorbifolia, flavonoid compound isolated.

Anti-inflammatory Effects of Ethanol Extract from Bark of Acer barbinerve Maxim (청시닥나무 수피 에탄올 추출물의 항염증 효과)

  • Lee, Han-Na;Kim, Jin-Kyu;Kwon, Gyoo-Taik;Shim, Jae-Hoon;Kim, Jong-Dai;YoonPark, Jung-Han
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.41 no.9
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    • pp.1242-1247
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    • 2012
  • Acer barbinerve Maxim belongs to the Aceraceae tree family and is often consumed as an Oriental medicine. In this study, we investigated whether or not ethanol extract from the bark of A. barbinerve Max. (EBA) inhibits lipopolysaccharide (LPS)-induced inflammatory responses in Raw264.7 macrophages. EBA was fractionated using n-hexane, $CH_2Cl_2$, ethyl acetate (EtOAc), and water. Raw264.7 cells were treated with 20 ${\mu}g/mL$ of EBA and the EBA fractions. EBA inhibited LPS-induced nitric oxide (NO) production. Among the three fractions, EtOAc fraction of EBA (EFEBA) was the most effective in inhibiting LPS-induced NO production without significant cytotoxicity in Raw264.7 cells. EFEBA futher reduced LPS-induced expression of inducible NO synthase (iNOS) proteins and its corresponding mRNA. Additionally, EFEBA decreased the mRNA levels of interleukin (IL)-6, IL-$1{\beta}$, and tumor necrosis factor-${\alpha}$ in LPS-treated Raw264.7 cells. Lastly, EFEBA inhibited LPS-induced degradation of the inhibitor of kappaBalpha ($I{\kappa}B{\alpha}$) as well as phosphorylation of p65 nuclear factor-${\kappa}B$ (NF-${\kappa}B$). These results indicate that EFEBA exhibits strong anti-inflammatory effects and can be developed as a potential anti-inflammatory agent.