• Title/Summary/Keyword: ${\beta}$-sitosterol 3-O-${\beta}$-D-glucopyranoside

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Phytochemical Constituents from Aconitum pseudolaeve Var. erectum (진범의 식물화학적 성분)

  • Kim, Dae-Keun;Kwak, Jong-Hwan;Song, Ki-Won;Kwon, Hack-Cheol;Zee, Ok-Pyo;Lee, Kang-Ro
    • Korean Journal of Pharmacognosy
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    • v.27 no.1
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    • pp.75-79
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    • 1996
  • Four steroids and one flavonol glycoside were isolated from the ethanol extract of the whole plant of Aconitum pseudolaeve var. erectum. Their structures were identified as ${\beta}-sitost-4-en-3-one$, 22-dihydro-stigmast-4-en-3,6-dione, ${\beta}-sitosterol$, ${\beta}-sitosterol-3-O-{\beta}-D-glucopyranoside$ and $kaempferol-3-O-{\beta}-D-glucopyranoside(astragalin)$ on the basis of spectral data.

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Constituents of the Halophyte Salicornia herbacea

  • Lee, Yeon-Sil;Lee, Hye-Seung;Shin, Kuk-Hyun;Kim, Bak-Kwang;Lee , Sang-Hyun
    • Archives of Pharmacal Research
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    • v.27 no.10
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    • pp.1034-1036
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    • 2004
  • Four compounds were isolated from Salicornia herbacea by repeated column chromatography. Their structures were identified as ${\beta}$-sitosterol (1), stigmasterol (2), uracil (3), and isorhamnetin-3-O-${\beta}$-D-glucopyranoside (4) by spectral analysis and comparison with the published data.

Prolyl Endopeptidase Inhibitors from Caryophylli Flos

  • Lee, Kyung-Hee;Kwak, Jong-Hwan;Lee, Kyung-Bok;Song, Kyung-Sik
    • Archives of Pharmacal Research
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    • v.21 no.2
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    • pp.207-211
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    • 1998
  • Three prolyl endopeptidase inhibitors were isolated and identified as luteolin, quercetin and ${\beta}$-sitosterol-3-O-${\beta}$-D-glucopyranoside with $IC_{50}$ of 0.17, 0.19 and 27.5 ppm, respectively. The inhibition of two flavonoids were non-competitive with substrate. Twenty authentic flavonoids were tested in order to investigate structure-activity relationship. No significant relationship was found in them, however, catechol moiety of B-ring and 7-OH group in flavonoid skeleton were seemed to be responsible for the stronger activity.

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Sterols from the Seed of Cowpea (Vigna sinensis K.) (동부로부터 sterol의 분리 동정)

  • Cui, En-Ji;Park, Hee-Jung;Wu, Qian;Chung, In-Sik;Kim, Ji-Young;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • v.53 no.2
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    • pp.77-81
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    • 2010
  • The seed of cowpea (Vigna sinensis K.) was extracted with 80% aqueous methanol (MeOH). And the concentrated extract was partitioned with ethyl acetate (EtOAc), n-butanol (n-BuOH) and $H_2O$, successively. The repeated silica gel and octadecyl silica gel (ODS) column chromatographic separations for the EtOAc and n-BuOH fractions led to isolation of four sterols. And the chemical structures of the compounds were determined as a mixture of stigmasterol and $\beta$-sitosterol with the ratio of 4 to 3 (1), 7-ketositosterol (2), and stigmasterol 3-O-$\beta$D-glucopyranoside (3) from the interpretation of spectroscopic data including nuclear magnetic resonance (NMR) spectrum metric, mass (MS) spectrum metric and infrared (IR) spectroscope. This study reports the first isolation of $\beta$-sitosterol, 7-ketositosterol, and stigmasterol 3-O-$\beta$-D-glucopyranoside from the seed of Vigna sinensis K. In addition, compound 2, 7-ketositosterol, is rarely occurred in natural source including plant.

