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1.
Article in Chinese | WPRIM | ID: wpr-921801

ABSTRACT

Five compounds were isolated from the alcohol extract of Olibanum by MCI, silica gel, ODS, and Sephadex LH-20 column chromatographies and preparative high-performance liquid chromatography(HPLC). On the basis of spectral data and literature data, the compounds were identified as:(1S,3R,4S,7R,11S,12R)-1:12,4:7-diepoxisonane-8(19)-ene-3,11-diol(1), boscartin A(2),(+)-resinolin(3),(+)-5-hydroxy-3,4-dimethyl-5-pentylfuran-2(5H)-one(4), and acerogenin A(5). Compound 1 is a new compound, and compounds 3-5 were isolated from Olibanum for the first time. The structure of compound 1 was determined by spectroscopic analysis and single-crystal X-ray diffraction. Compounds 1 and 2 were tested for PC12 neurotoxicity, and the results showed that they were both safe compounds.


Subject(s)
Chromatography, High Pressure Liquid , Diterpenes , Frankincense , Molecular Structure
2.
Article in Chinese | WPRIM | ID: wpr-888100

ABSTRACT

The genus Chloranthus has 13 species and 5 varieties in China, which can be found in the southwest and northeast regions. Phytochemical studies on Chloranthus plants have reported a large amount of terpenoids, such as diterpenoids, sesquiterpenoids, and sesquiterpenoid dimers. Their anti-inflammation, anti-tumor, antifungal, antivirus, and neuroprotection activities have been confirmed by previous pharmacological research. Herein, research on the chemical constituents from Chloranthus plants and their biological activities over the five years was summarized to provide scientific basis for the further development and utilization of Chloranthus plants.


Subject(s)
Diterpenes , Phytochemicals/pharmacology , Plants , Sesquiterpenes/pharmacology , Terpenes
3.
Article in Chinese | WPRIM | ID: wpr-888074

ABSTRACT

With repeated silica gel, octadecyl silica(ODS), and Sephadex LH-20 column chromatography, normal-phase and reverse-phase high performance liquid chromatography(HPLC), etc., a pair of new enantiomers and 5 known compounds were separated from the 95% ethanol extract of Chloranthus multistachys. These compounds were identified by the nuclear magnetic resonance spectroscopy(including 1 D-NMR and 2 D-NMR), single-crystal X-ray diffraction, circular dichroism(CD) spectroscopy, mass spectrometry(MS), and some other methods as(1R,4R,5R,8S,10R)-chloraeudolide H(1 a),(1S,4S,5S,8R,10S)-chloraeudolide H(1 b), hydroxyisogermafurenolide(2), 4α-hydroxy-5α,8β(H)-eudesm-7(11)-en-8,12-olide(3), chloraniolide A(4), chlorantene D(5), 4α,8β-dihydroxy-5α(H)-eudesm-7(11)-en-8,12-olide(6). Compounds 1 a and 1 b are a pair of new eudesmane-type sesquiterpene enantiomers, and compounds 2-4 were isolated from C. multistachys for the first time.


Subject(s)
Chromatography, High Pressure Liquid , Magnetic Resonance Spectroscopy , Mass Spectrometry , Molecular Structure , Sesquiterpenes , Stereoisomerism
4.
Article in Chinese | WPRIM | ID: wpr-879131

ABSTRACT

Eight sesquiterpenes were isolated and purified from the ethanol extract of Chloranthus henryi by column chromatographies over silica gel, ODS and Sephadex LH-20,and preparative HPLC. Their chemical structures were established by spectral data and physiochemical properties as(1S,6S,8S,10R)-8-ethoxy-10-methoxychlomultin C(1),tianmushanol(2),multistalide A(3),myrrhterpenoid N(4),1α,9α-dihydroxy-8,12-expoxy-eudesma-4,7,11-trien-6-one(5),4β,10α-aromadendranediol(6),oplopanone(7),10α-hydroxycadinan-4-en-3-one(8). Among them, compound(1) was a new compound, and compounds 2-8 were isolated from Chloranthus henryi for the first time.


Subject(s)
Chromatography, High Pressure Liquid , Molecular Structure , Sesquiterpenes
5.
Acta Pharmaceutica Sinica ; (12): 1855-1858, 2020.
Article in Chinese | WPRIM | ID: wpr-825176

ABSTRACT

An ethanol extract of Chloranthus henryi (Chloranthaceae) was subjected to various chromatographic procedures including silica gel column chromatography, MCI column chromatography, Sephadex LH-20 column chromatography, and preparative HPLC. Five purified sesquiterpenes analyzed by spectroscopic analyses (MS, IR, NMR) and single crystal X-ray diffraction were elucidated as (1S,6S,8R)-8-ethoxychlomultin C (1a), (1R,6R,8S)-8-ethoxychlomultin C (1b), (+)-phaeocaulin D (2), atractylenolide Ⅰ (3), and 8-β-ethoxyasterolid (4). Compounds 1a and 1b were a new pair of sesquiterpene enantiomers and compounds 2-4 were isolated from this plant for the first time. Compounds 1a, 1b, 2 and 3 increased cell viability in H2O2-treated PC12 cells from (43.41 ± 1.59) % to (61.71 ± 7.56) %, (66.05 ± 5.61) %, (74.34 ± 3.32) % and (69.58 ± 5.02) % at 10 μmol·L-1, respectively.

