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1.
China Pharmacy ; (12): 185-190, 2022.
Article in Chinese | WPRIM | ID: wpr-913109

ABSTRACT

OBJECTIVE To establi sh the fingerprint of Cnidium monnieri and a method for the content determination of 4 kinds of coumarins. METHODS Ultra-high performance liquid chromatography (UPLC) method was adopted to establish the fingerprints of 21 batches of C. monnieri ; their similarities were evaluated with Similarity Evaluation System of TCM Chromatographic Fingerprint (2012 edition);common peaks were identification by comparison with reference substance. Using 10 common peak areas as variables ,cluster analysis was performed for 21 batches of C. monnieri by the method of between groups. The relative correction factors of xanthotoxin ,bergapten and imperatorin were calculated by the same UPLC method with osthole as the internal reference. The contents of them were calculated by quantitative analysis of multi-components by single marker (QAMS),and compared with the results of external standard method. RESULTS Totally 10 common peaks were identified in the fingerprints of 21 batches of C. monnieri ;the similarities ranged from 0.997 to 1.000. Peak 4 was identified as xanthotoxin ,peak 8 as bergapten ,peak 9 as imperatorin and peak 10 as osthole. A total of 21 batches of samples were divided into 3 categories,of which S 7 was clustered into one category ,S14 was clustered into one category ,and the other 19 batches were clustered into one category. The relative deviations of the contents of xanthotoxin ,bergapten and imperatorin determined by QAMS and external standard method were in the range of 0.88% -1.07% ,2.22% -2.29% ,0.67% -2.93% ,respectively. CONCLUSIONS UPLC fingerprint of C. monnieri is successfully established ,and QAMS method for content determination of 4 coumarins is also established.

2.
Article in Chinese | WPRIM | ID: wpr-905970

ABSTRACT

Objective:Ultra-high performance liquid chromatography-quadrupole/orbitrap high resolution mass spectrometry (UHPLC-Q-Orbitrap-MS) was used to rapidly analyze and assign the chemical constituents of Naizilai granules. Method:An ACQUITY UPLC BEH Shield RP C<sub>18</sub> column (2.1 mm×100 mm, 1.7 µm) was selected for chromatographic analysis, the mobile phase was 0.1% formic acid aqueous solution (A) and acetonitrile (B) for gradient elution (0-3 min, 1%B; 3-16 min, 1%-11%B; 16-30 min, 11%-34%B; 30-37 min, 34%-52%B; 37-42 min, 52%-100%B; 42-44 min, 100%B), flow rate was 0.3 mL·min<sup>-1</sup> and the column temperature was 35 ℃. Mass spectrometry data of Naizilai granules were collected in positive and negative ion modes, the chemical constituents of this preparation were speculated and identified according to the precise molecular weight, secondary fragmentation and other information, combined with reference substance and literature data. Result:A total of 175 compounds were identified and speculated, including 72 flavonoids, 77 organic acids, 15 sesquiterpenes, 6 coumarins and 5 other compounds. Among these identified chemical constituents, there were 154 from <italic>Artemisia rupestris</italic>, 64 from <italic>Hyssopus cuspidatus</italic>, 33 from <italic>Cordia dichotoma</italic>, 42 from <italic>Viola tianshanica</italic>, 56 from <italic>Lactuca sativa</italic>, 65 from <italic>Mentha haplocalyx</italic>, 78 from <italic>Matricaria chamomilla</italic>, 28 from <italic>Ziziphus jujuba</italic>, 7 of which were common components of these eight herbs. Conclusion:The established analytical method can realize the rapid and accurate identification of the chemical constituents in Naizilai granules, and basically covers the main constituents of each medicinal material in the formula, so as to provide a basis for improving the quality evaluation system of the preparation and lay a foundation for elucidating the pharmacodynamic mechanism.

