ABSTRACT
To study the anti-tumor metastatic constituents in Rhodiola wallichiana (HK) S H Fu var Cholaensis (Praeg) S H Fu, chemical constituents were isolated and purified by repeated column chromatography (silica gel, Toyopearl HW-40C and preparative HPLC). Their structures were elucidated on the basis of spectral data analysis. The anti-tumor metastasis assay was applied to evaluate the activities of the isolated compounds. Ten compounds (1-10) were isolated and their structures were identified by comparison of their spectral data with literature as follows: syringic acid (1), salidroside (2), tyrosol (3), scaphopetalone (4), berchemol (5), 2,6-dimethoxyacetophenone (6), rhobupcyanoside A (7), miyaginin (8), chavicol-4-O-β-D-apiofuranosyl-(1 --> 6)-O-β-D-glucopyranoside (9), eugenyol-O-β-D-apiofuranosyl-(1 --> 6)-O-β-D-glucopyranoside (10). Compounds 4-6 and 8-10, were isolated from this genus for the first time, while compound 7 was isolated from this plant for the first time. Compounds 2, 6-8 showed positive anti-tumor metastatic activities, and compounds 2 and 8 showed significant anti-tumor metastatic activities.
Subject(s)
Humans , Antineoplastic Agents, Phytogenic , Pharmacology , Cell Line, Tumor , Neoplasm Metastasis , Rhodiola , ChemistryABSTRACT
Hedyotis hedyotidea has been traditionally used for the treatment of arthritis, cold, cough, gastro-enteritis, headstroke, etc. But few studies have screened the active compounds from extracts of H. hedyotidea. In this study, the structure of the chemical constituents from stems of H. hedyotidea were determined and the immunosuppressive activity of the compounds was evaluated. The compounds were separated and purified with silica gel, gel column chromatographies and preparative HPLC, and their structures were identified by spectral methods such as MS and NMR. Eleven compounds were obtained and identified as(6S,9S) -vomifoliol (1), betulonic acid (2), betulinic acid (3), betulin(4), 3-epi-betulinic acid (5), ursolic acid (6), β-sitosterol (7), stigmast-4-en-3-one (8), 7β-hydroxysitosterol (9), (3β,7β) -7-methoxystigmast-5-en-3-ol (10) and morindacin (11). This is the first report of compounds 1, 2, 4, 8, 9, 10 and 11 from H. hedyotidea. Compounds 1, 2 and 8-11 were firstly isolated from the genus Hedyotis, and compounds 9 and 10 were isolated from the family Rubiaceae for the first time. The immunosuppressive activity of these compounds was tested using the lymphocyte transsormationtest. Compounds 4, 6 and 9 showed significant immunosuppressive activity.
Subject(s)
Animals , Male , Mice , Drugs, Chinese Herbal , Chemistry , Pharmacology , Hedyotis , Chemistry , Immunosuppressive Agents , Chemistry , Pharmacology , Lymphocytes , Allergy and Immunology , Mass Spectrometry , Mice, Inbred C57BL , Molecular Structure , Plant Stems , ChemistryABSTRACT
Chemical constituents of Inula japonica were isolated and purified by repeated column chromatographies, over silica gel, and Toyopearl HW-40, and preparative HPLC. On the basis of spectral data analysis, including NMR and MS data, the structures of the isolates were elucidated and their anti-inflammatory activities were assayed. Fifteen compounds were isolated from the ethyl acetate extract of I. japonica, and their structures were elucidated as dihydrosyringenin (1), (3S, 5R, 6S, 7E)-5,6-epoxy-3-hydroxy-7-megastigmen-9-one (2), (6R, 7E) -9-hydroxy-4,7-megastigmadien-3-one (3), arnidiol (4), taraxasterol acetate (5), 8,9,10-trihydroxythymol (6), taxifolin (7), luteolin (8), napetin (9), eupatin (10), spinacetin (11), quercetin (12), p-hydroxycinnamic acid (13), caffeic acid (14), and caffeoyl acetate (15). Compounds 1, 2, 7, 13 and 15 were isolated from the genus Inula for the first time, and compounds 3, 4, 9-11 and 14 were isolated from this plant for the first time. The anti-inflammatory activity result showed that compounds 3, 6-12 and 14 exhibited inhibition effect against leukotriene C4 (LTC4) synthesis and degranulation definitely in c-Kit Ligand (KL) induced mast cells, and compound 8 and 12 also had the suppression effect against lipopolysacharide(LPS) induced nitric oxide (NO) activity in RAW264.7 macrophages. It is firstly reported that compounds 7 and 9-11 possessed potent inhibition activities against LTC4 generation and degranulation in mast cells.
