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1.
China Journal of Chinese Materia Medica ; (24): 985-992, 2023.
Article in Chinese | WPRIM | ID: wpr-970570

ABSTRACT

The present study investigated the chemical constituents in the aerial part of Cannabis sativa. The chemical constituents were isolated and purified by silica gel column chromatography and HPLC and identified according to their spectral data and physicochemical properties. Thirteen compounds were isolated from the acetic ether extract of C. sativa and identified as 3',5',4″,2-tetrahydroxy-4'-methoxy-3-methyl-3″-butenyl p-disubstituted benzene ethane(1), 16R-hydroxyoctadeca-9Z,12Z,14E-trienoic acid methyl ester(2),(1'R,2'R)-2'-(2-hydroxypropan-2-yl)-5'-methyl-4-pentyl-1',2',3',4'-tetrahydro-(1,1'-biphenyl)-2,6-diol(3), β-sitosteryl-3-O-β-D-glucopyranosyl-6'-O-palmitate(4), 9S,12S,13S-trihydroxy-10-octadecenoate methyl ester(5), benzyloxy-1-O-β-D-glucopyranoside(6), phenylethyl-O-β-D-glucopyranoside(7), 3Z-enol glucoside(8), α-cannabispiranol-4'-O-β-D-glucopyranose(9), 9S,12S,13S-trihydroxyoctadeca-10E,15Z-dienoic acid(10), uracil(11), o-hydroxybenzoic acid(12), and 2'-O-methyladenosine(13). Compound 1 is a new compound, compound 3 is a new natural product, and compounds 2, 4-8, 10, and 13 were isolated from Cannabis plant for the first time.


Subject(s)
Cannabis , Biological Products , Esters , Dihydrostilbenoids , Plant Components, Aerial
2.
Chinese Traditional and Herbal Drugs ; (24): 5114-5122, 2020.
Article in Chinese | WPRIM | ID: wpr-846100

ABSTRACT

Objective: To study the chemical constituents of Artemisia argyi. Methods: The chemical constituents were isolated by silica gel column chromatography and HPLC, and its structure were identified by their spectral data and physicochemical properties analysis. Result Thirty-one compounds were isolated from A. argyi with the structures identified as (E)-β-farnesene (1), β-amyrin acetate (2), cycloartenol acetate (3), lupelo acetate (4), n-triacontanol (5), docosanoic acid (6), octadecanoic acid (7), tetracosanoic acid (8), (2R,4aR,8aR)-3,4,4a,8a-tetrahydro-4a-hydroxy-2,6,7,8a-tetramethyl-2-(4,8,12-trimethyl)-chromene-5,8-dione (9), α-spinasterol (10), monopalmitin (11), 12β,20β-dihydroxyldamar-23-en-3-ketone (12), monostearin (13), monolinolenin (14), monolinolein (15), monoolein (16), 3-(3-methyl-2-butenyl)acetophenone-4-O-β-D-glucoside (17), (-)cis-chrysan-thenol-β-D-glucoside (18), artemisioside (19), (1S,2S,4R)-p-menthane-1,2,8-triol-2-O-glucoside (20), (2E,6R)-2,6-dimethyl-2,7-octadiene-6-hydroxy-1-O- glycoside (21), ampelopsisionoside (22), 4-hydroxy acetophenone-4-O-β-D-glucoside (23), skimmin (24), scopoletin (25), dendanthemoside B (26), (4R)-p-menth-1-ene-7,8-diol-7-O-β-D-glucoside (27), (4R)-p-menthane-7,8-diol-7-O-β-D-glucoside (28), isorhoifolin (29), 1,3-dicaffeoylquinic acid (30) and pinitol (31). Conclusion: Compounds 1, 9, 17, 20, 21, 26, 28 are separated from Artemisia genus for the first time. Compounds 11, 12, 14-16, 18, 19, 23, 24, 27, 30, 31 are isolated from A. argyi for the first time.