3.
Article in Chinese | WPRIM | ID: wpr-888087

ABSTRACT

Coumarins are the main active components in Psoraleae Fructus. To study the multi-component pharmacokinetics of Psoraleae Fructus, this study established a sensitive and rapid ultra-pressure liquid chromatography coupled to tandem mass spectrometry(UPLC-MS/MS) method for simultaneous determination of psoralen, isopsoralen, psoralenoside, and isopsoralenoside in rat plasma. After validation, the method was applied to the investigation of pharmacokinetics of psoralen, isopsoralen, psoralenoside, and isopso-ralenoside in rats after single and multiple administration of Psoraleae Fructus extract. The results revealed that the exposure of psoralen and isopsoralen in rat plasma was high after a single intragastric administration of Psoraleae Fructus extract, with an AUC_(0-∞) of 443 619-582 680 and 167 314-276 903 ng·mL~(-1)·h~(-1), respectively. Compared with these two compounds, the exposure of psoralenoside and isopsoralenoside was lower with marked gender difference. After 7-day administration of Psoraleae Fructus extract to rats, the AUC_(0-∞) of psoralen and isopsoralen was 29 701-81 783 and 39 234-89 914 ng·mL~(-1)·h~(-1), respectively, which was significantly lower than that at the first day(P<0.05), and that of psoralenoside and isopsoralenoside was 7 360-19 342 and 8 823-45 501 ng·mL~(-1)·h~(-1), respectively. There was no significant gender difference in exposure of psoralenoside and isopsoralenoside in male and female rats. However, the exposure of psoralenoside and isopsoralenoside in male rats was reduced(P<0.05), and the t_(1/2) and mean residence time(MRT) were shortened, suggesting that the removal of these two compounds from the body was accelerated.


Subject(s)
Administration, Oral , Animals , Benzofurans , Chromatography, High Pressure Liquid , Chromatography, Liquid , Drugs, Chinese Herbal , Ficusin , Furocoumarins/analysis , Glycosides , Psoralea , Rats , Tandem Mass Spectrometry
4.
Article in Chinese | WPRIM | ID: wpr-879135

ABSTRACT

The absorption is the key to the resulted efficacy of orally administered drugs and the small intestine is the main site to absorb the orally administered drug. In this paper, internationally recognized human colon adenocarcinoma cell line(Caco-2) monola-yer model which can simulate small intestinal epithelial cell was used to comparatively study the absorption and transportation diffe-rences of total coumarins and main individual coumarin in Angelica dahurica 'Yubaizhi' by separately using 6-and 12-well plates. It was found that apparent permeability coefficient(P_(app)) values of oxypeucedanin hydrate, byakangelicin and phellopterin were at the quantitative degree of 1 × 10~(-5) cm·s~(-1) when the individual administration was conducted independently, indicating that they were well-absorbed compounds. P_(app) ratio of their bi-directional transportation was close to 1, indicating that they can be absorbed across Caco-2 monolayer by passive diffusion mechanism without carrier mediation during the transportation. The similar trend of transportation was also observed for imperatorin, isoimperatorin and bergapten. The P_(app) values of oxypeucedanin hydrate, byakangelicin and bergapten were at quantitative degree of 1 × 10~(-5) cm·s~(-1) when the administration of total coumarins in Angelica dahurica 'Yubaizhi' was conducted, indicating that they were well-absorbed compounds. The results were consistent with those of independent administration of individual coumarins. Whereas, the P_(app) values of imperatorin, phellopterin and isoimperatorin in the total coumarins decreased, indicating that the interaction between compounds may exist although the P_(app) value ratio of bi-directional transportation was between 0.5 and 1.5. The results laid the foundation for intestinal absorption study of Angelica dahurica 'Yubaizhi' coumarins in compound Chinese medicine.


Subject(s)
Angelica , Caco-2 Cells , Coumarins , Drugs, Chinese Herbal , Humans , Intestinal Absorption , Plant Roots
5.
China Pharmacy ; (12): 443-452, 2021.
Article in Chinese | WPRIM | ID: wpr-873485