Subject(s)
Animals , Mice , Anti-Inflammatory Agents , Chemistry , Pharmacology , Cell Line , Inula , Chemistry , Macrophages , Mast Cells , Mice, Inbred BALB C , Plant Extracts , Chemistry , PharmacologyABSTRACT
To study chemical constituents from Pachysandra terminalis. By repeated column chromatography, including silica gel, Toyopearl HW-40, and preparative HPLC, four new (14) and one known (5) compounds were isolated and purified. On the basis of spectral data analysis, the structure of isolated compounds were elucidated as follow: 2-methyl-3-methylenepentane-1, 2, 5-triol (1), 4-methyl-3-methylenepentane-1, 2, 5-triol (2), 4-methyl-3-methylenepentane-1, 2, 5-triol-5-O-beta-D-glucopyranoside (3), 4-methyl-3-methylenep- entane-1, 2, 5-triol-1-O-beta-D-glucopyranoside (4), (7S, 8R, 8' R)-(+)-lariciresinol-9-O-beta-D-glucopyrano-side (5). Compound 5 was isolated from this genus for the first time.
Subject(s)
Chromatography, Gel , Chromatography, High Pressure Liquid , Glucosides , Chemistry , Molecular Structure , Pachysandra , Chemistry , Plant Extracts , Chemistry , Plants, Medicinal , ChemistryABSTRACT
By repeated column chromatography, including silica gel, macroporous resin, and preparative HPLC, a new compound (1) was isolated and purified. On the basis of spectroscopic methods, the structure of 1 was elucidated as ( - ) -epiafzelechin-3, 5-di-O-beta-D-apiofuranoside (1). In the bioassay screening experiments, glucose consumption assays in IR HepG2 cells and colorimetric assay of surface GLUT4myc translocation were used to assess the effects on glucose metabolism of compound 1. Both compound 1 and its derivatives--naringin could improve glucose consumption in IR HepG2 cells and enhance GLUT4 translocation in skeletal muscle cell L6myc in a dose-dependent manner, indicating that these two compouds showed potential anti-diabetic activities in vitro.
Subject(s)
Humans , Catechin , Pharmacology , Dose-Response Relationship, Drug , Glucose , Metabolism , Glucose Transporter Type 4 , Metabolism , Glycosides , Pharmacology , Hep G2 Cells , Hypoglycemic Agents , Pharmacology , Polypodiaceae , Chemistry , Protein TransportABSTRACT
<p><b>OBJECTIVE</b>To study the chemical constituents from Schisandra glaucescens.</p><p><b>METHOD</b>The chemical constituents were separated and purifed with silica gel, gel column chromatography preparative HPLC, and their structures were identified by such spectral methods as MS and NMR.</p><p><b>RESULT</b>Twelve compounds were separated from petroleum ether fractions, and identified as t-cadinol (1), alpha-cadinol (2), torreyol (3), (+)-ent-epicubenol (4), ent-T-muurolol (5), (-)-15-hydroxycalamenene (6), (-)-cubebol (7), 4-epi-cubebol (8), caryophyllenol-I (9), caryophyllenol-II (10), oxyphyllenodiols A (11), caryolane-1,9/3-diol (12).</p><p><b>CONCLUSION</b>Compounds 4, 6-12 were separated from the genus for the first time, while compounds 1-12 were separated from this plant for the first time.</p>
Subject(s)
Chromatography, High Pressure Liquid , Drugs, Chinese Herbal , Chemistry , Magnetic Resonance Spectroscopy , Molecular Structure , Plant Stems , Chemistry , Schisandra , Chemistry , Sesquiterpenes , ChemistryABSTRACT
<p><b>OBJECTIVE</b>To isolate and elucidate the chemical constituents with the cytotoxicity activity from the rhizome of Actaea asiatica.</p><p><b>METHOD</b>The chemical constituents were isolated by repeated column chromatography (Toyopearl HW40C and preparative HPLC) and the structure of compound 1 was elucidated by spectral data analysis.</p><p><b>RESULT</b>A cycloartane triterpene saponin com- pound was isolated and identified to be (23R)-16beta, 23: 23alpha, 26: 24alpha: 25-triepoxy-9, 19-cyclolanost-7-en-3beta-O-beta-D-xylopyranoside.</p><p><b>CONCLUSION</b>Compound 1 was a new compound and named (23R)-26-deoxycimicifugoside. The IC50 values of compound 1 for cell growth inhibition of Hela and L929 cell lines were 72.24 and 55.97 mg x L(-1), respectively.</p>
