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1.
China Journal of Chinese Materia Medica ; (24): 2318-2322, 2017.
Article in Chinese | WPRIM | ID: wpr-275131

ABSTRACT

Nine compounds, including five lignan glycosides (1-5), three sucrose esters (6-8), and one organic acid ester (9), were isolated from the ethanol extract of the roots of Securidaca inappendiculata by various chromatographic methods including silica gel, MPLC and preparative HPLC. Their structures were elucidated as acernikol-4″-O-β-D-glucopyranoside (1), (7R, 8S)-dihydrodehydrodiconiferyl alcohol 9-O-β-D-glucopyranoside (2), (7R, 8S)-dihydrodehydrodiconiferyl alcohol 4-O-β-D-glucopyranoside (3), (7R, 8S)-dihydrodehydrodiconiferyl alcohol 9'-O-β-D-glucopyranoside (4), (7R, 8S)-5-methoxydihydrodehy-drodiconiferyl alcohol 4-O-β-D-glucopyranoside (5), 3, 6'-O-diferuloylsucrose (6), 3-O-feruloyl-6'-O-sinapoylsucrose (7), sibricose A5 (8), and mehyl ferulate (9) on the basis of 1H-, 13C-NMR and MS experiments. Compounds 1-5, 8, and 9 were isolated from the Securidaca genus for the first time. Compounds 2, 3, and 7 exhibited weak cytotoxic activities against Hela and MCF-7 cell lines.

2.
China Journal of Chinese Materia Medica ; (24): 2473-2480, 2016.
Article in Chinese | WPRIM | ID: wpr-236003

ABSTRACT

The antithrombotic effect of Caragana jubata (Pall.)Poir.ethanolic extract (TE)was evaluated by inferior vena cava thrombosis in rats and acute pulmonary thrombosis in mice. To search for the bioactive fractions of TE, comparison on acute pulmonary thrombosis was made between the two main fractions of TE (TE-1 and TE-2). Besides, pharmacological effects of TE, TE-1 and TE-2 on bleeding time and clotting time were also studied. Reference substances combined with UPLC/DAD-q-TOF-MS were applied to identify the main six compounds and other chemical constituents of the TE. The results showed that TE could significantly reduce the rat thrombosis weight in all doses (P<0.01) and improve the protective rate to mice in medium and high doses (P<0.05). TE-2 showed a stronger effect on protecting the mice from paralysis or death and prolonging the bleeding time and clotting time than TE-1. Chemical constituents in TE mainly include isoflavones, pterocarpans and stilbenoids. Constituents in TE-2 were mainly isoflavones and pterocarpans, while those in TE-1 were mainly stilbenoids, which could be inferred that all of these three kinds of constituents may be responsible for the antithrombotic effects of Caragana jubata.

3.
China Journal of Chinese Materia Medica ; (24): 2849-2853, 2015.
Article in Chinese | WPRIM | ID: wpr-284835

ABSTRACT

Seven acylated triterpene saponins were isolated from the roots of Securidaca inappendiculata by means of various chromatographic techniques such as silica gel, MPLC, preparative HPLC, and semi-preparative HPLC. Their chemical structures were identified as securioside A(1), securioside B(2), 3-O-β-D-glucopyranosyl presenegenin 28-O-β-D-xylopyranosyl-(1-->4)-α-L-rhamnopyranosyl-(1-->2)-[β-D-glucopyranosyl-(1-->3)]-4-O-[(E)-3,4-dimethoxycinnamoyl]-β-D-fucopyranosyl ester(3), 3-O-β-D-glucopyranosyl presenegenin 28-O-β-D-xylopyranosyl-(1-->4)-α-L-rhamnopyranosyl-(1-->2)-[β-D-glucopyranosyl-(1-->3) ] -4-O-[(E/Z)-3, 4-dimethoxycinnamoyl]-β-D-fucopyranosyl ester(3/4), 3-O-β-D-glucopyranosyl presenegenin 28-O-α-L-arabinopyranosyl-(1-->3)-β-D-xylopyranosyl-(1-->4)-α-L-rhamnopyranosyl-(1-->2)-4-O-[(E)-3,4-dimethoxycinnamoyl]-β-D-fucopyranosyl ester(5), polygalasa- ponin XLV(6), and polygalasaponin XLVI (7) on the basis of spectroscopic data analysis and physicochemical properties. Among them, compounds 5-7 were isolated from the plants in genus Securidaca for the first time and compounds 3, 3/4 were isolated from the species for the first time. The cytotoxicity assay showed that compounds 2, 3/4, 5 have moderate cytotoxic activities against Lewis lung carcinoma LLC cells with IC50 values of 41.10, 38.17, and 48.92 µmol · L(-1), respectively; compound 2 exhibited moderate cytotoxic activities against human breast cancer MCF-7 cells with an IC50 value of 47.93 µmol · L(-1).


