scholarly journals Acetylcholinesterase and Butyrylcholinesterase Inhibitory Compounds from Chelidonium Majus (Papaveraceae)

2010 ◽  
Vol 5 (11) ◽  
pp. 1934578X1000501 ◽  
Author(s):  
Lucie Cahlíková ◽  
Lubomír Opletal ◽  
Milan Kurfürst ◽  
Kateřina Macáková ◽  
Andrea Kulhánková ◽  
...  
Keyword(s):  
Human Plasma ◽  
Human Blood ◽  
Inhibitory Activity ◽  
Dependent Manner ◽  
Isoquinoline Alkaloids ◽  
Chelidonium Majus ◽  
Aerial Parts ◽  
Naturally Occurring ◽  
Inhibitory Compounds ◽  
Dose Dependent

The roots and aerial parts of Chelidonium majus L. were extracted with EtOH and fractionated using CHCl3 and EtOH. Repeated column chromatography, preparative TLC and crystallization led to the isolation of five isoquinoline alkaloids, stylopine (3), chelidonine (4), homochelidonine (5), protopine (6), and allocryptopine (7), along with two isolation artifacts 6-ethoxydihydrosanguinarine (1) and 6-ethoxydihydrochelerythrine (2). All isolated compounds were tested for human blood acetylcholinesterase (HuAChE) and human plasma butyrylcholinesterase (HuBuChE) inhibitory activity. The isolation artifacts exhibited the highest activity against HuAChE and HuBuChE with IC50 values of 0.83 ± 0.04 μM and 4.20 ± 0.19 μM for 6-ethoxydihydrochelerythrine and 3.25 ± 0.24 μM and 4.51 ± 0.31 μM for 6-ethoxydihydrosanguinarine. The most active of the naturally-occurring alkaloids was chelidonine, which inhibited both HuAChE and HuBuChE in a dose-dependent manner with IC50 values of 26.8 ± 1.2 μM and 31.9 ± 1.4 μM, respectively.

scholarly journals Acetylcholinesterase and Butyrylcholinesterase Inhibitory Compounds from Corydalis Cava (Fumariaceae)

2011 ◽  
Vol 6 (5) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Jakub Chlebek ◽  
Kateřina Macáková ◽  
Lucie Cahlíková ◽  
Milan Kurfürst ◽  
Jiří Kuneš ◽  
...  
Keyword(s):  
Human Blood ◽  
Inhibitory Activity ◽  
Potent Inhibitor ◽  
The Other ◽  
Spectroscopic Techniques ◽  
Dependent Manner ◽  
Isoquinoline Alkaloids ◽  
Chemical Structures ◽  
Inhibitory Compounds ◽  
Dose Dependent

Tubers of Corydalis cava were extracted with ethanol and fractionated using n-hexane, chloroform and ethanol. Repeated column chromatography, preparative TLC and crystallization led to the isolation of fifteen isoquinoline alkaloids. The chemical structures of the isolated compounds were determined on the basis of spectroscopic techniques and by comparison with literature data. All isolated compounds were tested for human blood acetylcholinesterase (HuAChE) and human plasma butyrylcholinesterase (HuBuChE) inhibitory activity. (+)-Canadaline inhibited acetylcholinesterase as well as butyrylcholinesterase in a dose-dependent manner with IC50 values of 20.1 ± 1.1 μM and 85.2 ± 3.2 μM, respectively. (+)-Canadine, with an IC50 value of 12.4 ± 0.9 μM, was the most potent inhibitor of acetylcholinesterase, whilst (±)-corycavidine and (+)-bulbocapnine were effective inhibitors of butyrylcholinesterase with IC50 values of 46.2 ± 2.4 uM and 67.0 ± 2.1 μM, respectively. The other isolated alkaloids were considered inactive (IC50 > 100 μM).

scholarly journals Acetylcholinesterase and Butyrylcholinesterase Inhibitory Compounds from Eschscholzia californica (Papaveraceae)