3.
Chinese Traditional and Herbal Drugs ; (24): 3758-3762, 2018.
Article in Chinese | WPRIM | ID: wpr-851753

ABSTRACT

Objective To study the chemical constituents of Artemisia integrifolia. Methods The chemical constituents were separated and purified by column chromatographies and HPLC. Their structures were determined by spectroscopic analyses. Guaiane-type sesquiterpenoids were tested for their anticancer activity against uterine cancer (HeLa) by MTT method. Results Ten compounds were isolated from A. integrifolia with the structures identified as 3-methoxy-tanapartholide (1), dehydroleucodin (2), 4β-hydroxyguaia-2,10(14),11(13)-trien-12,6α-olide (3), 4α-hydroxyguaia-2,10(14),11(13)-trien-12,6α-olide (4), 2β-hydroxyguaia- 3,10(14),11(13)-trien-12,6α-olide (5), eartanomalide (6), 5-epi-seco-tanapartholide A (7), seco-tanapartholide B (8), iso-seco- tanapartholide (9), and 3-epi-iso-seco-tanapartholide (10). Conclusion All compounds are isolated from this plant for the first time. The results showed that all sesquiterpenoids had potent inhibiting effects on HeLa cells proliferation. The inhibitory effects of compounds 1, 4, and 7 were the highest (IC50 < 7.8 μg/mL).

4.
Chinese Traditional and Herbal Drugs ; (24): 3486-3492, 2017.
Article in Chinese | WPRIM | ID: wpr-852548

ABSTRACT

Objective To study the chemical constituents of Artemisia sieversiana. Methods The chemical constituents were separated and purified by column chromatography and HPLC. Their structures were determined on the basis of spectroscopic analyses. Results Seventeen compounds were isolated from A. sieversiana and the structures were identified as yangambin (1), (3R,6R, 7E)-3-hydroxy-4,7-megastigmadien-9-one (2), absinthin (3), anabsin (4), anabsinthin (5), badounoid B (6), gnapholide (7), artabsinolide B (8), 11,10’,11’-epiabsinthin (9), l-borneol-β-D-glucopyranoside (10), 10’,11’-epiabsinthin (11), 2-methyl-2,3,4- trihydroxybutanoic acid-1,4-lactone (12), 3(Z)-hexenyl-β-glucopyranoside (13), pinitol (14), epiloliolide (15), desacetylmatricarin (16), and artabsinolide A (17), respectively. Conclusion Compounds 2, 4-8, 10, and 12-17 are isolated from this plant for the first time.

5.
Chinese Traditional and Herbal Drugs ; (24): 2241-2245, 2016.
Article in Chinese | WPRIM | ID: wpr-853422

ABSTRACT

Objective: To study the chemical constituents from the aerial parts of Artemisia integrifolia. Methods: The chemical constituents were separated and purified by column chromatographies and HPLC. Their structures were determined on the basis of spectroscopic analyses (1H-NMR, 13C-NMR, 2D-NMR, and MS). Results: Fifteen compounds were isolated from the methanol extract in the aerial parts of A. integrifolia with the structures identified as α-curcumene (1), β-sitosterol-3-O-β-D-glucoside (2), zingiberone (3), 3-(2-hydroxyphenyl) propanoic acid methyl ester (4), (E)-o-hydroxycinnamic acid (5), eupatorin (6), cirsimaritin (7), artemetine (8), loliolide (9), luteolin-7-O-β-D-glucopyranoside (10), (+)-pinoresinol (11), α-spinasterol (12), reynosin (13), 3α-hydroxy-1(10),4,11(13)-diager-12,6α-olide (14), and scopoletin (15). Conclusion: Compounds 1 and 3 are isolated from the plants of Artemisia Linn for the first time and compounds 4-9, 11, 13, and 14 are isolated from this plant for the first time.

6.
Chinese Traditional and Herbal Drugs ; (24): 3304-3309, 2015.
Article in Chinese | WPRIM | ID: wpr-853856

ABSTRACT

Objective: To study the chemical constituents of Ixeris chinensis. Methods: The chemical constituents were isolated and purified by chromatography of silica gel column and HPLC, and their structures were elucidated by spectral analysis. Results: Nine triterpenoids were isolated and identified as 20α-peroxide-3β-uvaol-21-en (1), 3β,21α-dihydroxylupen-18-en (2), 3β,25-dihydroxy-tirucalla-7,23-diene (3), 21α-hydroxy-taraxasterol-20(30)-en (4), lupeol (5), 3β-uvaol (6), 3β-oleanol-18-en (7), 3β-oleanol (8), and 3β-uvaol-20-en (9). Conclusion: Compound 1 is a new compound, named ixeritriterpenol, and compound 7 is isolated from I. chinensis for the first time.