Subject(s)
Animals , Humans , Mice , Actaea , Chemistry , Cell Line, Tumor , Cell Proliferation , Plant Structures , Chemistry , Saponins , PharmacologyABSTRACT
<p><b>OBJECTIVE</b>To study the chemical constituents from Anemone flaccida.</p><p><b>METHOD</b>Chemical constituents were isolated by repeated column chromatography (silica gel, Toyopearl HW-40C and preparative HPLC). The structures were elucidated on the basis of spectral data analysis.</p><p><b>RESULT</b>Twelve triterpenes were isolated and their structures were identified as follow: oleanolic acid (1), oleanolic acid 3-O-beta-D-glccopyranosyl-(1-->2)-beta-D-xylopyranoside (2), eleutheroside K (3), oleanolic acid 3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-xylopyranoside (4), oleanolic acid 3-O-beta-D-glccopyranosyl-(1-->2)-alpha-L-arabinofurnoside (5), oleanolic acid 3-O-beta-D-glccuronopyranose (6), oleanolic acid 3-O-beta-D-glccuronopyranose methyl ester (7), oleanolic acid 28-O-alpha-L-rhamnopyranosyl(1-->4)-beta-D-glccopyranosyl (1-->6)-beta-D-glccopyranosyl (8), oleanolic acid 3-O-beta-D-glccuronopyranose 28-O-alpha-L-rhamnopyranosyl (1-->4)-beta-D-glccopyranosyl (1-->6)-beta-D-glccopyranoside (9), oleanolic acid 3-O-beta-D-glccopyranosyl methyl ester 28-O-alpha-L-rhamnopyranosyl (1-->4)-beta-D-glccopyranosyl (1-->6)-beta-D-glccopyranoside (10), oleanolic acid 3-O-beta-D-glccopyranosyl-(1-->2)-beta-D-xylopyranosyl-28-O-alpha-L-rhamnopyranosyl (1-->4)-beta-D-glccopyranosyl (1-->6)-beta-D-glccopyranoside (11), oleanolic acid 3-O-alpha-L-rh-amnopyranosyl-(1-->2)-alpha-L-arabinopyrnosyl-28-O-alpha-L-rhamnopyranosyl (1-->4)-beta-D-glccopyranosyl (1-->6)-beta-D-glccopyranoside (12).</p><p><b>CONCLUSION</b>compounds 5-8, 10, 12 were isolated from this plant for the first time. Compounds 2, 5 and 11 showed positive anti-tumor activities.</p>
Subject(s)
Humans , Anemone , Chemistry , Antineoplastic Agents , Chemistry , Pharmacology , Cell Proliferation , Drugs, Chinese Herbal , Chemistry , Pharmacology , Eleutherococcus , Chemistry , Glycosides , Chemistry , Pharmacology , HeLa Cells , Magnetic Resonance Spectroscopy , Oleanolic Acid , Chemistry , Pharmacology , Plant Extracts , Chemistry , Pharmacology , Rhizome , Chemistry , Spectrometry, Mass, Electrospray IonizationABSTRACT
<p><b>OBJECTIVE</b>To study the active fraction and constituents from Potentilla chinesis.</p><p><b>METHOD</b>Tested fractions were obtained by different solvent-partition from 95% ethanol-extracts of P. chinesis, and tested compound was isolated by repeated chromatography. Anti-diabetes experiment was taken by using alloxan-induced diabetic mice.</p><p><b>RESULT</b>The fraction F and the tested compound revealed obvious difference comparing with the control group (P <0.01).</p><p><b>CONCLUSION</b>Fraction F and potentilla flavone revealed the significant hypoglycemic effect in alloxan-induced diabetic mice.</p>
Subject(s)
Animals , Female , Male , Mice , Blood Glucose , Metabolism , Diabetes Mellitus, Experimental , Blood , Drug Therapy , Drugs, Chinese Herbal , Chemistry , Pharmacology , Therapeutic Uses , Flavones , Flavonoids , Pharmacology , Hypoglycemic Agents , Chemistry , Pharmacology , Therapeutic Uses , Potentilla , ChemistryABSTRACT