2010 ◽  
Vol 5 (7) ◽  
pp. 1934578X1000500
Author(s):  
Lucie Cahlíková ◽  
Kateřina Macáková ◽  
Jiří Kuneš ◽  
Milan Kurfürst ◽  
Lubomír Opletal ◽  
...  
Keyword(s):  
Human Plasma ◽  
Column Chromatography ◽  
Human Blood ◽  
Inhibitory Activity ◽  
Spectroscopic Techniques ◽  
Inhibition Activity ◽  
Isoquinoline Alkaloids ◽  
Eschscholzia Californica ◽  
Aerial Parts ◽  
Inhibitory Compounds

The roots and aerial parts of Eschscholzia californica Cham. (Papaveraceae) were extracted with ethanol. Repeated column chromatography, preparative TLC, and crystallization led to the isolation of fourteen isoquinoline alkaloids, the structures of which were determined on the basis of spectroscopic techniques and by comparison with literature values. One of the compounds isolated, 1-(3-hydroxy-4-methoxybenzyl)-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline (14), has not previously been isolated from a natural source. All isolated compounds were tested for human blood acetylcholinesterase (HuAChE) and human plasma butyrylcholinesterase (HuBuChE) inhibition activity. None of the compounds isolated significantly inhibited both HuAChE and HuBuChE, but the two benzylisoquinoline alkaloids, reticuline 9 and 14, showed promising inhibitory activity against HuBuChE.

scholarly journals Isolation and Cholinesterase Activity of Amaryllidaceae Alkaloids from Nerine bowdenii

2011 ◽  
Vol 6 (12) ◽  
pp. 1934578X1100601 ◽  
Author(s):  
Lucie Cahlíková ◽  
Stanislav Zavadil ◽  
Kateřna Macáková ◽  
Irena Valterová ◽  
Andrea Kulhánková ◽  
...  
Keyword(s):  
Chemical Composition ◽  
Human Plasma ◽  
Human Blood ◽  
Cholinesterase Activity ◽  
Acetylcholinesterase Inhibitor ◽  
Ornamental Plants ◽  
Dependent Manner ◽  
Amaryllidaceae Alkaloids ◽  
Inhibitory Activities ◽  
Dose Dependent

Amaryllidaceae species are known as ornamental plants. Some contain galanthamine, an acetylcholinesterase inhibitor. The chemical composition of the alkaloid extract of bulbs of Nerine bowdenii Watson has been analyzed by means of GC/MS. Twenty-two compounds were detected and nineteen of them identified, one of which was belladine. The alkaloid extract showed promising cholinesterase inhibitory activities against human blood acetylcholinesterase (HuAChE; IC50= 87.9±3.5 μg/mL) and human plasma butyrylcholinesterase (HuBuChE; IC50 = 14.8±1.1 μg/mL). Belladine inhibited HuAChE and HuBuChE in a dose-dependent manner with IC50 values of 781±12.5 μM and 284.8±4.2 μM, respectively.

scholarly journals High molecular weight kininogen inhibits thrombin-induced platelet aggregation and cleavage of aggregin by inhibiting binding of thrombin to platelets

Blood ◽  
1991 ◽  
Vol 77 (3) ◽  
pp. 500-507 ◽  
Author(s):  
RN Puri ◽  
F Zhou ◽  
CJ Hu ◽  
RF Colman ◽  
RW Colman
Keyword(s):  
Molecular Weight ◽  
Platelet Aggregation ◽  
Plasma Concentration ◽  
Human Plasma ◽  
Shape Change ◽  
Dependent Manner ◽  
Normal Human Plasma ◽  
High Molecular Weight Kininogen ◽  
Normal Human ◽  
Dose Dependent

