• 생명과학회지
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• 제28권5호
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• pp.509-516
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• 2018

노각나무(Stewartia koreana) 잎 에틸아세테이트 분획으로부터 quercetin (1), quercitrin (2), hyperin (3), quercetin-3-O-(6"-O-galloyl)-${\beta}$-D-galactopyranoside (4), kaempferol-3-o-[2",6"-di-o-(trans-p-coumaroyl)]-${\beta}$-D-glucopyranoside (5)의 5종의 플라보노이드를 분리하였으며, 이들 5종 성분의 염증 반응에 대한 활성을 분석하기 위하여 LPS를 처리한 대식세포에서 산화질소(NO) 생성 억제활성을 측정하였다. 이들 5종 성분 중 compound 4, 5는 노각나무에서 처음으로 분리된 것으로 항염증 활성에 대한 보고도 없다. 분광분석법으로 확인된 노각나무 잎 유래 성분들은 LPS 처리한 대식세포의 NO 생성을 유의적으로 저해하였으며, 특히 kaempferol-3-o-[2",6"-di-o-(transp-coumaroyl)]-${\beta}$-D-glucopyranoside (5)는 가장 강한 억제효과(17.17%, 5.0%, 3.92%, 6.32% and 63.35% inhibition of compound 1, 2, 3, 4 and 5 at $10{\mu}g/ml$)를 나타냈다. 또한, 이러한 NO 생성 억제효과는 inducible nitric oxide synthase(iNOS) 단백질 발현 억제를 통한 것으로 나타났다. 따라서, 본 연구에서 새로 분리된 플라보놀인 kaempferol-3-o-[2",6"-di-o-(trans-p-coumaroyl)]-${\beta}$-D-glucopyranoside (5)는 노각나무 잎의 항염증 활성을 나타내는 주요 물질로 사료된다.

• 한국식품영양과학회지
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• 제22권3호
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• pp.313-316
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• 1993

파 지하부로부터 분리된 2종의 diosgenin 배당체의 구조를 그의 분광학적 data와 화학적 실험 등의 방법으로 결정하였다. 그 결과, 이 두화합물의 구조는 diosgenin 3-O-$\alpha$-L-rhamnopyranosyl (1$\longrightarrow$2)-[$\alpha$-L-rhamnopyranosyl (1$\longrightarrow$4)]-$\beta$-D-glucopyranoside (1, dioscin)과 diosgenin 3-O-$\alpha$-L-rhamnopyranosyl (1$\longrightarrow$4)-$\alpha$-L-rhamnopyranosyl (1$\longrightarrow$4)]- [$\alpha$-L-rhamnopyranosyl (1$\longrightarrow$2]-$\beta$-D-glucopyranoside (2, saponin P-d)로서 기지 물질이나, saponin P-d를 부분가수분해하여 얻은 prosapogenin 중 compound 4는 문헌 미기재의 물질이다.

• Archives of Pharmacal Research
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• 제19권3호
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• pp.231-234
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• 1996

Two acetophenone glycosides, 2, 4-dihydroxy-6-methoxy acetophenone $4-O-\beta-D-glucopyranoside(I)$, 2, 4, 6-trihydroxy acetophenone $2-O-\beta-D-glucopyranoside(II)$, together with coniferin(III) were isolated from the aerial parts of Artemisia stolonifera (Max.) Kom. The structures of the compounds were elucidated on the basis of spectroscopic evidence. Compound IIwas also confirmed as a new phenolic glycoside from natural sources. In addition, compound I induced cytostatic activity of macrophasges, while compounds II and III did not.

• 한국식품영양과학회지
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• 제24권6호
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• pp.901-905
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• 1995

기호음료 및 약용으로 사용되는 두충나무잎의 품질 평가를 위한 HPLC로서 함유된 flavonoid 화합물을 정성, 정량 분석하였다. 즉 두충나무잎의 n-BuOH 분획으로 부터 astragalin, isoquercitrin, quercetin $3-O-{\beta}-D-xylopyranosyl(1-2)-{\beta}-D-glucopyranoside$의 3종 flavonoid 성분들을 분리하였으며, 이들 화합물은 LPLC의 THF-dioxane-MeOH-HOAc-5% $H_3PO_4-H_2O$(145 : 125 : 50 : 20 : 2 : 658) 혼합용매에서 양호한 분리능을 나타내었다. MeOH 엑스와 n-BuOH 분획 중에 astragaline의 함량은 각각 0.09%(w/w), 0.46%(w/w), isoquercitrin은 0.08%(w/w), 0.48(w/w), quercetin $3-O-{\beta}-D-xylopyranosyl(1-2)-{\beta}-D-glucopyranoside$은 0.40%(w/w), 1.22%(w/w) 함유되어있다.

• 약학회지
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• 제44권4호
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• pp.334-339
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• 2000

The present study was carried out to evaluate biologically active components of the rhizomes of Sparganium stoloniferum and to supply the preliminary data for the chemotaxonomy and the medicinal application. Extraction and systematic fractionation of the rhizomes by column chromatography led to the isolation of six compounds from ethylacetate and n-butanol soluble fractions. Elucidation of the chemical structures of these compounds by physicochemical and apectral analysis demonstrated that compound I,II ,III,IV,V and Ⅵ were $\beta$-sitosterol, $\beta$-sitosterol-3-$\beta$-D-glucuronopyranoside, 3- (4-hydroxyphenyl)-2-propenoic acid, sorbose, 1-O-$\beta$-D-glucopyranosyl-(2S, 3R, 4E, 8Z)-2-[(2(R)-hydroxyeicosanoyl)amido]-4,8-octadecadiene-1,3-diol, and $\beta$-sitosterol-3-O-$\beta$-D-glucopyranoside, respectively.

