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1.
Chinese Journal of Natural Medicines (English Ed.) ; (6): 155-160, 2022.
Article in English | WPRIM | ID: wpr-929246

ABSTRACT

Three new ursane-type triterpenoids, 3-oxours-12-en-20, 28-olide (1), 3β-hydroxyurs-12-en-20, 28-olide (2) and 3β-hydroxyurs-11, 13(18)-dien-20, 28-olide (3), were isolated from a potent anti-inflammatory and antibacterial fraction of the ethanolic extract of Rosmarinus officinalis. Their structures were elucidated by a combination of extensive 1D- and 2D-NMR experiments, MS data and comparisons with literature reports. Compounds 1-3 exhibited significantly inhibitory effects on nitric oxide production in lipopolysaccharide-activated mouse RAW264.7 macrophages, but no antibacterial activity was found at a concentration of 128 μg·mL-1.


Subject(s)
Animals , Mice , Drugs, Chinese Herbal/chemistry , Molecular Structure , Rosmarinus , Triterpenes/chemistry
2.
Chinese Journal of Natural Medicines (English Ed.) ; (6): 22-26, 2019.
Article in English | WPRIM | ID: wpr-776909

ABSTRACT

Guided by TNF-α secretion inhibitory activity assay, four taraxastane-type triterpenoids, including two new ones, 22-oxo-20-taraxasten-3β, 30-diol (1) and 22α-hydroxy-20-taraxasten-30β, 30-triol (2), have been obtained from an active fraction of the petroleum ether-soluble extract of the the medicinal and edible plant Cirsium setosum. Their structures were elucidated by spectroscopic data and CD data analysis. In the TNF-α secretion inhibitory activity assay, compounds 1 and 2 were active with the IC of 2.6 and 3.8 μmol·L, respectively. In addition, compounds 1 and 2 showed moderately selective cytotoxicity against the human ovarian cancer (A2780) and colon cancer (HCT-8) cell lines.


Subject(s)
Animals , Humans , Mice , Cell Line, Tumor , Cell Survival , Cirsium , Chemistry , Ether , Chemistry , Macrophages , Metabolism , Molecular Structure , Plant Extracts , Chemistry , Pharmacology , Plants, Edible , Chemistry , Plants, Medicinal , Chemistry , Triterpenes , Chemistry , Pharmacology , Tumor Necrosis Factor-alpha , Metabolism
3.
China Journal of Chinese Materia Medica ; (24): 3918-3922, 2013.
Article in Chinese | WPRIM | ID: wpr-319679

ABSTRACT

The compounds of Ainsliaea yunnanensis were isolated and purified by various kinds of column chromatography methods and their structures were determined by spectroscopic data analysis. Twelve compounds were obtained from the petroleum ether of ethanolic extract of A. yunnanensis and elucidated as bauerenyl acetate (1), bauerenol (2), alpha-amyrin (3), psi-taraxasterol (4), beta-amyrin (5), echinocystic acid (6), multiflorenol (7), 3beta-hydroxy-olean-18-ene germanicol (8), 3beta-hexadecanoyl-12-oleanen-11-one (9), fernenol (10), fern-7-en-3beta-ol (11), and lupeol (12). All compounds were isolated from this genus for the first time except compound 1, 3, 5 and 10, and they were all isolated from this plant for the first time.


Subject(s)
Asteraceae , Chemistry , Drugs, Chinese Herbal , Chemistry , Molecular Structure , Spectrometry, Mass, Electrospray Ionization , Triterpenes , Chemistry
4.
China Journal of Chinese Materia Medica ; (24): 2490-2492, 2008.
Article in Chinese | WPRIM | ID: wpr-283856

ABSTRACT

<p><b>OBJECTIVE</b>To study the chemical constituents from the active fractions against HIV in vitro, a crude ethanolic extract of Illicium simonsii.</p><p><b>METHOD</b>The compounds were isolated with column chromatography methods. MS and NMR spectroscopic methods were used to determine the structures of the compounds.</p><p><b>RESULT</b>Seven compounds were isolated from the active fractions against HIV in vitro of the 90% ethanol extract and their structures were elucidated as (+)-catechin (1), (-)-epicatechin (2), (+)-catechin 3-O-alpha-L-rhamnopyranoside (3), kaempferol 3-O-alpha-L-rhamnopyranoside (4), quercetin 3-O-alpha-L-rhamnopyranoside (5), erigeside C (6) and daucosterol (7).</p><p><b>CONCLUSION</b>Seven compounds were isolated from this plant for the first time, but none of them exhibited active against HIV in vitro. Compounds 3 and 6 were isolated from this genus for the first time.</p>


