• 제목/요약/키워드: Acertannin

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Acertannin의 화학구조 (The Chemical Structure of Acertannin.)

  • 우린근
    • 약학회지
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    • 제6권1호
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    • pp.11-16
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    • 1962
  • The position of galloyl groups in acertannin, as 3, 6-digalloylpolygalito, has been established by well-defined processes. In the courses of the processes eight new compounds, octamethoxyacertannin, 2, 4-dimethoxy-1, 5-anhydro-D-sorbitol, 6-tosylpolygalito, 2, 3, 4-tri-benzoyl-6-tosylpolygalitol, 3, 6-anhydro-1, 5-anhydro-D-sorbitol, and 2, 4-ditosyl-3, 6-anhydro-1, 5-anhydro-D-sorbitol, have been characterized.

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신나무 유래 Acertannin의 인체 모유두 세포 Apoptosis 조절 효능 (Modulative Effect of Human Hair Dermal Papilla Cell Apoptosis by Acertannin from the Barks and Xylems of Acer ginnala Maxim)

  • 정서우;최선은
    • 생약학회지
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    • 제49권1호
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    • pp.7-14
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    • 2018
  • We isolated gallotannin, 2,6-digalloyl-1,5-anhydroglucitol, known as acertannin (1), from the barks and xylems of Acer ginnala Maxim. It is a genus of Acer species of shrubs in the family Aceraceae. A. ginnala grows in Korea, Japan and Mongolia. We accomplished the structure elucidation by confirming that the result of $^1H$,$^{13}C-NMR$,MS spectrum data was similar to previous references. We measured DPPH and ABTS radical scavenging activity in vitro to evaluate anti-oxidative activities on acertannin isolated from A. ginnala. Acertannin from A. ginnala exhibited potent DPPH and ABTS radical scavenging activities. We examined the antioxidant and apoptosis modulative effects. This examination shows that A. ginnala has not only 1,1-diphenyl-2-picryhydrazyl(DPPH) radical scavenging activity and ABTS radical scavenging activity, but also human hair dermal papilla cell protection effects. These results indicate that the barks and xylems of A. ginnala might be developed as a potent anti-oxidant, hair growth agent, and ingredient for related new functional cosmetic materials.

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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신나무 수피로부터 Gallotannin 화합물의 항산화 활성 및 함량분석 (Antioxidative Activities and Quantitative Determination of Gallotannins from Barks of Acer ginnala Maxim)

  • 최선은;박관희;오명환;장준혜;진혜영;김성식;이민원
    • 생약학회지
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    • 제41권3호
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    • pp.174-179
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    • 2010
  • Activity guided isolation of 80% acetone extract from the barks of Acer ginnala Maxim. yielded five gallotannins [6-galloyl-1,5-anhydroglucitol (ginnalin B) (1), acertannin (3,6-digalloyl-1,5-anhydroglucitol) (2), methyl gallate (3), acertannin (2,6-digalloyl-1,5-anhydroglucitol) (4) and gallic acid (5)]. All of these isolated compounds from Acer ginnala(1-5) were firstly isolated from Acer ginnala Maxim. And contents of compounds from barks of Acer ginnala (Comp. 1: 0.73$\pm$0.002%, Comp. 2: 0.48$\pm$0.001%, Comp. 3: 0.66$\pm$0.002%, Comp. 4: 1.05$\pm$0.002% and Comp. 5: 0.29$\pm$0.001%) were evaluated by HPLC analysis. And, in order to evaluate anti-oxidative activities on Comp. 1-5 isolated from Acer ginnala, DPPH radical scavenging activity was measured in vitro. All of these isolated compounds from Acer ginnala exhibited potent DPPH radical scavenging activities.

신나무의 Phenol성 화합물에 관한 화학적 연구(I) (Phenolic compounds from Acer ginnala Maxim)

  • 박웅양
    • 생약학회지
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    • 제27권3호
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    • pp.212-218
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    • 1996
  • Two phenolcarboxylic acids. five flavonoids and one hydrolysable tannin were isolated from the leaves of Acer ginnala Maxim. On the basis of chemical and spectroscopic evidence, the strutures of these compounds were established as gallic acid, ethylgallate, acertannin, quercetin, quercitrin, isoquercitrin, rutin, $quercetin-3-O-{\alpha}-_L-rhamnopyranosyl-2'-gallate$.

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Acerginnala Max.에서 분리한 신 Tannin Polygagallin의 화학구조 (Structural Study on New Tannin, Polygagallin, from Acerginnala Max.)

