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1.
Chinese Journal of Experimental Traditional Medical Formulae ; (24): 117-123, 2021.
Article in Chinese | WPRIM | ID: wpr-906278

ABSTRACT

Objective:To investigate the chemical constituents and antioxidant activities of Violae Herba from the Violaceae. Method:The 5 kg of Violae Herba was refluxing extracted with 3 times the amount of 95% ethanol for three times, then the extracting solution was combined, filtrated, concentrated under vacuum to get the total extract. Seven corresponding fractions were eluted with petroleum ether, dichloromethane, dichloromethane-methanol (50∶1, 10∶1, 5∶1, 2∶1) and methanol by silica gel column chromatography (60-100 mesh) on the total extract. Each fraction was isolated and purified by normal phase silica gel column chromatography, octadecylsilane chemically bonded silica (ODS) column chromatography, Sephadex LH-20 column chromatography and preparative high performance liquid chromatography (HPLC), respectively. The structures of the obtained compounds were identified by spectroscopic methods of nuclear magnetic resonance (NMR), mass spectroscopy (MS) and infrared spectroscopy (IR). Meanwhile, some of these compounds isolated from Violae Herba were carried on the 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging experiment. Result:Fourteen compounds were isolated from the 95% ethanol extract of Violae Herba, including <italic>N</italic>-acetyl-1-ethyl ester glutamic acid (<bold>1</bold>), <italic>N</italic>-acetyl glutamic acid-1-ethyl-5-methyl ester (<bold>2</bold>), aurantiamide (<bold>3</bold>), <italic>rel</italic>-(2<italic>α</italic>,3<italic>β</italic>)-7-<italic>O</italic>-methylcedrusin (<bold>4</bold>), oleanolic acid (<bold>5</bold>), <italic>α</italic>-tocopherol-quinone (<bold>6</bold>), tectochrysin (<bold>7</bold>), isoscopoletin (<bold>8</bold>), esculetin (<bold>9</bold>), 24-ethylcholesta-4,24(28)<italic>Z</italic>-dien-3-one (<bold>10</bold>), stigmasta-4,25-dien-3-one (<bold>11</bold>), <italic>β</italic>-sitostenone (<bold>12</bold>), <italic>β</italic>-sitosterol (<bold>13</bold>), (24<italic>R</italic>)-3<italic>β</italic>-hydroxy-ethylcholest-5-en-7-one (<bold>14</bold>). Conclusion:Compound <bold>2</bold> is a new natural product, compounds <bold>1</bold>, <bold>4</bold>, <bold>6</bold>, <bold>7</bold>, <bold>10</bold>-<bold>12 </bold>are isolated from the genus <italic>Viola</italic> for the first time. Compound <bold>9</bold> has significant antioxidant activity, while compounds <bold>2</bold>, <bold>6 </bold>and<bold> 8</bold> have certain DPPH free radical scavenging activity.

2.
Chinese Journal of Experimental Traditional Medical Formulae ; (24): 141-147, 2020.
Article in Chinese | WPRIM | ID: wpr-873261

ABSTRACT

Objective::To isolate and identify the chemical constituents from the 95%, 75%ethanol extracts of the stems of Zanthoxylum bungeanum. Method::The 25 kg stems of Z. bungeanum were extracted with 95%, 75%ethanol for three times, and the combined filtrates were concentrated under vacuum to get the extracts. The 95%extracts were then extracted by petroleum ether, dichloromethane, ethyl acetate and n-butanol successively to obtain corresponding fractions. Such fractions and 75%extracts were isolated and purified by silicagel, Sephadex LH-20, ODS, preparation HPLC and recrystallization to obtain compounds. Their structures were identified by mass spectroscopy (MS), and nuclear magnetic resonance (NMR). Result::Sixteen compounds were isolated from the stems of Z. bungeanum and identified as dictamnine(1), decarine(2), zanthobungeanine(3), pseudocolumbamine(4), skimmianine(5), norchelerythrine(6), osthenol(7), dimethylfraxetin(8), 3, 4, 5-trimethoxycinnamylalcohol(9), asarinin(10), yangambin(11), syringaresinol(12), ashantin(13), bis(2-ethylhexyl) benzene-1, 2-dicarboxylate(14), 24-propylcholesterol(15), and sucrose(16). Conclusion::Compounds pseudocolumbamine(4), 3, 4, 5-trimethoxycinnamylalcohol(9), and 24-propylcholesterol(15)were isolated from the genus of Zanthoxylum for the first time and compounds dictamnine(1), osthenol(7), dimethylfraxetin(8), asarinin(10), yangambin(11), syringaresinol(12), ashantin(13), and bis(2-ethylhexyl) benzene-1, 2-dicarboxylate(14)were isolated from this plant for the first time.