Subject(s)
Humans , Antineoplastic Agents, Phytogenic , Pharmacology , MCF-7 Cells , Plant Roots , Chemistry , Saponins , Chemistry , Pharmacology , Securidaca , Chemistry
4.
China Journal of Chinese Materia Medica ; (24): 3220-3223, 2015.
Article in Chinese | WPRIM | ID: wpr-304829

ABSTRACT

Ten isoflavonoids were isolated from the heartwoods of Caragana changduensis Lion f. by means of various column chromatographic techniques. Based on the detailed spectral data analysis (MS and NMR), as well as comparison with the literatures, their chemical structures were determined as 7,2'-dihydroxy-8,4'-dimethoxyisoflavone (1), 4'-hydroxy-7,3'-dimethoxyisoflavone (2), 5, 7, 4'-trihydroxy-2',5'-dimethoxyisoflavone (3), prunetin (4), afrormosin (5), odoratin (6), genistein (7), texasin (8), pratensein (9), and 6,7,3'-trihydroxy-4'-methoxyisoflavone (10). Among them, compounds 1-3 and 9-10 were isolated from the Caragana genus for the first time. All the compounds were obtained from this species for the first time. In the preliminary assays, compounds 1, 2, 6, and 7 possessed significant inhibitory effects on NO production, with IC50 values of 48.12, 25.32, 62.71, 43.59 μmol x L(-1), respectively.


Subject(s)
Animals , Mice , Caragana , Chemistry , Drugs, Chinese Herbal , Chemistry , Pharmacology , Isoflavones , Chemistry , Pharmacology , Macrophages , Metabolism , Molecular Structure , Nitric Oxide , Metabolism
5.
China Journal of Chinese Materia Medica ; (24): 3484-3488, 2013.
Article in Chinese | WPRIM | ID: wpr-291341

ABSTRACT

With the yields of ferulic acid, coniferylferulate, Z-ligustilide, senkyunolide A, butylidenephthalide, butylphthalide, senkyunolide I, senkyunolide H, riligustilide, levistolide A, and total pharmacologically active ingredient as evaluation indexes, the extraction of Ligusticum chuanxiong by supercritical fluid technology was investigated through an orthogonal experiment L9 (3(4)). Four factors, namely temperature, pressure, flow rate of carbon dioxide, co-solvent concentration of the supercritical fluid, were investigated and optimized. Under the optimized conditions, namely 65 degrees C of temperature, 35 MPa of pressure, 1 L x min(-1) of CO2 flow rate, 8% of co-solvent concetration, supercritical fluid extraction could achieve a better yield than the conventional reflux extraction using methanol. And the supercritical fluid extraction process was validated to be stable and reliable.


Subject(s)
Benzofurans , Chromatography, Supercritical Fluid , Methods , Coumaric Acids , Drugs, Chinese Herbal , Ligusticum , Chemistry
6.
China Journal of Chinese Materia Medica ; (24): 3416-3421, 2012.
Article in Chinese | WPRIM | ID: wpr-308643

