• 약학회지
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• 제46권1호
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• pp.1-5
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• 2002

A new cytotoxic triterpene hydroperoxide (3) was isolated from the methylene chloride extract of the aerial part of Youngia japonica together with four known triterpenes (1, 2, 4 and 5). Their structures were identified by means of physico-chemical and spectral data to be $\beta$-amyrin acetate (1), taraxasterol (2), 2l$\alpha$-hydroperoxy-taraxasterol (3), oleanolic acid (4) and ursolic acid (5). Compounds 3 and 5 showed moderate cytotoxicity against five tumor cell lines.

• 대한예방한의학회지
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• 제9권2호
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• pp.125-134
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• 2005

It is well known that Crataegus Fructus strengthens the Stomach and Spleen, helps digestion, tonify stomachache, and decreases bleeding. A major component isolated from this herb consist of carotene, riboflavin, quercetin, chlorogenic acid, amygdalin, ursolic acid etc. In this study, we aimed to analyze the changes of liquid chromatogram pattern, one of major standardization method, to determine the quality of Crataegus Fructus.

• Journal of the Korean Wood Science and Technology
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• 제24권1호
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• pp.27-33
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• 1996

The aim of this research was to investigate the chemical components of C30 compounds, especially triterpenoids in Korean native mistletoes of Korthalsella japonicus Engler parasiting to Camellia japonica L., Viscum album var. coloratum (Kom.) Ohmi, to Quercus acutissima Carruth. and Loran-thus yadoriko Sieb. to Neolitsea sericea (BI.) Koidz. For the identification of triterpenoidal components, alkaline hydrolyzates of mistletoes meals were analyzed by TLC, GC, and GC/MS. The content of oleanolic acid and ursolic acid derivatives were highest in K. japonica. In V. album, there was no big difference between leaves and twigs in content. but oleanolic acid in leaves. and olean-12-en-$3{\beta}$-ol and lup-20(29)-en-3-one in twigs were prominent. Similiar to V. album in L. yadoriki there was no difference between leaves and twigs in content, and both olean-12-en-$3{\beta}$-ol, lup-20(29)-en-3-one and urs-12-en-$3{\beta}$-ol in leaves, lup-20(29)-en-3-one in twigs were abundant. Triterpenoids as olea-12-en-$3{\beta}$-ol, lupe-20(29)-en-3-one, 3-oxo-urs-12-en-24-oic acid, and $21{\beta}$-A'-neogam-macer-22(29)-en-3-ol acetate were common in all samples tested. whereas ursolic acid only in P. japonicus and ursenol in L. yadoriki were detected. And P. japonicus had the largest number of triterpenoids and showed the highest in biological activity. So it is noted that Korean mistletoes tested in the study had three types of triterpenoid, oleanane, lupane, and ursane, irrespective of hosts, sampling positions and species.

• 대한본초학회지
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• 제32권1호
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• pp.55-62
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• 2017

Objectives : Crataegi Fructus has been used as traditional medicines for more digestion action, amenorrhea due to blood stasis, and hyperlipemia. The aim of this study was to compare of Crataegi Fructus in South Korea collected during three years according to the standards in monographs of the Korean Pharmacopoeia Eleventh edition (KP 11). Methods : Crataegi Fructus was carried out identification test (Qualitative reaction, Thin layer chromatography), heavy metal test, and total ash registered at KP. Add to we tested loss on dry, contents of ethanol-soluble extracts, and HPLC profiling. Results : Identification test (TLC) was on comparing with ursolic acid standard solution in $R_f$ value, all samples showed red purple spot ($R_f$ value 0.9). Ursolic acid spot in $R_f$ value 0.35 showed by changing mobile phase condition. Heavy metals showed contents for Pb, Cd, As, and Hg range of 0.0 ~ 0.5 ppm, 0.0 ~ 0.2 ppm, 0.0 ~ 0.3 ppm, and 0.0 ~ 0.1 ppm. Loss on drying was ranged from 5.5 to 11.9 %, total ash was between the range 2.7 ~ 4.0 %. Contents of ethanol-soluble extracts was ranged from 17.8 to 44.9 %. The content of chlorogenic acid was ranged from 0.0 to 0.1 % based on the chlorogenic acid standard curve. Conclusion : We have verified the current specification standard of Crataegi Fructus and standard that is not set. We hope that it will help the standardization of Crataegi Fructus.

