• 제목/요약/키워드: stilbenoid

검색결과 17건 처리시간 0.031초

수목추출물의 생리활성에 관한 연구(IV) - 산뽕나무 심재 추출성분과 유연 합성 stilbenoid의 항균 및 항산화활성 - (Studies on Biological Activity of Wood Extractives(IV) - Antimicrobial and Antioxidative Activities of Extractives from the Heartwood of Morns bombycis and Synthesized Congeneric Stilbenoids -)

  • 이성숙;이학주;최돈하;히시야마 쇼지로;카토 아츠시
    • Journal of the Korean Wood Science and Technology
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    • 제28권3호
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    • pp.70-77
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    • 2000
  • 산뽕나무 심재추출물 중 다량으로 분리된 stilbenoid인 oxyresveratrol, resveratrol과 이들의 구조유사체를 합성하여 항균 및 항산화활성을 측정하고 화학구조와의 상관관계를 검토하였다. 항균활성은 진균에 대해서는 배지점적법으로, 세균에 대해서는 탁도측정법으로, 그리고 항산화활성은 지질산화억제율과 프리라디칼 소거능을 이용하여 검정하였다. 그 결과, 진균 및 세균에 대한 항균활성은 resveratrol이 oxyresveratrol보다 우수하였으며, 항산화활성은 oxyresveratrol이 resveratrol보다 우수하였다. 또한, Wittig 반응으로 합성한 6종의 stilbenoid의 항균활성은 B-ring의 수산기가 적을수록 활성이 높은 경향을 나타내어. 3,5-dihydroxystilbene (pinosylvin)과 같이 B-ring에 수산기가 없는 경우에 가장 높은 활성을 보였으며, trans type이 cis type보다 활성이 높았다. 그러나, 항산화활성은 B-ring의 수산기가 많을수록 활성이 높았으며, B-ring의 수산기가 ortho-diphenol 구조를 가지는 stilbenoid가 활성이 가장 높아, 2',3,3',5-와 3,3',4',5-tetrahydroxystilbene(piceatannol) 의 경우, 합성항산화제인 BHT보다는 높고 천연항산화제인 ${\alpha}$-tocopherol과는 동등한 효능을 보였다. 이상의 결과, 산뽕나무 심재로부터 단리된 resveratrol과 oxyresveratrol은 항균 및 높은 항산화활성을 가지는 것으로 판명되었으며, B-ring의 수산기의 수와 치환위치가 활성에 큰 영향을 미치는 것으로 판명되었다.

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수목추출물의 생리활성에 관한 연구(III) -산뽕나무 심재의 페놀성물질에 대하여- (Studies on Biological Activity of Wood Extractives(III) -On the phenolic compounds isolated from heartwood of M. bombycis-)

  • 이성숙;이학주;최돈하
    • Journal of the Korean Wood Science and Technology
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    • 제28권2호
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    • pp.42-48
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    • 2000
  • 항균 및 항산화활성이 우수한 산뽕나무(Morus bombycis)로부터 항균 및 항산화물질 탐색을 위해 심재 에탄올 추출물을 용매분획하여 얻은 에틸아세테이트 가용부로부터 4개의 페놀성 화합물을 단리하였다. 이들을 기기분석한 결과, stilbenoid 인 2',3,4',5-tetrahydroxystilbene(oxyresveratrol), 3,4',5-trihydroxystilbene(resveratrol)과 flavonoid인 2',3,4',5,7-pentahydroxyflavone(morin) 및 3,4',5,7-tetrahydroxyflavan ((+)-afzelechin)인 것으로 동정되었다.

