• 제목/요약/키워드: methyl 3,4,5-trihydroxybenzoate

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한국산 옻나무로부터 추출.분리한 생리활성 물질들의 항산화 효과 및 세포독성 (Antioxidative and Cytotoxicity Activities of Compounds Isolated from Korean Rhus verniciflua S.)

  • 최원식;김동길;이영행;김장억;이성은
    • Applied Biological Chemistry
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    • 제45권3호
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    • pp.168-172
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    • 2002
  • 한국산 옻나무의 메탄올추출물과 유기용매 분획의 항산화 효과를 조사하였다. 항산화 효과는 수소공여 억제능, 과산화지질 형성 억제능, xanthine oxidase저해 활성과 아질산염 소거능으로 측정한 결과, ethyl acetate 분획이 가장 뛰어난 효과를 나타내었다. 이 분획의 생리활성 물질을 분리하기 위하여, rotatory locular counter current chromatography(RLCCC), Sephadex LH-20 column chromatograpy와 HPLC등의 방법을 사용하여, 1,2,3-trihydroxybenzene, methyl 3,4,5-trihydroxybenzoat와 3,4,5-trihydroxybenzoic acid를 분리하였다. 이중 methyl 3,4,5-trihydroxybenzoate는 butylated hydroxyanisole(BHA)이나 butylated hydroxytoluene(BHT)보다도 강한 항산화 효과를 나타내었다. 그러나 세포독성 실험에서는 이들 물질들이 암세포주에 대하여 활성이 높지 않았다. 이상의 결과로 methyl 3,4,5-trihydroxybenzoate은 뛰어난 항산화 효과를 지닌 식품첨가물로서의 이용 가능성을 제시할 수 있다.

Extractives from Fruits of Amorpha Fruticosa (I)

  • Lee, Hyun-Jung;Lee, Hak-Ju;Kwon, Yeong-Han;Choi, Don-Ha;Paik, Ki-Hyon
    • Journal of the Korean Wood Science and Technology
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    • 제31권6호
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    • pp.8-14
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    • 2003
  • This study was carried out identify extractives of Amorpha fruticosa. In this study, one flavonoid glycoside, one ester and two rotenoids were isolated from fruits of A. fruticosa. The structures were determined as: kaempferol 7-O-α-L-rhamnopyranoside (I), methyl 3, 4, 5-trihydroxybenzoate (methyl gallate, II), tephrosin (III) and dalbinol (IV), respectively, on the basis of spectroscopic data.

어류병원성 그람음성세균 Edwardsiella tarda와 Vibrio anguillarum에 대한 칠피의 항균활성물질 (The antimicrobial compound of Rhus verniciflua barks against fish pathogenic gram-negative bacteria, Edwardsiella tarda and Vibrio anguillarum)

  • 강소영
    • 한국어병학회지
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    • 제18권3호
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    • pp.227-237
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    • 2005
  • 본 연구에서는 주요 어류 병원성 그람음성세균인 E. tarda 및 V. anguillarum에 대하여 14 종의 생약 추출물의 항균활성을 검색하였다. 그 결과, 감초, 지유 및 칠피 추출물이 항균활성을 나타냄을 밝혔다. 그 중, 가장 우수한 항균활성을 나타낸 칠피 추출물에 대하여 활성지향적인 분리기법을 적용하여 활성분획물인 EtOAc분획물로부터 항균활성물질 1종을 분리하고 페놀성 화합물인 methyl gallate로 동정하였다. methyl gallate는 실험에 사용된 E. tarda 및 V. anguillarum의 균주들의 증식을 효과적으로 저해하였으며 이에 대한 MIC는 모두 1 mg/ml로 측정되었다.

Phenolic Compounds from Fruits of Amorpha fruticosa L.

