Synthesis of Four Eugenol Metabolites

2020 ◽  
Vol 17 ◽  
Author(s):  
Xixi Jia ◽  
Hao Zhou ◽  
Xiwang Liu ◽  
Jianyong Li
Keyword(s):  
High Resolution ◽  
1H Nmr ◽  
13C Nmr ◽  
Metabolic Study ◽  
Material Basis ◽  
High Resolution Mass ◽  
First Time ◽  
Aspirin Eugenol Ester ◽  
Resolution Mass

Abstract:: Four eugenol metabolites were concisely synthesized and their structures were confirmed by 1H-NMR, 13C-NMR and high resolution mass (HR-MS). Among them, the synthesis of eugenol-β-D-glucuronide (3) and eugenol sulfate (4) was reported for the first time. The successful synthesis of the four eugenol metabolites provide material basis to our further metabolic study of prodrug aspirin eugenol ester (AEE).

scholarly journals Alkaloids from Papaver coreanum

2011 ◽  
Vol 6 (11) ◽  
pp. 1934578X1100601
Author(s):  
Dong-Ung Lee ◽  
Jong Hee Park ◽  
Ludger Wessjohann ◽  
Jürgen Schmidt
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
High Resolution Mass Spectrometry ◽  
Endemic Plant ◽  
High Resolution Mass ◽  
Main Components ◽  
First Time ◽  
Resolution Mass

The alkaloid pattern of the endemic plant Papaver coreanum Nakai (Papaveraceae) was determined for the first time. Eight alkaloids could be identified by LC/ESIMS/MS and high-resolution mass spectrometry. Among them, protopine and allocryptopine represent the main components. Besides norsanguinarine, sanguinarine, dihydrosanguinarine, oxysanguinarine, lincangenine, and cryptopine, some other trace alkaloids were found whose structures remain unknown.

scholarly journals 2,6-Dimethoxybenzyl Bromide

Molbank ◽  
10.3390/m1277 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1277
Author(s):  
R. Alan Aitken ◽  
Elizabeth A. Saab ◽  
Alexandra M. Z. Slawin
Keyword(s):  
Melting Point ◽  
High Resolution ◽  
13C Nmr ◽  
Title Compound ◽  
Mass Spectra ◽  
1H And 13C Nmr ◽  
X Ray ◽  
Planar Molecule ◽  
First Time ◽  
Resolution Mass

The unstable title compound has been characterized for the first time. Its melting point, UV, IR, 1H and 13C-NMR and high-resolution mass spectra are presented. The X-ray structure has also been determined and shows a rather long C–Br bond perpendicular to the otherwise planar molecule.

Metabolic study of cafestol using in silico approach, zebrafish water tank experiments and liquid chromatography high-resolution mass spectrometry analyses

2021 ◽  
pp. 123028
Author(s):  
Cyrus Veiga Andriolo ◽  
Fábio Junior M. Novaes ◽  
Henrique Marcelo Gualberto Pereira ◽  
Vinícius Figueiredo Sardela ◽  
Claudia Moraes Rezende
Keyword(s):  
Mass Spectrometry ◽  
Liquid Chromatography ◽  
High Resolution ◽  
In Silico ◽  
High Resolution Mass Spectrometry ◽  
Water Tank ◽  
Metabolic Study ◽  
High Resolution Mass ◽  
Resolution Mass

scholarly journals High resolution mass spectrometric characterization of amino linked oligosaccharides — a preliminary study

2013 ◽  
Vol 11 (8) ◽  
pp. 1309-1319 ◽  
Author(s):  
Roxana Ghiulai ◽  
Mirela Galusca ◽  
Ioana Sisu ◽  
Eugen Sisu ◽  
Alina Zamfir
Keyword(s):  
High Resolution ◽  
High Resolution Mass Spectrometry ◽  
Fragmentation Pathway ◽  
Sequence Coverage ◽  
High Resolution Mass ◽  
Optimal Screening ◽  
Full Scan ◽  
First Time ◽  
Resolution Mass

