• 제목/요약/키워드: LC-NMR-MS

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Cuneifolin, a New Xanthone from Garcinia cuneifolia (Guttiferae)

  • Ee, G.C.L.;Phong, K.H.;Mong, X.H.;Shaari, K.;Sukari, M.A.
    • Natural Product Sciences
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    • 제9권3호
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    • pp.174-176
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    • 2003
  • Studies on the stem bark extracts of Garcinia cuneifolia have furnished a new xanthone cuneifolin (1) and the triterpene stigmasterol (2). Structures for these compounds were elucidated based on NMR, 2D NMR, MS and GCMS data. Larvicidal activity screening of the crude bark extract using the larvae of Aedes aegypti indicated the larvae to be susceptible to these extracts. $LC_{50}$ values of the bioassays show the extracts to be moderately toxic to the larvae of Aedes aegypti.

Structural Analysis of Black Common Bean (Phaseolus vulgaris L.) Anthocyanins

  • Choung, Myoung-Gun
    • Food Science and Biotechnology
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    • 제14권5호
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    • pp.672-675
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    • 2005
  • Two anthocyanins were isolated from 1% HCl-20% methanol extracts of KG 97287 black common bean (Phaseolus vulgaris L.) using semipreparative, high-performance liquid chromatography (HPLC). The anthocyanins were identified using a combination of LC/ES-mass spectrometry (MS) and spectroscopic methods of UV-Vis, $^1H-$ and $^{13}C-$ nuclear magnetic resonance (NMR). The chemical structures of these two anthocyanins were elucidated as delphinidin 3-glucoside and petunidin 3-glucoside and their contents in KG 97287 black common bean seed coats were determined to be $2.614{\pm}0.11$ and $0.167{\pm}0.01\;mg/g$, respectively. These contents were lower than reported internationally and we recommend the introduction into Korea of high anthocyanin varieties of black common bean.

Salternamide E from a Saltern-derived Marine Actinomycete Streptomyces sp.

  • Kim, Seong-Hwan;Shin, Yoonho;Lee, Sang Kook;Shin, Jongheon;Oh, Dong-Chan
    • Natural Product Sciences
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    • 제21권4호
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    • pp.273-277
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    • 2015
  • Comprehensive chemical analysis of extracts and fractions of marine actinomycete strains led to the discovery of a new minor secondary metabolite, salternamide E (1), from a saltern-derived halophilic Streptomyces strain. The planar structure of salternamide E (1) was elucidated by a combinational analysis of spectroscopic data including NMR, MS, UV, and IR. The absolute configuration of salternamide E (1) was determined by circular dichroism spectroscopic analysis. Salternamide E displayed weak cytotoxicity against various human carcinoma cell lines.

Chemical Constituents of Silene seulensis Nakai from Demilitarized Zone(DMZ)

  • Jung, Yeon Woo;Seo, Chan Gon;Lee, Ji Eun;Hong, Seong Su;Kwon, Jin Gwan;Shin, Hyun Tak;Jung, Su Young;Choi, Jeong Jun;Choi, Chun Whan;Kim, Jin Kyu
    • 한국자원식물학회:학술대회논문집
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    • 한국자원식물학회 2018년도 추계학술대회
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    • pp.92-92
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    • 2018
  • Silene seulensis Nakai was used as traditional medicines in Korea, we collected plant from demilitarized zone (DMZ). S. seulensis was extracted with 30, 50, and 70% ethanol and partitioned successively with n-hexane, EtOAc, dichloromethane and BuOH. These extracts (30, 50 and 70% ethanol) were evaluated the cytotoxicity on B16F10 and Hacat cell lines. The LC-MS/MS data of each fractions (n-hexane, EtOAc, dichloromethane, and BuOH) were compared with MS library, combined with ultraviolet/visual (UV/Vis) and MS data for faster determine structure by database search results. This led to the identification of four compounds (1-4) from S. seulensis. These compounds was isolated first time from S. seulensis. Their chemical structures are elucidated by combinations of NMR and mass spectrometry techniques.

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산겨릅나무로부터 페놀화합물의 분리 및 항염증 활성의 측정 (Isolation and Identification of Phenol Compounds from Acer tegmentosum and their Anti-inflammatory Activity)

  • 송나영;이광진;마진열
    • 생약학회지
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    • 제45권2호
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    • pp.93-100
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    • 2014
  • The Acer tegmentosum (3 kg) were extracted with boiled water and the freeze dried extract powder was partitioned with $CH_2Cl_2$, EtOAc, n-BuOH and $H_2O$, successively. From the EtOAc and n-BuOH fraction, six phenolic compounds were isolated through the silica gel, octadecyl silica gel and sephadex LH-20 column chromatography. On the basis of spectroscopic methods, such as $^1H$-NMR and $^{13}C$-NMR, and LC/MS, the chemical structures of the compounds as feniculin (1), avicularin (2), (+)-catechin (3), (-)-epicatechin (4), salidroside (5) and 6'-O-galloylsalidroside (6). In this study, compounds 1 and 2 have been first isolated from the A. tegmentosum. To provide insight into the effects of six compounds isolated from A. tegmentosum on inflammation, we investigated its effect on nitric oxide (NO) production in RAW 264.7 cells using lipopolysaccharide (LPS) stimulation. Compounds 1 and 6 slightly repressed NO production. Also, compounds 3 and 4 inhibited NO secretion with statistical significance. However, compounds 2 and 5 did not show any inhibitory effect on NO production.

