scholarly journals Cytotoxic and Anti-Inflammatory Effects of Ent-Kaurane Derivatives Isolated from the Alpine Plant Sideritis hyssopifolia

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 589 ◽  
Author(s):  
Axelle Aimond ◽  
Kevin Calabro ◽  
Coralie Audoin ◽  
Elodie Olivier ◽  
Mélody Dutot ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Structural Characterization ◽  
Microbial Activities ◽  
Alpine Plant ◽  
Planar Structures ◽  
Anti Inflammatory ◽  
New Compounds

This paper reports the isolation and structural characterization of four new ent-kaurane derivatives from the Lamiaceae plant Sideritis hyssopifolia. Planar structures and relative configurations were determined using both mass spectrometry and nuclear magnetic resonance (1D and 2D). Absolute configurations were determined by comparing experimental and theoretical electronic circular dichroism spectra. The cytotoxic and microbial activities of all new compounds were tested. Compounds that were non-cytotoxic were further evaluated for anti-inflammatory activity.

scholarly journals Structural Characterization of Amadori Rearrangement Product of Glucosylated Nα-Acetyl-Lysine by Nuclear Magnetic Resonance Spectroscopy

2014 ◽  
Vol 2014 ◽  
pp. 1-6 ◽  
Author(s):  
Chuanjiang Li ◽  
Hui Wang ◽  
Manuel Juárez ◽  
Eric Dongliang Ruan
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Maillard Reaction ◽  
Structural Characterization ◽  
Resonance Spectroscopy ◽  
H Nmr ◽  
Amadori Rearrangement ◽  
C Nmr ◽  
Nuclear Magnetic

Maillard reaction is a nonenzymatic reaction between reducing sugars and free amino acid moieties, which is known as one of the most important modifications in food science. It is essential to characterize the structure of Amadori rearrangement products (ARPs) formed in the early stage of Maillard reaction. In the present study, the Nα-acetyl-lysine-glucose model had been successfully set up to produce ARP, Nα-acetyl-lysine-glucose. After HPLC purification, ARP had been identified by ESI-MS with intense [M+H]+ ion at 351 m/z and the purity of ARP was confirmed to be over 90% by the relative intensity of [M+H]+ ion. Further structural characterization of the ARP was accomplished by using nuclear magnetic resonance (NMR) spectroscopy, including 1D 1H NMR and 13C NMR, the distortionless enhancement by polarization transfer (DEPT-135) and 2D 1H-1H and 13C-1H correlation spectroscopy (COSY) and 2D nuclear overhauser enhancement spectroscopy (NOESY). The complexity of 1D 1H NMR and 13C NMR was observed due to the presence of isomers in glucose moiety of ARP. However, DEPT-135 and 2D NMR techniques provided more structural information to assign the 1H and 13C resonances of ARP. 2D NOESY had successfully confirmed the glycosylated site between 10-N in Nα-acetyl-lysine and 7′-C in glucose.

scholarly journals Synthesis and characterization of solid 2-methoxycinnamylidenepyruvic acid

2008 ◽  
Vol 33 (4) ◽  
pp. 61-68 ◽  
Author(s):  
C. T. de Carvalho ◽  
A. B. Siqueira ◽  
E. Y. Ionashiro ◽  
M. Pivatto ◽  
M. Ionashiro
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Differential Scanning Calorimetry ◽  
Infrared Spectroscopy ◽  
Magnetic Resonance ◽  
Molecular Geometry ◽  
Synthesis And Characterization ◽  
Scanning Calorimetry ◽  
Purity Determination

The 2-methoxycinnamylidenepyruvic acid (2-MeO-HCP) was synthesized and characterized for nuclear magnetic resonance (¹H and 13C NMR), mass spectrometry (MS), Infrared spectroscopy (FTIR) and differential scanning calorimetry (DSC). The application of DSC for purity determination is well documented in literature and is used in the analysis of pure organic compounds. The molecular geometry and vibrational frequencies of 2-MeO-HCP have been calculated.

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