scholarly journals Alkaloids from Peumus boldus and their Acetylcholinesterase, Butyrylcholinesterase and Prolyl Oligopeptidase Inhibition Activity

2015 ◽  
Vol 10 (4) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Anna Hošt'álková ◽  
Lubomír Opletal ◽  
Jiří Kuneš ◽  
Zdeněk Novák ◽  
Martina Hrabinová ◽  
...  
Keyword(s):  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Inhibition Activity ◽  
Isoquinoline Alkaloids ◽  
Prolyl Oligopeptidase ◽  
Benzylisoquinoline Alkaloids ◽  
Chemical Structures ◽  
Chromatographic Methods ◽  
Ellman’S Method ◽  
Butyrylcholinesterase Inhibition

Eleven isoquinoline alkaloids (1–11) were isolated from dried leaves of Peumus boldus Mol. by standard chromatographic methods. The chemical structures were elucidated by MS, and 1D and 2D NMR spectroscopic analysis, and by comparison with literature data. Compounds isolated in sufficient amount were evaluated for their acetylcholinesterase, and butyrylcholinesterase inhibition activity using Ellman's method. In the prolyl oligopeptidase assay, Z-Gly-Pro- p-nitroanilide was used as substrate. Promising butyrylcholinesterase inhibition activities were demonstrated by two benzylisoquinoline alkaloids, reticuline (8) and N-methylcoclaurine (9), with IC50 values of 33.6 ± 3.0 μM and 15.0 ± 1.4 μM, respectively. Important prolyl oligopeptidase inhibition activities were shown by N-methyllaurotetanine (6) and sinoacutine (4) with IC50 values of 135.4 ± 23.2 μM and 143.1 ± 25.4 μM, respectively. Other tested compounds were considered inactive.

scholarly journals Alkaloids from Chlidanthus fragrans and their Acetylcholinesterase, Butyrylcholinesterase and Prolyl Oligopeptidase Activities

2013 ◽  
Vol 8 (11) ◽  
pp. 1934578X1300801 ◽  
Author(s):  
Lucie Cahlíková ◽  
Martina Hrabinová ◽  
Andrea Kulhánková ◽  
Nina Benešová ◽  
Jakub Chlebek ◽  
...  
Keyword(s):  
Nmr Assignments ◽  
2D Nmr ◽  
Inhibition Activity ◽  
Prolyl Oligopeptidase ◽  
Biological Assays ◽  
Amaryllidaceae Alkaloids ◽  
Chemical Structures ◽  
Ellman’S Method ◽  
Butyrylcholinesterase Inhibition

Eleven Amaryllidaceae alkaloids (1–11) were isolated from fresh bulbs of Chlidanthus fragrans Herb. The chemical structures were elucidated by MS, and 1D and 2D NMR spectroscopic experiments. Complete NMR assignments were achieved for deoxypretazzetine (1). All compounds were evaluated for their erythrocytic acetylcholinesterase and serum butyrylcholinesterase inhibition activity using Ellman's method. In the prolyl oligopeptidase assay, Z-Gly-Pro- p-nitroanilide was used as substrate. In biological assays, only the crinine type Amaryllidaceae alkaloid undulatine showed promising acetylcholinesterase and prolyl oligopeptidase inhibition activity with IC50 values of 23.0 ± 1.0 μM and 1.96 ± 0.12 mM, respectively. Other isolated compounds were considered inactive.

scholarly journals (+)-Chenabinol (Revised NMR Data) and Two New Alkaloids from Berberis vulgaris and their Biological Activity

2015 ◽  
Vol 10 (10) ◽  
pp. 1934578X1501001 ◽  
Author(s):  
Zdeněk Novák ◽  
Anna Hošt'álková ◽  
Lubomir Opletal ◽  
Lucie Nováková ◽  
Martina Hrabinová ◽  
...  
Keyword(s):  
Biological Activity ◽  
2D Nmr ◽  
Root Bark ◽  
Inhibition Activity ◽  
Prolyl Oligopeptidase ◽  
Berberis Vulgaris ◽  
Chromatographic Methods ◽  
Nmr Data ◽  
Human Butyrylcholinesterase

