scholarly journals Isoamericanoic Acid B from Acer tegmentosum as a Potential Phytoestrogen

Nutrients ◽  
2018 ◽  
Vol 10 (12) ◽  
pp. 1915 ◽  
Author(s):  
Seoung Lee ◽  
Yong Park ◽  
Yu Han ◽  
Joo Lee ◽  
Seulah Lee ◽  
...  
Keyword(s):  
Estrogenic Activity ◽  
Folk Medicine ◽  
Docking Simulation ◽  
2D Nmr ◽  
Medical Community ◽  
Deciduous Tree ◽  
2D Nmr Spectroscopy ◽  
Phytochemical Study ◽  
Korean Folk Medicine ◽  
Surgical Bleeding

Phytoestrogens derived from plants have attracted the attention of the general public and the medical community due to their potentially beneficial role in relieving menopausal symptoms. The deciduous tree Acer tegmentosum Maxim (Aceraceae) has long been utilized in Korean folk medicine to alleviate many physiological disorders, including abscesses, surgical bleeding, and liver diseases. In order to explore structurally and/or biologically new constituents from Korean medicinal plants, a comprehensive phytochemical study was carried out on the bark of A. tegmentosum. One new phenolic compound with a 1,4-benzodioxane scaffold, isoamericanoic acid B (1), as well as with nine known phenolic compounds (2–10), were successfully isolated from the aqueous extracts of the bark of A. tegmentosum. A detailed analysis using 1D and 2D NMR spectroscopy, electronic circular dichroism (ECD) spectral data, and LC/MS afforded the unambiguous structural determination of all isolated compounds, including the new compound 1. In addition, compounds 2, 4, 5, and 9 were isolated and identified from the bark of A. tegmentosum for the first time. All isolated compounds were tested for their estrogenic activities using an MCF-7 BUS cell proliferation assay, which revealed that compounds 1, 2, and 10 showed moderate estrogenic activity. To study the mechanism of this estrogenic effect, a docking simulation of compound 1, which showed the best estrogenic activity, was conducted with estrogen receptor (ER) -α and ER-β, which revealed that it interacts with the key residues of ER-α and ER-β. In addition, compound 1 had slightly higher affinity for ER-β than ER-α in the calculated Gibbs free energy for 1:ER-α and 1:ER-β. Thus, the present experimental evidence demonstrated that active compound 1 from A. tegmentosum could be a promising phytoestrogen for the development of natural estrogen supplements.

Chemical constituents from Penianthus camerounensis Dekker (Menispermaceae)

2019 ◽  
Vol 74 (10) ◽  
pp. 703-708 ◽  
Author(s):  
Georges Bellier Tabekoueng ◽  
Carine Mvot Akak ◽  
Moses K. Langat ◽  
Anatole Guy Blaise Azebaze ◽  
Alain François Kamdem Waffo ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Chemical Analysis ◽  
Betulinic Acid ◽  
Chemical Constituents ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Phytochemical Study ◽  
Chemical Structures ◽  
First Time

AbstractThe phytochemical study of the roots, leaves and twigs of Penianthus camerounensis Dekker (Menispermaceae) has led to the isolation and the characterization of 20 compounds. A ceramide, camerounamide (1), and a furoclerodanediterpenoid, camerounin (2), have not been described previously, while the compounds xylopic acid (3), syringaresinol (4), iso-propylmethylcyclohexa-1,4-diol (5), 1-(28-hydroxyoctacosanoyl)glycerol (6), scoparone (7), friedelin (8), friedelanol (9) and betulinic acid (10) are being reported for the first time from the genus Penianthus alongside 10 known compounds (11–20). Chemical structures were determined using 1D- and 2D-NMR spectroscopy, MS and chemical analysis. Their chemotaxonomic importance is discussed.

scholarly journals Phytochemical Study and Antioxidant Activity of Calligonum azel and C. comosum