ABSTRACT

OBJECTIVE:To identif y and analyze the flavonoids and coumarins in Radix Ardisiae from different sources. METHODS:UPLC-QE-HF-MS/MS was adopted. The determination was performed on Zorbax Eclipse-C 18 column with mobile phase consisted of acetonitrile- 0.1% formic acid solution (gradient elution )at the flow rate of 0.3 mL/min. The column temperature was 30 ℃,and the temperature of injector was 4 ℃. The sample size was 2 µL;ESI source was applied in negative and positive scanning ion mode ,the heater temperature was 325 ℃,the sheath gas pressure was 45 arb,the auxiliary gas pressure was 15 arb,the purge gas pressure was 1 arb,the electrospray voltage was 3.5 kV,the capillary temperature was 330 ℃, S-lens RF level was 55%,scan mode was first-order full sca m/z 100-1 500,data-dependent secondary mass spectrometry scanning (dd-MS2,Top N =10),the resolution was 70 000 (first mass spectrometry ) , 17 500 (secondary mass spectrometry),the collision mode was high-energy collision dissociation. Through retrieving foreign and domestic databases as ChemSpider ,mzCloud,mzVault,PubChem,the structure of the compound was identified on the basis of related literatures and reference data ,and the conten ts were compared. RESULTS & CONCLUSIONS:A total of 47 components were separated from Radix Ardisiae of 3 kinds of sources as Ardisia crenata Sims,A. crispa(Thunb.)A. DC. ,A. crenata Sims var . bicolor (Walk)C. Y. Wu et C. Chen. A total of 17 flavonoids were identified ,including 9 flavonols (quercetin 3-O-rhamnoside-7-O-glucoside, myricetin, rutin, mauritanin, kaempferol, quercetin, isorhamnetin, quercetin,mearnsitrin),3 flavan-3-ols [(-)-epigallocatechin,catechin,epigallocatechin gallate )2 dihydroflavonoids [fustin , eriodictyol] and 3 other types [ 3-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-7-hydroxy-2-trifluoromethyl-chromen-4-one,methadone, oriciacridone F] ,10 coumarins {bergenin ,([ 7-hydroxy-4-methyl-2-oxo-2H-chromen-6-yl)oxy]acetic acid ,[7-(carboxymethoxy)- 4-methyl-2-oxo-2hydroxychromo-3-yl]acetic acid ,4,9-dihydroxy-7H-furo[3,2-g]chromen-7-one,6,7-dihydroxy-4-methylcoumarin, esculetin,fraxetin,7,8-dihydroxy-4-methylcoumarin,4-methylumbelliferyl glucuronide ,scoparone}. Results of content analysis showed that in flavonoids and coumarins ,there were 5 common components in Radix Ardisiae from 3 kinds of sources ,i.e. bergenin(peak 2),[7-(carboxymethoxy)-4-methyl-2-oxo-2-hydroxychromo-3-yl] acetic acid (peak 5),methadone(peak 16), quercetin(peak 18),oriciacridone F (peak 26);the contents of common components were significantly different. In addition to 5 common components ,there were 22 different chemical components ,which were compounds corresponding to peaks 1,3,4, 6-15,17,19-25 and 27,respectively. Among them ,compounds corresponding to peaks 3,6,8 and 23 were only found in A. crenata Sims var. bicolor(Walk)C. Y. Wu et C. Chen ;compounds corresponding to peaks 12-15,19 were only found in A. crispa (Thunb.)A. DC. UPLC-QE-HF-MS/MS method can efficiently ,accurately and quickly identify the flavonoids and coumarins in Radix Ardisiae from different sources.

6.
Article in English | WPRIM | ID: wpr-888790

ABSTRACT

Three new coumarins, integmarins A-C (1-3), and a new coumarin glycoside, integmaside A (4) were isolated from the leaves and stems of Micromelum integerrimum. Their structures were elucidated on the basis of 1D and 2D NMR and MS data, and their absolute configurations were assigned according to the ECD data of the in situ formed transition metal complexes and comparison of experimental and calculated ECD data. Compounds 1 and 2 are two rare coumarins with butyl and propyl moieties at the C-6 position; compound 3 is a novel coumarin with a highly oxidized prenyl group, and compound 4 is a rare bisdihydrofuranocoumarin glycoside.