AbstractIn this study maltose, maltotriose and maltotetraose were for the first time, coupled to 4,4′-methylenedianiline (MDA). The aim of this preliminary work was to test the feasibility of oligo- and polysaccharide coupling to MDA and the characterization of the coupling products by high resolution mass spectrometry (MS). (+) nanoESI in combination with a quadrupole time of flight (QTOF) MS in full scan (MS) and MS/MS was optimized first on underivatized maltose, maltotriose and maltotetraose. The optimal screening and sequencing conditions were further applied to the MDA-functionalized oligosaccharides. The obtained results revealed a straightforward MS detection of the functionalized oligomers, high sequence coverage and a fragmentation pathway with the formation of B and Y ions as well as the complementary C and Z ions along with a typical cleavage of the aglycon. We consider that this methodology is fully applicable also to polydisperse mixtures of long chain polysaccharides, which due to the large number of components and their size require a systematic method of development and testing.

scholarly journals Andean Blueberry of the Genus Disterigma: A High-Resolution Mass Spectrometric Approach for the Comprehensive Characterization of Phenolic Compounds

Separations ◽  
2021 ◽  
Vol 8 (5) ◽  
pp. 58
Author(s):  
Sara Elsa Aita ◽  
Anna Laura Capriotti ◽  
Chiara Cavaliere ◽  
Andrea Cerrato ◽  
Benedetta Giannelli Moneta ◽  
...  
Keyword(s):  
Phenolic Compounds ◽  
High Resolution ◽  
High Performance ◽  
Mass Spectrometric ◽  
Spectrometric Analysis ◽  
South American ◽  
High Resolution Mass ◽  
Mass Spectrometric Approach ◽  
First Time ◽  
Resolution Mass

Wild neotropical blueberries, endemic of Central and South American areas, are promising yet still undisclosed sources of bioactive compounds. Most research studies have addressed wild and cultivated blueberries from Europe and North America, despite the extremely wide variety of wild neotropical species. In the present paper, for the first time, the phenolic composition of Disterigma alaternoides was investigated through ultra-high-performance liquid chromatography coupled to high-resolution mass-spectrometric analysis followed by accurate data analysis and compound validation with a dedicated structure-based workflow. D. alaternoides, which belongs to a closely related genus to that of the common blueberry, grows exclusively in the Andean regions over 2000 above sea level. Thanks to the dedicated analytical platform, 249 phenolic compounds were tentatively identified, including several anthocyanins, flavonoids, phenolic acids, and proanthocyanidins. Thenature and heterogeneity of identified phenolic compounds demonstrate once more the need for a more profound knowledge of such still uncharted matrices.

scholarly journals 3,6-Dibromopyridazine-4,5-diamine

Molbank ◽  
10.3390/m1053 ◽  
2019 ◽  
Vol 2019 (1) ◽  
pp. M1053
Author(s):  
Timofey Chmovzh ◽  
Ekaterina Knyazeva ◽  
Olga Ustimenko ◽  
Oleg Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Ir Spectroscopy ◽  
13C Nmr ◽  
Sodium Methoxide ◽  
High Resolution Mass Spectrometry ◽  
Photovoltaic Materials ◽  
High Resolution Mass ◽  
Derivatives Of ◽  
Resolution Mass

Dihalogenated derivatives of 1,2,5-chalcogenadiazoles fused with benzene or heterocyclic rings are of interest as starting compounds for photovoltaic materials. The 1,2,5-chalcogenadiazole ring in these heterocycles was most commonly prepared from the corresponding ortho-diamine moiety. In this communication, 3,6-dibromopyridazine-4,5-diamine was prepared via the reaction of 4,7-dibromo[1,2,5]thiadiazolo[3,4-d]pyridazine with sodium methoxide in THF by heating at reflux for four hours. The structure of the newly synthesized compound was established by means of high resolution mass-spectrometry, 1H, 13C-NMR and IR spectroscopy, and mass-spectrometry.

