• Analytical Science and Technology
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• v.12 no.2
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• pp.136-140
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• 1999

Lupenone and lupeol, the triterpenoids of Sorbus Cortex, were isolated with silica gel column chromatography and used as the standard substances for the quantitative analysis. The compounds were identified with IR, NMR, EI-MS. They were separated on VA-5MS [(5%-phenyl)methylpolysiloxane, $30m{\times}0.25mm$, $0.25{\mu}m$] column by gas-chromatograph. The contents of lupeone and lupeol in three different samples of Sorbus Cortex were in the range of 0.050~0.056% and 0.772~0.834%, respectively.

• Tuberculosis and Respiratory Diseases
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• v.78 no.3
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• pp.210-217
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• 2015

Background: Adenophora triphylla var. japonica is empirically used for controlling airway inflammatory diseases in folk medicine. We evaluated the gene expression and production of mucin from airway epithelial cells in response to lupenone, lupeol and taraxerol derived from Adenophora triphylla var. japonica. Methods: Confluent NCI-H292 cells were pretreated with lupenone, lupeol or taraxerol for 30 minutes and then stimulated with tumor necrosis factor ${\alpha}$ (TNF-${\alpha}$) for 24 hours. The MUC5AC mucin gene expression and production were measured by reverse transcription-polymerase chain reaction and enzyme-linked immunosorbent assay, respectively. Additionally, we examined whether lupenone, lupeol or taraxerol affects MUC5AC mucin production induced by epidermal growth factor (EGF) and phorbol 12-myristate 13-acetate (PMA), the other 2 stimulators of airway mucin production. Results: Lupenone, lupeol, and taraxerol inhibited the gene expression and production of MUC5AC mucin induced by TNF-${\alpha}$ from NCI-H292 cells, respectively. The 3 compounds inhibited the EGF or PMA-induced production of MUC5AC mucin in NCI-H292 cells. Conclusion: These results indicated that lupenone, lupeol and taraxerol derived from Adenophora triphylla var. japonica regulates the production and gene expression of mucin, by directly acting on airway epithelial cells. In addition, the results partly explain the mechanism of of Adenophora triphylla var. japonica as a traditional remedy for diverse inflammatory pulmonary diseases.

• Natural Product Sciences
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• v.20 no.4
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• pp.243-250
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• 2014

A simple GC method with a FID detector was developed in order to determine two main compounds (${\beta}$-sitosterol and lupenone) for Adenophorae Radix. ${\beta}$-Sitosterol and lupenone were analyzed by the gradient thermal ramping method. Nitrogen was used as the carrier gas at 108 kPa. The flow rate of gas was 2.0 mL/min; $2{\mu}L$ of filtered sample was injected at a split ratio of 1 : 80. This method was fully validated with respect to linearity, precision, accuracy and robustness. Further, this GC-FID method was applied successfully in order to quantify two compounds in an Adenophorae Radix extract. The GC analytical method for classification analysis was performed by repeated analysis of 59 reference samples in order to differentiate between Adenophora triphylla var. japonica Hara and 14 Codonopsis lanceolata. The results indicate that the GC-FID method is suitable and reliable for the quality evaluation of Adenophorae Radix.

• Korean Journal of Pharmacognosy
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• v.39 no.3
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• pp.186-193
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• 2008

Astragali Radix, known as Huangqi, is the most important tonic in the traditional oriental medicine. It reinforces 'qi' (vital energy), strengthens the superficial resistance and promotes the discharge of pus and the growth of new tissue. It has long been used as an anti-perspirant, anti-diuretic or a tonic. Eleven compounds were isolated from the hexane and EtOAc fractions from the roots of Astragalus membranaceus (Leguminosae) and their structures were identified as four triterpenoids [lupenone (1), friedelin (2), lupeol (3), soyasapogenol E (9)] and seven sterols [${\beta}-sitosterol$ (4), stigmastane-3,6-dione (5), $7{\alpha}-hydroxysitosterol$ (6), $5{\alpha},6{\beta}-dihydroxysitosterol$ (7), $7-oxo-{\beta}-sitosterol$ (8), ${\beta}-sitosterol$ glucoside 6'-O-palmitate (10), ${\beta}-sitosterol$ glucoside (11)]. The chemical structures of these compounds were identified on the basis of spectroscopic methods and comparison with literature values. Among these compounds, lupenone (1), friedelin (2), lupeol (3), stigmastane-3,6-dione (5), $7{\alpha}-hydroxysitosterol$ (6), $5{\alpha},6{\beta}-dihydroxysitosterol$ (7), $7-oxo-{\beta}-sitosterol$ (8), soyasapogenol E (9), and ${\beta}-sitosterol$ glucoside 6'-O-palmitate (10) were isolated from this plant for the first time.