A known alkaloid (+)-chenabinol (1) and two new secobisbenzylisoquinoline alkaloids were isolated by standard chromatographic methods from the root bark of Berberis vulgaris L. The structures of the new alkaloids, named berkristine (2) and verfilline (3), were established by spectroscopic (including 2D NMR), and HRMS (ESI) methods. The alkaloids were tested for their inhibition activity of human cholinesterases and prolyl oligopeptidase. Compound 1 inhibited human butyrylcholinesterase with an IC50 value of 44.8 ± 5.4 μM.

scholarly journals FLAVONOIDS AND TRITERPENOIDS FROM CALLISTEMON CITRINUS AND THEIR INHIBITORY EFFECT ON NO PRODUCTION IN LPS-STIMULATED RAW264.7 MACROPHAGES

2016 ◽  
Vol 54 (2) ◽  
pp. 214 ◽  
Author(s):  
Nguyen Manh Cuong ◽  
Pham Ngoc Khanh ◽  
Ho Viet Duc ◽  
Tran Thu Huong ◽  
Youn-Chui Kim ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
2D Nmr ◽  
Inhibitory Effect ◽  
Raw264.7 Cells ◽  
No Production ◽  
Inhibition Activity ◽  
Chemical Structures ◽  
Raw264.7 Macrophages ◽  
Phytochemical Investigation ◽  
Methoxy Flavone

Phytochemical investigation of the leaves and stems of Callistemon citrinus (Curtis) Skeels led to the isolation of 12 flavonoid and triterpenoid compounds,  including one new flavonoid, callistine A (1) and six known flavonoids 6,7- dimethyl-5,7-dihydroxy-4’-methoxy flavone (2), astragalin (3), quercetin (4), catechin (5), eucalyptin (6), and 8-demethyleucalyptin (7), along with 5 triterpenoids, 3-β-acetylmorolic acid (8), 3β-hydroxy-urs-11-en-13(28)-olide (9), betulinic acid (10), diospyrolide (11) and ursolic acid (12). Their chemical structures were determined from the spectroscopic evidences counting 1D- and 2D-NMR and HR-MS data. All the isolated compounds were examined for their anti-inflammatory activity against LPS-activated NO production in macrophage RAW264.7 cells. Among them, quercetin (4) and 3β-hydroxy-urs-11-en-13(28)-olide (9) showed potential inhibition activity in nitric oxide (NO)  production in RAW264.7 cells exposed to LPS.

scholarly journals Chemical Constituents of Vitex trifolia Leaves

2018 ◽  
Vol 13 (2) ◽  
pp. 1934578X1801300
Author(s):  
Ninh Khac Ban ◽  
Nguyen Thi Kim Thoa ◽  
Tran My Linh ◽  
Vu Huong Giang ◽  
Do Thi Trang ◽  
...  
Keyword(s):  
Spectroscopic Analysis ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Esi Ms ◽  
Chromatographic Methods ◽  
Nmr Data

Using various chromatographic methods, one new lanostane triterpene, 3 α-hydroxylanosta-8,24 E-dien-26-oic acid (1), one new lignan, matairesinol 4'- O-β-D-glucopyranoside (2) along with five known compounds, ecdysone (3), 20-hydroxyecdysone (4), 20-hydroxyecdysone 2,3-monoacetonide (5), turkesterone (6), and polypodine B (7) were isolated from the leaves of Vitex trifolia L. Their structures were elucidated by 1D-, 2D-NMR spectroscopic analysis, HR-ESI-MS, CD, and by comparing with the NMR data reported in the literature.

scholarly journals Euphosantianane E–G: Three New Premyrsinane Type Diterpenoids from Euphorbia sanctae-catharinae with Contribution to Chemotaxonomy