염산-에탄올에 의해 유발된 흰쥐 위염에 대한 마치현의 억제 작용 (The Inhibitory Effects of Portulaca oleracea L. on HCl-ethanol Induced Gastritis in Rats)

  • 김재현
    • 대한본초학회지
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    • 제24권1호
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    • pp.41-47
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    • 2009
  • Objectives : The objective of this study was to examine the effects of P. oleracea into the HCl-ethanol induced gastritis in rats, and to isolate and determine the chemical compounds from P. oleracea. Methods : The rats were orally administered with crude extract or fractions or isolated compounds of P. oleracea 30 mins before the induction of gastric lesion by oral administration of HCl-ethanol. The gastric lesional area was measured using pixel counting software. Then the chemical compounds from P. oleracea was isolated and determined by LC-MS and NMR. Results : The inhibition effect of oral administration of crude extract of P. oleracea at a dose of 500 mg/kg in HCl-ethanol induced gastritis was similar to cimetidine. Then, aqueous fraction at a dose of 240 mg/kg exhibited the effects similar to cimetidine. Then, the aqueous fraction was further separated by MPLC and yielded four sub fractions. Among those sub fractions, agent II at a dose of 40 mg/kg possessed the strongest effect in the HCl-ethanol induced gastritis. The water fraction yielded-Uridine, Adenosine, Guanosine, which were characterized by Mass, 1H-NMR, 13C-NMR. Conclusions : This study suggest that a P. oleracea and its compounds showed potent efficacy on the development of HCl-ethanol induced gastritis. Thus, P. olaracea can be a potential natural resource for the management of gastritis although the mechanism of action involved in the treatment remains to be explored.

1H-NMR-Based Metabolic Profiling of Cordyceps militaris to Correlate the Development Process and Anti-Cancer Effect

  • Oh, Junsang;Choi, Eunhyun;Yoon, Deok-Hyo;Park, Tae-Yong;Shrestha, Bhushan;Choi, Hyung-Kyoon;Sung, Gi-Ho
    • Journal of Microbiology and Biotechnology
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    • 제29권8호
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    • pp.1212-1220
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    • 2019
  • The study of metabolomics in natural products using the diverse analytical instruments including GC-MS, LC-MS, and NMR is useful for the exploration of physiological and biological effects and the investigation of drug discovery and health functional foods. Cordyceps militaris has been very attractive to natural medicine as a traditional Chinese medicine, due to its various bioactive properties including anti-cancer and anti-oxidant effects. In this study, we analyzed the metabolite profile in 50% ethanol extracts of C. militaris fruit bodies from three development periods (growth period, matured period, and aging period) using $^1H-NMR$, and identified 44 metabolites, which are classified as 16 amino acids, 10 organic acids, 5 carbohydrates, 3 nucleotide derivatives, and 10 other compounds. Among the three development periods of the C. militaris fruit body, the aging period showed significantly higher levels of metabolites including cordycepin, mannitol (cordycepic acid), and ${\beta}-glucan$. Interestingly, these bioactive metabolites are positively correlated with antitumor growth effect; the extract of the aging period showed significant inhibition of HepG2 hepatic cancer cell proliferation. These results showed that the aging period during the development of C. militaris fruit bodies was more highly enriched with bioactive metabolites that are associated with cancer cell growth inhibition.

닥나무 추출물의 항산화 활성 및 성분 분석 (Antioxidative Activity and Component Analysis of Broussonetia kazinoki SIEB Extracts)