ABSTRACT

<p><b>OBJECTIVE</b>To establish a method for rapid identification of micro-constituents in monoammonium glycyrrhizinate by high-pressure solid phase extraction-high performance liquid chromatography-mass spectrometry.</p><p><b>METHOD</b>HPLC preparative chromatograph was adopted for determining the optimal method for high-pressure solid phase extraction under optimal conditions. 5C18-MS-II column (20.0 mm x 20.0 mm) was used as the extraction column, with 35% acetonitrile-acetic acid solution (pH 2. 20) as eluent at the speed of 16 mL x min(-1). The sample size was 0.5 mL, and the extraction cycle was 4.5 min. Then, extract liquid was analyzed by high performance liquid chromatography-mass spectrometry (HPLC-MS) after being concentrated by 100 times.</p><p><b>RESULT</b>Under the optimal condition of high-pressure solid phase extraction-high performance liquid chromatography-mass spectrometry, 10 components were rapidly identified from monoammonium glycyrrhizinate raw materials. Among them, the chemical structures of six micro-constituents were identified as 3-O-[beta-D-glucuronopyranosyl-beta-D-glucuronopyranosyl]-30-0-beta-D-apiopyranosylglycyrrhetic/3-O- [P-D-glucuronopyranosyl-beta-D-glucuronopyranosyl]-30-O-beta-D-arabinopyranosylglycyrrhetic, glycyrrhizic saponin F3, 22-hydroxyglycyrrhizin/18alpha-glycyrrhizic saponin G2, 3-O-[beta-D-rhamnopyranosyl]-24-hydroxyglycyrrhizin, glycyrrhizic saponin J2, and glycyrrhizic saponin B2 by MS(n) spectra analysis and reference to literatures. Four main chemical components were identified as glycyrrhizic saponin G2, 18beta-glycyrrhizic acid, uralglycyrrhizic saponin B and 18alpha-glycyrrhizic acid by liquid chromatography, MS(n) and ultraviolet spectra information and comparison with reference substances.</p><p><b>CONCLUSION</b>The method can be used to identify chemical constituents in monoammonium glycyrrhizinate quickly and effectively, without any reference substance, which provides basis for quality control and safe application of monoammonium glycyrrhizinate-related products.</p>


Subject(s)
Chromatography, High Pressure Liquid , Methods , Drugs, Chinese Herbal , Chemistry , Glycyrrhiza , Chemistry , Glycyrrhizic Acid , Chemistry , Mass Spectrometry , Methods , Molecular Structure , Solid Phase Extraction , Methods
7.
Chinese Journal of Otorhinolaryngology Head and Neck Surgery ; (12): 913-917, 2012.
Article in Chinese | WPRIM | ID: wpr-262446

ABSTRACT

<p><b>OBJECTIVE</b>To outline the clinical manifestations and compare the different radiological methods of detecting malformation of cervical segment of internal carotid artery.</p><p><b>METHODS</b>A retrospective analysis of 7 cases with malformation of cervical segment of internal carotid artery between May, 2004 and April, 2011. CT angiography (CTA) and magnetic resonance angiography (MRA) were used to detect the morphology of cervical segment of internal carotid artery.</p><p><b>RESULTS</b>This disease entity provided no obvious symptoms in five cases, and such complains as pharyngeal foreign body sensation in one and odynophagia in another. Physical examination showed a bulge with pulsation on pharyngeal wall in four cases, and apparent normal pharynges in other three patients, all of which were covered with intact pharyngeal mucosa. Twelve carotid arteries were observed in seven cases, five of which were showed tortuosity and seven kinking. All of the five patients with recorded radiological materials had identified malformations of internal carotid artery, two of which were tortuosity bilaterally and two kinking bilaterally and one tortuosity and kinking respectively. CTA and MRA revealed tortuosity of cervical segment of internal carotid arteries.</p><p><b>CONCLUSIONS</b>No typical clinical symptoms were shown in the malformation of cervical segment of internal carotid artery. Pharyngeal bulge with pulsation could be encountered. CTA and MRA showed excellent ability to depict the malformation of cervical segment of internal carotid artery and its relationship with surrounding structures, which could protect carotid artery from unintended damage.</p>


Subject(s)
Aged , Female , Humans , Male , Middle Aged , Angiography , Carotid Artery Diseases , Diagnostic Imaging , Pathology , Carotid Artery, Internal , Congenital Abnormalities , Diagnostic Imaging , Pathology , Magnetic Resonance Angiography , Retrospective Studies , Tomography, X-Ray Computed
8.
Acta Academiae Medicinae Sinicae ; (6): 105-109, 2006.
Article in Chinese | WPRIM | ID: wpr-281251