• Archives of Pharmacal Research
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• 제21권4호
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• pp.398-405
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• 1998

We investigated the effects of triterpene acids (TAs), ursolic acid (UA) and oleanolic acid (OA), on the induction of proliferation and differentiation of normal rat mammary epithelial cells (RMEC) or organoids cultured in Matrigel or primary culture system. To elucidate the effects, we tested their differentiation inducing activities with intercellular communication ability, cell cycle patterns, induction of apoptosis, and morphological differentiation in the three dimensional extracellular culture system. To study the changes of RMEC subpopulation in culture, the cultured cells were isolated, immunostained with peanut lectin (PNA) and anti-Thy-1.1 antibody and then analyzed with flow cytometry. Four different subpopulations, such as PNA and Thy-1.1 negative cells (B-), PNA positive cells (PNA+), Thy-1.1 positive cells (Thy-1.1+), PNA and Thy-1.1 positive cells (B+), were obtained and the size of each subpopulation was changed in culture with time in the presence of TAs. Intercellular communication was observed in culture for 7 days in TAs-treated cells, but not in culture for 4 days with scrape-loading dye transfer technique. $G_2$/M phase cells and the number of apoptotic population were increased in TAs-treated groups in cell cycle analyses. S phase fractions were reduced and the change of $G_1$ phase cells was not observed. The colonies with distinct multicelfular structures, such as stellate, ductal, webbed, squamous, lobulo-ductal colonies, were observed in Matrigel culture and the frequencies of each colony were changed in the presence of TAs. These results suggest that UA and OA have differentiation inducing effects on rat mammary epithelial cells in primary or in Matrigel culture.

• 한국식품과학회지
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• 제36권6호
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• pp.1001-1007
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• 2004

암세포 성장 억제효과가 인정된 산수유 methanol 추출물의 chloroform층으로부터 silica gel column과 thin layer chromato-grapies를 이용하여 항암활성물질을 분리하고, IR, mass spectrometer, $^1H-NMR$ 및 $^{13}C-NMRs$을 통해 순수물질을 동정하였다. 이 물질은 triterpenoid로서 $C_{30}H_{48}O_3$의 구조식을 가진 화합물로 분자량이 456인 ursolic acid($3{\beta}$-hydroxyrus-12-ene-28-oic acid)로 동정되었다. 정제된 화합물을 A549 및 MCF-7 암세포주에 48시간동안 처리한 결과 농도 의존적으로 암세포주의 성장을 억제하였으며, 화합물을 처리하지 않은 대조구에 비하여 $30\;{\mu}g/mL$농도로 처리시 40% 이상 그 성장을 억제하였으며, $100\;{\mu}g/mL$농도로 처리시 90% 이상 그 성장을 억제하였다. 정제 화합물을 처리한 암세포를 광학현미경으로 관찰한 결과 뚜렷한 세포수의 감소와 함께 심한 형태학적 변화가 관찰되었다. 암세포 주에 정제시료를 $10\;{\mu}g/mL$농도로 처리하고, 15시간 배양한 후 세포주기를 분석한 결과 sub-G1 phase의 비율이 A549의 경우는 대조구에서 4.0%이었던 것이 11.7%로, MCF-7의 경우는 대조구에서 2.1%이었던 것이 처리구에서는 11.2%로 각각 증가된 것으로 나타나 정제물질은 apoptosis에 의한 세포사멸 유도를 시사하였다.

• Natural Product Sciences
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• 제20권2호
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• pp.71-75
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• 2014

Nine triterpenes were isolated from the petroleum ether and MeOH extract of Perilla frutescens var. acuta leaves. Their structures were determined to be arjunic acid (1), maslinic acid (2), oleanolic acid (3), euscaphic acid (4), tormentic acid (5), 3-O-trans-p-coumaroyltormentic acid (6), 28-formyloxy-$3{\beta}$-hydroxy-urs-12-ene (7), ursolic acid (8), and corosolic acid (9) by spectroscopic methods. The compounds 1, 2, 4, 6, and 7 were isolated for the first time from this plant and the Genus Labiatae. The isolated compounds (1-9) were tested for cytotoxicity against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15) in vitro using a Sulforhodamin B bioassay.