• 생약학회지
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• 제43권3호
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• pp.213-216
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• 2012

Six phenolic compounds were isolated from the aerial parts of Bromus japonicus (Gramineae) through repeated column chromatography. Their chemical structures were elucidated as luteolin (1), caffeic acid (2), luteolin-7-O-${\beta}$-D-glucopyranoside (3), quercetin-3-O-${\beta}$-D-galactopyranoside (4), quercetin-3-O-${\beta}$-D-glucopyranoside (5), and luteolin-4'-O-${\beta}$-D-glucopyranoside (6), respectively, by spectroscopic analysis. These compounds were isolated for the first time from this plant.

• 생약학회지
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• 제23권1호
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• pp.14-19
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• 1992

A mixture of acylglucosyl sterols together with ${\beta}-sitosterol$, ${\beta}-sitosterol\;3{\beta}-O-glucoside$ and fatty acids was isolated from the roots of Caragana chamlagu as their acetate forms and the structure elucidated by chemical and spectroscopic means. The major acylglucosyl sterol was ${\beta}-sitosteryl\;3-O-[6'-O-oleoyl]-{\beta}-D-glucopyranoside$ while the minor components were $6'-O-palmitoyl-\;and\;6'-O-stearoyl-{\beta}-D-glucosyl$ sitosterol congeners. The isolation and structure elucidation of these acylglucosyl sterols are reported for the first time from the genus Caragana.

• 생약학회지
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• 제25권3호
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• pp.209-213
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• 1994

For the investigation of medicinal resources from Taraxacum species, the studies were carried out to evaluate the pharmaco-constituents in the aerial part of Taroxacum hallaisanensis, an endemic plant of Korea. From BuOH fraction of the MeOH extract, compound 1 (protocatechuic acid, $C_7H_6O_4,\;3,4-dihydroxy\;benzoic\;acid)$, compound 2 $[C_{22}H_{31}O_6,\;luteolin-7-O-{\alpha}-_L-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-_D-glucopyranoside]$, and compound 3 $[C_{15}H_{20}O_6,\;luteolin-7-O-{\beta}-_D-glucopyranoside]$ were isolated by column chromatographic separation using polyamide and ODS-gel. The structures were elucidated by means of physico-chemical evidences($^1H-NMR,\;{12}^C-NMR$, IR, EI-Mass, FAB-Mass and GC).

• 고려인삼학회:학술대회논문집
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• 고려인삼학회 1993년도 학술대회지
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• pp.74-83
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• 1993

In an attempt toward the synthesis of the difficulty accessible ginseng saponins the four dammarane glycosides identical to the natural $ginsenosides-Rh_2,$ - F2, compound K and chikusetsusaponin - LT8 have been prepared from betulafolienetriol(=dammar-24-ene-$3{\alpha},12{\beta}\;20(S)-triol).\;3-O-{\beta}-D-Glucopyranoside$ of 20(S) - protopanaxadiol $(=ginsenoside-Rh_2)$ have been obtained by the regio - and stereoselective glycosylation of the $12-O-acetyldammar-24-ene-3{\beta},\;12{\beta},$ 20(S)-triol. The 12-ketoderivative of 20(S)-protopanaxadiol has been used as aglycon in synthesis of chikusetsusaponin - LT8. Attempted regio - and stereoselective glycosylation of the less reactive tertiary C - 20 - hydroxyl group in order to synthesize the $20-O-{\beta}-D-glucopyranoside$ of 20(S)-protopanaxadiol(=compound K) using 3, 12 - di - O - acetyldammar - 24 - ene - $3{\beta},12{\beta},20(S)$-trial as aglycon was unsuccessful. Glycosylation of 3, 12 - diketone of betulafolienetriol followed by $NaBH_4$ reduction yielded the $20-O-{\beta}-D-glucopyranoside\;of\;dammar-24-ene-3{\beta},12{\alpha},$ 20(S)-triol, the $12{\alpha}-epimer$ of 20(S) - protopanaxadiol. Moreover, a number of semisynthetic ocotillol - type glucosides, analogs of natural pseudoginsenosides, have been prepared.

• 대한화학회지
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• 제47권1호
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• pp.43-46
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• 2003

우리나라에 널리 분포하며 오래 동안 약용으로 사용되어 온 쇠비름으로부터 페놀 글리코시드인 3-hydroxy-1(2-hydroxyethyl)phenyl-4-O-${\beta}$-D-glucopyranoside(1)과 2-(3,4-dihydroxyphenyl)ethyl-O-${\beta}$-D-glucopyranoside (2)를 칼럼 크로마토그래피 및 역상 HPLC로 분리하였으며, NOESY, HMQC, HMBC와 같은 이차원적인 NMR 분광실험에 의해서 이 물질들의 $^{13}C$ NMR 분광 데이터 값의 지정이 수정되었다. DPPH를 이용하여 이 물질들의 항산화 활성을 측정한 결과 주목할 만한 활성을 나타내었다.