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Macasiamenene V, a New Stilbenoid from the Leaves of Macaranga inermis

  • Aldin, Muhammad Fajar;Tjahjandarie, Tjitjik Srie;Saputri, Ratih Dewi;Tanjung, Mulyadi
    • Natural Product Sciences
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    • 제27권1호
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    • pp.45-48
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    • 2021
  • One new compound, macasiamenene V (1), and two known stilbenes (2-3) were isolated from Macaranga inermis Pax & K.Hoffm leaves. The structure of 1 was fully assigned based on the information on high-resolution MS and (1D, 2D) NMR spectra. The cytotoxic of compounds 1-3 was evaluated against 4T1 and HeLa cells. Compounds 2-3 showed high activity against HeLa cells with an IC50 value of 1.09 and 0.88 ㎍/mL, respectively.

수목추출물의 생리활성에 관한 연구(X) - 헛개나무 목부의 항균활성 물질 - (Studies on Biological Activity of Wood Extractives (X) - Antifungal Compounds of Hovenia dulcis -)

  • 최윤정;이학주;이성숙;최돈하
    • Journal of the Korean Wood Science and Technology
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    • 제31권1호
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    • pp.1-9
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    • 2003
  • 항균활성이 우수한 헛개나무 목부 에탄올 조추출물로부터 7종의 화합물을 단리하였으며, 기기분석 결과 flavonoid인 5-hydroxy-7-methoxyflavone를 비롯하여 5,7-dihydroxyflavone (chrysin), 5,7-dihydroxyflavanone (pinocembrin), 3,5,7-trihydroxyflavanone (pinobanksin), 3,4',5,7-tetrahydroxyflavanone (aromadendrin)과 stilbenoid인 3-hydroxy-5-methoxystilbene과 3,5-dihydroxystilbene (pinosylvin)으로 각각 동정되었다. 이들 단리물질에 대한 항균활성을 조사한 결과 stilbenoid인 3-hydroxy-5-methoxystilbene이 공시균주의 생장을 완전히 저해하여 단리물질 중 활성이 가장 높은 것으로 나타났다. 그 다음이 pinocembrin과 pinosylvin으로 Cryphonectria parasitica, Trametes versicolor, Tyromyces palustris 그리고 Trichoderma viride에 대해 높은 균사생장억제율을 나타내어 활성이 우수한 것으로 나타났다. 그러나, flavonoid인 pinobanksin, 5- hydroxy-7-methoxyflavone, chrysin, 그리고 aromadendrin은 항균활성이 낮은 것으로 나타났다. 이상의 결과, 헛개나무 목부 에탄올 조추출물의 높은 항균활성은 3-hydroxy-5-methoxystilbene과 pinocembrin, 그리고 pinosylvin에서 유래된 것으로 사료되었다.

Oxyresveratrol의 기원, 생합성, 생물학적 활성 및 약물동력학 (Source, Biosynthesis, Biological Activities and Pharmacokinetics of Oxyresveratrol)

  • 임영희;김기현;김정근
    • 한국식품과학회지
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    • 제47권5호
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    • pp.545-555
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    • 2015
  • Oxyresveratrol (trans-2,3',4,5'-tetrahydroxystilbene) has been receiving increasing attention because of its astonishing biological activities, including antihyperlipidemic, neuroprotection, antidiabetic, anticancer, antiinflammation, immunomodulation, antiaging, and antioxidant activities. Oxyresveratrol is a stilbenoid, a type of natural phenol and a phytoalexin produced in the roots, stems, leaves, and fruits of several plants. It was first isolated from the heartwood of Artocarpus lakoocha, and has also been found in various plants, including Smilax china, Morus alba, Varatrum nigrum, Scirpus maritinus, and Maclura pomifera. Oxyresveratrol, an aglycone of mulberroside A, has been produced by microbial biotransformation or enzymatic hydrolysis of a glycosylated stilbene mulberroside A, which is one of the major compounds of the roots of M. alba. Oxyresveratrol shows less cytotoxicity, better antioxidant activity and polarity, and higher cell permeability and bioavailability than resveratrol (trans-3,5,4'-trihydroxystilbene), a well-known antioxidant, suggesting that oxyresveratrol might be a potential candidate for use in health functional food and medicine. This review focuses on the plant sources, chemical characteristics, analysis, biosynthesis, and biological activities of oxyresveratrol as well as describes the perspectives on further exploration of oxyresveratrol.