scholarly journals (2,3-Dihydro-1H-indol-5-ylmethyl)amine

Molbank ◽  
10.3390/m1248 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1248
Author(s):  
Vladimir A. Ogurtsov ◽  
Oleg A. Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Ir Spectroscopy ◽  
Elemental Analysis ◽  
13C Nmr ◽  
High Resolution Mass Spectrometry ◽  
Pharmacological Properties ◽  
High Resolution Mass ◽  
Resolution Mass

New (2,3-dihydro-1H-indol-5-ylmethyl)amine was synthesized from 2-((1-acetylindolin-5-yl)methyl)isoindoline-1,3-dione by simultaneous deprotection of phthalimide and acetyl groups. The structure of the newly synthesized compounds was established by elemental analysis, high resolution mass-spectrometry, 1H, 13C NMR and IR spectroscopy and mass-spectrometry. The resulting compound is a convenient intermediate for various disubstituted 1-(indolin-5-yl)methanamines, which may be of interest as substances with useful pharmacological properties.

scholarly journals 4-Chloro-6-(chloromethyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidine

Molbank ◽  
10.3390/m1253 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1253
Author(s):  
Vladimir Ogurtsov ◽  
Oleg Rakitin
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Ir Spectroscopy ◽  
Elemental Analysis ◽  
13C Nmr ◽  
High Resolution Mass Spectrometry ◽  
Pharmacological Properties ◽  
High Resolution Mass ◽  
Resolution Mass

A novel 4-chloro-6-(chloromethyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidine was prepared by a rational and short two-step synthesis from commercially available ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate via 6-(chloromethyl)-1-methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one. The structure of the synthesized compounds was established by elemental analysis, high-resolution mass-spectrometry, 1H, 13C-NMR and IR spectroscopy and mass-spectrometry. 4-Chloro-6-(chloromethyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidine is a convenient intermediate for various disubstituted 1-methyl-1H-pyrazolo[3,4-d]pyrimidines, which may be of interest as substances with useful pharmacological properties.

scholarly journals New Phenolic Compounds in Posidonia oceanica Seagrass: A Comprehensive Array Using High Resolution Mass Spectrometry

Plants ◽  
2021 ◽  
Vol 10 (5) ◽  
pp. 864
Author(s):  
Marina Astudillo-Pascual ◽  
Irene Domínguez ◽  
Pedro A. Aguilera ◽  
Antonia Garrido Frenich
Keyword(s):  
Mass Spectrometry ◽  
Phenolic Compounds ◽  
High Resolution ◽  
Detection Method ◽  
High Resolution Mass Spectrometry ◽  
Posidonia Oceanica ◽  
High Resolution Mass ◽  
First Time ◽  
Different Tissues ◽  
Resolution Mass

The studies on the Posidonia oceanica Delile (P. oceanica) phenolic composition have been focused on the foliar tissues and have often neglected the phenolic compounds in rhizomes or roots alike. With the current improvements in high resolution mass spectrometry (HRMS) analyzers, such as the Orbitrap MS, there is a new opportunity to more deeply study P. oceanica. One of the benefits is the possibility of conducting an exhaustive phenolic monitoring, which is crucial in the search for new stressor-specific biomarkers of coastal deterioration. For this purpose, the different tissues (leaf, rhizome, and root) of P. oceanica seagrass from several marine sampling areas were analyzed through target, suspected, and non-target screenings. This paper brings a fast and tissues-specific extraction, as well as a detection method of phenolic compounds applying for the first time the potential of HRMS (Exactive Orbitrap) in P. oceanica samples. As a result, 42 phenolic compounds were satisfactorily detected, of which, to our knowledge, 24 were not previously reported in P. oceanica, such as naringenin, naringenin chalcone and pinocembrin, among others. Information here reported could be used for the evaluation of new stressor-specific biomarkers of coastal deterioration in the Mediterranean waters. Furthermore, the followed extraction and analytical method could be considered as a reference protocol in other studies on marine seagrasses due to the exhaustive search and satisfactory results.

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