• 생약학회지
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• 제26권1호
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• pp.1-7
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• 1995

The bark of Ulmus parvifolia Jacq. (Ulmaceae) has been used for the treatment of gonorhea, edema, scabies and eczema marginatum. Previous investigations conducted with the heartwood and leaves have demonstrated it to contain sesquiterpenes as well as fat acids from the heartwood and flavonol glycosides from leaves. However, no phytochemical work has been done on the bark parts of this plant. Investigation of the phytochemical constituents in the barks of U. parvifolia has resulted in the isolation of sterols, sterol glucoside and a catechin glycoside, $(+)-catechin\;7-O-{\alpha}-{_L}-rhamnopyranoside$, all of which were isolated for the first time from this plant. Sterols were consisted of the three components, ${\beta}-sitosterol$, stigmasterol and campesterol in a ratio of 92.1:4.1:3.8, and sterol glucoside was identified as ${\beta}-sitosterol\;3-O-{\beta}-{_D}-glucoside$. The structure of the catechin $7-O-{\alpha}-{_L}-rhamnoside$ was established primarily by analysis of $^1H-and$ COSY-45 NMR, HMQC and HMBC and EI mass spectra of the heptaacetate. Especially, HMBC spectrum provides effective way for the determination of the point of attachment of the rhamnosyl group to catechin moiety.

• Natural Product Sciences
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• 제21권2호
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• pp.76-81
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• 2015

Diospyros burmanica Kurz. is an evergreen deciduous tree distributed in Mandalay of Myanmar, which belongs to the family of Ebenaceae. In Myanmar, it has been used to treat diarrhea, diabetes, diabetes and also as lumbers. In this study, seven flavonoids (1 - 7), a phenolic compound (8), and five triterpenes (9 - 13) were isolated from the barks of D. burmanica and their chemical structures were elucidated. Isolates were identified to be (+)-catechin (1), (+)-catechin 3-O-$\alpha$-L-rhamnopyranoside (2), (+)-catechin 3-O-gallate (3), (-)-epicatechin (4), (-)-epicatechin 3-O-gallate (5), (+)-afzelechin 3-O-$\alpha$-L-rhamnopyranoside (6), (+)-2,3-trans-dihydrokaempferol 3-O-$\alpha$-L-rhamnopyranoside (7), methyl gallate (8), lupeol (9), methyl lup-20(29)-en-3-on-28-oate (10), $\beta$-amyrin (11), $\alpha$-amyrin (12), $3\beta$-hydroxy-D:B-friedo-olean-5-ene (13) through MS, ¹H NMR and ¹³C NMR spectroscopic evidences.

• 임산에너지
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• 제21권1호
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• pp.56-64
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• 2002

측백나무 잎을 채취하여 건조시킨 후 분말로 제조하여 아세톤-물(7:3, v/v)로 추출하고 hexane, CH₂C1₂, EtOAc, 그리고 수용성으로 분획하여 동결건조 시켰다. 그 중에서 EtOAc 분획을 Sephadex LH-20으로 충진한 칼럼에서 메탄올과 에탄올-헥산 혼합액을 용리용매로 사용하여 칼럼크로마토그래피를 실시하였다. 단리된 화합물들은 TLC로 확인한 후 NMR스펙트럼을 사용하여 정확한 구조규명을 하였고 FAB-MS로써 분자량을 측정하였다. 주로 quercetin-3-O-a-L-rhamnopyranoside와 myricetin-3-O-α-L-rhamnopyranoside 같은 flavononol 유도체들이 다량으로 포함되어 있었으며 비교적 적은 양의 (+)-catechin과 (+)-gallocatechin 같은 flavan 화합물들도 함께 단리 되었다. 각 분획물들과 단리된 화합물들은 DPPH 라디칼 소거법을 이용하여 항산화실험을 실시하였으며, 모두 우수한 항산화 효능이 있는 것으로 나타났다.