7.
Chinese Traditional and Herbal Drugs ; (24): 3062-3066, 2014.
Article in Chinese | WPRIM | ID: wpr-854753

ABSTRACT

Objective: To study the chemical constituents from the barks of Quercus mongolica. Methods: The chemical constituents were isolated and purified on the base of silica gel column chromatography and HPLC method. The structural elucidation was performed according to the physicochemical properties and spectral analysis. Results: Twenty compounds were isolated and identified as taraxerone (1), taraxerol (2), 20β-hydroxydammara-23-en-3-one (3), 20 (S), 24 (S)-dihydroxydammara-26-en-3-one (4), ursotic acid acetate (5), lupeol (6), β-sitosterone (7), isofouquierol (8), gallic acid (9), 5, 6, 7, 4'-tetrahydroxyflavanone (10), taxifolin (11), scopoletin (12), kaempferol (13), β-sitosterol (14), secoisolariciresinol (15), erythrodiol (16), (-)-epicatechin (17), daucosterol (18), (-)-epipinoresinol (19), and salicylic acid (20). Conclusion: Compounds 1, 2, 5, 6, and 11 are isolated from this plant for the first time, and compounds 4, 7, and 8 are isolated from the plants of Quercus L. for the first time.

8.
China Journal of Chinese Materia Medica ; (24): 2289-2294, 2014.
Article in Chinese | WPRIM | ID: wpr-330304

ABSTRACT

The chemical constituents from Euphorbia lunulata was investigated in this paper. Fourteen compounds were isolated and purified by column chromatographies on silica gel and preparative HPLC. Their structures were identified by physiochemical properties and NMR data analysis as lupeol (1), euphol (2), cassipourol(3) , 24-methylenecycloartan-3beta-ol (4), 24-hydroperoxycycloart-25-en-3beta-ol (5), 25-hydroperoxycycloart-23-en-3beta-ol (6), betulin (7), uvaol (8), (23E) -25-methoxycycloart-23-en-3beta-ol (9), (23E) -cycloart-23,25-dien-3beta-ol (10), 24-methylenecycloartan-3beta, 28-diol (11), salicinolide (12), 2alpha, 3beta, 5alpha, 9alpha, 15beta-pentaacetoxy-11,12-epoxy-7beta, 8alpha-diisobutyryloxyjatropha-6 (17) -en-14-one (13) and 3beta, 5alpha, 15beta-triacetoxy-7beta-isobutyryloxy-9alpha-nicotinoyloxyjatropha-6 (17), 11(E)-dien-14-one (14). Among them, compounds 1-11 were isolated from E. lunulata for the first time.


Subject(s)
Drugs, Chinese Herbal , Chemistry , Euphorbia , Chemistry , Magnetic Resonance Spectroscopy , Molecular Structure , Spectrometry, Mass, Electrospray Ionization , Stereoisomerism
9.
China Journal of Chinese Materia Medica ; (24): 3089-3093, 2014.
Article in Chinese | WPRIM | ID: wpr-327837

ABSTRACT

Silica gel column chromatography and preparative HPLC were applied to isolate the chemical constituents from the roots of Ixeris chinensis. Fifteen compounds were isolated and their structures were elucidated by the physicochemical properties and spectral analysis as chinensioide G(1), chinensioide B(2), 10α-hydroxy-guaia-12,6-lactone-3-keton(3), chinensioide C(4), 10α-hydroxy-11βH-guaia-4(5) -ene-12,6-lactone (5), 3β, 10α-dihydroxy-11βH-guaia-11 (13)-ene-12,6-lactone (6), 3β, 10α-dihydroxy-4βH, 11βH-guaia-12,6-lactone(7), 3β, 10α-dihydroxy-guaia-4 (15), 11 (13) -diene-12, 6-lactone (8), caffeic acid (9), p-hydorxyphenylacetic acid(10), methyl p-hydroxyphenylacetate (11), ethyl p-hydroxyphenylacetate (12), sitosterol (13), daucosterol (14), and ixerin D(15). Compound 1 was new, and 6 and 7 were isolated from I. chinensis for the first time.


