• 생약학회지
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• 제30권3호
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• pp.301-305
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• 1999

Eight compounds were isolated from the BuOH extract of the stem of Clematis trichotoma (Ranunculaceae). On the basis of spectroscopic evidences, the structures of these compounds were established as rutin, kaempferol 3-O-neohesperidoside, adenosine, adenin, hirustrin, caffeic acid $4-{\beta}-glucoside$, 3-methoxyarbutin and uridine.

• Archives of Pharmacal Research
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• 제27권3호
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• pp.300-304
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• 2004

Five caffeic acid derivatives; methyl ester of caffeoylglycolic acid (1), dimethyl ester of caffeoyltartaric acid (2), dimethyl ester of caffeoyltartronic acid (3), monomethyl ester of caffeoyltartronic acid (4), methyl ester of caffeic acid (5), and some other secondary metabolites including; quercetin, quercetin 3-O-$\beta$-D-glucuronide methyl ester, kaempferol, 3,5,7,4'-O-tetramethylkaempferol, $\beta$-sitosterol glucoside, 2$\alpha$-hydroxyursolic acid and 2,24-dihydroxyursolic acid, have been isolated and characterized. All the isolated compounds were characterized with the help of NMR spectroscopy and mass spectrometry. Structure of compound 3 was also confirmed by a single X-ray crystallographic technique. Isolates were evaluated for anti-oxidant activities and most of the tested compounds were found to be potent in DPPH free radical scavenging ($IC_{50}{\;}={\;}4.56-14.17{\;}{\mu\textrm{g}}/mL$) and superoxide anion scavenging ($IC_{50}{\;}={\;}0.58-7.39{\;}{\mu\textrm{g}}/mL$) assays.

• Applied Biological Chemistry
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• 제50권4호
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• pp.348-351
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• 2007

물푸레나무(F. rhynchophylla)의 수피를 95% EtOH로 추출하여 얻어진 추출물을 $CH_2Cl_2$, n-BuOH 및 $H_2O$ 순으로 분획하였다. 이 중 $CH_2Cl_2$, 가용성 분획에 대하여 silica gel column chromatography를 실시하여 1종의 sterol 화합물(1)을 분리하였다. 한편 n-BuOH 가용성 분획에 대해서도 silica gel, RP-18 및 Sephadex LH-20 등의 충진제를 사용하여 column chromatography를 행하여 3종의 phenylpropanoid 화합물(2-4)을 얻었다. 각 화합물의 구조는 $^1H-NMR$와 LC-MS data를 해석하고 문헌과 비교하여 daucosterol(1), caffeic acid(2), 6,8-dihydroxy-7-methoxycoumarin(3) 및 coniferaldehyde glucoside(4)로 동정하였다. 이들 화합물은 진피에서 처음으로 분리되었다.

• Natural Product Sciences
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• 제15권4호
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• pp.234-240
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• 2009

Phytochemical investigation of the MeOH extract of the aerial parts of Bistorta manshuriensis resulted in the isolation of two cerebrosides, two lactams, six phenolic compounds and seven flavonoids. Their chemical structures were characterized by spectroscopic methods to be pinelloside (1), soyacerebroside I (2), pterolactam (3), 5-hydroxypyrrolidine-2-one (4), vanillic acid (5), caffeic acid methyl ester (6), protocatechuic acid (7), caffeic acid (8), 3,5-di-O-caffeoyl quinic acid methyl ester (9), chlorogenic acid methyl ester (10), avicularin (11), afzelin (12), quercetin (13), isoorientin (14), quercetin 3-O-${\beta}$-D-glucoside (15), quercitrin (16), and luteolin (17). The isolated compounds (1 - 4, 7, 12, 14) were isolated for the first time from this plant source and the compounds 1 - 4, 9 and 10 were first reported from the genus Bistorta. Compound 17 exhibited moderate cytotoxicity and compound 6 exhibited weak cytotoxicity against four human cancer cell lines in vitro using an SRB bioassay.