• Natural Product Sciences
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• 제12권4호
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• pp.193-196
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• 2006

A mixture of cerebrosides (1) and four triterpenoids (2 - 5) have been isolated from the hexane- and EtOAc-soluble fractions of the roots of Synurus deltoides (Ait.) Nakai (Compositae). Triterpenoid structures were determined as lupeol (2), $\beta-amyrin$ (3), $\alpha-amyrin$ (4), and ursolic acid (5). Synurus cerebrosides (1) were characterized as a common long chain base (2S,3S,4R,8E)-2-amino-8-octadecene-1,3,4-triol and fatty acyl chains; palmitic acid, (2R)-2-hydroxybehenic acid, (2R)-2-hydroxytricosanoic acid, (2R)-2-hydroxylignoceric acid, (2R)-2-hydroxypentacosanoic acid, and (2R)-2-hydroxyhexacosanoic acid. The synurus cerebrosides (1) were the first isolation from a natural source.

• Biomolecules & Therapeutics
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• 제20권2호
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• pp.214-219
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• 2012

This research was designed to determine what components of Gardenia jasminoides play a major role in inhibiting the enzymes related antidepressant activity of this plant. In our previous research, the ethyl acetate fraction of G. jasminosides fruits inhibited the activities of both monoamine oxidase-A (MAO-A) and monoamine oxidase-B (MAO-B), and oral administration of the ethanolic extract slightly increased serotonin concentrations in the brain tissues of rats and decreased MAO-B activity. In addition, we found through in vitro screening test that the ethyl acetate fraction showed modest inhibitory activity on dopamine-${\beta}$ hydroxylase (DBH). The bioassay-guided fractionation led to the isolation of five bio-active compounds, protocatechuic acid (1), geniposide (2), 6'-O-trans-p-coumaroylgeniposide (3), 3,5-dihydroxy-1,7-bis(4-hydroxyphenyl) heptanes (4), and ursolic acid (5), from the ethyl acetate fraction of G. jasminoides fruits. The isolated compounds showed different inhibitory potentials against MAO-A, -B, and DBH. Protocatechuic acid showed potent inhibition against MAO-B ($IC_{50}$ $300{\mu}mol/L$) and DBH ($334{\mu}mol/L$), exhibiting weak MAO-A inhibition (2.41 mmol/L). Two iridoid glycosides, geniposide ($223{\mu}mol/L$) and 6'-O-trans-p-coumaroylgeniposide ($127{\mu}mol/L$), were selective MAO-B inhibitor. Especially, 6'-O-trans-p-coumaroylgeniposide exhibited more selective MAO-B inhibition than deprenyl, well-known MAO-B inhibitor for the treatment of early-stage Parkinson's disease. The inhibitory activity of 3,5-dihydroxy-1,7-bis (4-hydroxyphenyl) heptane was strong for MAO-B ($196{\mu}mol/L$), modest for MAO-A ($400{\mu}mol/L$), and weak for DBH ($941{\mu}mol/L$). Ursolic acid exhibited significant inhibition of DBH ($214{\mu}mol/L$), weak inhibition of MAO-B ($780{\mu}mol/L$), and no inhibition against MAO-A. Consequently, G. jasminoides fruits are considerable for development of biofunctional food materials for the combination treatment of depression and neurodegenerative disorders.

• Journal of Applied Biological Chemistry
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• 제58권3호
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• pp.237-240
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• 2015

이팝나무(Chionanthus retusus Lindl. & Paxton) 꽃은 실온에서 80% MeOH 수용액으로 추출하고 이 추출물을 EtOAC 분획, n-BuOH 분획, $H_2O$ 분획으로 나누었다. EtOAc 분획에 대하여 silica gel 및 ODS column chromatography를 반복 실시하여 4종의 화합물을 분리 및 정제하였다. nuclear magnetic resonance, infrared, 및 Electronic ionization mass spectrometer 등을 해석하여, ursolic acid (1), corosolic acid (2), ${\beta}$-sitosterol (3), 그리고 daucosterol (4)로 구조동정 하였다. 분리한 4종의 화합물은 이팝나무 꽃으로부터 이번 실험에서 처음 분리 되었다.