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1.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-294031

ABSTRACT

Eighteen lignans were isolated from an ethanol extract of Machilus robusta by a combination of various chromatographic techniques including column chromatography over silica gel, Sephadex LH-20 and reversed-phase HPLC. Their structures were identified by spectroscopic data analysis as isolariciresinol-9'-O-beta-D-xylopyranoside (1), (+)-5'-methoxy-isolariciresinol-9'-O-beta-D-xylopyranoside(2), lyoniresinol-9'-O-beta-D-xylopyranoside(3), (+)-(8S, 8'S) -4, 4'-dihydroxy-3, 3', 5, 5'-tetramethoxylignan-9, 9'-diol 9-O-beta-D-xylopyranoside (ssioriside, 4), lyoniresinol (5), meso-dihydroguaiaretic acid (6), (+)-(8S, 8'R)-3', 4, 4'-trihydroxy-3'-methoxylignan (7), (8S, 8'R)-4'-hydroxy-3, 3', 4-trimethoxylignan (meso-monomethyl dihydroguaiaretic acid, 8), (+)-guaiacin (9), isoguaiacin (10), (-)-(7'R, 8R, 8'R)-4, 4'-dihydroxy-3, 3', 5-trimethoxy-2, 7'-cyclolignan (11), henricine B (12), (-)-(7S, 7'S, 8R, 8'R)-4, 4'-dihydroxy-3, 3', 5, 5'-tetramethoxy-7, 7'-epoxylignan-9, 9'-dio] (7S, 7'S, 8R, 8'R-icariol A2, 13), (+)-(7R, 8R, 7'E)-4-hydroxy-3, 5'-dimethoxy-7, 4'-epoxy-8, 3'-neolignan-7'-ene (licarin A, 14), nectandrin B (15), machilin-I (16), (-)-pinoresinol (17), and (-)-syringaresinol (18). All compounds were isolated from this plant for the first time. In the preliminary assay, compound 17 showed inhibitory activity against NO secretion of mouse peritoneal macrophages with an inhibition rate of 72.2% at 10 micromol x L(-1).


Subject(s)
Lauraceae , Chemistry , Lignans , Chemistry , Mass Spectrometry , Molecular Structure , Plant Extracts , Chemistry
2.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-350638

ABSTRACT

Thirty-three compounds were isolated from the root decoction of Isatis indigotica by using a combination of various chromatographic techniques including silica gel, macroporous adsorbent resin, Sephadex LH-20, and reversed-phase HPLC. Their structures were elucidated by spectroscopic data as (+)-dehydrovomifoliol (1), (S)-(+)-abscisic acid (2), vomifoliol (3), cyclo (L-Phe-L-Leu) (4), cyclo(L-Phe-L-Tyr) (5), cyclo(L-Tyr-L-Leu) (6), cyclo(L-Pro-L-Tyr) (7), evofolin B (8), (+)-syringaresinol (9), (-)-(7R,7'R,8S,8'S)-4,4'-dihydroxy-3-methoxy-7,9';7',9-diepoxy-lignan (10), (-)-medioresinol (11), (+) -(7R,7'R,8S,8'S) -neo-olivil (12), (-) -5-methoxyisolariciresinol (13), 1,3-dihydro-2H-indol-2-one (14), isalexin (15), dihydroneoascorbigen (16), indican (17), (-) -(S) -cyanomethyl-3-hydroxyoxindole (18), isoformononetein (19), calycosin (20), stigamast-5-ene-3beta-ol-7-one (21), acetovanillone (22), 3, 5-dimethoxy-4-hydroxyacetophenone (23), dihydroconiferyl alcohol (24), dihyroferulic acid (25), 3-hydroxy-1-(4-hydroxyphenyl) propan-1-one (26), beta-hydroxypropiovanillone (27), 4-aminobenzoic acid (28), 3-(4-hydroxyphenyl) propan-1-ol (29), 4-(2-hydroxyethyl) phenol (30), 2-methoxy-4-vinylphenol (31), pyrocatechol (32), and 4-pentenamide (33). These compounds were isolated from the root of I. indigotica for the first time. In preliminary in vitro assays, compound 19 showed activity against the influenza virus A/Hanfang/359/95 (H3N2), the herpes simplex virus 1 (HSV-1), and Coxsackie virus B3 (Cox-B3), with IC50 values of 2.06, 6.84, and 8.70 micromol x L(-1), respectively, but other compounds were in-active at a concentration of 1.0 x 10 x (-5) mol x L(-1).