Subject(s)
Coumarins/isolation & purification , Glycosides/isolation & purification , Molecular Structure , Plant Leaves/chemistry , Plant Stems/chemistry , Rutaceae/chemistry
7.
Article in Chinese | WPRIM | ID: wpr-862673

ABSTRACT

Objective::To analyze and identify the chemical constituents of Citri Sarcodactylis Fructus by an ultra-high performance liquid chromatography coupled with hybrid quadrupole-orbitrap high-resolution mass spectrometry (UPLC-Q-Orbirap HRMS) method. Method::Compounds were separated on Thermo Scientific Accucore™ C18 column (3 mm×100 mm, 2.6 μm). The mobile phase was 0.1% formic acid solution and 0.1% formic acetonitrile solution. The flow rate was 0.3 mL·min-1, and the column temperature was set at 30 ℃. HRMS was performed using an electrospray ion source (ESI), and scanned in a positive ion mode by means of full scan/data dependent secondary scan (Full MS/dd-MS2). Compound Discoverer 3.0 software that could be linked to mzCloud network database and local high-resolution mass spectrometry database of traditional Chinese medicine components was used to analyze the data, based on accurate molecular mass, retention behaviors and characteristic ion fragmentation of the compounds, as well as literature information and relevant reference materials. Result::Totally 54 chemical constituents in Citri Sarcodactylis Fructus were identified, including 16 flavonoids, 17 coumarins, 3 limonoids, 6 nucleosides and nucleobases, 2 organic acids, 3 aromatic aldehydes, 1 amino acid and 6 other components. Conclusion::The established UPLC-Q-Orbitrap HRMS method can be used to effectively and rapidly identify main chemical constituents of Citri Sarcodactylis Fructus. The findings provide a methodological reference and theoretical foundation for defining the pharmacodynamic material base and optimizing quality control index of Citri Sarcodactylis Fructus, which is of guiding significance for further development and utilization of the resources.

8.
Article in Chinese | WPRIM | ID: wpr-846488

ABSTRACT

Objective: To study the coumarins and alkaloids from the stems of Clausena lenis. Methods: The chemical constituents from the stems of C. lenis were separated and purified by silica gel, ODS, Sephadex LH-20 gel column chromatographies and preparative HPLC. Their structures were identified by physicochemical properties, spectroscopic analysis, as well as the comparisons with the data reported in literatures. Results: A total of 18 compounds were isolated from the 90% ethanol extract of the stems of C. lenis, which were identified as 6,8-diprenylumbelliferone (1), byakangelicin (2), tert-O-methylheraclenol (3), pabularinone (4), isogosferol (5), heraclenol (6), imperatorin (7), decursinol (8), xanthyletin (9), marmesin (10), skimmianine (11), kokusaginine (12), N-metilatanina (13), clausine Z (14), murrayanine (15), 2-methoxy-1-(3-methyl-buten-1-yl)-9H-carbazole-3-carbaldehyde (16), claulansine I (17) and clausehainanine A (18). Among them, compounds 1-10 were coumarins and 11-18 were alkaloids. Conclusion: All compounds are isolated from C. lenis for the first time, compounds 2, 3 and 8 are separated from the genus Clausena for the first time.

9.
Article in Chinese | WPRIM | ID: wpr-846319

ABSTRACT

Objective: To study coumarins from Notopterygium incisum and their anti-inflammatory effect. Methods: Coumarins were separated and purified by repeated column chromatography on silica gel and HPLC, and their chemical structures were determined by spectral data analyses of MS and NMR. Lipopolysaccharide (LPS)-induced RAW 264.7 macrophage cells accompanying overproduction of pro-inflammatory mediator nitric oxide (NO) were applied to investigate the anti-inflammatory effect of these purified coumarins. Results: Twenty-four coumarins were obtained and identified as isoimperatorin (1), angenomalin (2), psoralen (3), bergapten (4), capillarin (5), osthenol (6), 5-dehydronotopterol (7), anhydronotopoloxide (8), 7'-O-methylnotoptol (9), bergamottin (10), 7-isopentenyloxy-6-methoxy-coumarin (11), pabulenol (12), notopterol (13), demethylfuropinarine (14), notoptol (15), cnidilin (16), 6-isopentenyloxyumbelliferone (17), nodakenitin (18), isopimpinellin (19), nodakenin (20), decuroside V (21), decuroside I (22), marmesin-11-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside (23), and forbesoside (24), respectively. Coumarins 7-10, 13, and 15 exhibited potent inhibitory activity against LPS-induced NO production in RAW 264.7 cells with half maximal inhibitory concentration values from 8.50 to 35.12 μmol/L. Conclusion: Compound 7 is a new natural product; compound 17 is obtained from the roots and rhizomes of N. incisum for the first time; Unsaturated double bond on C-5 in the aromatic ring significantly improved the anti-inflammatory activity of coumarins.