• Natural Product Sciences
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• 제16권4호
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• pp.207-210
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• 2010

Phytochemical investigation of Salvia plebeia resulted in the isolation of nine compounds. Their structures were determined to be 6-methoxynaringenin (1), 6-methoxynaringenin-7-O-$\beta$-D-glucoside (2), hispidulin (3), homoplantaginin (4), nepetin (5), nepitrin (6), 6-hydroxyluteolin (7), caffeic acid (8) and rosmarinic acid (9) by spectroscopic analyses. 6-Methoxynaringenin (1), 6-hydroxyluteolin (7) and rosmarinic acid (9) were isolated from this plant for the first time.

• 한국응용과학기술학회지
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• 제33권4호
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• pp.647-657
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• 2016

본 연구에서는 하고초(Prunella vulgaris L.)의 50% 에탄올 추출물, 에틸아세테이트 분획 및 아글리콘 분획을 대상으로 항산화 활성과 유효성분 분석 연구를 수행하였다. 1,1-Diphenyl-2-picrylhydrazyl (DPPH)를 이용한 자유라디칼 소거활성($FSC_{50}$)은 50% 에탄올 추출물, 에틸아세테이트 분획 및 아글리콘 분획에서 각각 $15.25{\mu}g/mL$, $8.68{\mu}g/mL$ 및 $8.25{\mu}g/mL$이었다. Luminol 발광법을 이용한 $Fe^{3+}-EDTA/H_2O_2$계에서 생성된 활성산소종(reactive oxygen species, ROS)에 대한 하고초 추출물의 총항산화능($OSC_{50}$)은 50% 에탄올 추출물, 에틸아세테이트 분획 및 아글리콘 분획에서 각각 $4.68{\mu}g/mL$, $1.00{\mu}g/mL$ 및 $1.02{\mu}g/mL$이었다. $^1O_2$로 유도된 적혈구 세포손상에 대한 보호효과는 $1{\sim}25{\mu}g/mL$의 농도에서 농도 의존적으로 증가하였고, 특히 $25{\mu}g/mL$ 농도에서 아글리콘 분획의 ${\tau}_{50}$이 337.9 min으로 높은 세포 보호 활성을 나타내었다. 이는 대표적인 항산화 물질로 알려진 (+)-${\alpha}$-tocopherol (${\tau}_{50}=38.7$ 분)보다도 9배나 큰 세포 보호 효과를 나타냄을 알았다. 실험에 사용된 하고 초 추출물의 에틸아세테이트 분획과 아글리콘 분획에 대하여 TLC와 HPLC를 이용한 성분 분석을 수행하였다. 에틸아세테이트 분획에서는 caffeic acid, rosmarinic acid, quercetin 3-${\beta}$-D-glucoside, rutin, kaempferol-3-O-rutinoside, astragalin (kaempferol-3-O-glucoside)을 확인하였다. 아글리콘 분획에서는 caffeic acid, rosmarinic acid, quercetin 및 kaempferol이 존재함을 확인하였다. 이상의 결과들로부터, 하고초 추출물 및 분획물은 $^1O_2$ 또는 ROS를 소거함으로써 세포막을 보호할 수 있는 천연 항산화제로서 화장품 분야에서 응용이 가능함을 시사하였다.

• Natural Product Sciences
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• 제15권4호
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• pp.250-255
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• 2009

Seven compounds including hederagenin 3-[(O-${\alpha}$-L-rhamnopyranosyl-($1{\rightarrow}2$)-${\alpha}$-L-arabinopyranosyl) (1), $3{\beta}$-[(O-${\alpha}$-L-rhamnopyranosyl-($1{\rightarrow}2$)-${\alpha}$-L-arabinopyranosyl)oxy]olean-12-en-28-oic acid (2), caffeic acid methyl ester (3), ferulic acid (4), orebiusin A (5), latifonicinin C (6) and 5-(hydroxymethyl)-2-furfuraldehyde (7) were isolated from the ethyl acetate fraction of the roots of Pulsatilla koreana. Their chemical structures were established based on physicochemical and spectroscopic data analyses. All isolates were investigated for their cytotoxic activity against cancer cell lines. Among them, compound 1 showed inhibitory activity against A549, COLO 205, and L1210 cancer cell lines with $IC_{50}$ values of 15.8, 36.5, and 22.8 ${\mu}g$/mL, respectively.

