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 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 Revised NMR Data for 9-O-Demethylgalanthine: An Alkaloid from Zephyranthes robusta (Amaryllidaceae) and its Biological Activity

2014 ◽  
Vol 9 (6) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Marcela Šafratová ◽  
Zdeněk Novák ◽  
Andrea Kulhánková ◽  
Jiří Kuneš ◽  
Martina Hrabinová ◽  
...  
Keyword(s):  
Biological Activity ◽  
Chemical Shift ◽  
Two Dimensional ◽  
Inhibition Activity ◽  
Prolyl Oligopeptidase ◽  
Chemical Shift Correlation ◽  
Nmr Data ◽  
Isolated Compound

Ongoing studies of Zephyranthes robusta resulted in the isolation of the lycorine-type alkaloid previously called carinatine and 10- O-demethylgalanthine. The NMR data given previously for this compound were revised and completed by two-dimensional 1H-1H and 1H-13C chemical shift correlation experiments. The name of the isolated compound was corrected to 9- O-demethylgalanthine in accordance with the currently used system of numbering of lycorine-type alkaloids. 9- O-Demethylgalanthine and galanthine, a previously isolated alkaloid from Z. robusta, were inactive in acetylcholinesterase/butyrylcholinesterase assays (IC50 > 500 μM), but showed important prolyl oligopeptidase inhibition activity.

scholarly journals Chemical constituents of Chaenomeles sinensis twigs and their biological activity

2020 ◽  
Vol 16 ◽  
pp. 3078-3085
Author(s):  
Joon Min Cha ◽  
Dong Hyun Kim ◽  
Lalita Subedi ◽  
Zahra Khan ◽  
Sang Un Choi ◽  
...  
Keyword(s):  
Biological Activity ◽  
Data Analysis ◽  
Cell Lines ◽  
Chemical Structure ◽  
Biological Effects ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Nmr Data ◽  
Chaenomeles Sinensis ◽  
Modified Mosher’S Method

A new megastigmane-type norsesquiterpenoid glycoside, chaemeloside (1), was isolated from the twigs of Chaenomeles sinensis together with 11 known phytochemicals through chromatographic methods. The chemical structure of the new isolate 1 was determined by conventional 1D and 2D NMR data analysis, ECD experiment, hydrolysis followed by a modified Mosher’s method, and LC–MS analysis. The characterized compounds’ biological effects including cytotoxicity against cancer cell lines, antineuroinflammatory activity, and potential neurotrophic effect were evaluated.

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 Berbanine: A New Isoquinoline-Isoquinolone Alkaloid from Berberis Vulgaris (Berberidaceae)

2013 ◽  
Vol 8 (4) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Anna Hošt'álková ◽  
Zdeněk Novák ◽  
Milan Pour ◽  
Anna Jirošová ◽  
Lubomír Opletal ◽  
...  
Keyword(s):  
2D Nmr ◽  
Spectroscopic Methods ◽  
Root Bark ◽  
Berberis Vulgaris

A new isoquinoline-isoquinolone alkaloid was isolated from the root bark of Berberis vulgaris and named berbanine. The structure was established by spectroscopic methods (including 2D NMR, HR-EI-MS).

scholarly journals Two New Alkylated Piperidine Alkaloids from Western Honey Mesquite: Prosopis glandulosa Torr. var. torreyana

2008 ◽  
Vol 3 (1) ◽  
pp. 1934578X0800300
Author(s):  
Volodymyr Samoylenko ◽  
D. Chuck Dunbar ◽  
Melissa R. Jacob ◽  
Vaishali C. Joshi ◽  
Mohammad K. Ashfaq ◽  
...  
Keyword(s):  
Aspergillus Fumigatus ◽  
2D Nmr ◽  
Antimicrobial Activities ◽  
Prosopis Glandulosa ◽  
Root Bark ◽  
Piperidine Alkaloids ◽  
Antifungal Activities ◽  
Nmr Data ◽  
Honey Mesquite

Prosopis glandulosa Torr. var. torreyana (L. Benson) M. C. Johnston root bark, collected in Texas, yielded two new alkylated piperidine alkaloids, namely 3-isocassine (1) and N-methyl-3-isocassine (2), together with the previously reported N-methylcassine (3). In addition, the alkylated piperidinyl indolizidine alkaloid juliprosopine (4) was isolated from the leaves of the same plant. The structures and stereochemistry of compounds 1–4 were determined from 1D and 2D NMR data, including COSY, HMQC, HMBC and NOESY experiments, and ESI-HRMS. Juliprosopine (4) demonstrated antimicrobial activities against a panel of microorganisms, including potent antifungal activities against Aspergillus fumigatus.

