scholarly journals Derivatization of Methylglyoxal for LC-ESI-MS Analysis—Stability and Relative Sensitivity of Different Derivatives

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 2994 ◽  
Author(s):  
Stefan Fritzsche ◽  
Susan Billig ◽  
Robby Rynek ◽  
Ramarao Abburi ◽  
Elena Tarakhovskaya ◽  
...  

The great research interest in the quantification of reactive carbonyl compounds (RCCs), such as methylglyoxal (MGO) in biological and environmental samples, is reflected by the fact that several publications have described specific strategies to perform this task. Thus, many reagents have also been reported for the derivatization of RCCs to effectively detect and quantify the resulting compounds using sensitive techniques such as liquid chromatography coupled with mass spectrometry (LC-MS). However, the choice of the derivatization protocol is not always clear, and a comparative evaluation is not feasible because detection limits from separate reports and determined with different instruments are hardly comparable. Consequently, for a systematic comparison, we tested 21 agents in one experimental setup for derivatization of RCCs prior to LC-MS analysis. This consisted of seven commonly employed reagents and 14 similar reagents, three of which were designed and synthesized by us. All reagents were probed for analytical responsiveness of the derivatives and stability of the reaction mixtures. The results showed that derivatives of 4-methoxyphenylenediamine and 3-methoxyphenylhydrazine—reported here for the first time for derivatization of RCCs—provided a particularly high responsiveness with ESI-MS detection. We applied the protocol to investigate MGO contamination of laboratory water and show successful quantification in a lipoxidation experiment. In summary, our results provide valuable information for scientists in establishing accurate analysis of RCCs.

2008 ◽  
Vol 3 (12) ◽  
pp. 1934578X0800301 ◽  
Author(s):  
Patrícia Timóteo ◽  
Anastasia Karioti ◽  
Suzana G. Leitão ◽  
Franco Francesco Vincieri ◽  
Anna Rita Bilia

Aqueous preparations and ethanolic extracts of three Brazilian chemotypes of Lippia alba (Mill.) N.E. Brown (Verbenaceae) were investigated for the chemical variability of their non volatile constituents by HPLC/DAD/ESI-MS analysis. The main class of compounds in all the extracts investigated was phenylpropanoids, mainly verbascoside, followed by the flavonoids tricin-7- O-diglucuronide (present in Lippia alba chemotypes 2 and 3), luteolin-7- O-glucuronide (present in L. alba chemotype 1) and mono-and di- O-glucuronic derivatives of apigenin and tricin. Four iridoids, geniposidic acid, theveside, 8- epi-loganin and mussaenoside were also identified.


2020 ◽  
Vol 22 (2) ◽  
pp. 075-080
Author(s):  
O.S. Balogun ◽  
I.A. Oladosu ◽  
Zhiqiang Liu

Tragia benthamii is a medicinal plant of repute endemic in West Africa. However, despite the traditional uses of the plant its secondary metabolites are yet to be profiled. Thus, this study aimed at identifying the chemical  constituents of T. benthamii. Air-dried samples (600 g) of the plant were extracted with aqueous ethanol (95 %) and thereafter, portions of the crude extract obtained were used separately for chromatographic  purifications, GC-MS analysis and spectrophotometric quantitation of the secondary metabolites. The chromatographic purification of the extract afforded a pure compound elucidated as 2,5-dithia-3,6-diazabicyclo [2.2.1] heptane using spectroscopic techniques. Upon silylation and GC-MS analysis of the extract, derivatives of sugar (34.65%), fatty acids (24.11%) and phytol (21.00%) were identified as principal constituents. Also, a total of 6.25 mg rutin/g, 5.18 mg ginsenoside/g and 6.84 mg glucose/g dry weight sample were obtained for flavonoids, saponins and carbohydrate, respectively from the spectrophotometric quantitation. These secondary metabolites are being reported for the first time from this plant. Keywords: Tragia benthamii; secondary metabolites; quantitative analysis; silylation


2019 ◽  
pp. 135-147
Author(s):  
Daniil Nikolayevich Olennikov ◽  
Nina Igorevna Kashchenko

  Silene italica (L.) Pers. is a species of Caryophyllaceae family which introduced samples contain ecdysteroids that was previously shown (Meng et al., 2001). In this paper, the composition of ecdysteroids of wild-growing S. italica was shown. Using high performance chromatography with diode-array detection and electrospray ionization mass-spectrometry detection (HPLC-DAD-ESI-MS) twenty-two compounds assigned to the ecdysteroid group. The non-glycoside components of S. italica were included twelve compounds and integristerone A, 26-hydroxyintegristerone A, 22-deoxyintegristerone A, 2-deoxyintegristerone A, and 2-deoxypolypodine B were identified for the first time. Ten compounds were characterized as ecdysteroid monoglycosides containing hexose fragment as a carbohydrate part. Trer were derivatives of 20-hydroxyecdysone, polypodine B, ecdysone and 2-deoxypolypodine B. For the first time, the presence of 22-deoxyintegristerone A hexoside non-detected in plant objects was found. Comparative analysis of the ecdysteroids composition of S. italica and well studied species S. italica spp. nemoralis (Báthori et al., 2000, 2002, 2004; Pongrácz et al., 2003; Simon et al., 2002) indicates their proximity. Quantitative analysis of five ecdysteroid content in the organs of S. italica showed that they were unevenly distributed in the plant. The concentration of 20-hydroxyecdysone was 0.10–32.12 mg/g and the total ecdysteroids content was 0.10–40.92 mg/g of dry plant weight. In general, it should be noted that the ability to produce and accumulate ecdysteroids was also observed for the wild samples of S. italica, which cultural samples was noted as ecdysteroid concentrator.


