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1.
Acta Pharmaceutica Sinica ; (12): 1075-1081, 2019.
Article in Chinese | WPRIM | ID: wpr-780184

ABSTRACT

Five alkaloids were isolated from a decoction of Uncaria rhynchophylla by a combination of various chromatographic techniques, including macroporous adsorbent resin, MCI resin, silica gel, Sephadex LH-20, and reversed phase HPLC. Their structures were characterized by comprehensive analyses of spectroscopic data as monoterpene indole alkaloids (+)-(7R)-3-oxo-7-hydroxy-3,7-seco-dihydrorhynchohylline (1), (+)-(7S)-3-oxo-7-hydroxy-3,7-seco-dihydrorhyncho-hylline (2), (+)-(7R)-3-oxo-7-hydroxy-3,7-seco-rhynchohylline (3) and (+)-(7S)-3-oxo-7-hydroxy-3,7-seco-rhynchohylline (4), and a β-carboline alkaloid 1,2,3,4-tetrahydro-1-oxo-β-carboline (5). Among them, 1 and 2 are new compounds, 3 and 4 are new natural products that were semi-synthesized from isorhynchohylline with incorrect specific rotations, and 5 is isolated for the first time from the genus Uncaria.

2.
Article in Chinese | WPRIM | ID: wpr-256046

ABSTRACT

Twenty five known aromatic glycosides (1-25) and three known sesquiterpene glycosides (26-28) have been isolated from the twigs of Litsea cubeba by using various chromatographic techniques. Their structures were identified by spectroscopic data analysis (MS, IR, 1D and 2D NMR) as (7S,8R)-dehydrodiconiferyl alcohol 4,9'-di-O-β-D-glucopyranoside(1),(7S,8R)-5-methoxydihydrodehydrodiconiferyl alcohol 4-O-β-D-glucopyranoside(2), (7S,8R)-urolignoside(3), (7R,8S)-dihydrodehydrodiconiferyl alcohol 4-O-β-D-glucopyranoside(4), saposide B(5), lanicepside A(6), matairesinol-4-O-β-D-glucopyranoside (7), tyraxjaponoside B(8), (+)-lyoniresinol-9'-O-β-D-glucopyranoside (9), alaschanisoside A (10), syringin (11), psoralenoside (12), isopsoralenoside (13), scopolin(14), 2,6-dimethoxy-4-hydroxyphenol-1-O-β-D-glucopyranoside (15), 3-hydroxy-4,5-dimethoxyphenyl-β-D-glucopyranoside (16), 2-(3,4-dihydroxyphenyl)ethyl-β-D-glucopyrnoside (17), 2-(4-dihydroxyphenyl)ethyl-β-D-glucopyranoside (18), (+)-catechin-7-O-β-D-glucopyranoside (19), 3'-O-methylepicatechin-7-O-β-D-glucopyranoside (20), kaempferitrin (21), quercetin-3-O-α-L-rhamnopyranside (22), kaempferol-3-O-β-D-glucopyranoside (23), kaempferol 3-O-β-D-glucopyranosyl(1→2)-O-β-D-galactopyr anoside-7-O-α-L-rhamnopyranoside (24), quercetin 3-O-α-L-rhamnopyranosyl(1→6)-O-β-D-glucopyranosyl(1→3)-O-α-L-rhamnopyranosyl(1→2)-O-β-D-glucopyranoside (25), staphylionoside D(26), vomifoliol 9-O-β-D-glucopyranoside (27), dihydrovomifoliol-O-β-D-glucopyranoside (28). Compounds 1-21 and 24-28 were obtained from this genus for the first time.