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 Chemical Composition of Bioactive Alkaloid Extracts from Some Narcissus Species and Varieties and their Biological Activity

2014 ◽  
Vol 9 (8) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Jana Havlasová ◽  
Marcela Šafratová ◽  
Tomáš Siatka ◽  
Šárka Štěpánková ◽  
Zdeněk Novák ◽  
...  
Keyword(s):  
Biological Activity ◽  
Chemical Composition ◽  
Inhibitory Activity ◽  
Mass Spectra ◽  
Pure Form ◽  
Inhibition Activity ◽  
Prolyl Oligopeptidase ◽  
Alkaloid Extracts ◽  
Retention Indexes

Alkaloid extracts of eight Narcissus (Amaryllidaceae) species and varieties were studied with respect to their acetylcholinesterase (HuAChE) and butyrylcholinesterase (HuBuChE) inhibitory activity and alkaloid patterns. Thirty alkaloids were determined by GC/MS, and twenty-five of them identified from their mass spectra, retention times and retention indexes. Promising HuAChE inhibition activity was demonstrated by six Narcissus taxa and HuBuChE inhibition by N. jonquila cv. Double Campernelle and N. nanus cv. Elka with IC50 values of 24.1 ± 1.9 μg/mL and 25.1 ± 1.8 μg/mL, respectively. Two alkaloids were isolated in pure form using preparative TLC and identified as the galanthamine type alkaloid narwedine and the lycorine type alkaloid incartine. Both compounds were tested for their biological activity. They were considered inactive in HuAChE/HuBuChE assays, but showed promising prolyl oligopeptidase inhibition activities with IC50 values of 0.95 ± 0.12 mM and 0.91 ± 0.09 mM, respectively.

scholarly journals STRUCTURE ELUCIDATION OF FOUR STEROIDS FROM THE SOFT CORAL SINULARIA NANOLOBATA

2017 ◽  
Vol 55 (3) ◽  
pp. 258
Author(s):  
Ninh Thi Ngoc ◽  
Nguyen Van Thanh ◽  
Nguyen Xuan Cuong ◽  
Nguyen Hoai Nam ◽  
Do Cong Thung ◽  
...  
Keyword(s):  
Detailed Analysis ◽  
Structure Elucidation ◽  
Soft Coral ◽  
2D Nmr ◽  
Chromatographic Methods ◽  
Nmr Data

Four steroids namely 3β-hydroxyergosta-5,24(28)-diene-7-one (1), dissesterol (2), 16α-hydroxysarcosterol (3), and sarcophytosterol (4) were isolated form the soft coral Sinularia nanolobata using various chromatographic methods. Their structures were elucidated by detailed analysis of the 1D and 2D NMR data and comparison with the reported values.

scholarly journals Phytochemicals and Biological Activity of Desert Date (Balanites aegyptiaca (L.) Delile)

Plants ◽  
2020 ◽  
Vol 10 (1) ◽  
pp. 32
Author(s):  
Hosakatte Niranjana Murthy ◽  
Guggalada Govardhana Yadav ◽  
Yaser Hassan Dewir ◽  
Abdullah Ibrahim
Keyword(s):  
Biological Activity ◽  
Middle East ◽  
Bioactive Compounds ◽  
Phenolic Acids ◽  
Tree Species ◽  
Indian Subcontinent ◽  
Therapeutic Agents ◽  
Root Bark ◽  
Balanites Aegyptiaca ◽  
Anti Inflammatory

Many underutilized tree species are good sources of food, fodder and possible therapeutic agents. Balanites aegyptiaca (L.) Delile belongs to the Zygophyllaceae family and is popularly known as “desert date”, reflecting its edible fruits. This tree grows naturally in Africa, the Middle East and the Indian subcontinent. Local inhabitants use fruits, leaves, roots, stem and root bark of the species for the treatment of various ailments. Several research studies demonstrate that extracts and phytochemicals isolated from desert date display antioxidant, anticancer, antidiabetic, anti-inflammatory, antimicrobial, hepatoprotective and molluscicidal activities. Mesocarp of fruits, seeds, leaves, stem and root bark are rich sources of saponins. These tissues are also rich in phenolic acids, flavonoids, coumarins, alkaloids and polysterols. Some constituents show antioxidant, anticancer and antidiabetic properties. The objective of this review is to summarize studies on diverse bioactive compounds and the beneficial properties of B. aegyptiaca.

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