• 한국식품과학회지
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• 제37권1호
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• pp.73-77
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• 2005

검정콩에 함유되어 있는 성분들 중 주요 항산화 원인물질을 구명학기 위하여 청자콩의 isoflavone, 토코페롤, phenolic acids 및 안토시아닌의 함량을 측정하였다. 그 결과 genistein이 43.86mg%, daidzein이 31.73mg% 함유되어 있었으며, 토코페롤 함량은 ${\alpha}$-토코페롤이 1.99mg%, ${\beta}$-토코페롤 0.47mg%, ${\gamma}$-토코페롤 10.68mg%, ${\dalta}$-토코페롤 3.95mg%이 함유되어 있었다. 11종류의 phenolic acids에서는 benzoic(126.70mg%)>p-coumaric(67.68)>salicylic(59.40)>gentisic(43.19)>ferulic(16.57)>syringic(15.04)>chlorogenic(8.00)>caffeic(4.53)>vanillic(2.82)>p-OH benzoic(2.47)>trans-cinnamic acid(1.00)의 순으로 함유되어 있었으며, 검정콩 종피에 함유되어 있는 안토시아닌을 측정한 결과 delphinidin 3-glucoside가 1.42, cyanidin 3-glucoside 5.77 및 petunidin 3-glucoside가 0.30mg/g이었다. 검정콩에 함유되어 있는 항산화 물질들 (안토시아닌, isoflavone, phenolic acids 및 토코페롤)을 검정콩에 들어있는 함량과 비례하도록 조제하여 TEAC법으로 항산화 효과를 측정한 결과, genistein, gentisic acid, ${\gamma}$-토코페롤, 안토시아닌의 항산화 효과가 높은 것으로 나타났다. 네 종류의 항산화 물질들의 시너지 효과를 분석한 결과, 이들은 서로 시너지 효과가 있는 것으로 나타났으며 특히 안토시아닌을 혼합할 때 시너지 효과가 가장 높게 나타나 검정콩의 항산화 효과에 안토시아닌이 크게 관여하고 있음을 알 수 있었다.

• Natural Product Sciences
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• 제20권4호
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• pp.274-280
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• 2014

Six compounds were isolated from the n-BuOH fraction of the aerial parts of Aruncus dioicus var. kamtschaticus including: sambunigrin (1), prunasin (2), aruncide A (3), aruncide C (4), 1-O-caffeoyl-${\beta}$-D-glucopyranose (5), and caffeic acid (6). Their structures were confirmed by comparing the spectral data with those reported in the literature. The isolated compounds (1 - 6) were then examined for their cytotoxic effects towards MCF-7, HL-60, and HeLa cancer cell lines, as well as their DPPH radical scavenging activity. The results indicated that compound 4 possessed the strongest inhibitory effect toward HeLa cell line with $IC_{50}$ value of $5.38{\pm}0.92{\mu}M$. Compound 3 possessed selective cytotoxic activity on HL-60 cells with $IC_{50}$ value of $6.27{\pm}0.17{\mu}M$, compound 5 was found as the best in inhibiting proliferation with $IC_{50}$ value of $2.25{\pm}0.09{\mu}M$, and the other compounds showed significant inhibition with $IC_{50}$ values ranging from 6.10 to $11.27{\mu}M$. Compound 5 also displayed the strongest cytotoxic effect toward MCF-7 cell line ($IC_{50}$ $4.32{\pm}0.15{\mu}M$). Both 5 and 6 demonstrated strong radical scavenging activity ($IC_{50}$ $6.87{\pm}0.03$ and $4.33{\pm}0.22{\mu}M$, respectively). Compounds 1 and 5 were isolated for the first time from this plant.