Subject(s)
Catechin , Chemistry , Drugs, Chinese Herbal , Chemistry , Ethanol , Chemistry , Glycosides , Chemistry , Illicium , Chemistry , Magnetic Resonance Spectroscopy , Mass Spectrometry , Rhamnose , Chemistry , Sitosterols , Chemistry
5.
China Journal of Chinese Materia Medica ; (24): 709-717, 2008.
Article in Chinese | WPRIM | ID: wpr-295454

ABSTRACT

The research advances based on the related references were summarized in the last thirty years. Bauhinia contained many kinds of chemical constituents, primarily including flavanoids, steroids, terpenoid and so on, some of them were firstly obtained from the nature. Many plants of the Bauhinia are used in traditional medicine for their interesting biological activities such as antidiabetic, antiinflammatory, antimicrobial, analgesic, astringent and diuretic effects. This paper gives an overview of phytochemical and pharmacological research in Bauhinia, and it has been classified accordding to the chemical structure characteristics. To provide more material to draw on for further development and utilization resources of Bauhinia.


Subject(s)
Bauhinia , Chemistry , Drugs, Chinese Herbal , Pharmacology , Therapeutic Uses , Phytotherapy
6.
China Journal of Chinese Materia Medica ; (24): 1175-1179, 2007.
Article in Chinese | WPRIM | ID: wpr-235241

ABSTRACT

<p><b>OBJECTIVE</b>To investigate the chemical constituents of the brach of Macaranga adenantha, and evaluate their TNF-alpha inhibitory activity.</p><p><b>METHOD</b>The chemical conshifuents were isolated and purified by chromatographic methods. Structures of the compounds were identified by spectroscopic methods. The TNF-alpha secretion inhibitory activity of the mouse peritoneal macrophages was evaluated by MTT methods.</p><p><b>RESULT</b>Ten compounds were isolated and their structures were identified as: cleomiscosin A (1), cleomiscosin B (2), ellagic acid 4-O-alpha-D-rhamnopyranside (3), ellagic acid 4-O-beta-D-xylopyranoside (4), vanillic acid (5), (24R) -stigmast-4-en-3-one (6), (24R) -stigmast-3, 6-dione (7), (24R) -6beta-hydroxy-stigmast-4-en-3-one (8), daucosterol (9), beta-sitosteryl glucoside-6'-O-heptadecoicate (10). At a concentration of 10 micromol x L(-1), compounds 1, 3 and 4 showed inhibitory activity to TNF-alpha secretion of the mouse peritoneal macrophages with the inhibitory rates of 57.0%, 64.4%, and 57. 4%, respectively.</p><p><b>CONCLUSION</b>All compounds were isolated from genus Macaranga for the first time. Compounds 1, 3, and 4 were active against TNF-alpha secretion of the mouse peritoneal macrophages.</p>


Subject(s)
Animals , Mice , Cell Survival , Coumarins , Chemistry , Pharmacology , Ellagic Acid , Chemistry , Pharmacology , Euphorbiaceae , Chemistry , Macrophages, Peritoneal , Cell Biology , Bodily Secretions , Plant Stems , Chemistry , Plants, Medicinal , Chemistry , Tumor Necrosis Factor-alpha , Metabolism
7.
China Journal of Chinese Materia Medica ; (24): 815-818, 2007.
Article in Chinese | WPRIM | ID: wpr-283379

ABSTRACT

<p><b>OBJECTIVE</b>To study the chemical constituents of Bauhinia aurea.</p><p><b>METHOD</b>The compounds were isolated by column chromatography over silica gel, reversed-phase RP-18, and Sephadex LH -20. MS and NMR spectroscopic methods were used to determine structures of purified compounds.</p><p><b>RESULT</b>Eight compounds were isolated from the ethyl acetate soluble fraction of the ethanolic extract and their structures were elucidated as isoengeletin (1), astilbin (2), neoastilbin (3), isoastilbin (4), neoisoastilbin (5), (+)-catechin (6), (-)-epicatechin (7) and (-)-epicatechin 3-O-gallate (8).</p><p><b>CONCLUSION</b>Five compounds were isolated from this genus for the first time except for 2, 6 and 8.</p>


Subject(s)
Bauhinia , Chemistry , Catechin , Chemistry , Chromatography, Gel , Drugs, Chinese Herbal , Chemistry , Flavonoids , Chemistry , Flavonols , Chemistry , Magnetic Resonance Spectroscopy , Mass Spectrometry , Plant Stems , Chemistry , Plants, Medicinal , Chemistry
8.
China Journal of Chinese Materia Medica ; (24): 1953-1955, 2006.
Article in Chinese | WPRIM | ID: wpr-246044