2017 ◽  
Vol 12 (12) ◽  
pp. 1934578X1701201 ◽  
Author(s):  
Soumia Belaabed ◽  
Noureddine Beghidja ◽  
Khalfaoui Ayoub ◽  
Massimiliano D'Ambola ◽  
Marinella De Leo ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Nmr Spectroscopy ◽  
Phenolic Compound ◽  
Aerial Part ◽  
2D Nmr ◽  
Jurkat Cells ◽  
Butanoic Acid ◽  
2D Nmr Spectroscopy ◽  
Phytochemical Study ◽  
Pure Compounds

One new phenolic compound (1) together with nine known derivatives were isolated from the aerial part apolar extracts of Calligonum azel Maire and Calligonum comosum L'Hér (Polygonaceae). Their structures were established on the basis of 1D and 2D NMR spectroscopy, as well as ESI-MS analysis. The anti-inflammatory and antioxidant potential of pure compounds was evaluated in J774A.1 murine macrophages and Jurkat cells. Among tested molecules, 4-ethoxy-1,2-benzendiol, tamgermanetin, and α,β-diamino-4-hydroxybenzene butanoic acid exerted the more interesting activity.

Demonstration of 2D NMR Spectroscopy in a Powered Magnet at 25 T Using Cascade Field Regulation

2019 ◽  
Author(s):  
Benjamin D. McPheron ◽  
Jeffrey L. Schiano ◽  
Brian F. Thomson ◽  
Kiran K. Shetty ◽  
William W. Brey
Keyword(s):  
Nmr Spectroscopy ◽  
2D Nmr ◽  
2D Nmr Spectroscopy

scholarly journals 5-((8-Hydroxyquinolin-5-yl)diazenyl)-3-methyl-1H-pyrazole-4-carboxylic Acid

Molbank ◽  
10.3390/m1238 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1238
Author(s):  
Ion Burcă ◽  
Valentin Badea ◽  
Calin Deleanu ◽  
Vasile-Nicolae Bercean
Keyword(s):  
Chemical Structure ◽  
Functional Group ◽  
Coupling Reaction ◽  
2D Nmr ◽  
Azo Coupling ◽  
2D Nmr Spectroscopy ◽  
Azo Compound ◽  
Ft Ir ◽  
New Compounds ◽  
Carboxylic Functional Group

A new azo compound was prepared via the azo coupling reaction between 4-(ethoxycarbonyl)-3-methyl-1H-pyrazole-5-diazonium chloride and 8-hydroxyquinoline (oxine). The ester functional group of the obtained compound was hydrolyzed and thus a new chemical structure with a carboxylic functional group resulted. The structures of the new compounds were fully characterized by: UV–Vis, FT-IR, 1D and 2D NMR spectroscopy, and HRMS spectrometry.

scholarly journals Ambient-Temperature Synthesis of (E)-N-(3-(tert-Butyl)-1-methyl-1H-pyrazol-5-yl)-1-(pyridin-2-yl)methanimine

Molbank ◽  
10.3390/m1250 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1250
Author(s):  
Diana Becerra ◽  
Justo Cobo ◽  
Juan-Carlos Castillo
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Ambient Temperature ◽  
Magnesium Sulfate ◽  
Elemental Analysis ◽  
Condensation Reaction ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Temperature Synthesis ◽  
Tert Butyl

We report the ambient-temperature synthesis of novel (E)-N-(3-(tert-butyl)-1-methyl-1H-pyrazol-5-yl)-1-(pyridin-2-yl)methanamine 3 in 81% yield by a condensation reaction between 3-(tert-butyl)-1-methyl-1H-pyrazol-5-amine 1 and 2-pyridinecarboxaldehyde 2 in methanol using magnesium sulfate as a drying agent. The N-pyrazolyl imine 3 was full characterized by IR, 1D, and 2D NMR spectroscopy, mass spectrometry, and elemental analysis.