ABSTRACT

<p><b>OBJECTIVE</b>To explore the radiological diagnosis of primary malignant fibrous histiocytoma (MFH) of bone.</p><p><b>METHODS</b>Sixteen patients with biopsy-or surgery-confirmed MFH received both plain X-ray and CT examinations, among whom six patients simultaneously received MRI. The imaging features were analyzed and the differential diagnoses were assessed.</p><p><b>RESULTS</b>(1) Plain X-ray findings: All these lesions showed irregularly osteolytic, accompanied by cortical destruction. Five patients had varied degrees of cortical expansion, 12 had large soft tissue masses adjacent to the lesions, and only 2 had periosteal reaction. (2) CT findings: All lesions were osteolytic areas but had no evidences that its internal architecture had been replaced by soft tissue mass, and the cortical adjacent to the lesions were permeative osteolysis. Four patients had internal or marginal crest within the lesions and marginal inconsecutive osteosclerosis. Twelve had large soft tissue masses but without any calcification and residual architecture adjacent to the lesions, among which 3 patients had solitary or multiple cystic attenuation areas within the masses. No clear periosteal reaction was observed on CT. (3) MRI findings: All of lesions in 6 patients who received MRI showed inhomogeneous long T1 and long T2 abnormal signal intensity with soft tissue masses adjacent to the osteo-destructions.</p><p><b>CONCLUSIONS</b>The imaging manifestations of MFH were specific to some extent. Combined utilization of plain X-ray, CT, and MRI is helpful for the diagnosis and differential diagnosis of MFH.</p>


Subject(s)
Adult , Aged , Female , Humans , Male , Middle Aged , Bone Neoplasms , Diagnosis , Diagnostic Imaging , Pathology , Histiocytoma, Malignant Fibrous , Diagnosis , Diagnostic Imaging , Pathology , Magnetic Resonance Imaging , Retrospective Studies , Tomography, X-Ray Computed , X-Ray Film
9.
Acta Pharmaceutica Sinica ; (12): 536-538, 2005.
Article in Chinese | WPRIM | ID: wpr-353478

ABSTRACT

<p><b>AIM</b>To study the benzophenones in the roots of Securidaca inappendiculata Hassk.</p><p><b>METHODS</b>Column chromatography (including silica gel and Sephadex LH-20) was used to isolate benzophenones whose structures were elucidated by HREI-MS, NMR (1D and 2D) methods.</p><p><b>RESULTS</b>A new benzophenone was isolated and identified as 2-methoxy-3,4-methylenedioxy-benzophenone (I), along with a known compound 4-hydroxy-2,6-dimethoxy-benzophenone (II).</p><p><b>CONCLUSION</b>Compound I is a new one named as securiphenone B, compound II was isolated from the genus for the first time.</p>


Subject(s)
Benzophenones , Chemistry , Molecular Conformation , Molecular Structure , Plant Roots , Chemistry , Plants, Medicinal , Chemistry , Securidaca , Chemistry
10.
Acta Pharmaceutica Sinica ; (12): 127-131, 2004.
Article in Chinese | WPRIM | ID: wpr-301132

ABSTRACT

<p><b>AIM</b>To develop a method of identifying the existing of Panax notoginseng in products of traditional Chinese medicine compound Danshen.</p><p><b>METHODS</b>Total ion chromatograms (TIC) of Panax notoginseng, P. ginseng, and P. quinquefolius were obtained by means of LC/MS. Extracted ion chromatograms (EIC) posses m/z of 770, 800, 932, 946 and 1,108 of above-mentioned three herbs was compared between species. EIC 800 and 946 were selected as differentiation marks to distinguish P. notoginseng from the other two species. The EIC 800 and 946 of P. notoginseng were also compared to the EICs obtained by the same method from Chinese patent medicines of compound Danshen pellet, compound Danshen tablet, and compound Danshen injection. EIC 800 and 946 of P. notoginseng and its products possess similar peaks, relative retention time, and relative integral areas. Main chemical constitutes of P. notoginseng were also identified by using LC/MS/MS.</p><p><b>RESULTS</b>EIC 800 and 946 were obviously different between P. notoginseng, P. ginseng, and P. quinquefolius. Patent medicines of compound Danshen pellet, compound Danshen tablet, which consist of extractions from P. notoginseng, possess the characteristic EICs. The selected EICs were stable and reproductive.</p><p><b>CONCLUSION</b>EIC 800 and 946, which correspond to ginsenoside Rg1, Re, and their isomers, can be used as identifying mark of P. notoginseng to differentiate it from other herbs, and also can be used to tell apart P. notoginseng from other herb extractions in Chinese patent medicines of compound Danshen.</p>