6.
Acta Pharmaceutica Sinica ; (12): 1620-1626, 2019.
Article in Chinese | WPRIM | ID: wpr-780261

ABSTRACT

Fifteen flavonoids were isolated and identified by macroporous resin column chromatography, polyamide column chromatography, silica gel column chromatography, ODS column chromatography and preparative liquid chromatography from the ethanol extract Turpinia arguta. Their structures of these flavonoids were identified by NMR and mass spectrometry as argutoside F (1), luteolin-7-O-α-L-rhamanopyranosyl-(1→2)-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside (2), nuezhenoside (3), acacetin-7-O-α-L-rhamnopyranosyl-(1→2)-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside (4), apigenin (5), quercetin (6), quercetin-3-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside (7), rhoifolin (8), luteolin-7-O-α-L-rhamanopyranosyl-(1→2)-β-D-glucopyranoside (9), acacetin-7-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside (10), luteolin-7-O-β-D-glucopyranoside (11), luteolin (12), neodiosmin (13), apigenin-7-O-rutinoside (14), and quercetin-3-O-α-L-arabinopyranoside (15). Compound 1 is new, whereas compound 2, 7, 9, 13-15 were obtained from this plant for the first time.

7.
Article in Chinese | WPRIM | ID: wpr-774556

ABSTRACT

Turpinia species have been used as local Chinese medicines. It has been widely concerned about their antibacterial and anti-inflammatory effects. Modern studies showed that the chemical constituents of Turpina species include flavonoids, triterpenoids, megastigans and phenoli acids. Its pharmacological research mainly focused on antibacterial, anti-inflammatory, antioxidant, analgesic, and immuneregulation effect. In this paper, the chemical compositions and pharmacological activities of Turpinia species were summarized, in order to provide scientific basis for the further development and utilization of Turpinia species.


Subject(s)
Antioxidants , Drugs, Chinese Herbal , Pharmacology , Flavonoids , Magnoliopsida , Chemistry , Phytochemicals , Pharmacology , Triterpenes
8.
Article in Chinese | WPRIM | ID: wpr-689858

ABSTRACT

The present study is to investigate the chemical constituents from the dried ripe fruits of Vitex trifolia var. simplicifolia The compounds were isolated by using a variety of chromatographic methods including silicagel, ODS, Sephadex LH-20, reversed-phase HPLC, and other methods. Their structures were identified by NMR, and MS date. As a result, 18 compounds were isolated and identified as ent-2-oxo15,16,19-trihydroxypimar-8(14)-ene (1), chrysosplenol D (2), casticin (3), luteolin (4), eupatrin (5), apigenin (6), 5,4'-dihydroxy-3,6,7-trimethoxyflavone (7), luteolin-4'--glucoside (8), hypolaetin-7---D-glucopyranoside (9), swertisin (10), agestricin D (11), 5,3'-dihydroxy-6,7,4'-trimethoxyflavanone (12), tomentic acid (13), 2α,3,23-trihydroxyolean-12-en-28-oic acid (14), 3'-acetoxy-4'-angeloyloxy-3',4'-dihydroseselin (15), dihydrodehydrodiconiferyl alcohol (16), 3,5'-dimethoxy-4',7-epoxy-8,3'-neolignane-5,9,9'-triol (17) and salicifoliol (18). Among them, compounds 1, 2, 5-15, 17 and 18 were obtained from V. trifolia var. simplicifolia Cham for the first time and compounds 1, 5, 7-11, 15, 17 and 18 were isolated from thegenus Vitex for the first time.