Highly NIR-emitting ytterbium complexes containing 2-(tosylaminobenzylidene)-N-benzoylhydrazone anions: structure in solution and use for bioimaging

2021 ◽  
Author(s):  
Anton D Kovalenko ◽  
Alexander A. Pavlov ◽  
Ilya D. Ustinovich ◽  
Alena S. Kalyakina ◽  
Alexander S Goloveshkin ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Lanthanide Complexes ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Ytterbium Complexes ◽  
Solution Behaviour ◽  
Structure In Solution

Abstract: Solution behaviour in DMSO using 1D and 2D NMR spectroscopy was performed for lanthanide complexes Ln(L)(HL) and Ln(HL)2Cl, containing non-macrocyclic 2-(tosylamino)-benzylidene-N-benzoylhydrazone (H2L), and the structure of [Yb(L)]+ cation in...

scholarly journals ent-Kaurane Diterpenes from Annona glabra and Their Cytotoxic Activities

2014 ◽  
Vol 9 (12) ◽  
pp. 1934578X1400901
Author(s):  
Hoang Le Tuan Anh ◽  
Nguyen Thi Thu Hien ◽  
Dan Thi Thuy Hang ◽  
Tran Minh Ha ◽  
Nguyen Xuan Nhiem ◽  
...  
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Human Cancer ◽  
2D Nmr ◽  
Cancer Cell Lines ◽  
Cytotoxic Activities ◽  
Human Cancer Cell ◽  
2D Nmr Spectroscopy ◽  
Human Cancer Cell Lines ◽  
Annona Glabra

A new ent-kaurane glycoside, annoglabasin H (1), and three known ent-kauranes, annoglabasin E (2), annoglabasin B (3), and 19-nor- ent-kaurent-4-ol-17-oic acid (4) were isolated from the fruits of Annona glabra. Their structures were determined by the combination of spectroscopic and chemical methods, including 1D- and 2D-NMR spectroscopy, as well as by comparison with the NMR data reported in the literature. The cytotoxic activities of these compounds were evaluated on four human cancer cell lines, LU-1, MCF-7, SK-Mel2, and KB. Compound 1 exhibited significant cytotoxic activity on all tested human cancer cell lines with IC50 values ranging from 3.7 to 4.6 μM.

scholarly journals NMR-Based Structural Characterization of a Two-Disulfide-Bonded Analogue of the FXIIIa Inhibitor Tridegin: New Insights into Structure–Activity Relationships

2021 ◽  
Vol 22 (2) ◽  
pp. 880
Author(s):  
Thomas Schmitz ◽  
Ajay Abisheck Paul George ◽  
Britta Nubbemeyer ◽  
Charlotte A. Bäuml ◽  
Torsten Steinmetzer ◽  
...  
Keyword(s):  
Structural Information ◽  
Coagulation Factor ◽  
Md Simulations ◽  
2D Nmr ◽  
Label Free ◽  
2D Nmr Spectroscopy ◽  
Structure Information ◽  
Structure Activity Relationships ◽  
Structure Activity ◽  
Blood Sucking

The saliva of blood-sucking leeches contains a plethora of anticoagulant substances. One of these compounds derived from Haementeria ghilianii, the 66mer three-disulfide-bonded peptide tridegin, specifically inhibits the blood coagulation factor FXIIIa. Tridegin represents a potential tool for antithrombotic and thrombolytic therapy. We recently synthesized two-disulfide-bonded tridegin variants, which retained their inhibitory potential. For further lead optimization, however, structure information is required. We thus analyzed the structure of a two-disulfide-bonded tridegin isomer by solution 2D NMR spectroscopy in a combinatory approach with subsequent MD simulations. The isomer was studied using two fragments, i.e., the disulfide-bonded N-terminal (Lys1–Cys37) and the flexible C-terminal part (Arg38–Glu66), which allowed for a simplified, label-free NMR-structure elucidation of the 66mer peptide. The structural information was subsequently used in molecular modeling and docking studies to provide insights into the structure–activity relationships. The present study will prospectively support the development of anticoagulant-therapy-relevant compounds targeting FXIIIa.

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