<p><b>OBJECTIVE</b>The liposomes containing extracts of Tripterygium wilfordii were prepared and the possibility of entrapment of complex chemicals by liposomes were studied.</p><p><b>METHOD</b>The liposomes containing extracts of T. wilfordii were prepared by thin-film dispersion method, the effect of process parameters and composition of materials on the entrapment efficiency of the main components were studied. The stability of the liposomes dispersion was also evaluated.</p><p><b>RESULT</b>The liposomes made by thin-film dispersion method were mostly small unilamellar vesicles and their particle size was 30 nm to approximately 50 nm. The optimum entrapment efficiency of tripterine and the total alkaloids were respectively 98.10% and 88.63% but the liposomes dispersion was unstable when kept at 4 degrees C.</p><p><b>CONCLUSION</b>The complex chemicals can be entrapped by the liposomes, but its stability need to be improved furtherly.</p>
Subject(s)
Alkaloids , Chemistry , Cholesterol , Chemistry , Drug Carriers , Chemistry , Drug Compounding , Methods , Drug Stability , Drugs, Chinese Herbal , Chemistry , Hydrogen-Ion Concentration , Liposomes , Chemistry , Particle Size , Temperature , Time Factors , Tripterygium , Chemistry , Triterpenes , ChemistryABSTRACT
Phlomis umbrosa is a traditional medicinal plant, distributed in the north of China. In the west of Hubei province, its roots were used in the treatment of the rheumatic diseases in Tujia nationality. To study the chemical constituents from the rhizome of Phlomis umbrosa chemical constituents were isolated from the plant by using repeated silica gel, toyopearl HW-40 and preparative HPLC chromatography. The structures of the compounds were elucidated on the basis of one and two dimensional NMR spectroscopic techniques and HRESI-MS. Ten compounds, 6"-syringyl-sesamoside (1), decaffeoylverbascoside (2), calcelarioside B (3), verbascoside (4), isoverbascoside (5), alyssonoside (6), sesamoside (7), shanzhiside methyl ester (8), 8-acetyl-shanzhiside methyl ester (9), 7-epiphlomiol (10) were isolated from P. umbrosa. Compound 1 is a new compound. Compounds 2-6 are isolated from this plant for the first time.
Subject(s)
Chromatography, High Pressure Liquid , Glucosides , Chemistry , Glycosides , Chemistry , Magnetic Resonance Spectroscopy , Molecular Conformation , Molecular Structure , Phenols , Chemistry , Phlomis , Chemistry , Plants, Medicinal , Chemistry , Rhizome , Chemistry , Spectrophotometry, Infrared , Spectrophotometry, UltravioletABSTRACT
<p><b>OBJECTIVE</b>To study the chemical constituents from Centella asiatica.</p><p><b>METHOD</b>Chemical constituents were isolated by repeated column chromatography (Toyopearl HW-40C and HPLC) and their structures were elucidated on the basis of spectroscopic method.</p><p><b>RESULT</b>Five compounds were identified as: docosyl ferulates (1), bayogenin (2), 3beta-6beta-23-trihydroxyolean-12-en-28-oic acid (3), 3beta-6beta-23-trihydroxyurs-12-en-28-oic acid (4), D-gulonic acid (5).</p><p><b>CONCLUSION</b>All of the Compounds were isolated for the first time from C. asiatica.</p>
Subject(s)
Centella , Chemistry , Chromatography, High Pressure Liquid , Methods , Coumaric Acids , Chemistry , Molecular Structure , Plants, Medicinal , Chemistry , Triterpenes , ChemistryABSTRACT
<p><b>OBJECTIVE</b>A HPLC-ELSD method was established for the simultaneous quantitative determination of asiaticoside in Centella asiatica extract.</p><p><b>METHOD</b>The column was packed with 5 m HIQ C18 stationary phase. The mobile phase consisted of acetonitrile-water, eluted in gradient mode. The temperature of drift tube was 105 degrees C and the nebulizer nitrogen flow rate was 2.9 L min(-1).</p><p><b>RESULT</b>The linear ranges of the asiaticoside were 0.35-7.0 microg. The recovery of the asiaticoside in C. asiatica extract was 94.9% (RSD 1.7%).</p><p><b>CONCLUSION</b>The method is reliable, simple, precise and could be used for the quality control of C. asiatica extract.</p>