In this study we show that high molecular weight kininogen (HK) inhibited alpha-thrombin-induced aggregation of human platelets in a dose-dependent manner with complete inhibition occurring at plasma concentration (0.67 mumol/L) of HK. HK (0.67 mumol/L) also completely inhibited thrombin-induced cleavage of aggregin (Mr = 100 Kd), a surface membrane protein that mediates adenosine diphosphate (ADP)- induced shape change, aggregation, and fibrinogen binding. The inhibition of HK was specific for alpha- and gamma-thrombin-induced platelet aggregation, because HK did not inhibit platelet aggregation induced by ADP, collagen, calcium ionophore (A23187), phorbol myristate acetate (PMA), PMA + A23187, or 9,11-methano derivative of prostaglandin H2 (U46619). These effects were explained by the ability of HK, at physiologic concentration, to completely inhibit binding of 125I-alpha-thrombin to washed platelets. As a result of this action of HK, this plasma protein also completely inhibited thrombin-induced secretion of adenosine triphosphate, blocked intracellular rise in Ca2+ in platelets exposed to alpha- and gamma-thrombin, inhibited thrombin- induced platelet shape change, and blocked the ability of thrombin to antagonize the increase in intracellular cyclic adenosine monophosphate (cAMP) levels induced by iloprost. Because elevation of cAMP is known to inhibit binding of thrombin to platelets, we established that HK did not increase the intracellular concentration of platelet cAMP. Finally, HK did not inhibit enzymatic activity of thrombin. To study the role of HK in the plasma environment, we used gamma-thrombin to avoid fibrin formation by alpha-thrombin. Platelet aggregation induced by gamma- thrombin was also inhibited by HK in a dose-dependent manner. The EC50 (concentration to produce 50% of the maximum rate of aggregation) of gamma-thrombin for washed platelets was 7 nmol/L and increased to 102 nmol/L when platelets were suspended in normal human plasma. The EC50 for platelet aggregation induced by alpha-thrombin in plasma deficient in total kininogen was 40 nmol/L. When supplemented with HK at plasma concentration (0.67 mumol/L), the EC50 increased to 90 nmol/L, a value similar to that for normal human plasma. These results indicate that (1) HK inhibits thrombin-induced platelet aggregation and cleavage of aggregin by inhibiting binding of thrombin to platelets; (2) HK is a specific inhibitor of platelet aggregation induced by alpha- and gamma- thrombin; and (3) HK plays a role in modulating platelet aggregation stimulated by alpha-thrombin in plasma.

scholarly journals Isolation and Cholinesterase Inhibitory Activity of Narcissus Extracts and Amaryllidaceae Alkaloid

2013 ◽  
Vol 8 (6) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Lucie Cahlíková ◽  
Miroslav Ločárek ◽  
Nina Benešová ◽  
Radim Kučera ◽  
Jakub Chlebek ◽  
...  
Keyword(s):  
Biological Activity ◽  
Inhibitory Activity ◽  
Mass Spectra ◽  
Dependent Manner ◽  
Inhibition Activity ◽  
Narcissus Poeticus ◽  
Cholinesterase Inhibitory Activity ◽  
Alkaloid Extracts ◽  
Dose Dependent ◽  
Retention Indexes

Alkaloid extracts of eleven Narcissus (Amaryllidaceae) species and varieties were studied with respect to their acetylcholinesterase (HuAChE) and butyrylcholinesterase (HuBuChE) inhibitory activity and alkaloid patterns. Forty-two alkaloids were determined by GC/MS, and thirty of them identified from their mass spectra, retention times and retention indexes. Promising HuAChE inhibition activity was demonstrated by nine Narcissus taxa and HuBuChE inhibition by Narcissus poeticus cv. Pink Parasol with an IC50 value of 3.3 ± 0.5 μg/mL. The alkaloid identified as (11C- S)-homolycorine was isolated in pure form from Narcissus Sir W. Churchill using preparative TLC and was tested for its biological activity. Homolycorine inhibited HuAChE and HuBuChE in a dose-dependent manner with IC50 values of 63.7±4.3 μM and 151.0±15.2 μM, respectively.

scholarly journals Stress hormone masculinizes female morphology and behaviour

2010 ◽  
Vol 7 (1) ◽  
pp. 150-152 ◽  
Author(s):  
Rosemary Knapp ◽  
Edie Marsh-Matthews ◽  
Luanne Vo ◽  
Sarah Rosencrans
Keyword(s):  
Sexual Differentiation ◽  
Sex Steroids ◽  
Full Range ◽  
Reproductive Function ◽  
Morphological Characters ◽  
Sexually Dimorphic ◽  
Dependent Manner ◽  
Stress Hormone ◽  
Naturally Occurring ◽  
Dose Dependent