  • 박수아;하지훈;박수남
    • 공업화학
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    • 제24권2호
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    • pp.177-183
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    • 2013
  • 본 연구에서는 닥나무 추출물의 항산화 활성과 성분 분석에 관한 연구를 실시하였다. 닥나무 추출물은 우수한 free radical(1,1-diphenyl-2-picrylhydrazyl, DPPH) 소거활성($FSC_{50}=8.53{\mu}g/mL$)을 나타내었다. Luminol-의존성 화학발광법을 이용한 $Fe^{3+}-EDTA/H_2O_2$계에서 생성된 활성 산소종(reactive oxygen species, ROS)에 대한 에틸아세테이트 분획의 총항산화능(OSC50)은 $1.69 {\mu}g/mL$이었다. 닥나무 추출물에 대하여 $^1O_2$으로 유도된 사람 적혈구의 광용혈 실험 결과 에틸아세테이트분획은 $10{\mu}g/mL$의 낮은 농도에서 ${\tau}_{50}$이 183.3 min으로 대표적인 항산화 물질로 알려진 $\alpha$-tocopherol (${\tau}_{50}$ = 38.00 min)보다 매우 큰 세포보호 효과를 나타내었다. TLC, HPLC, LC/ESI-MS/MS 및 $^1H$-NMR을 이용하여 닥나무 추출물 에틸아세테이트 분획의 성분 분석을 수행하였다. 그 결과, 닥나무 추출물 에틸아세테이트 분획은 kazinol류의 kazinol J와 플라보노이드류인 luteolin을 함유하고 있음을 확인하였다. 이상의 결과들은 닥나무 추출물이 $^1O_2$ 혹은 다른 ROS를 소광시키거나 소거함으로써, 또는 이에 대항하여 세포막을 보호함으로써, 생체계 특히 태양 자외선에 노출된 피부에서 항산화제로서 작용할 수 있음을 가리키며 기능성 화장품 원료로서 응용 가능성이 있음을 시사한다.

마디풀 추출물의 세포 보호 효과 및 주성분 분석 (Protective Effects of Cellular Membrane and Component Analysis of Polygonum aviculare Extracts)

  • 박수남;김민지;김수지
    • 한국미생물·생명공학회지
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    • 제42권1호
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    • pp.51-57
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    • 2014
  • 본 연구에서 마디풀 추출물의 항산화 활성을 평가한 결과, DPPH법과 화학발광법에 의하여 마디풀 추출물의 에틸 아세테이트 분획과 아글리콘 분획은 강력한 항산화제로 알려진 (+)-${\alpha}$-tocopherol과 $\small{L}$-ascorbic acid 보다도 우수한 항산화 효능을 나타내었다. 세포막 보호 효과 또한 연구되었다. 마디풀 추출 에틸 아세테이트 분획과 아글리콘 분획 모두 지질과산화 연쇄반응의 차단제인 (+)-${\alpha}$-tocopherol (${\tau}_{50}=38min$)에 비교하여 더 우수한 세포 보호 활성을 나타냄을 확인하였다(${\tau}_{50}=314.7min$ and 264.6 min at $10{\mu}g/ml$). 마디풀 추출물의 TLC, HPLC, LC/ESI-MS/MS, 그리고 NMR을 이용하여 주성분을 분석한 결과, 마디풀 추출물의 에틸 아세테이트 분획의 주성분은 myricitrin, avicularin, quercitrin으로 확인되었으며 마디풀 추출물의 아글리콘 분획의 주성분은 myricetin, quercetin, kaempferol로 확인되었다. 이상의 결과들로 다양한 종류의 플라보노이드를 함유한 마디풀 추출물은 에틸 아세테이트와 아글리콘 분획에서 여러가지 활성산소종에 대한 총항산화능과 $^1O_2$으로 유도된 적혈구 파괴에 대한 세포 보호 효과가 큰 것으로 나타났다. 이는 마디풀 추출물이 기능성 화장품 원료로서의 응용 가능성이 있음을 시사한다.

Diversity and Active Mechanism of Fengycin-Type Cyclopeptides from Bacillus subtilis XF-1 Against Plasmodiophora brassicae

  • Li, Xing-Yu;Mao, Zi-Chao;Wang, Yue-Hu;Wu, Yi-Xing;He, Yue-Qiu;Long, Chun-Lin
    • Journal of Microbiology and Biotechnology
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    • 제23권3호
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    • pp.313-321
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    • 2013
  • Bacillus subtilis XF-1, a strain with demonstrated ability to control clubroot disease caused by Plasmodiophora brassicae, was studied to elucidate its mechanism of antifungal activity against P. brassicae. Fengycin-type cyclopeptides (FTCPs), a well-known class of compounds with strong fungitoxic activity, were purified by acid precipitation, methanol extraction, and chromatographic separation. Eight homologs of fengycin, seven homologs of dehydroxyfengycin, and six unknown FTCPs were characterized with LC/ESI-MS, LC/ESI-MS/MS, and NMR. FTCPs (250 ${\mu}g/ml$) were used to treat the resting spores of P. brassicae ($10^7/ml$) by detecting leakage of the cytoplasm components and cell destruction. After 12 h treatment, the absorbencies at 260 nm ($A_{260}$) and at 280 nm ($A_{280}$) increased gradually to approaching the maximum of absorbance, accompanying the collapse of P. brassicae resting spores, and nearly no complete cells were observed at 24 h treatment. The results suggested that the cells could be cleaved by the FTCPs of B. subtilis XF-1, and the diversity of FTCPs was mainly attributed to a mechanism of clubroot disease biocontrol.