9.
Article in Chinese | WPRIM | ID: wpr-335759

ABSTRACT

To study sesquiterpenes with anti-metastasis breast cancer activity from Chloranthus henryi, ten sesquiterpenes ,zedoarofuran (1), chlorajapolide D (2), 4β, 8β-dihydroxy-5α(H)-eudesm-7(11)-en-8, 12-olide (3), curcolonol (4), lasianthuslactone A (5), chlomultin C (6), (1E,4Z)-8-hydroxy-6-oxogermacra-1(10), 4, 7(11) -trieno-12, 8-lactone (7), shizukanolide E (8) , shizukanolide F (9) , 9α-hydroxycurcolonol (10), and five bis-sesquiterpenes, shizukaol B (11), shizukaol C (12) , cycloshizukaol A (13) , sarcandrolide B (14) , henriol A(15), were isolated by using different kinds of column chromatography methods from the ethyl acetate part of Ch.henryi and their structures were identified based on spectroscopic methods. Compounds 2, 8, 9, and 10 were obtained from the genus Chloranthus for the first time. Compounds 2, 5, 8-10, 12,and 14 were obtained from this plant for the first time. Some isolated compounds were subjected to evaluate the anti-metastasis breast cancer activity by using pharmacological methods, and only compounds 4, 11, and 12 were potent active.

10.
Article in Chinese | WPRIM | ID: wpr-250410

ABSTRACT

To investigate the chemical constituents from the shoots of Chloranthus multistachys.All compounds wereisolated by using a combination of various chromatographic techniques including silica gel, ODS, Sephadex LH-20, reversed-phase HPLC, and other methods.Their structures were elucidated by the nuclear magnetic resonance (NMR), mass spectrometry, and other modernspectroscopies.As a result, 19 compounds were isolated from the shoots of C.multistachys and identified as zederoneepoxide(1), chlomultin C(2), curcolonol(3), sarcaglaboside A(4), zedoarofuran(5), (1E,4Z)-8-hydroxy-6-oxogermacra-1(10), 4,7(11)-trieno-12,8-lactone(6), chloranoside A(7), istanbulin A(8), (8α)-6,8-dihydroxycadina-7(11),10(15)-dien-12-oicacid-γ-lactone(9), codonolactone(10), lasianthuslactone A(11), 12,15-epoxy-5αH,9βH-labda-8(17),13-dien-19-oicacid(12), 12R,15-dihydroxylabda-8(17),13E-dien-19-oicacid(13), N-transcinnamoyltyramine(14), trans-N-p-coumaroyltyramine(15), dibutyl phthalate (16), flavokawain A(17), bergenin(18), and enedione(19).Compounds 1, 2, 4, 7-10, 12-19 were isolated from C.multistachys for the first time and compounds 14-19 were obtained from the genus Chloranthus for the first time.

11.
Article in Chinese | WPRIM | ID: wpr-279266

ABSTRACT

In order to develop characteristic folk medicine resources in Jiangxi, a pharmacognostical study was systematically performed for four different origin plants of Sikuaiwa, the result of study provides the microscopic features of powder and tissue of the crude drug. The research provided reference for the identification of Sikuaiwa, as well as a theoretical basis for the further development and the formulation of quality standards.


Subject(s)
Magnoliopsida , Chemistry , Medicine, Traditional , Plants, Medicinal , Chemistry
12.
Acta Pharmaceutica Sinica ; (12): 1152-1154, 2007.
Article in Chinese | WPRIM | ID: wpr-268214

ABSTRACT

To study the chemical constituents of Fritillaria monanth Migo, the constituents were separated and purified by column chromatography on silica gel, and the structures were identified by NMR, MS spectral data. Six compounds were isolated and identified as ent-kauran-15-en-17-ol (I), entkauran-15-en-3alpha, 17-diol (II), fritillaziebinol (III), ent-kauran-16a, 17-diol (IV), ent-kauran-3alpha, 16alpha,17-triol (V), ent-16,17-epoxy-kauran-3alpha-ol (VI). All the compounds were isolated from this plant for the first time, and VI is named as ent-16,17-epoxy-kauran-3alpha-ol, which is a new compound.


Subject(s)
Diterpenes, Kaurane , Chemistry , Fritillaria , Chemistry , Molecular Structure , Plant Roots , Chemistry , Plants, Medicinal , Chemistry
13.
Acta Pharmaceutica Sinica ; (12): 426-430, 2006.
Article in English | WPRIM | ID: wpr-271450

ABSTRACT

<p><b>AIM</b>To study the active constituents for the treatment of rheumatoid arthritis from the ethyl acetate extracts of the roots of Lasianthus acuminatissimus Merr.</p><p><b>METHODS</b>Various chromatographic techniques were used to separate and purify the constituents. Their structures were established on the basis of 1D, 2D NMR and HRMS spectroscopic analyses and their preliminary evaluation of anti-inflammation effect on the release of beta-glucuronidase was carried out.</p><p><b>RESULTS</b>Eight compounds were isolated and identified as lasianthuslactone A (1), codonolactone (2), 2,5-dimethoxy-1, 4-benzoquinone (3), uncargenin A (4), nonadecyl alcohol (5), 13-docosenoic acid (6), tetracosanoic acid (7) and beta-sitosterol (8). Compound 3 showed a significant inhibitory effect on release of beta-glucuronidase rat polymorphous nuclear leukocytes activated by platelet activating factor (PAF).</p><p><b>CONCLUSION</b>Compound 1 is a new one, the others were isolated from the plant for the first time and 3 is one of active anti-inflammation compound in the plant.</p>