3.
Acta Pharmaceutica Sinica ; (12): 616-2016.
Article in Chinese | WPRIM | ID: wpr-779213

ABSTRACT

Sixteen lignanoids were isolated from an aqueous extract of the commonly used Chinese traditional medicine Dangshen, the dried roots of Codonopsis pilosula, by using a combination of various chromatographic techniques, including silica gel, macroporous adsorbent resin, MCI resin, sephadex LH-20, and reversed phase semi-preparative HPLC. On the basis of spectral data analysis, their structures were elucidated and identified as (-)-(7R, 7'R, 8R, 8'S)-4, 4'-dihydroxy-3, 3', 5, 5', 7-pentamethoxy-2, 7'-cyclolignane (1), (-)-(7R, 8S)-dihydrodehydrodiconiferyl alcohol 4-O-β-D-glucopyranosyl-(1"'→2")-β-D-glucopyranoside (2), (-)-(7R, 8S)-dihydrodehydrodiconiferyl alcohol (3), (+)-(7S, 8R)-dehydrodiconiferyl alcohol (4), (+)-balanophonin (5), (+)-demethoxypinoresinol (6), (+)-pinoresinol (7), (+)-epipinoresinol (8), (-)-syringaresinol (9), (-)-medioresinol (10), (-)-lariciresinol (11), (-)-secoisolariciresinol (12), (-)-ent-isolariciresinol (13), (+)-(7S, 8S)-3-methoxy-3', 7-expoxy-8, 4'-neolignan-4, 9, 9'-triol (14), (+)-(7S, 8R)-3', 4-dihydroxy-3-methoxy-8, 4'-neolignan (15), and (-)-(7R, 8R)-3', 4-dihydroxy-3-methoxy-8, 4'-neolignan (16). All these compounds were isolated from C. pilosula for the first time, while compound 1 is a new natural product of 2, 7'-cyclolignan and 2 is a new 4', 7-epoxy-8, 3'-neolignan diglucoside. Compound 12 showed activity against Fe2+-cysteine induced rat liver microsomal lipid peroxidation with an inhibition ratio of (63.4±8.3)% at 1×10-5 mol·L-1.

4.
Article in Chinese | WPRIM | ID: wpr-250413

ABSTRACT

Two new phenylpropanoids(1 and 2), together with thirteen known compounds(3-15), have been isolated from the root of Paeonia lactiflora by using various chromatographic techniques. Their structures were identified by spectroscopic data analysis(MS,IR,1D and 2D NMR)as(+)-(7R,8R)-1-guaiacyl-1,2-propanediolacetonide(1),(-)-(7R,8S)-1-guaiacyl-1,2-propanediolacetonide(2),O-senecioyllomatin(3),O-angeloyllomatin(4),(+)-cis-3'-senecioyloxy-4'-angeloyloxy-3',4'-dihydroseselin(5),columbianadin(6), benzyl 2,5-dihydroxybenzoate(7),3,6-dimethyl-5-hydroxyBenzo-furan(8),(S)-evofolin-A(9),2,3-dihydroxy-4-methoxyacetophenone(10), 2,5-dihydroxy-4-methoxyacetophenone(11), 2,5-dihydroxy-4-methyl acetophenone(12),ethyl 4-hydroxybenzoate(13), vanillic acid(14),and 4-hydroxy-3-methoxybenzaldehyde(15).Compounds 1 and 2 were new compounds,and compounds 3-9 were obtained from the genus Paeonia for the first time.

5.
Article in Chinese | WPRIM | ID: wpr-246143

ABSTRACT

Ten glycosidic compounds were isolated from an ethanol extract of Machilus wangchiana by a combination of various chromatographic techniques including column chromatography over silica gel and Sephadex LH-20 and reversed-phase flash chromatography and HPLC. Their structures were identified by spectroscopic data analysis (IR, MS, and NMR) as icariside B1 (1), boscialin-3-O-β-D-glucopyranoside (2), pisumionoside (3), isolariciresinol-9'-O-β-D-xylopyranoside (4), 5'-methoxyisolariciresinol-9'-O-β-D-xylopyranoside (5), lyoniresinol-9'-O-β-D-xylopyranoside (6), (E) -4-hydroxyphenylprop-7-ene 4-O-β-D-glucopyranoside (7), (E) - 4-hydroxy-3-methoxyphenylprop-7-ene 4-O-α-L-rhamnopyranosyl-(1 --> 6) -β-D-glucopyranoside (8), 4-hydroxy-3-methoxyphenylprop-8-ene 4-O-β-D-xylopyraosyl-(1 --> 6) -β-D-glucopyranoside (9), and 4-hydroxy-3,5-dimethoxyphenylprop-8-ene 4-O-α-L-rhamnpyranosyl-(1 --> 6)-β-D- glucopyranoside (10), respectively.