Subject(s)
Asteraceae , Chemistry , Drugs, Chinese Herbal , Chemistry , Magnetic Resonance Spectroscopy , Molecular Structure , Plant Roots , Chemistry
10.
Chinese Traditional and Herbal Drugs ; (24): 3276-3281, 2013.
Article in Chinese | WPRIM | ID: wpr-855008

ABSTRACT

Objective: To study the chemical constituents from the fallen leaves of Populus alba × P. berolinensis and the inhibitory activity of salicin derivatives against SGC-7901 cell. Methods: The chemical constituents were isolated and purified on the basis of silica gel column chromatography and HPLC. The structural elucidation was performed according to the physicochemical properties and spectroscopic analysis. The inhibitory activity of salicin derivatives on human gastric carcinoma cells SGC-7901 in vitro proliferation was determined by MTT method. Results: Sixteen compounds were isolated and identified as tremuloidin (1), populin (2), chaenomeloidin (3), 4'-O-benzoylsalicin (4), salicin (5), tremulacin (6), poliothrysin benzoate (7), catechol (8), benzoic acid (9), tremulacinol (10), 6'-O-benzoylsalicin-7-salicylate (11), salicylol (12), salicortin (13), 7-O-acetyl-3'-O-benzoylsalicin (14), 7-O-acetyl-4'-O-benzoylsalicin (15), and 6'-O-acetyl-2'-O-benzoylsalicin (16), respectively. The inhibitory activity of compounds 7 and 11-13 on the in vitro proliferation of SGC-7901 cell was indicated by MTT and IC50 values were 71.0, 122.5, 212.7, and 257.8 μmol/L. Conclusion: Compounds 4, 7, 10, 11, 14-16 are isolated from this plant for the first time. Compound 7 shows the inhibitory activity against SGC-7901 in vitro proliferation.

11.
China Journal of Chinese Materia Medica ; (24): 414-416, 2008.
Article in Chinese | WPRIM | ID: wpr-284470

ABSTRACT

<p><b>OBJECTIVE</b>To study the chemical constituents in Astragalus dahuricus.</p><p><b>METHOD</b>The compounds were isolated and purified by column chromatography on silica gel and HPLC, and their structures were elucidated by their spectroscopic evidences.</p><p><b>RESULT</b>Six compounds were identified as: 7, 2'-dihydroxy-3', 4'-dimethoxyisoflavan (1), 2'-hydroxy-3', 4'-dimethoxyisoflavan-7-O-beta-D-glucopyranoside (2), 8, 2'-dihydroxy-7, 4'-dimethoxyisoflavan (3), 7-hydroxy-4'-methoxyisoflavone (4), 7, 3'-dihydroxy-4'-metho-xyisoflavone (5), 9, 10-dimethoxypterocarpan-3-O-beta-D-glucopyranoside (6).</p><p><b>CONCLUSION</b>Compounds 1-6 were obtained from this plant for the first time.</p>


Subject(s)
Astragalus Plant , Chemistry , Chromatography, High Pressure Liquid , Isoflavones , Chemistry , Magnetic Resonance Spectroscopy
12.
Chinese Traditional and Herbal Drugs ; (24)1994.
Article in Chinese | WPRIM | ID: wpr-683554

ABSTRACT

Objective To study the chemical constituents from the bark of Juglans mandshurica. Methods The compounds were isolated and purified by column chromatography on silica gel,HPLC,and recrystallization.Their structures were elucidated by the physicochemical and spectroscopic evidences. Results Fifteen compounds were identified as:4,8-dihydroxynaphthalenyl-O-?D-(6′-acetoxyl)gluco- pyranoside(Ⅰ),dihydrokaempferol(Ⅱ),juglone(Ⅲ),daucosterol(Ⅳ),kaempferol(Ⅴ),4,8-dihy- droxynaphthalenyl-1-O-?-D-[6′-O-(3″,5″-dimethoxy-4″-hydroxybenzoyl)] glucopyranoside(Ⅵ), kaempferol-3-O-?-L-rhamnoside(Ⅶ),3,3′-dimethoxylellagic acid(Ⅷ),naringenin(Ⅸ),quercetin (Ⅹ),reginolone(Ⅺ),quercetin-3-O-?-L-rhamnoside(Ⅻ),naringenin-7-O-?-D-glucoside(ⅩⅢ),4,8- dihydroxynaphthalenyl-1-O-?-glucoside(ⅩⅣ),4,5,8-trihydroxy-?-tetralone-5-O-?-D-[6′-O-(4″-hy- droxy-3″,5″-dimethoxy-benzoyl)] glucoside(ⅩⅤ).Conclusion CompoundⅠ(juglamanol)is a new compound.CompoundsⅡ,Ⅶ—Ⅸ,Ⅻ,andⅩⅢare isolated from plants of Carya Nutt.for the first time.

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