3.
Chinese Journal of Experimental Traditional Medical Formulae ; (24): 152-157, 2020.
Article in Chinese | WPRIM | ID: wpr-872998

ABSTRACT

Objective::To investigate the chemical constituents from Paeonia veitchii. Method::P. veitchii samples (30 kg) were extracted with 95% ethanol for four times and then filtrated, and the combined filtrates were concentrated under vacuum to get the extracts. After suspension with water, exaction was conducted with petroleum ether, dichloromethane, ethyl acetate, n-butanol and water successively to obtain five corresponding fractions. The compounds were isolated and purified by silica gel, Sephadex LH-20, ODS column chromatography and prep-HPLC, and the structures of these compounds were determined by such spectrum technologies as infrared spectroscopy (IR), mass spectroscopy (MS), and nuclear magnetic resonance (NMR). Result::Sixteen compounds were isolated and their structures were identified as follows (1S, 5R, 6R)-1, 8-dihydroxypin-2-en-4-one (1), (2-hydroxyl)-phenyl-methyl-β-D-xylopyranoside (2), flufuran (3), 6′-O-vanillylpaeoniflorin (4), methyl 2, 5-dihydroxycinnamate (5), (1S, 2S, 5R, 6R)-1, 8-dihydroxypin-4-one (6), palbinone (7), 4-O-methylpaeoniflorin (8), 4-O-ethylpaeoniflorin (9), benzoyloxypaeoniflorin (10), benzoic acid (11), gallic acid (12), methyl gallate (13), ethyl gallate (14), β-sitosterol (15), and 1, 2, 3, 4, 6-penta-O-galloyl-β-D-glucopyranose (16). Conclusion::Compounds 1, 2 were new natural compounds; compound 3 was isolated from genus Paeonia for the first time, and compounds 4-7 were isolated from this plant for the first time.

4.
Chinese Journal of Experimental Traditional Medical Formulae ; (24): 161-166, 2019.
Article in Chinese | WPRIM | ID: wpr-802215

ABSTRACT

Objective:To isolate and identify the chemical constituents from 95%ethanol extracts from stems of Zanthoxylum bungeanum. Method:The stems (25 kg) were extracted with 95%ethanol under reflux for three times and then filtrated,and the combined filtrates were concentrated under vacuum to get the extracts. After suspension with water,the extracts were extracted with petroleum ether,dichloromethane,ethyl acetate and n-butanol successively,and five corresponding parts were obtained. The parts of petroleum ether,dichloromethane,ethyl acetate were separated in a similar way to get pure compounds. By the method the subjects were first chromatographed on silica gel column respectively,then the selected sub-fractions were further separated by Sephadex LH-20, and finally purified on preparation HPLC to get the monomer compound. The n-butanol part was first treated with macroporous resin D101,and then the sub-fractions were further purified by almost the same method as mentioned above. The structures of these compounds were determined by spectrum technology as IR,MS,1H-NMR,13 C-NMR. Result:Ten compounds were isolated from Z. bungeanum stems and identified as follows:(+)-magnoflorine(1),(-)-marmesin(2),(-)-columbianetin(3),(-)-decursinol(4),lupeol(5),α-amyrin(6),β-amyrin(7),δ-amyrin(8),quercetin(9),rutin(10). Among them, 1 was alkaloid, 2,3,4 were coumarin, 5,6,7,8 were triterpenoid, 9,10 were flavonoids. Conclusion:Compounds 1-8 were isolated from this plant for the first time.

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