ABSTRACT

<p><b>OBJECTIVE</b>To study the chemical constituents of Bauhinia aurea.</p><p><b>METHOD</b>The compounds were isolated with column chromatography. The structures were determined by MS and NMR spectroscopic techniques.</p><p><b>RESULT</b>Nine aromatic acid derivatives, two triterpenes and three steroids were isolated from the 90% ethanolic extract and their structures were identified as 3,4-di-hydroxybenzoic acid (1), 4-hydroxybenzoic acid (2), 3-hydroxy-4-methoxy-benzoic acid (3), 4-hydroxy-3-methoxybenzoic acid (4) , gallic acid (5) , methyl gallate (6) , ethyl gallate (7) , lupeol (8) , lupenone (9) , stigmast4-en-3-one (10) beta-sitosterol (11) and daucosterol (12).</p><p><b>CONCLUSION</b>This is the first report of chemical constituents from B. aurea. Compounds were isolated from this genus for the first time, except 5,8,11 and 12.</p>


Subject(s)
Bauhinia , Chemistry , Magnetic Resonance Spectroscopy , Mass Spectrometry , Parabens , Chemistry , Plant Stems , Chemistry , Plants, Medicinal , Chemistry , Triterpenes , Chemistry , Vanillic Acid , Chemistry
9.
China Journal of Chinese Materia Medica ; (24): 468-471, 2006.
Article in Chinese | WPRIM | ID: wpr-356792

ABSTRACT

<p><b>OBJECTIVE</b>To study the chemical constituents of a Tibetan medicine Meconopsis quintuplinervia.</p><p><b>METHOD</b>Column chromatographic techniques were applied to isolate constituents. A combination of IR, MS and NMR spectroscopy was used to identify structures of constituents.</p><p><b>RESULT</b>Twelve compounds were isolated from the ethanolic extract and their structures were elucidated as quercetin 3-O-beta-D-glucopyranoside (I), quercetin 3-O-beta-D-galactopyranosyl-(1-->6)-glucopyranoside (II), kaempferol 3-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranoside (III), isorhamnetin 3-0-beta-D-galactopyranosyl-(1-->6)-beta-D-glucopyranoside (IV), caffeic acid (V), protocatechuic acid (VI), p-hydroxycinnamic (VII), 2-(3,4-dihydroxyphenyl )-ethyl-O-beta-D-glucopyranoside (VIII), p-hydroxybenzoyl-beta-D-glucopyranoside (IX), 4-O-beta-D-glucopyranosyl-(Z)-p-coumaric acid (X), 5, 7-dihydroxy-4H-4-chromenone (XI), daucosterol (XII).</p><p><b>CONCLUSION</b>Ten compounds were isolated from this genus for the first time except for XI and XII.</p>


Subject(s)
Caffeic Acids , Chemistry , Glucosides , Chemistry , Hydroxybenzoates , Chemistry , Papaveraceae , Chemistry , Plants, Medicinal , Chemistry , Quercetin , Chemistry
10.
Acta Pharmaceutica Sinica ; (12): 276-278, 2003.
Article in Chinese | WPRIM | ID: wpr-251125

ABSTRACT

<p><b>AIM</b>To reinvestigate the chemical constituents of the ethanolic extract of Meconopsis quintuplinervia Regel which is a traditional Tibetan medicine used for treatments of hepatitis, tuberculosis etc..</p><p><b>METHODS</b>The compounds were enriched by column chromatography techniques over silica gel, macro porous resin and Sephadex LH-20 absorbents, and finally purified by reverse phase preparative HPLC methods with isocratic mobile phase systems of methanol-H2O-acetic acid (500:500:1) and acetonitrile-H2O-acetic acid (200:800:1). Structural determination of the pure compounds were based on extensive analyses of modern spectroscopic methods including IR, MS, HRMS, 1D- and 2D-NMR spectra.</p><p><b>RESULTS</b>Three alkaloids were obtained and their structures were elucidated as norsanguinarine (I), O-methylflavinantine (II) and 6-methoxy-17-methyl-2, 3-[methylenebis (oxy)]-morphin-5-en-7-one (III).</p><p><b>CONCLUSION</b>Norsanguinarine (I) was isolated from genus Meconopsis for the first time, and 6-methoxy-17-methyl-2,3-[methylenebis(oxy)]-morphin-5-en-7-one (III) is a new alkaloid named as meconoquintupline.</p>


Subject(s)
Alkaloids , Chemistry , Medicine, Tibetan Traditional , Molecular Conformation , Molecular Structure , Morphinans , Chemistry , Morphine Derivatives , Chemistry , Papaveraceae , Chemistry , Plants, Medicinal , Chemistry
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