Subject(s)
Animals , Humans , Cell Line , Isatis , Chemistry , Plant Extracts , Chemistry , Pharmacology , Toxicity , Plant Roots , Chemistry
3.
Acta Pharmaceutica Sinica ; (12): 959-963, 2007.
Article in English | WPRIM (Western Pacific) | ID: wpr-268547

ABSTRACT

To study the chemical constituents of Ardisia punctata, compounds were isolated with a combination of multi-chromatography. Their structures were determined on the basis of spectral analysis and comparison to those of the known compounds. A 1,4-benzoquinone derivative and a alkylphenol were isolated from the petroleum ether extract of the roots of Ardisia punctata. Their structures were elucidated as 2-tridecyl-3-[(2-tridecyl-4-acetoxy-6-methoxy)-phenoxyl] -6-methoxy-1,4-benzoquinone (1) and 2-methoxy-4-hydroxy-6-tridecyl-phenyl acetate (2). The two compounds are both new.


Subject(s)
Ardisia , Chemistry , Benzoquinones , Chemistry , Molecular Structure , Phenylacetates , Chemistry , Plant Roots , Chemistry , Plants, Medicinal , Chemistry
4.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-350991

ABSTRACT

<p><b>OBJECTIVE</b>To study the chemical constituents from the roots of Ficus hirta.</p><p><b>METHOD</b>Compounds were isolated by chromatographic techniques on silica gel and HP-20 resin columns. Their structures were elucidated by chemical and spectroscopic methods.</p><p><b>RESULT</b>Ten compounds were identified as beta-sitosterol (1), stigmasterol (2), psoralene (3), 3beta-hydroxy-stigmast-5-en-7-one (4), 5-hydroxy-4', 6, 7, 8-tetramethoxy flavone (5), 4', 5, 6, 7, 8-pentamethoxy flavone (6), 4', 5, 7-trihydroxy-flavone (7), 3beta-acetoxy-beta-amyrin (8), 3beta-acetoxy-alpha-amyrin (9) and hesperidin (10).</p><p><b>CONCLUSION</b>The compounds 4, 5, 6 were obtained from this genus for the first time, and all the compounds were obtained from this plant for the first time.</p>


Subject(s)
Ficus , Chemistry , Ficusin , Chemistry , Flavones , Chemistry , Oleanolic Acid , Chemistry , Plant Roots , Chemistry , Plants, Medicinal , Chemistry , Sitosterols , Chemistry , Stigmasterol , Chemistry
5.
Acta Pharmaceutica Sinica ; (12): 830-834, 2006.
Article in English | WPRIM (Western Pacific) | ID: wpr-294930

ABSTRACT

<p><b>AIM</b>To study the chemical constituents of Ardisia punctata.</p><p><b>METHODS</b>Compounds were separated with a combination of multi-chromatography. Their chemical structures were determined on the basis of spectral analysis and single crystal X-ray diffraction.</p><p><b>RESULTS</b>Three compounds were isolated from chloroform extract of the roots of Ardisia punctata. Their structures were elucidated as 2-tridecyl-3-[(2-tridecyl-3-acetoxy-4-methoxy-6-hydroxy) -phenyl]-6-methoxy-1, 4-benzoquinone (1), 2-tridecyl-3-[(2-tridecyl-4,6-dihydroxy) -phenyl]-6-methoxy-1,4-benzoquinone (2) and 2-tridecyl-3-[(2-pentadecyl-4,6-dihydroxyl) -phenyl]-6-methoxy-,4-benzoquinone (3).</p><p><b>CONCLUSION</b>The three compounds are new 1,4-benzoquinone derivatives.</p>


Subject(s)
Ardisia , Chemistry , Benzoquinones , Chemistry , Molecular Conformation , Molecular Structure , Phenols , Chemistry , Plant Roots , Chemistry , Plants, Medicinal , Chemistry , Resorcinols , Chemistry
6.
Article in Chinese | WPRIM (Western Pacific) | ID: wpr-356768

ABSTRACT

<p><b>OBJECTIVE</b>To study the chemical constituents from the roots of Ardisia punctata.</p><p><b>METHOD</b>Compounds were isolated by chromatographic techniques on silica gel and Rp-HPLC column. Their structures were elucidated by chemical and spectroscopic methods.</p><p><b>RESULT</b>Twelve compounds were identified as 3-hydroxy-5-tridecyl-methyl phenyl ether (1), 5-pentadecyl-1, 3-benzenediol (2), 2-methoxy-6-tridecyl-1, 4-benzoquinone (3), 2-methoxy-6-pentadecyl-1, 4-benzoquinone (4), glutinol (5), ardisicrenoside A (6), ardisiacrispin B (7), 24-ethyl-5a-cholesta-7, 22(E)-dien-3-one (8), 24-ethyl-5alpha-cholesta-7, 22(E)-dien-3beta-ol (9), daucosterol (10), vanillin acid (11), tetratriacontanoic acid (12).</p><p><b>CONCLUSION</b>All the compounds were obtained from this plant for the first time.</p>


Subject(s)
Ardisia , Chemistry , Benzoquinones , Chemistry , Oleanolic Acid , Chemistry , Plant Roots , Chemistry , Plants, Medicinal , Chemistry , Saponins , Chemistry , Triterpenes , Chemistry
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