Subject(s)
Drugs, Chinese Herbal , Chemistry , Glycosides , Chemistry , Lauraceae , Chemistry , Magnetic Resonance Spectroscopy , Molecular Structure , Spectrometry, Mass, Electrospray Ionization
6.
Article in English | WPRIM | ID: wpr-284768

ABSTRACT

Using a combination of various chromatographic techniques including column chromatography over silica gel, Sephadex LH-20, macroporous adsorbent resin, and reversed-phase HPLC, 115 compounds including diterpenes, sesquiterpenes, treterpenes, coumarins, lignans, fatty acid derivatives, and simple aromatic derivatives were isolated from an ethanol extract of branch of Fraxinus sieboldiana (Oleaceaue), and their structures of the compounds were elucidated by spectroscopic methods including 1 D, 2D NMR and MS techniques. Among them, 41 compounds were new. In previous reports, we have been described the isolation, structure elucidation, and bioactivities of the 41 new compounds and 22 known orii including 8 coumarins, 4 phenolic and 12 phenylethanoidal glycosides. As a consequence, we herein reported the isolation and structure elucidation of the remaining 50 known compounds including 8- hydroxy-12-oxoabieta-9(11),13-dien-20-oic 8, 20-lactone(1), 6beta-hydroxyfcrruginol(2),(+)-pisiferic acid(3), (+)-pisiferal(4),(+)-7-dehydroabiet6none(5), 1-oxomiltirone(6), subdigitatone(7), linarionoside B(8), (9S)-linarionoside B(9), (3R,9R)-3-hydroxy-7,8-dihydro-beta-ionol 9-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside(10), ursolic acid(11), betulinic acid(12), euscaphic acid(13), (+)-syringaresinol(14), (+)-fraxiresinol(15), (+)-1-hydroxysyringaresinol(16), pinoresinol(17), medioresinol(18), 8-acetoxypinoresinol(19), epipinoresinol(20), (-)-olivil(21), (+)-cyclo-olivil(22), 3,3'-dimethoxy-4,4',9-trihydroxy-7,9'-epoxylignan-7'-one(23),(+)-1-hydroxypinoresinol 4'-O-beta-D-glucopyranoside (24), (+)-1-hydroxypinoresinol 4"-O-beta-D-glucopyranoside(25),(+)-syringaresinol O-beta-D-glucopyranoside (26), liriodendrin (27), ehletianol D(28), icariside E5(29) (-)-(7R, 8R)-threo-1-C-syringylglycerol(30),(-)-(7R, 8S)-erythro-guaiacylglycerol (31),(-)-(7R, 8R)-threo-guaiacylglycerol(32), 3-(4-beta-D-glucopyranosyloxy-3-methoxy)-phenyl-2E-propenol(33),2,3-dihydroxy-l-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone(34), 2,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (35), 3-hydroxy-l-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone(36), omega-hydroxypropioguaiacone(37), sinapyladehyde(38), trans-p-hydroxycinnamaldehyde(39), syringic acid(40), vanilic acid(41), vanillin(42), 4-hydroxy-benzaldehyde (43), (24R)-24-ethyl-5alpha-cholestane-3beta,5,6beta-triol(44), beta-sitosterol(45), daucosterol(46), 2,6-dimethoxy-I,4-benzoquinone(47), 2,6-dimethoxy-pyran-4-one(48), 1-(beta-D-ribofuranosyl)uracil(49), and mannitol(50). Compouds 1-7,12,18,28-37,44 and 48 were obtained from the genus Fraxinus for the first time.


Subject(s)
Fraxinus , Chemistry , Magnetic Resonance Spectroscopy , Mass Spectrometry , Plant Extracts
7.
Article in Chinese | WPRIM | ID: wpr-237684

ABSTRACT

From an aqueous extract of Lonicera japonica flower buds, sixteen compounds were isolated by a combination of various chromatographic techniques including column chromatography over macroporous resin, MCI gel, silica gel, and sephadex LH-20 and reversed-phase HPLC. Their structures were elucidated by spectroscopic data analysis as 6'-O-acetylvogeloside (1), 6'-O-acetylsecoxyloganin (2), dichlorogelignate (3), guanosinyl-(3' --> 5')-adenosine monophosphate(GpA,4) , 5'-O-methyladenosine (5), 2'-O-methyladenosine (6), adenosine (7), syringin (8), methyl 4-O-β-D-glucopyranosyl caffeate (9), (-)-dihydrophaseic acid 4'-O-β-D-glucopyranoside (10), ketologanin (11), 7α-morroniside (12), 7β-morroniside (13), kingiside (14), cryptochlorogenic acid methyl ester (15), and 6-hydroxymethyl-3-pyridinol (16). All the compounds were obtained from this plant for the first time, compounds 1 and 2 are new compounds, 3 and 5 are new natural products, and 4 is the first example of dinucleoside monophosphate isolated from a plant extract.