Molecules ◽  
2019 ◽  
Vol 24 (13) ◽  
pp. 2412 ◽  
Author(s):  
Abdelsamed I. Elshamy ◽  
Tarik A. Mohamed ◽  
Saud L. Al-Rowaily ◽  
Ahmed M. Abd-ElGawad ◽  
Basharat A. Dar ◽  
...  
Keyword(s):  
Hierarchical Clustering ◽  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Agglomerative Hierarchical Clustering ◽  
Endemic Plant ◽  
Traditional Medicines ◽  
Chemical Structures ◽  
Aerial Parts

Euphorbia species were widely used in traditional medicines for the treatment of several diseases. From the aerial parts of Egyptian endemic plant, Euphorbia sanctae-catharinae, three new premyrsinane diterpenoids, namely, euphosantianane E–G (1–3), alongside four known triterpenes, 9,19-cyclolanostane-3β,24S-diol (4), 25-methoxycycloartane-3β,24S-diol (5), 25-methylenecycloartan-3β,24R-diol (6), and 25-methylenecycloartan-3β,24S-diol (7), were isolated and identified. The chemical structures were proven depending upon spectroscopic analysis, including FTIR, HRFABMS, and 1D/2D-NMR. The chemotaxonomic significance of the isolated compounds, especially diterpenes from E. sanctae-catharinae compared to those documented from different Euphorbia species was also studied via agglomerative hierarchical clustering (AHC). The Egyptian endemic Euphorbia sanctae-catharina was grouped with E. bupleuroides, E. fidjiana, E. fischeriana, E. pithyusa subsp. cupanii, E. prolifera, and E. seguieriana, where myrsinol diterpenoids were the characteristic compounds.

scholarly journals Một hợp chất đơn vòng mới từ loài địa y Parmotrema tsavoense (Krog & Swinscow) Krog & Swinscow (Parmeliaceae)

2019 ◽  
Vol 14 (3) ◽  
pp. 12
Author(s):  
Dương Thúc Huy
Keyword(s):  
High Resolution ◽  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Esi Ms ◽  
Chemical Structures ◽  
Lichen Metabolites

A new monoaromatic compound, methyl (E)-2,4-dihydroxy-6-methyl-3-(3-oxobut-1-en-1-yl)benzoate (1), together with two common lichen metabolites atranol (2), 2-O-methylatranol (3) were isolated from the lichen Parmotrema tsavoense (Krog & Swinscow) Krog & Swinscow. Their chemical structures were established by 1D NMR, 2D NMR, high resolution ESI–MS spectroscopic analysis and comparison with those reported in the literatures.

scholarly journals Structure Elucidation and Cholinesterase Inhibition Activity of Two New Minor Amaryllidaceae Alkaloids

Molecules ◽  
2021 ◽  
Vol 26 (5) ◽  
pp. 1279
Author(s):  
Jana Maříková ◽  
Abdullah Al Mamun ◽  
Latifah Al Shammari ◽  
Jan Korábečný ◽  
Tomáš Kučera ◽  
...  
Keyword(s):  
Active Sites ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
Cholinesterase Inhibition ◽  
Inhibition Activity ◽  
Amaryllidaceae Alkaloids ◽  
Chemical Structures ◽  
Ic50 Values ◽  
Narcissus Pseudonarcissus ◽  
Inhibition Potency

Two new minor Amaryllidaceae alkaloids were isolated from Hippeastrum × hybridum cv. Ferrari and Narcissus pseudonarcissus cv. Carlton. The chemical structures were identified by various spectroscopic (one- and two-dimensional (1D and 2D) NMR, circular dichroism (CD), high-resolution mass spectrometry (HRMS) and by comparison with literature data of similar compounds. Both isolated alkaloids were screened for their human acetylcholinesterase (hAChE) and butyrylcholinesterase (hBuChE) inhibition activity. One of the new compounds, a heterodimer alkaloid of narcikachnine-type, named narciabduliine (2), showed balanced inhibition potency for both studied enzymes, with IC50 values of 3.29 ± 0.73 µM for hAChE and 3.44 ± 0.02 µM for hBuChE. The accommodation of 2 into the active sites of respective enzymes was predicted using molecular modeling simulation.