Triterpenoids and Flavonoids Isolated from the Leaves of Alnus firma (사방오리 잎의 Triterpenoid 및 Flavonoid 화합물)

  • Yu, Young-Beob;Nakamura, Norio;Miyashiro, Hirotsugu;Hattori, Masao;Park, Jong-Cheol
    • Korean Journal of Pharmacognosy
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    • v.38 no.1
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    • pp.76-83
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    • 2007
  • In this study, three triterpenoids, two steroids and nine flavonoids were isolated from the leaves of Alnus firma Sieb. et Zucc. On the basis of spectroscopic evidences, the structures of these compounds were established as ${\beta}$-amyrin acetate, ${\beta}$-amyrin, ${\beta}$-sitosterol, alnustic acid methyl ester, ${\beta}$-sitosterol glucoside, pinocembrin, alnustinol, quercetin, quercetin-3-O-${\alpha}$-L-arabinofuranoside, quercetin-3-O-${\alpha}$-L -rhamnopyranoside, quercetin-3-O-${\beta}$-D-glucopyranoside, myricetin-3-O-${\beta}$-D-galac-topyranoside, (+)-catechin and (-)-epicatechin.

Norsesquiterpene and Steroid Constituents of Humulus japonicus

  • Yu, Byung-Chul;Yang, Min-Cheol;Lee, Kyu-Ha;Kim, Ki-Hyun;Lee, Kang-Ro
    • Natural Product Sciences
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    • v.13 no.4
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    • pp.332-336
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    • 2007
  • Five steroids and two norsesquiterpene glycosides were isolated from the methanol extract of H. japonicus. Their structures were determined by means of physio-chemical and spectral data to be friedelin (1), stigmast-5-en-3-${\beta}$-ol (${\beta}$-sitosterol) (2), 7-keto-${\beta}$-sitosterol (3), 6${\beta}$-hydroxy-4-stigmasten-3-one (4), 7${\alpha}$-hydroxy-${\beta}$-sitosterol (5), 3-hydroxy-4,4-dimethyl-4-butyrolactone (6), daucosterol (7), (6S, 9S)-roseoside (8), and (9S)-drummondol-9-O-${\beta}$-D-glucopyranoside (spinoside B) (9). The compounds 1, 3, 4, and 6 - 9 were first isolated from this plant source.

Chemical constituents of Synurus deltoides (Aiton)Nakai

  • Lee, Hyun-Yong;Jin, Wen-Yi;An, Ren-Bo;Na, Min-Kyun;Bae, Ki-Hwan
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.375.2-375.2
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    • 2002
  • S.deltoides (Compositae) distributed widely in Korea. China. It is edible as a food additive. but there has been no study on chemical constituents. Therefore. we isolated nine compounds from S.deltoldes. On the basis of spectroscopic evidence. the structure of these compounds were characterized as lupeol( 1), $\alpha$-amyrin(2).$\beta$-amyrin (3), ursolic acid(4), nonacosanol(5), nonacosanoic acid(6). mixture of $\beta$-sitosterol. stigmasterol and campesterol (7), $\beta$-sitosteryl-3-O-$\beta$-D-glucopyranoside(8), stigmasteryI-3-O-$\beta$-D-glucopyranoside(9). (omitted)

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A New Flavonol Glycoside from Tristemma hirtum (Melastomataceae)