10.
Article in Chinese | WPRIM | ID: wpr-878847

ABSTRACT

Pain is a complex, unpleasant feeling and emotional experience associated with actual or potential tissue damage, and manifests itself in certain autonomous psychological and behavioral responses. The commonly used opioid and non-steroidal anti-inflammatory analgesics(NSAIDs) may cause adverse reactions to the kidney, liver, cardiovascular or gastrointestinal system and cause problems of drug abuse. Therefore, it is necessary to study new analgesic drugs with less side effects and significant analgesic effects. A variety of natural products derived from terrestrial plants, microorganisms, marine organisms and fungi have been an important source of clinical medicines and provide an inexhaustible resource for the development and innovation of modern medicines. Therefore, this paper mainly reviews the natural non-alkaloids with analgesic activity in order to provide reference for the research and development of analgesic drugs derived from natural products.


Subject(s)
Analgesics/therapeutic use , Analgesics, Opioid/therapeutic use , Anti-Inflammatory Agents, Non-Steroidal/therapeutic use , Biological Products/therapeutic use , Humans , Pain/drug therapy
11.
Article in Chinese | WPRIM | ID: wpr-872899

ABSTRACT

Objective:To rapidly recognize and identify the chemical constituents in caulis of Erycibe schmidtii by ultra-high performance liquid chromatography coupled with Q-Exactive Focus mass spectrometry (UPLC-Q-Exactive Focus-MS/MS). Method:Taking 80% methanol extract of E. schmidtii caulis as the test solution, the chemical constituents in caulis of E. schmidtii were analyzed and identified. Thermo Accucure aQ C18 column (2.1 mm×150 mm, 2.6 μm) was used for chromatographic separation with the mobile phase of methanol (A)-0.1% formic acid solution (B) for gradient elution (0-12 min, 5%-25%A; 12-20 min, 25%-30%A; 20-28 min, 30%-38%A; 28-40 min, 38%-42%A). Positive and negative ion monitoring modes and heated electrospray ion source (HESI) were used for mass spectrographic analysis. The scanning range was m/z 80-1 200. Result:A total of 42 chemical constituents from caulis of E. schmidtii were identified, including 12 coumarins, 14 chlorogenic acids, 1 tropane alkaloid, 1 amide and 14 esterified glycosides. Conclusion:Chemical constituents in caulis of E. schmidtii can be quickly and fully identified by UPLC-Q-Exactive Focus-MS/MS. Among them, 11 compounds are unambiguously identified by comparing with reference standards, 31 compounds are reported for the first time in this herb, 2 compounds are reported for the first time in Erycibe plants. This paper can provide the important basis for study on pharmacodynamic material base and substitute development of E. schmidtii caulis.

12.
Biomédica (Bogotá) ; 39(3): 491-501, jul.-set. 2019. tab, graf
Article in English | LILACS-Express | LILACS | ID: biblio-1038809

ABSTRACT

Abstract Introduction: Parkinson's disease is the second most common neurodegenerative disease. Monoamine oxidase B inhibitors are used in the treatment of this disease concomitantly with levodopa or as monotherapy. Several substituted coumarins have shown activity as inhibitors of monoamine oxidase B. Objective: To evaluate the possible antiparkinsonian effects of the coumarin analogue FCS005 (3-methyl-7H-furo[3,2-g]chromen-7-one) in mouse models, as well as its inhibitory activity towards monoamine oxidases (MAO) and its antioxidant activity. Materials and methods: FCS005 was synthesized and the reversal of hypokinesia was evaluated in the reserpine and levodopa models. Moreover, in the haloperidol model, its anticataleptic effects were evaluated. Additionally, the monoamine oxidase inhibitory activity and antioxidant activity of FCS005 were evaluated using in vitro and ex vivo studies, respectively. Results: FCS005 (100 mg/kg) caused the reversal of hypokinesia in the reserpine and levodopa models. This furocoumarin also presented anti-cataleptic effects at the same dose. Besides, it showed selective inhibitory activity towards the MAO-B isoform and antioxidant activity. Conclusion: These results attribute interesting properties to the compound FCS005. It is important to continue research on this molecule considering that it could be a potential antiparkinsonian agent.