Subject(s)
Chromatography, Liquid , Drug Combinations , Drugs, Chinese Herbal , Chemistry , Ginsenosides , Mass Spectrometry , Panax , Chemistry , Classification , Phenanthrolines , Chemistry , Plant Roots , Chemistry , Plants, Medicinal , Chemistry , Salvia miltiorrhiza , Chemistry , Spectrometry, Mass, Electrospray Ionization
11.
Acta Physiologica Sinica ; (6): 417-421, 2003.
Article in Chinese | WPRIM | ID: wpr-290950

ABSTRACT

To investigate the changes in the nitric oxide (NO) contents, nitric oxide synthase (NOS) activity and inducible nitric oxide (iNOS) mRNA expression in arginine vasopressin (AVP)-induced cardiac fibroblasts (CFs) in vitro and its relation to nuclear factor-kappaB (NF-kappaB), CFs were isolated by trypsin digestion method. Nitric acid reductase method, spectrophotometry, reverse transcription-polymerase chain reaction (RT-PCR), immunofluorescence-interactive laser cytometer techniques and Western blotting were used respectively to detect NO contents, NOS activity, iNOS mRNA expression and the activation of NF-kappaB in CFs. AVP increased NO contents, NOS activity and iNOS mRNA expressions in a concentration-dependent manner; NF-kappaB was activated and mobilized from cytoplasm to nucleus in AVP-induced CFs; PDTC, one of the inhibitors of NF-kappaB, could inhibit aforementioned increments. It is suggested that the increases in NO contents, elevation of NOS activity and increment of iNOS mRNA expression may be mediated through NF-kappaB activation pathway in cultured CFs induced by AVP, and that NF-kappaB is involved in the occurrence and development of myocardial fibrosis.


Subject(s)
Animals , Rats , Animals, Newborn , Arginine Vasopressin , Pharmacology , Cells, Cultured , Fibroblasts , Cell Biology , Metabolism , Myocytes, Cardiac , Cell Biology , Metabolism , NF-kappa B , Metabolism , Nitric Oxide , Metabolism , Nitric Oxide Synthase Type II , Genetics , Metabolism , RNA, Messenger , Genetics , Metabolism , Rats, Sprague-Dawley
12.
Acta Pharmaceutica Sinica ; (12): 348-351, 2002.
Article in Chinese | WPRIM | ID: wpr-274813

ABSTRACT

<p><b>AIM</b>To investigate the chemical constituents of Securidaca inappendiculata.</p><p><b>METHODS</b>Compounds were isolated by silica gel column chromatography and Medium Pressure Liquid Chromatography, respectively. Structures of the compounds were elucidated by chemical evidence and spectral (UV, IR, MS, 1HNMR and 13CNMR) analysis.</p><p><b>RESULTS</b>Eight compounds (1-8) were isolated and identified. Seven of them (2-7) are known compounds: oleanolic acid, p-hydroxytruxinic acid, p-coumaric acid, ethyl p-methoxycinnamate, uridine, beta-sitosterol and daucosterol. One (1) is a new hemiterpenoic acid glycoside, named securiterpenoside.</p><p><b>CONCLUSION</b>A new hemiterpenoic acid glycoside, named securiterpenoside, was isolated from Securidaca inappendiculata Hassk. Seven known compounds were isolated from genus Securidaca for the first time.</p>


Subject(s)
Butyrates , Chemistry , Coumaric Acids , Chemistry , Glucosides , Chemistry , Molecular Conformation , Molecular Structure , Oleanolic Acid , Chemistry , Plant Stems , Chemistry , Plants, Medicinal , Chemistry , Securidaca , Chemistry
13.
China Journal of Chinese Materia Medica ; (24): 923-926, 2002.
Article in Chinese | WPRIM | ID: wpr-271839

ABSTRACT

<p><b>OBJECTIVE</b>To study the bioactive constituents, quinic acid esters, from Siphonostegia chinensis.</p><p><b>METHOD</b>The compounds were extracted with solvents, isolated by various column chromatography and identified by spectroscopic methods.</p><p><b>RESULT</b>Three quinic acid esters were isolated and identified as 3,4-di-O-caffeoylquinic acid(I), macranthoin F(II), and methyl ester of 3, 4,5-tri-O-caffeoylquinic acid (III).</p><p><b>CONCLUSION</b>All compounds were isolated from Siphonostegia for the first time.</p>


Subject(s)
Chlorogenic Acid , Chemistry , Plants, Medicinal , Chemistry , Quality Control , Saponins , Chemistry , Scrophulariaceae , Chemistry
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