Subject(s)
Centella , Chemistry , Chromatography, High Pressure Liquid , Methods , Drugs, Chinese Herbal , Chemistry , Reference Standards , Light , Molecular Structure , Plants, Medicinal , Chemistry , Quality Control , Reproducibility of Results , Scattering, Radiation , Triterpenes , ChemistryABSTRACT
<p><b>OBJECTIVE</b>To establish the chromatographic fingerprint of supercritical carbon dioxide extract of Tripterygium wilfordii.</p><p><b>METHOD</b>HPLC method was applied for quality assessment of T. Wilfordii, HPLC analysis was performed on Kromasil C18 (4. 6 mm x 250 mm, 5 microm) with the mixture of acetonitrile-1% per thousand H3PO4, as mobile phase in gradient mode. The samples were detected at UV of 267 nm with column temperature of 35 degrees C, analytic time was 80 min; Flow-rate was 1.0 mL x min(-1). The chromatographic fingerprint of ten batches of samples was determined, for establishing the chromatographic fingerprint of T. Wilfordii.</p><p><b>RESULT</b>Indicating 27 peaks in common, identified 21 peaks with chemical reference and HPLC-MS, and the HPLC fingerprint was established.</p><p><b>CONCLUSION</b>The method is steady and accurate with a good repeatability and can be used as a quality control method for T. Wilfordii.</p>
Subject(s)
Carbon Dioxide , Chemistry , Chromatography, High Pressure Liquid , Methods , Chromatography, Supercritical Fluid , Methods , Plant Extracts , Chemistry , Plant Roots , Chemistry , Plants, Medicinal , Chemistry , Reproducibility of Results , Spectrometry, Mass, Electrospray Ionization , Methods , Tripterygium , ChemistryABSTRACT
<p><b>OBJECTIVE</b>To study the active constituents from Alternanthera philoxeroides.</p><p><b>METHOD</b>The constituents were isolated with silica gel and Toyopearl HW-40C gel column chromatography and purified by HPLC. Their structures were elucidated by spectroscopy.</p><p><b>RESULT</b>Nine compounds were isolated and identified as phaeophytin a (1), pheophytin a' (2), oleanoic acid (3), beta-sitosterol (4), 3beta-hydroxystigmast-5-en-7-one (5), alpha-spinasterol (6), 24-methylenecycloartanol (7), cycloeucalenol (8), phytol (9).</p><p><b>CONCLUSION</b>Compounds 1,2,5,7-9 were isolated from this plant for the first time.</p>
Subject(s)
Amaranthaceae , Chemistry , Chlorophyll , Chemistry , Phytol , Chemistry , Phytosterols , Chemistry , Plant Leaves , Chemistry , Plant Stems , Chemistry , Plants, Medicinal , ChemistryABSTRACT
<p><b>OBJECTIVE</b>To study the chemical constituents of Potentilla chinesis and their anticancer activities.</p><p><b>METHOD</b>Chemical constituents were isolated by repeated column chromatography (Toyopearl HW-40C and preparative HPLC). The structures were elucidated on the basis of spectral data analysis. The isolated compounds were screened with two anticancer models.</p><p><b>RESULT</b>Fifteen triterpenes, alpha-amyrin (1) , beta-amyrin (2) , ursolic acid (3) , corosolic acid (4), euscaphic acid (5) , pomolic acid (6) , tormentic acid (7), 2alpha, 3alpha-dihydroxyurs-12-en-28-oic acid (8), 2beta, 3beta, 19alpha-trihydroxyurs-12-en-28-oic acid (9), asiatic acid (10) , 24-hydroxy tormentic acid (11) , myrianthic acid (12), oleanolic acid (13), maslinic acid (14) and 2alpha, 3alpha-dihydroxyolean-12-en-28-oic acid (15) , were isolated from P. chinesis.</p><p><b>CONCLUSION</b>Compounds 1, 2, 4 -15 were isolated from the plant for the first time. Compounds 4, 8 - 10, 12, 14 and 15 show anticancer activities. Compounds 4, 9 show strong activities.</p>