Resumen Introducción. El segundo trastorno neurodegenerativo más común es la enfermedad de Parkinson. Los inhibidores de la monoamino oxidasa B se emplean en el tratamiento de esta enfermedad en monoterapia o concomitantemente con levodopa. Varios compuestos cumarínicos han mostrado actividad como inhibidores de la monoamino oxidasa B. Objetivo. Evaluar los posibles efectos antiparkinsonianos del análogo de la cumarina FCS005 (3-methyl-7H-furo [3,2-g ] chromen-7-one) en modelos de ratones, la actividad inhibitoria frente a las monoamino oxidasas (MAO) y la actividad antioxidante. Materiales y métodos. Se sintetizó la furanocumarina FCS005 y, en los modelos de reserpina y levodopa, se evaluó si producía reversión de la hipocinesia; en el modelo de haloperidol se evaluaron sus efectos anticatalépticos. Además, se evaluó in vitro la actividad inhibidora de MAO y, ex vivo, la actividad antioxidante del compuesto FCS005. Resultados. El compuesto FCS005 en dosis de 100 mg/kg produjo la remisión de la hipocinesia en los modelos de reserpina y de levodopa. Esta furanocumarina presentó efectos anticatalépticos con la misma dosis. Además, mostró tener actividad inhibitoria selectiva sobre la MAO B, así como efectos antioxidantes. Conclusión. Los resultados evidenciaron propiedades interesantes del compuesto FCS005. Es importante continuar investigando esta molécula porque puede ser un potencial agente antiparkinsoniano.

13.
Natural Product Sciences ; : 181-199, 2019.
Article in English | WPRIM | ID: wpr-760573

ABSTRACT

Angelica decursiva Fr. et Sav. (Umbelliferae) has traditionally been used to treat different diseases due to its antitussive, analgesic, and antipyretic activities. It is also a remedy for thick phlegm, asthma, and upper respiratory infections. Recently, the leaf of A. decursiva has been consumed as salad without showing any toxicity. This plant is a rich in different types of coumarin derivatives, including dihydroxanthyletin, psoralen, dihydropsoralen, hydroxycoumarin, and dihydropyran. Its crude extracts and pure constituents possess anti-inflammatory, anti-diabetic, anti-Alzheimer disease, anti-hypertension, anti-cancer, antioxidant, anthelmintic, preventing cerebral stroke, and neuroprotective activities. This valuable herb needs to be further studied and developed not only to treat these human diseases, but also to improve human health. This review provides an overview of current knowledge of A. decursiva metabolites and their biological activities to prioritize future studies.


Subject(s)
Angelica , Apiaceae , Asthma , Complex Mixtures , Coumarins , Ethnobotany , Ficusin , Humans , Pharmacology , Plants , Respiratory Tract Infections , Stroke
14.
China Pharmacy ; (12): 518-522, 2019.
Article in Chinese | WPRIM | ID: wpr-817098

ABSTRACT

OBJECTIVE: To isolate and identify the coumarins from the seeds of Clausena lansium, and to study their inhibitory activity of α-glucosidase and nematicidal activity against Panagrellus redivivus. METHODS: Column chromatography, reversed phase silica gel column chromatography and HPLC method were used to separate and purify the coumarins from the seeds of C. lansium. The structures of compounds were identified according to physicochemical properties, 1H-NMR and 13C-NMR spectral data. Using acarbose and avermectin as positive control, PNPG and Berman funnel methods were used to investigate the α-glucosidase inhibitory activity and nematicidal activity against P. redivivus, respectively. RESULTS: Seven coumarins compounds were isolated from the seeds of C. lansium, and were identified as 7-hydroxy-1-benzopiran-2-one (Ⅰ), Wampetin (Ⅱ), Lansiumarin-C (Ⅲ), Claucoumarin A (Ⅳ), Clausenalansimin A (Ⅴ), (E,E)-8-(7-hydroxy-3,7-dimethylocta-2,5-dienyloxy) psoralen (Ⅵ), Dihydroindicolactone (Ⅶ). Under 0.25 mg/mL, the α-glucosidase inhibitory rates of compounds Ⅰ, Ⅲ, Ⅴ were (32.4±1.9)%,(37.1±6.0)%, (39.5±1.1)%, respectively. Under 2.5 mg/mL, corrected mortality of compounds Ⅰ, Ⅳwere 50.5% and 47.9%. CONCLUSIONS: Compounds Ⅰ, Ⅲ, Ⅴ show α-glucosidase inhibitory activity, and compounds Ⅰ,Ⅳ display nematicidal activity against P. redivivus.  α-Glucosidase inhibitory activity of compounds Ⅲ, Ⅴ, and nematicidal activity of compound Ⅳ are found for the first time.