Solution-Phase Strategies for the Design, Synthesis, and Screening of Libraries Based on Natural Products

  • Kim, Sang-Hee
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-1
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    • pp.88-88
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    • 2003
  • The syntheses of different types of stilbenoid libraries have been studied recently. In these courses, the screening of the generated natural product-mimic focused libraries led to the identification of the novel lead compounds for human cytochrome P450 (CYP) lAs, melanin production, and sortase A. A library of trans-stilbene derivatives was prepared through a new efficient solution pahse synthetic pathway and their inhibitory activities were evaluated on human cytochrome P450s(CYP) 1A1, 1A2, and 1B1 to find a potent and selective CYP1 inhibitor. (omitted)

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Constituents of Lindera Erythrocarpa Stem Bark

  • Lee, Hak-Ju;Park, Young-Ki;Park, Il-Kwon;Shin, Sang-Chul
    • Natural Product Sciences
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    • 제10권5호
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    • pp.207-210
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    • 2004
  • Three chalcones and a stilbenoid have been isolated from the stem bark of Lindera erythrocarpa. They were elucidated as 2'-hydroxy-3',4',5',6'- tetramethoxychalcone, 2',4'-dihydroxy-3',6'-dimethoxy chalcone, 2',4',5',6'- tetrahydroxy-3'-methoxychalcone, and 5,6-dihydroxy-2,3,4-trimethoxystilbene. Chemical structures were elucidated on the basis of MS, $^1H,\;^{13}C$ and 2D-NMR spectroscopic data. This is the first report on the isolation of these compounds from the L. erythrocarpa.

솔잎의 피노실빈 고함유 추출물 생산을 위한 초음파 추출 공정 개발 (Development of Ultrasonication-assisted Extraction Process for Manufacturing Extracts with High Content of Pinosylvin from Pine Leaves)

  • 조용진;이상국;안용현;피재호
    • Journal of Biosystems Engineering
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    • 제28권4호
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    • pp.325-334
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    • 2003
  • Pinosylvin, a stilbenoid phytoalexin, is a health ingredient to be extracted from pine leaves. In this study, ultrasonication-assisted extraction process for manufacturing extracts with high content of pinosylvin from pine leaves was investigated. As process and system variables, ultrasonic power, sonication time and solvent ratio were selected. According to the experimental results, the effective yield of pinosylvin increased with the increase of ultrasonic power and sonication time and the decrease of solvent ratio. When the ultrasonic power of 2400 W/L was added to the solution of pulverized pine leaves of 8 g per 1 L of a solvent for 10 minutes, yield of extracts and purity, effective yield and concentration ratio of pinosylvin were 0.3166 g/g, 0.7247 mg/g, 0.2294 mg/g and 23.0, respectively.

Inhibitory effects of pinosylvin on prostaglandin E$_2$ and nitric oxide production in lipopolysaccharide-stimulated mouse macrophage cells

  • Park, Eun-Jung;Min, Hye-Young;Kim, Moon-Sun;Pyee, Jae-Ho;Ahn, Yong-Hyun;Lee, Sang-Kook
    • 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.194.2-194.2
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    • 2003
  • The inhibitors of prostaglandin biosynthesis and nitric oxide production by corresponding inducible isozyme have been considered as potential anti-inflammatory and cancer chemopreventive agents. In our continuous search for cancer chemopreventive agents from natural products, we have evaluated the inhibitory potential of PGE$_2$ and NO production in lipopolysaccharide (LPS)-induced mouse macrophage RAW 264.7 cells. As a result, pinosylvin (3,5-dihydroxy-trans-stilbene), a stilbenoid, mainly found from the heartwood and leaves of the Pinus sylvestris, showed potential inhibitory activity of LPS-induced PGE$_2$ and NO production in a dose-dependent manner. (omitted)

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