Subject(s)
Animals , Humans , Mice , Antineoplastic Agents, Phytogenic , Chemistry , Pharmacology , Cell Line , Cell Survival , Chromatography, High Pressure Liquid , Fibroblasts , Cell Biology , HeLa Cells , Molecular Structure , Plants, Medicinal , Chemistry , Potentilla , Chemistry , Triterpenes , Chemistry , PharmacologyABSTRACT
<p><b>OBJECTIVE</b>To research the constituents in needles of Pinus sylvestris.</p><p><b>METHOD</b>Repeated column chromatography and preparation HPLC are used for compound isolation, and their structures were elucidated on the basis of spectral data analysis.</p><p><b>RESULT</b>Six compounds, pinifolic acid (1), 15-oxo-8 (17) -labden-18-oic acid (2) , 15-acetoxy-labd-8 ( 17)-en-18-oic acid (3), dehydroabietic acid (4), 7alpha-hydroxydehydroabietic acid (5), 7beta-hydroxydehydroabietic acid (6) were isolated from the needles of P. sylvestris.</p><p><b>CONCLUSION</b>Compound 3-6 were isolated from the needles of P. sylvestris for the first time, and compound 3 is a new natural product. The petroleum ether and EtOAc extracts showed significant cytotoxic effects to Hela and A549. Compounds 2, 4-6 revealed a positive distinction compared to the control group.</p>
Subject(s)
Humans , Antineoplastic Agents, Phytogenic , Chemistry , Pharmacology , Cell Line, Tumor , Cell Survival , Chromatography, High Pressure Liquid , Diterpenes , Chemistry , Pharmacology , Abietanes , Chemistry , Pharmacology , HeLa Cells , Molecular Structure , Pinus sylvestris , Chemistry , Plant Leaves , Chemistry , Plants, Medicinal , Chemistry , Structure-Activity RelationshipABSTRACT
This paper reviewed the phytochemical and pharmacological research progress in Leontopodium medicinal plants, including the resource distribution, the chemical constitutes, the pharmacological activities and clinical application. The review has provided some information for the study and development of Leontopodium medicinal plants in future.
Subject(s)
Animals , Humans , Amaryllidaceae Alkaloids , Anti-Inflammatory Agents, Non-Steroidal , Pharmacology , Therapeutic Uses , Asteraceae , Chemistry , Drugs, Chinese Herbal , Pharmacology , Therapeutic Uses , Flavanones , Isoquinolines , Nephritis , Drug Therapy , Oils, Volatile , Phytotherapy , Plants, Medicinal , ChemistryABSTRACT
This paper reviewed the advances on effective constituents and biological activities of coumarins in recent ten years. Coumarins are a group of important natural compounds, and have been found to have multi-biological activities such as anti-HIV, anti-tumor, anti-hypertension, anti-arrhythmia, anti-osteoporosis, assuaging pain, preventing asthma and antisepsis. Therefore, further investigation should emphasize on improving techniques for extraction and separation, searching the effective precursory compound, and synthesizing and screening out courmarin derivatives with high activity and low toxicity.
Subject(s)
Animals , Humans , Anti-Arrhythmia Agents , Pharmacology , Anti-HIV Agents , Pharmacology , Antihypertensive Agents , Pharmacology , Antineoplastic Agents, Phytogenic , Pharmacology , Coumarins , Pharmacology , Plants, Medicinal , ChemistryABSTRACT
Cholelithiasis is one of the clinically common and frequently encountered diseases. In this paper, the Chinese Meteria Medica and prescriptions utilized to treat cholelithasis were discussed in four aspects. In addition, we discussed the clinical effect and mechanism of actions of these drugs in order to provide some reference for future drug development in this area.