Isolation of New Glycosides from Anemarrhena Asphodeloides Rhizome and Screening of their Anticancer Activity

2019 ◽  
Vol 16 (6) ◽  
pp. 474-477 ◽  
Author(s):  
Pham Van Khang ◽  
Nguyen Thi Hien Lan ◽  
Le Quang Truong ◽  
Mai Thi Minh Chau ◽  
Mai Xuan Truong ◽  
...  
Keyword(s):  
Anticancer Activity ◽  
Spectral Data ◽  
Cell Lines ◽  
Cancer Cell ◽  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Ic50 Values ◽  
Nmr Techniques ◽  
Inhibitory Activities ◽  
Anemarrhena Asphodeloides

In this report, two new steroidal glycosides were isolated and determined from n-butanol fraction of A.asphodeloides. The structures were confirmed in comparison with the spectral data of known compounds by using different spectroscopic analysis approaches including 1D & 2D-NMR techniques and HRMS. The anti-proliferation screening against cancer cell lines A549 and HeLa indicated that compound 1 exhibited good inhibitory activities with IC50 values of 0.79 and 0.55 µg/mL, respectively.

scholarly journals Massiliamide, a cyclic tetrapeptide with potent tyrosinase inhibitory properties from the Gram-negative bacterium Massilia albidiflava DSM 17472T

2020 ◽  
Author(s):  
Andri Frediansyah ◽  
Jan Straetener ◽  
Heike Brötz-Oesterhelt ◽  
Harald Gross
Keyword(s):  
Absolute Configuration ◽  
Inhibitory Activity ◽  
Liquid Culture ◽  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Negative Bacterium ◽  
Gram Negative ◽  
The Absolute ◽  
Potent Inhibitory Activity ◽  
Cyclic Tetrapeptide

AbstractA cyclic tetrapeptide, designated massiliamide, was isolated from the liquid culture of the Gram-negative bacterium Massilia albidiflava DSM 17472T. The structure was elucidated through extensive spectroscopic analysis, including HR-MS and 1D and 2D NMR experiments. The absolute configuration was determined using the Marfey´s method. Massiliamide showed potent inhibitory activity towards tyrosinase with an IC50 value of 1.15 µM and no cytotoxicity.

scholarly journals Cylindromicin from Arctic-Derived Fungus Tolypocladium sp. SCSIO 40433

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 1080
Author(s):  
Imran Khan ◽  
Jing Peng ◽  
Zhuangjie Fang ◽  
Wei Liu ◽  
Wenjun Zhang ◽  
...  
Keyword(s):  
Secondary Metabolites ◽  
Nuclear Overhauser Effect ◽  
Inhibition Activity ◽  
Tyrosinase Inhibition ◽  
Bioactive Natural Products ◽  
Chemical Structures ◽  
Overhauser Effect ◽  
Spectroscopic Analyses ◽  
Potential Resource ◽  
Nuclear Overhauser

The fungus strain SCSIO 40433 was isolated from an Arctic-derived glacier sediment sample and characterized as Tolypocladium cylindrosporum. A new compound, cylindromicin (1), and seven known secondary metabolites (2–8) were isolated from this strain. The chemical structures of these compounds were elucidated by comprehensive spectroscopic analyses. Cylindromicin (1) featured a 3,4-dihydro-2H-pyran skeleton. The absolute configuration of compound 1 was assigned via interpretation of key Nuclear Overhauser Effect Spectroscopy (NOESY) correlations and Electronic Circular Dichroism (ECD) calculation. Cylindromicin (1) exhibited significant tyrosinase inhibition activity. This study highlights Polar fungi as a potential resource for new bioactive natural products.

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