Subject(s)
Chromatography, High Pressure Liquid , Drugs, Chinese Herbal , Chemistry , Flowers , Chemistry , Lonicera , Chemistry , Mass Spectrometry , Molecular Structure
8.
Acta Pharmaceutica Sinica ; (12): 521-525, 2013.
Article in Chinese | WPRIM | ID: wpr-235634

ABSTRACT

Ten compounds were isolated from the 70% ethanol extract of linseed meal (Linum usitatissimum L) through a combination of various chromatographic techniques, including silica gel, macroporous adsorbent resin, Sephadex LH-20, and preparative HPLC. On the basis of spectroscopic data analysis, they were elucidated as 1-methylethyl-2-O-beta-D-glucopyranosyl-(1" --> 6')-beta-D-glucopyanoside (1), linustatin (2), neolinustatin (3), lotaustralin (4), linamarin (5), deoxyguanosine (6), deoxyadenosine (7), (+)-pinoresinol-4'-O-beta-D-glucopyranoside (8), 4-O-beta-D-glucopyranosylvanillyl alcohol (9) and tachioside (10), separately. Among them, compound 1 is a new compound, and compounds 6, 8 and 10 were isolated from the linseed meal for the first time.


Subject(s)
Amygdalin , Chemistry , Deoxyadenosines , Chemistry , Deoxyguanosine , Chemistry , Flax , Chemistry , Glucosides , Chemistry , Glycosides , Chemistry , Lignans , Chemistry , Molecular Structure , Nitriles , Chemistry , Plants, Medicinal , Chemistry , Seeds , Chemistry
9.
Article in Chinese | WPRIM | ID: wpr-350672

ABSTRACT

A new compound (1), together with ten known compounds (2-11), have been isolated from the branch of Litsea greenmaniana by using various chromatographic techniques. Their structures were identified by spectroscopic data analysis as N-trans-3, 4-methylenecinnamoyl-3-methoxytyramine (1), N-trans-feruloyltyramine (2), N-cis-feruloyltyramine (3), (+)-sesamin (4), (+)-pinoresinol(5), cinnamophilin (6), dihydrodehydrodiconiferyl alcohol (7), benzoic acid (8), 4-hydroxy ethylbenzoate (9), p-hydroxybenzaldehyde(10), and 4-hydroxy-3-methoxy-benzyl alcohol (11). Compound 1 was a new compound, and compounds 2-11 were obtained from this plant for the first time.


Subject(s)
Drugs, Chinese Herbal , Chemistry , Litsea , Chemistry , Mass Spectrometry , Molecular Structure
10.
Article in Chinese | WPRIM | ID: wpr-294105

ABSTRACT

Eighteen compounds were isolated by a combination of various chromatographic techniques including column chromatography over macroporous resin, MCI gel, silica gel, and sephadex LH-20 and reversed-phase HPLC. Their structures were elucidated by spectroscopic data analysis as adinoside A (1), stryspinoside (2), benzyl alcohol beta-glucopyranoside (3), benzyl 2-o-beta-D-glucopyranosyl-2,6-dihydroxybenzoate (4) , gentisic acid 2-O-beta-D-glucopyranoside (5), eugenyl beta-D-glucopyranoside (6) , eugenyl-P-xylopyranosyl-(1-->6)-beta-glucopyranoside (7), (-)-lyoniresinol 9-O-fP-D-glucopyranoside (8) , (+)-lyoniresinol 9-O-beta-D-glucopyranoside (9) , apigenin-7-O-L-rhamnopyranoside (10), luteolin-3 '-O-L-rhamnoside (11) , ursolic acid (12) , beta-sitosteryl-3beta-glucopyranoside-6'-O-palmitate (13), abscisic acid (14), guanosine (15), 5-methyluracil (16), trans-cinnamic acid (17), and 4-hydroxybenzaldehyde(18). These compounds were obtained from this plant for the first time.