Sex steroids play major roles in vertebrate sexual differentiation. Unexpectedly, we now find that exposure to elevated levels of the naturally occurring stress hormone cortisol can also masculinize sexually dimorphic morphological characters and behaviour in adult female mosquitofish ( Gambusia affinis ) in a dose-dependent manner. Females masculinized by cortisol developed elongated anal fins with distal tip features similar to those of mature males. Most masculinized females also attempted to copulate when placed with normal females. Although the mechanism of masculinization is currently unknown, we propose a role for an enzyme that both inactivates cortisol and catalyzes the final step in synthesis of a major teleost androgen. This mechanism may also help explain some previously reported effects of stress on sexual development across vertebrate taxa. Our findings underscore the need to understand the full range of chemicals, both naturally occurring hormones and human-produced endocrine disruptors, that can influence sexual differentiation and reproductive function.

scholarly journals Screening Papaveraceae as Novel Antibiofilm Natural-Based Agents

Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4778
Author(s):  
Sylwia Zielińska ◽  
Magdalena Dziągwa-Becker ◽  
Adam Junka ◽  
Ewelina Piątczak ◽  
Anna Jezierska-Domaradzka ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Phenolic Compounds ◽  
Biological Properties ◽  
Isoquinoline Alkaloids ◽  
Human Pathogens ◽  
Chelidonium Majus ◽  
Bioactive Substances ◽  
Aerial Parts ◽  
Aconitic Acid ◽  
The Impact

The antimicrobial properties of herbs from Papaveraceae have been used in medicine for centuries. Nevertheless, mutual relationships between the individual bioactive substances contained in these plants remain poorly elucidated. In this work, phytochemical composition of extracts from the aerial and underground parts of five Papaveraceae species (Chelidonium majus L., Corydalis cava (L.) Schweigg. and Körte, C. cheilanthifolia Hemsl., C. pumila (Host) Rchb., and Fumaria vaillantii Loisel.) were examined using LC-ESI-MS/MS with a triple quadrupole analyzer. Large differences in the quality and quantity of all analyzed compounds were observed between species of different genera and also within one genus. Two groups of metabolites predominated in the phytochemical profiles. These were isoquinoline alkaloids and, in smaller amounts, non-phenolic carboxylic acids and phenolic compounds. In aerial and underground parts, 22 and 20 compounds were detected, respectively. These included: seven isoquinoline alkaloids: protopine, allocryptopine, coptisine, berberine, chelidonine, sanguinarine, and chelerythrine; five of their derivatives as well as non-alkaloids: malic acid, trans-aconitic acid, quinic acid, salicylic acid, trans-caffeic acid, p-coumaric acid, chlorogenic acid, quercetin, and kaempferol; and vanillin. The aerial parts were much richer in phenolic compounds regardless of the plant species. Characterized extracts were studied for their antimicrobial potential against planktonic and biofilm-producing cells of S. aureus, P. aeruginosa, and C. albicans. The impact of the extracts on cellular metabolic activity and biofilm biomass production was evaluated. Moreover, the antimicrobial activity of the extracts introduced to the polymeric carrier made of bacterial cellulose was assessed. Extracts of C. cheilanthifolia were found to be the most effective against all tested human pathogens. Multiple regression tests indicated a high antimicrobial impact of quercetin in extracts of aerial parts against planktonic cells of S. aureus, P. aeruginosa, and C. albicans, and no direct correlation between the composition of other bioactive substances and the results of antimicrobial activity were found. Conclusively, further investigations are required to identify the relations between recognized and unrecognized compounds within extracts and their biological properties.

scholarly journals Chemical Constituents of Blumea balsamifera of Indonesia and Their Protein Tyrosine Phosphatase 1B Inhibitory Activity

2012 ◽  
Vol 7 (7) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Azis Saifudin ◽  
Ken Tanaka ◽  
Shigetoshi Kadota ◽  
Yasuhiro Tezuka
Keyword(s):  
Protein Tyrosine Phosphatase ◽  
Inhibitory Activity ◽  
Methanol Extract ◽  
Chemical Constituents ◽  
Tyrosine Phosphatase ◽  
Spectroscopic Methods ◽  
Protein Tyrosine Phosphatase 1B ◽  
Dependent Manner ◽  
Protein Tyrosine ◽  
Dose Dependent