  • Kenfack, Joseph Nandjou;Ponou, Beaudelaire Kemvoufo;Kuhlborn, Jonas;Teponno, Remy Bertrand;Nono, Raymond Ngansop;Fouedjou, Romuald Tematio;Opatz, Till;Park, Hee Juhn;Tapondjou, Leon Azefack
    • Natural Product Sciences
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    • v.24 no.3
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    • pp.213-218
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    • 2018
  • Chemical investigation of the plant Tristemma hirtum P. Beauv (Melastomataceae) resulted to the isolation of a new flavonol glycoside named quercetin-7-O-${\alpha}$-D-arabinofuranoside (1), together with nine known compounds including 3'-hexadecanoyl-2'-(9aZ)-tetradecanoyl-glycerol 1'-O-[${\beta}$-D-galactopyranosyl-(1'' ${\rightarrow}$ 6'')-${\alpha}$-D-galactopyranoside] (2), arjunolic acid (3), ${\beta}$-sitosterol-3-O-${\beta}$-D-glucopyranoside (4), terminolic acid (5), quercetin (6), asiatic acid (7), maslinic acid (8), $1{\beta}$-O-galloylpedunculagin (9) and 6-hydroxyapigenin 7-O-${\beta}$-D-glucopyranoside (10) from the methanol extract using normal and reversed phase column chromatography. The structures of these compounds were determined by comprehensive interpretation of their spectral data mainly including 1D- 2D-NMR ($^1H-^1H$ COSY, HSQC, and HMBC) spectroscopic and ESI-TOF-MS mass spectrometric analysis.

Isolation and Identification of a Sterol and Three Glucosides from the Peel of Pear (Pyrus pyrifolia Nakai cv. Chuhwangbae) (추황배(Pyrus pyrifolia Nakai cv. Chuhwangbae) 과피로부터 1종의 Sterol과 3종의 배당체 화합물의 단리 · 동정)

  • Lee, Yu Geon;Cho, Jeong-Yong;Lee, Hyun Joo;Lee, Yong Hyun;Lee, Sang-Hyun;Han, Tae-Ho;Kim, Wol-Soo;Park, Keun-Hyung;Moon, Jae-Hak
    • Korean Journal of Food Science and Technology
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    • v.45 no.5
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    • pp.557-564
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    • 2013
  • We isolated and identified antioxidants from acidic and neutral ethyl acetate fractions of the peel of pear (Pyrus pyrifolia N. cv. Chuhwangbae). We isolated 4 compounds from the methanol extract, by using 3 different types of column chromatography (Sephadex LH-20, silica gel, and octadecylsilane) and preparative HPLC. We identified the isolated compounds as (S)-(+)-2-cis-abscisic acid O-${\beta}$-D-glucopyranosyl ester (compound 1), 1-[4-O-${\beta}$-D-glucopyranosyl]phenyl ethanone (picroside, compound 2), ${\beta}$-sitosterol (compound 3), and ${\beta}$-sitosteryl 3-O-${\beta}$-D-glucopyranoside (compound 4) by nuclear magnetic resonance analysis. We are the first to report the identification of compounds 1, 2, and 4 from pear.

Isolation of Melanin Biosynthesis Inhibitory Compounds from the Seeds of Plantago asiatica L. (차전자(車前子)로부터 멜라닌 생성 억제물질의 분리)

  • Oh, Joon-Seok;Lee, Jong-Gu;Jung, Hee-Wook;Choi, Ji-Young;Choi, Eun-Hyang;Kim, Dong-Chun;Kim, Jeong-Ah;Son, Jong-Keun;Lee, Seung-Ho
    • Korean Journal of Pharmacognosy
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    • v.38 no.4
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    • pp.376-381
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    • 2007
  • Seven compounds were isolated from the MeOH extract of the seeds of Plantago asiatica L. and their structures were identified as ${\beta}-sitosterol$ (1), (24R)-6${\beta}$-hydroxy-24-ethyl-cholest-4-en-3-one (2), acteoside (3), geniposidic acid (4), 1-octen-3-ol 3-O-${\beta}$-D-xylopyranosyl$(1{\rightarrow}6)-{\beta}-D-glucopyranoside$ (5), plantainoside D (6) and plantamajoside (7) on the spectroscopic analysis. Among them, $(24R)-6{\beta}$-hydroxy-24-ethyl-cholest-4-en-3-one (2) and 1-octen-3-ol 3-O-${\beta}$-D-xylopyranosyl ($1{\rightarrow}6)-{\beta}-D-glucopyranoside$ (5) were first isolated from this plant. Among them, geniposidic acid (4) showed the most potent inhibitory effect on melanogenesis, with inhibition rate of 41%.