Subject(s)
Benzaldehydes , Flowers , Chemistry , Gentisates , Glucosides , Hydroxybenzoates , Lonicera , Chemistry , Luteolin , Thymine , Triterpenes
11.
Acta Pharmaceutica Sinica ; (12): 82-86, 2010.
Article in English | WPRIM | ID: wpr-250657

ABSTRACT

By using a combination of various chromatographic techniques including column chromatography over silica gel and Pharmadex LH-20 and reversed-phase HPLC, two minor new compounds, labda-12, 14-dien-6beta, 7alpha, 8beta, 17-tetraol (1), 2, 3-cis-6-acetyl-5-hydroxy-2-(hydroxymethylvinyl)-2, 3-dihydrobenzofuran-3-ol angelate (2), and a minor new natural product 6-methoxy-4-methyl-3, 4-dihydro-2H-naphthalen-1-one (3) have been isolated from an ethanolic extract of Heteroplexis micocephala. Their structures were elucidated with spectroscopic data analysis including 2D NMR experiments.


Subject(s)
Aster Plant , Chemistry , Benzofurans , Chemistry , Diterpenes , Chemistry , Drugs, Chinese Herbal , Chemistry , Naphthalenes , Chemistry , Plants, Medicinal , Chemistry
12.
Article in Chinese | WPRIM | ID: wpr-264835

ABSTRACT

<p><b>OBJECTIVE</b>To investigate the chemical constituents from the branch of Fraxinus sieboldiana, and evaluate their antioxidative activity.</p><p><b>METHOD</b>The chemical constituents were isolated and purified by chromatographic techniques over silica gel, macroporous adsorbent resin, Sephadex LH-20, and preparative HPLC. Structures of the compounds were identified by spectroscopic methods. The antioxidant activity was evaluated by Fe(+2)-cystine induced rat liver microsomal lipid peroxidation.</p><p><b>RESULT</b>Eight coumarins were obtained and their structures were elucidated as esculin (1) , esculetin (2), fraxin (3), fraxetin (4), 6, 7-di-O-beta-D-glucopyranosylesculetin (5), scopoletin (6), cleomiscosin D (7) and cleomiscosin B (8). At a concentration of 10(-6) mol x L(-1), compound 4 showed antioxidative activity inhibiting Fe(+2)-cystine induced rat liver microsomal lipid peroxidation with inhibitory rate of 60%.</p><p><b>CONCLUSION</b>Compounds 5, 7 and 8 were obtained from the genus Fraxinus for the first time. Compound 4 showed remarkable antioxidative activity, which was higher than that of VE (35%).</p>


Subject(s)
Animals , Antioxidants , Chemistry , Pharmacology , Coumarins , Chemistry , Pharmacology , Fraxinus , Chemistry , Lipid Peroxidation , Magnetic Resonance Spectroscopy , Microsomes, Liver , Metabolism , Rats , Scopoletin , Chemistry , Pharmacology , Spectrometry, Mass, Electrospray Ionization , Umbelliferones , Chemistry , Pharmacology
13.
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
14.
Article in Chinese | WPRIM | ID: wpr-235270

ABSTRACT

<p><b>OBJECTIVE</b>To study the chemical constitutes of Acantophora spicifera.</p><p><b>METHOD</b>Compounds were isolated by normal phase silica gel and Sephadex LH-20 gel column chromatography, and reverse-phase HPLC, as well as recrystallization. Their structures were elucidated by spectroscopic methods.</p><p><b>RESULT</b>Seven compounds were isolated from A. spicifera and their structures were identified as aplysin (1), loloilide (2), (R)-(-)-dehydrovomifoliol (3), uracil (4), thymine (5), 1-methoxy-4-(1-propenyl) benzene (6).</p><p><b>CONCLUSION</b>The compounds were obtained from this genus for the first time. Compound 6 was firstly obtained from marine organisms.</p>


Subject(s)
Chromatography , Methods , Chromatography, High Pressure Liquid , Methods , Rhodophyta , Chemistry , Sesquiterpenes , Chemistry , Styrenes , Chemistry , Thymine , Chemistry , Uracil , Chemistry
15.
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 , Cell Survival , Coumarins , Chemistry , Pharmacology , Ellagic Acid , Chemistry , Pharmacology , Euphorbiaceae , Chemistry , Macrophages, Peritoneal , Cell Biology , Bodily Secretions , Mice , Plant Stems , Chemistry , Plants, Medicinal , Chemistry , Tumor Necrosis Factor-alpha , Metabolism
16.
Article in Chinese | WPRIM | ID: wpr-350993