A methanol extract of the leaves of Blumea balsamifera (L.) DC. (Asteraceae) afforded a new guaian-type sesquiterpene, epiblumeaene K (1), together with four known guaian-type sesquiterpenes (2–5), three known sesquiterpenes (6–8), and nine known flavonoids (9–17) by a combination of chromatography and preparative TLC techniques. Their structures were elucidated by extensive spectroscopic methods and comparison with the literature data. Among the isolated compounds, a known sesquiterpene, β-caryophyllene 8 R,9 R-oxide (6), exhibited a significant PTP1B inhibitory activity in a dose-dependent manner, with an IC50 value of 25.8μM (5.62μg/mL).

scholarly journals Corylucinine, a new Alkaloid from Corydalis cava (Fumariaceae), and its Cholinesterase Activity

2012 ◽  
Vol 7 (7) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Zdeněk Novák ◽  
Jakub Chlebek ◽  
Lubomír Opletal ◽  
Pavel Jiroš ◽  
Kateřina Macáková ◽  
...  
Keyword(s):  
Human Plasma ◽  
Human Blood ◽  
Inhibitory Activity ◽  
Cholinesterase Activity ◽  
Optical Rotation ◽  
2D Nmr ◽  
Esi Ms

A new benzyldihydroisoquinoline alkaloid (1) was isolated from the tubers of Corydalis cava and named corylucinine. Additionally, 8-trichloromethyl-7,8-dihydropalmatine (2), an isolation artifact of tetrahydropalmatine, was obtained. The structures were established by spectroscopic (including 2D NMR and optical rotation) and HR-ESI-MS methods. Both compounds were tested for human blood acetylcholinesterase (HuAChE) and human plasma butyrylcholinesterase (HuBuChE) inhibitory activity. In comparison with the used standards, both compounds showed only moderate inhibitory activity against HuAChE (IC50, HuAChE = 127.6 ± 5.2 μM for 1, and IC50, HuAChE = 82.9 ± 3.9 μM for 2) and none against HuBuChE.

Daphnetin methylation stabilizes the activity of phosphoribulokinase in wheat during cold acclimation

2012 ◽  
Vol 90 (5) ◽  
pp. 657-666
Author(s):  
Khalil Kane ◽  
Amira Moheb ◽  
Yukihara Fukushi ◽  
René Roy ◽  
Norman P.A Hüner ◽  
...  
Keyword(s):  
Cold Acclimation ◽  
Calvin Cycle ◽  
Biological Significance ◽  
Deae Cellulose ◽  
Triticum Aestivum L ◽  
Spectrometric Analysis ◽  
Dependent Manner ◽  
Aerial Parts ◽  
Dose Dependent ◽  
Excitation Pressure

The methylation of daphnetin (7,8-dihydroxycoumarin) to its 8-methyl derivative is catalyzed by a wheat (Triticum aestivum L.) O-methyltransferase (TaOMT1). This enzyme is regulated by cold and photosystem II excitation pressure (plastid redox state). Here, we investigated the biological significance of this methylation and its potential role in modulating the activity of kinases in wheat. To identify the potential kinases that may interact with daphnetin in wheat, the soluble protein extract from aerial parts of cold-acclimated wheat was purified by DEAE-cellulose separation and affinity chromatography on a daphnetin derivative (7,8-dihydroxy-4-coumarin acetic acid)-EAH sepharose column. Mass spectrometric analysis indicated that wheat phosphoribulokinase (TaPRK) is the major kinase that binds to daphnetin. This TaPRK plays an important role in regulating the flow of carbon through the Calvin cycle, by catalyzing the final step in the regeneration of ribulose 1,5-bisphosphate from ribulose-5-phosphate (Ru5P) and ATP. The activities of TaPRK, endogenous or recombinant, are inhibited by daphnetin in a specific and dose-dependent manner, but not by its monomethyl derivative (7-methyl, 8-hydroxycoumarin). Furthermore, HPLC-MS analysis of wheat extracts reveals that 7,8-dimethoxycoumarin is more abundant than its monomethyl derivative. The results also show that cold acclimation does not alter the level of TaPRK mRNA or its enzyme activity, and thus ensures the stable generation of ribulose 1,5-biphosphate.

Sign in / Sign up

Export Citation Format

Share Document