• 대한화학회지
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• 제54권6호
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• pp.701-706
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• 2010

우리나라 동해안에 서식하는 염생식물인 갯방풍으로부터 2개의 polyacetylene 화합물인 falcarindiol(1)과 falcarinol(2), 4개의 coumarin 화합물인 bergapten(3), xanthotoxin(4), umbelliferone(5), scopoletin(6) 및 1개의 sesquiterpene 화합물인 $(5\beta,10\alpha)$-lasidiol angelate(7)가 분리되었다. 이들 화합물 중 scopoletin(6)과 $(5\beta,10\alpha)$-Lasidiol angelate(7)는 갯방풍으로부터 처음 분리되어진 것이다. 분리된 화합물의 구조결정은 $^1H$ COSY, HMQC 그리고 HMBC와 같은 2D NMR 분광학적 실험과 문헌에 보고 된 값을 비교하여 이루어졌다.

• 한국해양바이오학회지
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• 제1권4호
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• pp.243-251
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• 2006

Dideoxypetrosynol A, a polyacetylene from the marine sponge Petrosia sp., is known to exhibit significant selective cytotoxic activity against a small panel of human tumor cell lines, however, the mechanisms of which are poorly understood. In the present study, it was investigated the further possible mechanisms by which dideoxytetrosynol A exerts its anti-proliferative action in cultured human leukemia cell line U937. We observed that the proliferation-inhibitory effect of dideoxypetrosynol A was due to the induction of G1 arrest of the cell cycle and apoptosis, which effects were associated with up-regulation of cyclin D1 and down-regulation of cyclin E without any change in cyclin-dependent-kinases (Cdks) expression. Dideoxypetrosynol A markedly induced the levels of Cdk inhibitor p16/INK4a expression. Furthermore, down-regulation of phosphorylation of retinoblastoma protein (pRB) by this compound was associated with enhanced binding of pRB and the transcription factor E2F-1. The increase in apoptosis was associated with a dose-dependent up-regulation in pro-apoptotic Bax expression and activation of caspase-3 and caspase-9. Dideoxytetrosynol A decreased the levels of cyclooxygenase (COX)-2 mRNA and protein expression without significant changes in the levels of COX-1, which was correlated with a decrease in prostaglandin E2 (PGE2) synthesis. Furthermore, dideoxytetrosynol A treatment markedly inhibited the activity of telomerase, and the expression of human telomerase reverse transcriptase (hTERT), a main determinant of the telomerase enzymatic activity, was progressively down-regulated by dideoxytetrosynol A treatment in a dose-dependent fashion. Taken together, these findings provide important new insights into the possible molecular mechanisms of the anti-cancer activity of dideoxytetrosynol A.

• 생약학회지
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• 제19권4호
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• pp.228-232
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• 1988

From the rhizome of Atractylodes japonica Koidzumi (Compositae) which is the original plant of oriental medicine 'Cang-Zhu', four essential oil compounds were isolated. Three of them were identified as atractylon, hydroxyatractylon and $5{\alpha}H,\;10{\beta}-selina-4(14),\;7(11)-diene-8-one$, which were already known as the constitutents of Atractylodes Rhizoma. The fourth is a novel polyacetylene type compound, and the structure is postulated as 1, 4-diacetoxytetradeca-6, 12-diene-8, 10-diyne by the spectral data.

• Natural Product Sciences
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• 제15권2호
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• pp.110-113
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• 2009

Acyl-coenzyme A: cholesterol acyltransferase (ACAT) catalyzes cholesterol esterification and plays important roles in intestinal absorption of cholesterol, hepatic production of lipoproteins and accumulation of cholesteryl ester within macrophages and smooth muscle cells. In our study, eight polyacetylenes (1 - 8), were isolated from the roots of Gymnaster koraiensis, and their chemical structures were identified on the basis of spectroscopic analysis and mass. Compound 2 with the (10S)-15,16-epoxy group in skeleton strongly inhibited ACAT enzyme with $IC_{50}$ value of 35.8 ${\mu}g$/mL, meanwhile the other compounds displayed significant inhibition of ACAT enzyme with the $IC_{50}$ values from 45.5 to 55.1 ${\mu}g$/mL.

• Natural Product Sciences
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• 제25권4호
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• pp.317-325
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• 2019

Here, we designed to examine the anti-inflammatory effects on RAW264.7 cells and the immunosuppressive effects by evaluating interleukin-2 (IL-2) production in Jurkat T cells using a MeOH extract of Panax notoginseng roots. The results showed that the MeOH extract inhibited the synthesis of nitric oxide (NO) in a dose-dependent manner (IC₅₀ value of 7.08 ㎍/mL) and displayed effects on T cell activation at a concentration of 400 ㎍/mL. In efforts to identify the potent compounds, bioactivity-guided fractionation of the MeOH extract and chemical investigation of its active CH₂Cl₂-, EtOAc-, and butanol-soluble fractions led to the successful isolation and identification of eleven compounds, including two polyacetylenes (1, 2), a steroid saponin (3), seven dammarane-type ginsenosides (4 - 10), and an oleanane-type ginsenoside (11). Among them, compound 11 was isolated from this plant for the first time. Compound 2 exhibited potent inhibitory effects on NO synthesis and an immunosuppressive effect with IC₅₀ values of 2.28 and 65.57 μM, respectively.