  • 한구동
    • 약학회지
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    • 제6권1호
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    • pp.1-4
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    • 1962
  • A new tannin, polygagallin, related to acertannin, is isolated from air-dried leaves of Acer ginnala Max. as prismatic crystals with 1/2 H$_{2}$O per mole, m.p.154-155.deg. and [.alpha.]$_{D}$$^{29}$ +43.79.deg. C. Polygagllin gives hexaacetate, m.p.164.5.deg. C, [.alpha.]$_{D}$$^{28}$ +42.deg. C, on treating with anhydroacetic acid and on treating with diazomethane, gives trimethyl ether, m.p.176.deg. C, [.alpha.]$_{D}$$^{22}$ +53.43, which yields triacetate, m.p.160.5.deg. C, [.alpha.]$_{D}$$^{22}$ + 132.5.deg. C, on acetylation and is not attacked by periodate. On hydrolysis, trimethoxypolygagallin yields one mole of polygalitol and that of trimethoxygallic acid. By the above results polygalallin has been established as 3-galloylpolygalito.ygalito.galallin has been established as 3-galloylpolygalito.

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Chemical Constituents from the Leaf and Twig of Acer okamotoanum Nakai and their Cytotoxicity

  • Jin, Wen-Yi;Min, Byung-Sun;Youn, Ui-Jung;Hung, Tran-Manh;Song, Kyung-Sik;Seong, Yeon-Hee;Bae, Ki-Hwan
    • 한국약용작물학회지
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    • 제14권2호
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    • pp.77-81
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    • 2006
  • As a result of cytotoxic compounds against cancer cell lines from natural sources, senven compounds were isolated from the leaf and twig of Acer okamotoanum Nakai. The compounds (1-7) were identified as ethyl gallate (1), methyl gallate (2), gallic acid (3), trans $resveratrol-3-O-{\beta}-D-glucopyranoside$ (4), acertannin (5), nikoenoside (6), and fraxin (7) by physicochemical and spectroscopic data (including mp, UV, IR, MS, $^1H-NMR,\;^{13}C-NMR$, DEPT, and HMBC) in comparison with those of published papers. All the compounds were tested for their cytotoxic activity against L1210, HL-60, K562, and B16F10 cancer cell lines in vitro by MTT assay method. Compounds 1-3 and 5 showed cytotoxic activity against all tested cell lines with $IC_{50}$ values ranged from 12.5 to $72.2\;{\mu}M$. Of the compounds, methyl gallate (2) exhibited the most potent cytotoxic activity against L1210, HL-60, K562, and B16F10 tumor cells with $IC_{50}$ values of 12.5, 48.3, 22.8, and $22.8\;{\mu}M$, respectively. Other compounds did not show any cytotoxic activity against four cancer cell lines.

3T3-L1 지방전구세포에서 청가시덩굴 추출물의 항비만 활성 (Anti-adipogenic activity of Smilax sieboldii extracts in 3T3-L1 adipocytes)

  • 박서현;이정아;홍성수;안은경
    • Journal of Applied Biological Chemistry
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    • 제66권
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    • pp.369-378
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    • 2023
  • 본 연구는 청가시덩굴 에탄올 추출물을 이용하여 3T3-L1 지방전구세포에서 지방세포를 통해 항비만 활성을 확인하고자 하였다. 청가시덩굴 에탄올 추출물에 의한 지방세포 분화 억제 활성 및 지방형성에 미치는 영향을 확인하기 위해 3T3-L1 지방전구세포에 분화를 유도하여 추출물을 농도별로 처리하였다. 그 결과 청가시덩굴 에탄올 추출물 처리 시 지방세포 분화 및 세포 내 중성지방 축적 수준이 농도 의존적으로 감소하였다. 이러한 지방형성 억제 효과가 어떠한 작용기전에 의해 유도되는지 확인하기 위해 청가시덩굴 추출물과 그로부터 분리된 화합물인 acertannin을 이용하여 지방세포 분화 조절인자들의 유전자 및 단백질 발현을 확인하고자 하였다. 청가시덩굴 에탄올 추출물은 지방형성 및 지방산 합성 관련 인자인 PPARγ, C/EBPα, ADD1/SREBP1c, FAS, aP2의 유전자 및 단백질 발현을 유의적으로 억제하였다. 이러한 결과들로 볼 때 청가시덩굴 에탄올 추출물은 지방세포분화 및 지방축적 인자의 조절 효과를 나타냄으로써 산림자원의 항비만 및 고지혈증 개선 기능성 소재로의 활용 가능성을 확인하였다.