15.
Article in Chinese | WPRIM | ID: wpr-798372

ABSTRACT

Psoralea Fructus,a commonly used traditional Chinese medicine in clinical application,is warm, spicy and bitter in nature and belongs to the kidney and spleen meridian. Psoralea Fructus has the function of warming kidney and tonifying yang,absorbing Qi and relieving asthma,warming spleen and stopping diarrhea,and in topical use, it can remove beverage. In recent years,considerable progress has been made in the study of chemical constituents and pharmacological effects of Psoralea Fructus. Nearly one hundred compounds have been isolated from it,including coumarins,flavonoids,and meroterpenes,and various types of compounds such as lipids,glycosides,volatile oils,and trace elements have been also found in Psoralea Fructus. In this article, the original literature was reviewed to summarize the main compound types and structural formula, with detailed reviews on pharmacological studies about its anti-tumor,anti-oxidant,anti-bacterial,anti-inflammatory,anti-depressive,regulating estrogen level,promoting bone growth,liver protection,and neuroprotection effects. In addition, the compounds with the same or similar pharmacological effects were sorted out and summarized to correlate the chemical structure and pharmacology. Psoralea Fructus and its modern preparations are widely used in modern clinical practice. The researches and papers on chemical constituents of Psoralea Fructus at home and abroad and the papers on pharmacological activities in recent years were reviewed,and the chemical types of individual compounds were corrected in this article,providing a reference for further study of Psoralea Fructus in efficacy material basis,quality standards and pharmacological activities.

16.
Article in Chinese | WPRIM | ID: wpr-851257

ABSTRACT

Objective: To investigate the coumarin compounds from Notopterygium incisum and their anti-oxidant activities. Methods The coumarin compounds and their analogues were separated and purified by recrystallization, silica gel column chromatography, Sephadex LH-20 column chromatography, and preparative HPLC. The structure was identified by modern spectroscopy. The isolated compound was tested for anti-oxidant activity by DPPH and ABTS assay. Results Ten compounds were isolated from the dichloromethane extraction layer of 70% ethanol extract, which were identified as bergaptol (1), d-laserpitin (2), falcarindiol (3), phenethyl ferulate (4), selinidin (5), archangelicin (6), notoptol (7), nodakenetin (8), (+)-cis-khellactone (9), and oxypeucedanin hydrate (10). The anti-oxidant activity of these compounds was tested by DPPH and ABTS methods. Conclusion Compounds 2 and 6 are isolated from this plant for the first time. Compounds 1 and 7 have shown the strongest anti-oxidant activity. The structure-activity relationship (SAR) studies revealed the -OH and unsaturated double bond on C-5′ in the aromatic ring significantly improved the anti-oxidant activity than other coumarin compounds.

17.
Article in Chinese | WPRIM | ID: wpr-850974

ABSTRACT

Objective: In order to establish an efficient analysis method for the identification of the complex components in Qianliexin Capsule rapidly, and provide the basic research data for the systematic elaboration of its chemical constituents. Methods: An ultra-high performance liquid chromatography-quadrupole/Orbitrap high resolution mass spectrometry (UHPLC-Q-Orbitrap HRMS) was used for the identification analysis of the components in Qianliexin Capsule accurately, and the multistage fragments ions data was compared with the standard substance and consulting the literatures. Results: Sixty-one compounds were identified in this study, including 12 flavones, 11 coumarins, six terpenes, 19 organic acids and other categories. Conclusion: The accurate and rapid identification of various chemical constituents of Qianliexin Capsule was achieved in this study, which provided the theory basis for the pharmacodynamic material and the quality control study of Qianliexin Capsule.