  • Lee, hak-Ju;Lee, Hyun-Jung;Park, Il-Kwon;Shin, Sang-Chul;Lee, Myung-Koo;Paik, Ki-Hyon
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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    • pp.190.4-191
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    • 2003
  • This study was carried out to examine the constituents of Amorpha fruticosa (Leguminosae), a shrub originated from North Africa. Dried and ground fruit of A. fruticosa were extracted with methanol and then concentrated to give the crude extracts. The crude extracts was successively fractioned with organic sovents, such as n-hexane, CH$_2$Cl$_2$ and EtOAc. Seven compounds were isolated from the fruits of A. fruticosa. On the basis of spectrosopic data, the structures of these compounds were determined as: kaempferol 7-O-${\alpha}$-L-rhamnopyranoside (I), methyl 3,4,5- trihydroxybenzoate (methyl gallate, II), tephrosin (III), dalbinol (IV), gallic acid (V), 2",4",5",7-tetramethoxyisofavone (Ⅵ) and Dalbinol 2"-O-${\beta}$-D-Glucopyranoside (Ⅶ) respectively. (omitted)

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Antimicrobial Activity of Methyl Gallate isolated from the Leaves of Glochidion superbum Against Hospital Isolates of Methicillin Resistant Staphylococcus aureus

  • Ahmed, Mohammed Dahiru;Taher, Muhammad;Maimusa, Alhaji Hamusu;Rezali, Mohamad Fazlin;Mahmud, Mohammed Imad Al-deen Mustafa
    • Natural Product Sciences
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    • 제23권1호
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    • pp.5-8
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    • 2017
  • An antimicrobial compound has been isolated from the leaves of Glochidion superbum. The compound was determined as methyl 3, 4, 5-trihydroxybenzoate (methyl gallate), based on ultraviolet (UV), infrared (IR), nuclear magnetic resonance (NMR) and mass spectroscopy (MS) analysis. The isolated compound exhibited potent antimicrobial activity against three clinical isolates of methicillin resistant Staphylococcus aureus (MRSA) by qualitative agar disc diffusion method and quantitative broth dilution method. Agar disc diffusion was done in a dose-dependent manner for each bacterial isolate at disc potencies of 25, 50, 100, and $150{\mu}g/disc$. The zones of inhibition were on average equal to 12.27, 14.20, 15.43, and 24.17 mm respectively. The inhibition zones were compared with that of vancomycin disc at $30{\mu}g$ as a reference standard. The MIC and MBC values were $50{\mu}g/ml$ and $100{\mu}g/ml$ respectively. The results of anti MRSA activity were analyzed using one-way ANOVA with Turkey's HSD and Duncan test. In conclusion, methyl gallate which was isolated from G. superbum showed the inhibition activity against methicillin resistant S. aureus.

작두콩의 메탄올 추출물로부터 항산화 활성 화합물의 분리 및 동정 (Isolation and Identification of Antioxidants from Methanol Extract of Sword Bean (Canavalia gladiata))

  • 김종필;이향희;문제학;하동룡;김은선;김진환;서계원
    • 한국식품과학회지
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    • 제45권6호
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    • pp.777-784
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    • 2013
  • 본 연구는 항산화 활성이 뛰어난 작두콩의 메탄올 추출물을 대상으로 극성차를 이용한 용매분획을 행하여 n-hexane층, $CHCl_3$층, EtOAc층, butanol층, 그리고 $H_2O$층을 얻었다. 그중 활성이 가장 높은 EtOAc층을 대상으로 silica gel column chromatography 및 HPLC를 행하여 4종의 활성 화합물을 분리하고, MS 및 NMR분석을 통하여 구조해석을 행하였다. 그 결과 화합물 1-4는 methyl 3,4,5-trihydroxybenzoate (methyl gallate, 화합물 1), 3,4,5-trihydroxybenzoic acid (gallic acid, 화합물 2), 1,6-di-O-galloyl ${\beta}$-$\small{D}$-glucopyranoside (화합물 3), 그리고 1,4,6-tri-O-galloyl ${\beta}$-$\small{D}$-glucopyranoside (화합물 4)로 각각 동정되었다. 그리고 분리 화합물들의 DPPH radical-scavenging 활성은 화합물 4>화합물 3>화합물 2>화합물 1 순으로 평가되었다. 또 분리된 양을 기준으로 하였을 때, 화합물 1과 2는 작두콩 중에 다른 화합물들에 비해 다량으로 존재해있을 것으로 시사되었으며, 이들 화합물이 작두콩의 항산화 활성에 상당부분 기여하고 있는 것으로 판단되었다. 또한 화합물 4는 본 연구를 통해 작두콩으로부터는 처음 분리 동정되었다.