• 생약학회지
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• 제36권3호통권142호
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• pp.201-204
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• 2005

The rhizome extract of Atractylodes japonica Koidzumi(Compositae) exhibited a particular inhibition on the proliferation of cultured human tumor cell lines, in vitro. Thus, the intensive phytichemical investigation of the MeOH extract of Atractylodes japonica have been conducted by the way of activity-guided purification. The repeated column chromatographic separation of the n-hexane soluble part of extract resulted in the isolation of four sesquiterpenes (1-4) and a polyacetylene component (5). Chemical structures of them were identified as atractylon (1), atractylenolide Ⅰ(2), atractylenolide Ⅲ(3), eudesma-4(15),7(11)-dien-8-one (4) and 1,3-diacetyl-atractylodiol (5) by spectroscopic means. Among the isolates, compound 2-4 were shown to give moderate inhibitory effect in a dose dependent manner on the proliferation of cultured human tumor cell lines such as A549 (non small cell lung), SK-OV-3 (ovary), SK-MEL-2 (melanoma), XF498 (central nerve system) and HCT 15(colon), respectively.

• 한국식품영양학회지
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• 제11권1호
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• pp.107-113
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• 1998

홍삼의 추출물인 50% ethanol extract, crude saponin, 그리고 lipid soluble fraction이 마우스 대식세포의 oxidative burst를 유발할 수 있는지 여부를 알아보고자 in vitro와 in vivo에 각각의 추출물을 처치하고 hydrogen peroxide 생산을 DCFH-DA를 이용한 형광분광광도법으로 측정하였다. 형광분광법에 의한 hydrogen peroxide의 측정을 최적화하기 위한 DCFH-DA의 농도는 3.2$mu extrm{m}$이었고, oxidative burst를 유도하기 위한 zymosan A, PNA의 최적 농도는 각각 100$\mu\textrm{g}$, 250'기호'를 사용하였다. In vitro의 경우, 홍삼의 3가지 추출물은 모두 oxidative burst를 유발하지 못하였지만, zymosan A로 유발한 경우에는 50% ethanol extract에서 가장 높은 hydrogen peroxide를 생산하였다. In vivo 실험에서는, lipid soluble extract에서만 유의하게 증가한(P<0.01) oxidative burst를 유발하였고, ginsenoside(saponin)가 어느 정도 포함되어 있는 50% ethanol extract와 crude saponin은 대조군에 배하여 유의하게 낮은(P<0.05) hydrogen peroxide를 생산하였다. 이는 ginsenoside가 마우스의 nitric oxide 생산을 억제한다는 다른 연구자들의 보고와 일치하는 결과이다. Oxidative burst를 유발한 lipid soluble extract에는 phenol계 화합물, polyactylence계 화합물, 미량성분 등이 함유되어 있으므로 차후 연구를 통하여 과연 어느 성분이 hydrogen peroxide를 증가시키는지 규명하는 것이 필요하다.

• 한국식품과학회지
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• 제31권4호
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• pp.984-993
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• 1999

섬바디 75% 에탄올 추출물과 핵산 분획물을 첨가하여 Listeria monocytogenes(Lm) ATCC 19111, ATCC 19112, ATCC 19113, ATCC 19114 및 ATCC 15313에 대한 증식억제 효과와 그 활성 물질의 구조를 확인하였다. 항균효과를 시험한 결과 에탄올 추출물은 50 ppm, 핵산 분획물의 경우에는 30 ppm에서 5종의 Listeria 균주를 모두 증식저해 시켰다. 항균활성이 우수한 섬바디 핵산 분획물을 silica gel column으로 1회 분획하여 획분 A8을 얻었고 이의 항균효과는 대단히 우수하여 10 ppm에서 실험균주 모두를 증식저해 시켰다. A8이 아주 우수한 항균효과를 나타내었기에 살균효과가 기대되었다. Tryptic soy broth에 섬바디 추출물에서 분리된 A8를 30 및 10 ppm씩 배지에 첨가한 후 Lm 5균주를 배양시켜 24시간 간격으로 생균수를 확인한 결과 대조구는 균수가 증가하는 반면 처리구는 균수가 감소함으로서 살균효과가 인정되었다. 그리고 이 획분 A8을 2회 연속 분리하여 단리된 소획분 SBD-1과 SBD-2를 얻었다. 이렇게 단일 물질로 분리된 SBD-1과 SBD-2의 항균효과는 column 분리후 얻은 획분(A8)보다 증식억제 효과가 감소하였는데 이는 섬바디에 존재하는 항균물질은 단독으로 작용하는 것이 아니라 그 안에 있는 여러 물질들의 혼합작용으로 그 효과가 나타난 것이라 추정되었다. 단일물질로 분리된 두 물질 중 수율이 높은 SBD-2를 구조 동정한 결과 폴리아세틸렌 화합물 (9z)-hepta-deca-1,9-dien-4,6-diyn-3,8-diol 인 falcarindiol로 확인되었다. 이 물질은 미나리과 식물 뿌리에 존재한다.