18.
Rev. bras. farmacogn ; 28(5): 551-558, Sept.-Oct. 2018. tab, graf
Article in English | LILACS-Express | LILACS | ID: biblio-977726

ABSTRACT

Abstract Five coumarins (5,7,8-trimethoxycoumarin (1), sabandin (2), cubreuva lactone (3), 5,7-dimethoxycoumarin (5) and braylin (6)), seven furoquinoline alkaloids (isopimpinelin (4), pteleine (7), maculine (8), skimianine (10), robustine (11), y-fagarine (12) and dictamine (13) and the furofuran type lignin syringaresinol (9)) have been identified for the first time in the roots of Zanthoxylum tingoassuiba A. St.-Hil., Rutaceae. Pure compounds 1, 6, 9, 12 were tested against Leishmania amazonensis parasites and epimastigotes forms of Trypanosoma cruzi. All the tested products displayed an antiparasitic activity similar to that of the positive controls (benznidazole and amphotericin B). Compound 9 was the most active against both parasites with IC50 values of 11.98 µM and 7.55 µM against L. amazonensis and T. cruzi, respectively.

19.
Rev. bras. farmacogn ; 28(2): 231-234, Mar.-Apr. 2018. tab, graf
Article in English | LILACS-Express | LILACS | ID: biblio-1042260

ABSTRACT

ABSTRACT Species from the genus Mesua, Calophyllaceae, are rich source for phenolic compounds such as coumarin xanthone, and benzophenone derivatives. An investigation on the potential biologically active phenolic compounds 1-5 and crude extracts from the stem bark of Mesua hexapetala (Hook. f.) P.S. Ashton and Mesua beccariana (Baill.) Kosterm. for nitric oxide inhibitory activity on RAW 264.7 macrophage as well as anti-Bacillus activity on selected Bacillus were carried out. Hexapetarin (1), which we reported as a new compound isolated from M. hexapetala showed very good nitric oxide inhibitory activity with an IC50 value of 30.79 ± 2.68 µM. This compound also gave very significant activities towards Bacillus subtilis ATCC 6633, Bacillus cereus ATCC 33019, Bacillus megaterium ATCC 14581 and Bacillus pumilus ATCC 14884 in disc diffusion and minimum inhibitory concentrations assay. Moreover, 1,3,7-trihydroxy-2,4-di (3-methyl-2-butenyl)xanthone (2) isolated from M. hexapetala showed very significant nitric oxide inhibitory activity with an IC50 value of 12.41 ± 0.89 µM and does not exhibit anti-Bacillus activity on four types of Bacillus. Meanwhile, compounds 3-5 were inactive in the nitric oxide activity test and anti-Bacillus assay.

20.
Article in Chinese | WPRIM | ID: wpr-852241

ABSTRACT

Objective To prepare the reservoir patch of coumarins in Angelicae Dahuricae Radix and investigate its release and transdermal absorption characteristics in vitro. The efficient enhancers were chosen to improve the drug’s permeation rate. Methods The reservoir patch was prepared using hydroxypropyl methylcellulose (HPMC) as medium and ethylene vinyl acetate (EVA) membrane to control the release of drug. The Franz diffusion cells were used and HPLC was used to determine imperatorin content and permeation rate. The content of imperatorin was determined by HPMC. The effect of the gel consumption, the content of coumarins and penetration enhancer on the transdermal flux were investigated by selecting porcine skin as model. The release of the selected patch in vitro was investigated. Results 1% HPMC, 1% coumarins in Angelicae Dahuricae Radix, 1% Isopropyl Myristate (IPM) and 3% Azone were the best permeation of the patch. The permeation rate reached 0.713 μg/(cm2•h). The release mechanisms of the patch in vitro coincided with zero-order kinetic. Conclusion The reservoir patch of coumarins in Angelicae Dahuricae Radix had high transdermal rate and complete in vitro release. It was indicated that the patch could be expected to be an effective transdermal drug delivery system.

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