ABSTRACT

<p><b>OBJECTIVE</b>To investigate the chemical constituents of the brown alga D. divaricata, and to test cytotoxicities of the purified compounds.</p><p><b>METHOD</b>Compounds were isolated by normal phase silica gel, Sephadex LH-20 chromatography and reverse phase HPLC techniques. Their structures were elucidated by spectroscopic methods including IR, MS and NMR. Cytotoxicities were tested by MTT method.</p><p><b>RESULT</b>Eight compounds were isolated from ethanolic extract of the brown alga D. divaricata and their structures were identified as (-)-torreyol (I), 4beta, 5alpha-dihydroxycubenol (II), 3-farnesyl-p-hydroxybenzioc acid (III), chromazonarol (IV), fucosterol (V), phenyl acetylamine (VI), 4-hydroxybenzoic acid (VII) and n-hexadecanoic acid (VIII).</p><p><b>CONCLUSION</b>Compound II and IV were obtained from this alga for the first time. The others were isolated from the Dictyotaceae algae for the first time. All compounds were inactive (IC50 > 10 microg x mL(-1)) against human tumor cell lines KB, Bel-7402, PC-3M, Ketr 3 and MCF-7.</p>


Subject(s)
Cell Line, Tumor , Humans , Parabens , Chemistry , Pharmacology , Phaeophyta , Chemistry , Stigmasterol , Chemistry , Pharmacology , Terpenes , Chemistry , Pharmacology , Xanthenes , Chemistry , Pharmacology
17.
Article in Chinese | WPRIM | ID: wpr-315958

ABSTRACT

<p><b>OBJECTIVE</b>To investigate the chemical constituents of red alga Corallina pilulifera.</p><p><b>METHOD</b>Compounds were isolated by normal phase silica gel and Sephadex LH - 20 gel column chromatography, reverse phase HPLC and recrystallization. Their structures were elucidated by spectroscopic methods including MS, 1H-NMR, 13C-NMR, HSQC, HMBC. Cytotoxicity of the compounds was screened by using standard MTT method.</p><p><b>RESULT</b>Seven compounds were isolated from red alga C. pilulifera, their structures were identified as (E) -phytol epoxide (1), phytenal (2), phytol (3), dehydrovomifoliol (4), loliolide (5), 3beta-hydroxy-5alpha, 6alpha-epoxy-7-megastigmene-9-one (6), 4-hydroxybenzaldehyde (7).</p><p><b>CONCLUSION</b>All of the compounds were obtained from this species for the first time. These compounds were inactive (IC50 > 10 microg x mL(-1)) in the MTT assay.</p>


Subject(s)
Benzaldehydes , Chemistry , Pharmacology , Benzofurans , Chemistry , Pharmacology , Cell Line, Tumor , Humans , Phytol , Chemistry , Pharmacology , Rhodophyta , Chemistry
18.
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
19.
Article in Chinese | WPRIM | ID: wpr-246024

ABSTRACT

<p><b>OBJECTIVE</b>To investigate the chemical constituents of the red alga Gymnogongrus flabelliformis Harv.</p><p><b>METHOD</b>Compounds were isolated by normal phase silica gel and Sephadex LH - 20 gel column chromatography and reverse phase HPLC. Their structures were elucidated by spectroscopic methods including MS, 1H-NMR, 13C-NMR. Cytotoxicity of the compounds was screened by using standard MIT method.</p><p><b>RESULT</b>Five compounds were isolated from G. flabelliforrmis, their structures were identified as(3S, 6R, 7E)-( + )-3-hydroxyl-4, 7-mega-stigmadien-9-one (1), (3S, 5R, 6S, 7E)-(-)-3-hydroxy-5, 6-epoxy-7-megastigmene-9-one (2), (3S, 5S, 6R, 7E)-(+)3-hydroxy-5, 6-epoxy-7-megastigmene-9-one (3), dehydrovomifoliol (4), (3R)-(-)4-[(2R, 4S)-4-acetoxy-2-hydroxy-2, 6, 6-trimethylcyclohexylidene] -3-buten-2-one (5).</p><p><b>CONCLUSION</b>All of the compounds were obtained from this species for the first time and compound 1 was a new natural product. These compounds were inactive (IC50 > 10 microg x mL(-1)) in the MTT assay against several human cancer cell lines.</p>


Subject(s)
Antineoplastic Agents , Chemistry , Pharmacology , Butanols , Chemistry , Pharmacology , Cell Line, Tumor , Cell Survival , Chromatography, High Pressure Liquid , Cyclohexanones , Chemistry , Pharmacology , Humans , Inhibitory Concentration 50 , Magnetic Resonance Spectroscopy , Norisoprenoids , Chemistry , Pharmacology , Rhodophyta , Chemistry
20.
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
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