• Journal of Forest and Environmental Science
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• 제18권1호
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• pp.53-60
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• 2001

편백나무 잎을 채취하여 건조시킨 후 분말로 제조하여 아세톤-물(7:3, v/v)로 추출하고 헥산, 메틸렌클로라이드, 에틸아세테이트, 그리고 수용성으로 분획하여 동결건조 시켰다. 그 중에서 에틸아세테이용성 분획을 Sephadex LH-20으로 충진한 칼럼에서 메탄올과 에탄올-헥산 혼합액을 용매로 사용하여 칼럼크로마토그래피를 실시하였다. 단리된 화합물들은 박층크로마토그래피(TLC)로 확인한 후 NMR스펙트럼을 사용하여 정확한 구조규명을 하였고 FAB-MS스펙트럼으로 분자량을 측정하였다. 주로 많은 양의 taxifolin-3-O-${\beta}$-D-xylopyranoside와 (+)-catechin이 포함되어 있었으며 소량의 quercetin-3-O-${\alpha}$-L-rhamnopyranoside도 함께 단리 되었다.

• Journal of the Korean Wood Science and Technology
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• 제34권4호
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• pp.76-82
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• 2006

화백나무(Chamaecyparis pisifera (Sieb. et Zucc.) Endlicher) 잎을 채취하여 건조시킨 후 분쇄하여 2.0 kg을 acetone-$H_2O$ (7:3, v/v)로 추출하고 헥산, 메틸렌클로라이드, 에틸아세테이트 및 수용성으로 분획하여 동결건조시켰다. 에틸아세테이트용성 분획을 sephadex LH-20으로 충진한 칼럼에서 메탄올과 에탄올-헥산 혼합액을 용리용매로 사용하여 칼럼크로마토그래피를 실시하였다. 단리된 화합물들은 TLC로 확인한 후 $^1H$-, $^{13}C$-NMR, COSY, HETCOR 등의 스펙트럼을 사용하여 정확한 구조를 규명하였고 FAB-MS로써 분자량을 측정하였다. 화백나무 잎의 에틸아세테이트 가용부에는 (+)-catechin (화합물 I), taxifolin-3-O-${\beta}$-D-xylopyranoside (화합물 II), quercetin-3-O-${\alpha}$-L-rhamnopyranoside (화합물 III)가 분리되었으며 단리 화합물에 대한 항산화 실험에서는 화합물 모두 기준물질과 유사한 높은 항산화 활성을 나타내었다.

• 한국산림과학회지
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• 제95권5호
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• pp.511-515
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• 2006

From the EtOAc soluble fractions of Platanus orientals Linn leaves, (+)-catechin (1), (+)-epicatechin (2), (+)-gallocatechin (3), kaempferol (4), quercetin (5), kaempferol-3-O-${\alpha}$-L-rhamnopyranoside (6), quercetin-3-O-${\beta}$-D-glucopyranoside (7) and tyrosol (8) were isolated. The structures of the isolated compounds were characterized by NMR and MS spectrometers. The antioxidative activities of the isolated compounds and fractions were evaluated by DPPH free radical scavenging method and the results indicated that compounds 1, 2, 3, 4, 5 and EtOAc soluble fraction exhibited greater activities than ${\alpha}$-tocopherol and BHT, while compounds 6, 8 and other fractions showed low activity compared to the controls.

• 한국약용작물학회지
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• 제14권5호
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• pp.267-272
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• 2006

Phytochemical study on the EtOAc fraction from the MeOH extract of the leaves of Cedrela sinensis led to the isolation of five known phenolic compounds (1-5), whose structures were identified as (+)-catechin (1), $kaempferol-3-0-{\alpha}- L-rhamnopyranoside$ (2), quercetin (3), $quercetin-3-O-{\alpha}-L-rhamnopyranoside$ (4), and $quercetin-3-O-{\beta}-D-glucopyranoside$ (5), respectively, by comparing their spectral $(uv,\;JR,\;IH\;and\;^{13}C-NMR,\;and\;ESI-MS)$ and physicochemical data with those reported in the literature. Among the isolated compounds (1-5), compounds 1 and 3-5 exhibited significant DPPH radical scavenging effects with $IC{_50}$ values ranging from $21.3{\pm}1.4\;to\;38.1{\pm}3.2 {\mu}M$ as well as superoxide anion radical scavenging effects with $IC{_50}$ values ranging from $9.4{\pm}0.7\;to\;21.2{\pm}3.6 {\mu}M$. Furthermore, compounds 1 and 3-5 also exhibited considerable inhibitory effects on LDL peroxidation induced by either $CU^{2+}$ or AAPH with $IC{_50}$ values ranging from $1.4{\pm}0.4\;to\;11.9{\pm}1.4\;{\mu}M$. These results indicated that flavonoids are the major constituents of C. sinensis and considered to be antioxidant principles of this plant.