Subject(s)
Animals , Anti-Inflammatory Agents, Non-Steroidal , Chemistry , Pharmacology , Benzoquinones , Chemistry , Pharmacology , Glucuronidase , Metabolism , Molecular Conformation , Molecular Structure , Neutrophils , Metabolism , Plant Roots , Chemistry , Plants, Medicinal , Chemistry , Rats , Rubiaceae , Chemistry , Sesquiterpenes , Chemistry , Pharmacology
14.
Article in Chinese | WPRIM | ID: wpr-350990

ABSTRACT

<p><b>OBJECTIVE</b>To investigate the chemical constituents from the root of Lasianthus acuminatissimus of Rubiaceae.</p><p><b>METHOD</b>Normal, reverse phase silica gel, macroporous resin column and HPLC chromatography were used for isolation. Spectroscopic methods (13C-NMR, 1H-NMR, DEPT, EI-MS) were used for identification.</p><p><b>RESULT</b>Six compounds were isolated and elucidated as isoscopletin(I), isoscopletin-6-O-beta-D-glucopyranoside (II), beta configuration of Mudanoside-A (Ill), asperuloside (IV), (-)-pinoresinol 4-O-beta-D-glucopyranoside (V), daucosterol (VI).</p><p><b>CONCLUSION</b>These compounds were obtained from this plant for the first time.</p>


Subject(s)
Glucosides , Chemistry , Glycosides , Chemistry , Lignans , Chemistry , Plant Roots , Chemistry , Plants, Medicinal , Chemistry , Pyrans , Chemistry , Rubiaceae , Chemistry , Sitosterols , Chemistry
15.
Acta Pharmaceutica Sinica ; (12): 525-528, 2005.
Article in Chinese | WPRIM | ID: wpr-353481

ABSTRACT

<p><b>AIM</b>To study the chemical constituents of the roots of Chloranthus henryi.</p><p><b>METHODS</b>The constituents of Chloranthus henryi were separated with various chromatographic techniques. structures were elucidated by physico-chemical properties and spectral data.</p><p><b>RESULTS</b>Eight compounds were isolated from Chloranthus henryi. They were identified as curcolonol (I), zedoarofuran (II), shizukanolide E (III) , skimmin (IV), calucanthoside (V), chloracoumarin (VI), beta-sitosterol (VII), daucosterin (VIII).</p><p><b>CONCLUSION</b>Chloracoumarin (VI) is a new compound and characterized as 6,8-dimethoxy-7-O-[beta-D-apiofunanosyl(l --> 3 )-D-glucopyranosyl]-2H-benzopyran-2-one. Compounds I, II were isolated from Chloranthus henryi for the first time.</p>


Subject(s)
Coumarins , Chemistry , Glucosides , Chemistry , Heterocyclic Compounds, 3-Ring , Chemistry , Magnoliopsida , Chemistry , Molecular Conformation , Molecular Structure , Plant Roots , Chemistry , Plants, Medicinal , Chemistry , Sitosterols , Chemistry
16.
Article in Chinese | WPRIM | ID: wpr-272769

ABSTRACT

<p><b>OBJECTIVE</b>To establish the method of determining the quantity of hypericin in Hypericum perforatum and determine the quantity of the hypericin in defferent medicinal materials and asepsis seedings which grow in defferent environment.</p><p><b>METHOD</b>The specimen is extracted with methanol--Pyridine (9:1) ultrasound extraction. Chromatographic assay is performed on a hypersily ODS2 (4.6 mm x 150 mm, 5 microm) column. The mobile phase is composed of methanol -1.56% dihydric natrium phosphate hydrogen natrium solution (shift solution's acidity to 2.1 with phosphoric acid)--ethyl acetate (4:1.9:1), velocity of flow is 1 mL x min(-1); column temperature is 35 degrees C; the detection wavelength is 590 nm.</p><p><b>RESULT</b>A satisfactory seperaration between hypericin and impurity. The calibration curve is linear over the range of 0.0524-0.2620 microg for hypericin (r = 0.9998). The average recovery of hypericin is 97.50%.</p><p><b>CONCLUSION</b>The quantity of hypericin in Hypericum perforatum has something to do with the genetic factor, environment factor, growing period and dry means. The method of determining the quantity of hypericin can be regarded as the method of controling the quantity of medicinal materials.</p>


Subject(s)
China , Chromatography, High Pressure Liquid , Methods , Ecosystem , Hypericum , Chemistry , Genetics , Perylene , Plants, Medicinal , Chemistry , Genetics , Quality Control , Seasons
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