• Natural Product Sciences
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• v.7 no.1
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• pp.5-8
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• 2001

Lupenone, hexadecyl ferulate, (-)-sophocarpine and three isoflavonoids such as genistein, 3'-methoxydaidzein and calycosin were isolated from the roots of Sophora flavescens.

• Korean Journal of Pharmacognosy
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• v.46 no.1
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• pp.31-37
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• 2015

Thirteen compounds were isolated from n-hexane layer of the extracts of feces of Trogopterus xanthipes. Their chemical structures were elucidated as lupeol (1), lupenone (2), simiarenol (3), epitaraxerol (4), taraxerone (5), fatty acid esters of 11-oxo-${\beta}$-amyrin (6), 12-oleane-3,11-dione (7), $5{\beta}$-stigmastan-$3{\alpha}$-ol (8), $5{\beta}$-stigmastan-$3{\beta}$-ol (9), $5{\alpha}$-stigmastan-3-one (10), $5{\beta}$-stigmastan-3-one (11), $5{\beta}$-cholestan-$3{\alpha}$-ol (12), and 2-methoxyphenanthrene (13) on the basis of spectroscopic data. Even though all the isolated compounds are known, to the best of our knowledge, all the compounds (1-13) are reported from this species for the first time.

• Food Science and Biotechnology
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• v.14 no.5
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• pp.599-603
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• 2005

Chemical constituents of fruit peels of Fortunella japonica Swingle were investigated, and ten compounds were purified and isolated through various chromatographic procedures. Through NMR analysis, isolated compounds were identified as ${\alpha}$-tocopherol (1), lupenone (2), ${\beta}$-amyrin (3), ${\alpha}$-amyrin (4), ${\beta}$-sitosterol (5), ${\beta}$-sitosteryl 3-O-glucopyranoside (6), kaempferide 3-O-rhanmopyranoside (7), 3',5'-di-C-${\beta}$-glucopyranosylphloretin (8), acacetin 7-O-neohesperidoside (9), and acacetin 8-C-neohesperidoside (10). Compounds 1-7 were identified for the first time by our group from fruit peels of F. japonica.

• Natural Product Sciences
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• v.8 no.2
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• pp.62-65
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• 2002

Two lupane-type triterpenes, lupenone (1) and lupeol (2), a phytosterol, ${\beta}-sitosterol$ (3), two ursane-type triterpenes, $3{\beta}-acetoxy$ ursolic acid (4) and ursolic acid (5), a lignan, (-)-lyoniresinol $3a-O-{\beta}-D-xylopyranoside$ (6), and two flavanol glycosides, $catechin-7-O-{\beta}-D-xylopyranoside$ (7) and $catechin-7-O-{\beta}-D-apiofuranoside$ (8) were isolated from the stem bark of Sorbus commixta (Rosaceae). Their chemical structures were identified by physicochemical and spectroscopic methods.

• Natural Product Sciences
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• v.22 no.4
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• pp.225-230
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• 2016

Phytochemical investigation from the stem bark of Beilschmiedia pulverulenta resulted in the isolation of five lignans, (+)-yangambin (1), (+)-sesartemin (2), (+)-excelsin (3), (+)-sesamin (4), and (+)-syringaresinol (5), together with lupeol (6), lupenone (7), ${\beta}-sitosterol$ (8), and ${\beta}-sitostenone$ (9). Their structures were established by the analysis of their spectroscopic (1D and 2D NMR) and spectrometric (MS) data, as well as by comparison with those reported in the literature. The isolated lignans were tested for their anticholinesterase (AChE: acetylcholine esterase and BChE: butyryl cholineesterase) and anti-inflammatory (COX-2: cyclooxygenase-2 and LOX: lipoxygenase) activities. All the isolated lignans (1 - 5) exhibited significant inhibition activities in AChE/BChE and COX-2/LOX assays with $IC_{50}$ values ranging from $168.8-504.2{\mu}M$ and $21.0-59.4{\mu}M$, respectively.

• Korean Journal of Pharmacognosy
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• v.46 no.2
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• pp.93-98
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• 2015

Eleven compounds, lupenone (1), lupeol (2), stigmasterol (3), β-sitosterol (4), 24-methylene-3,4-seco-cycloart-4(28)-en-3-oic acid (5), 24-methylene-3,4-seco-cycloart-4(28)-en-3-methyl ester (6), (+)-(1S,4R)-7-hydroxycalamenene (7), hibicuslide C (8), isopropyl-${\beta}$-D-glucopyranoside (9), syringaresinol-4'-O-${\beta}$-D-glucoside (10), and rutin (11) were isolated from the aerial parts of Abutilon theophrasti. The chemical structures of compounds 1-11 were determined by the basis of physicochemical properties and spectroscopic methods such as 1D and 2D NMR. These compounds were isolated from this plant for the first time. In addition, compounds 6 and 9 were obtained for the first time as natural products not as synthetics.