신나무 추출물의 항산화 활성물질 (Antioxidative Compounds in Extracts of Acer ginnala Max.)

  • 한성수;노석초;최용화;김명조;곽상수
    • 한국약용작물학회지
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    • 제7권1호
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    • pp.51-57
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    • 1999
  • 약용식물을 비롯하여 45종 식물체 지상부의 MeOH추출물을 대상으로 DPPH free radical소거법을 이용하여 항산화활성을 측정하였다. 그 결과 신나무(Acer ginnala Max.)의 추출물에서 가장 강한 활성$(RC_{50}\;:\;15{\mu}g)$을 보였으며, 노각나무(Stewartia koreana, $RC_{50}\;:\;28{\mu}g$)와 서어나무(Carpinus laxiflora, $RC_{50}\;:\;33{\mu}g$)에서도 활성이 비교적 높았다. 신나무의 지상부로부터 DPPH free radical 소거 활성을 지표로 2개의 항산화 활성 물질을 분리하였다. 활성물질을 각종 기기분석을 통하여 3, 6-di-O-galloyl-1, 5-anhydro-D-glucitol(acertannin)과methyl-3, 4, 5-trihydroxybenzoate(gallicin)로 동정 하였다. acertannin($RC_{50}\;:\;3.5{\mu}g$)과 gallicin($RC_{50}\;:\;2.8{\mu}g$)은 기지의 항산화 물질인 BHA($RC_{50}\;:\;14{\mu}g$), vitamin E($RC_{50}\;:\;12{\mu}g$)보다 강한 항산화활성을 나타냈다.

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A Novel Tannase from the Xerophilic Fungus Aspergillus niger GH1

  • Marco, Mata-Gomez;Rodriguez, Luis V.;Ramos, Erika L.;Renovato, Jacqueline;Cruz-Hernandez, Mario A.;Rodriguez, Raul;Contreras, Juan;Aguilar, Cristobal N.
    • Journal of Microbiology and Biotechnology
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    • 제19권9호
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    • pp.987-996
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    • 2009
  • Aspergillus niger GH1 previously isolated and identified by our group as a wild tannase producer was grown under solid-state (SSC) and submerged culture (SmC) conditions to select the enzyme production system. For tannase purification, extracellular tannase was produced under SSC using polyurethane foam as the inert support. Tannase was purified to apparent homogeneity by ultrafiltration, anion-exchange chromatography, and gel filtration that led to a purified enzyme with a specific activity of 238.14 IU/mg protein with a final yield of 0.3% and a purification fold of 46. Three bands were found on the SDS-PAG with molecular masses of 50, 75, and 100 kDa. PI of 3.5 and 7.1% N-glycosylation were noted. Temperature and pH optima were 600e and 6.0 [methyl 3,4,5-trihydroxybenzoate (MTB) as substrate], respectively. Tannase was found with a $K_M$ value of $0.41{\times}10^{-4}M$ and the value of $V_{max}$ was $11.03{\mu}$moL/min at $60^{\circ}C$ for MTB. Effects of several metal salts, solvents, surfactants, and typical enzyme inhibitors on tannase activity were evaluated to establish the novelty of the enzyme. Finally, the tannase from A. niger GH1 was significantly inhibited by PMSF (phenylmethylsulfonyl fluoride), and therefore, it is possible to consider the presence of a serine or cysteine residue in the catalytic site.