Toxics ◽  
2021 ◽  
Vol 9 (3) ◽  
pp. 49
Author(s):  
Małgorzata Drzewiecka ◽  
Monika Beszterda ◽  
Magdalena Frańska ◽  
Rafał Frański

Biodegradation of bisphenol A in the environmental waters (lake, river, and sea) has been studied on the base of fortification of the samples taken and the biodegradation products have been analyzed using HPLC/UV/ESI-MS. Analysis of the characteristic fragmentation patterns of [M-H]− ions permitted unambiguous identification of the biodegradation products as 2,2-bis(4-hydroxyphenyl)-1-propanol or as p-hydroxyacetophenone, depending on the type of surface water source. The formation of 2,2-bis(4-hydroxyphenyl)-1-propanol was much more common than that of p-hydroxyacetophenone. Moreover, 2,2-Bis(4-hydroxyphenyl)-1-propanol has not been further biodegraded, in contrast to the p-hydroxyacetophenone, which was further mineralized. It has been proved, for the first time, that 2,2-bis(4-hydroxyphenyl)-1-propanol can be regarded as persistent product of bisphenol A biodegradation in the fortified environmental waters.


2018 ◽  
Vol 56 (6) ◽  
pp. 681
Author(s):  
Hoang Le Tuan Anh

By using various chromatographic methods, two sterols and one flavone, vernoniamygda A (1), vernoniamygda B (2), and luteolin (3) were isolated from the methanol extract of the leaves of Vernonia amygdalina. Their structures were determined using 1D, 2D-NMR and ESI-MS analysis as well as by comparison with the reported data. Compounds 1 and 2 were reported from natural for the first time.


Planta Medica ◽  
2012 ◽  
Vol 78 (11) ◽  
Author(s):  
N Fabre ◽  
E Deharo ◽  
HL Le ◽  
C Girardi ◽  
A Valentin ◽  
...  

2021 ◽  
Author(s):  
Siham Ayouaz ◽  
Sheila Cristina Oliveira-Alves ◽  
Ana Teresa Serra ◽  
Khalef LEFSIH ◽  
Madani Samah ◽  
...  

Nerium oleander L, is a medicinal plant widely used for pharmaceutical purposes. In this work the pink flowers of this plant were characterized in terms of phenolic composition by LC-DAD-ESI-MS/MS...


Plants ◽  
2021 ◽  
Vol 10 (6) ◽  
pp. 1219
Author(s):  
Marek Bunse ◽  
Peter Lorenz ◽  
Florian C. Stintzing ◽  
Dietmar R. Kammerer

The present study aimed at the identification and quantitation of phenolic compounds, fatty acids, and further characteristic substances in the seeds of Geum urbanum L. and Geum rivale L. For this purpose, individual components of extracts recovered with MeOH, CH2Cl2, and by cold-pressing, respectively, were characterized by HPLC-DAD/ESI-MSn and GC/MS and compared with reference compounds. For both Geum species, phenolic compounds, such as flavonoids and gallic acid derivatives, and triterpenes, such as saponins and their aglycones, were detected. Surprisingly, both Geum species revealed the presence of derivatives of the triterpenoid aglycons asiatic acid and madecassic acid, which were characterized for the first time in the genus Geum. Furthermore, the fatty acids of both species were characterized by GC–MS after derivatization. Both species showed a promising fatty-acid profile in terms of nutritional properties because of high proportions of unsaturated fatty acids. Linoleic acid and linolenic acid were most abundant, among other compounds such as palmitic acid and stearic acid. In summary, the present study demonstrates the seeds of G. urbanum and G. rivale to be a valuable source of unsaturated fatty acids and bioactive phenolics, which might be exploited for nutritional and cosmetic products and for phytotherapeutic purposes.


2020 ◽  
Vol 8 (1) ◽  
Author(s):  
F. Fazlali ◽  
S. Gorji Kandi

Abstract Employing an economical and non-destructive method for identifying pigments utilized in artworks is a significant aspect for preserving their antiquity value. One of the non-destructive methods for this purpose is spectrophotometry, which is based on the selected absorption of light. Mathematical descriptive methods such as derivatives of the reflectance spectrum, the Kubelka–Munk function and logarithm have been employed for the characterization of the peak features corresponding to the spectrophotometric data. In the present study, the mentioned mathematical descriptive methods were investigated with the aim to characterize the constituents of an Iranian artwork but were not efficient for the samples. Therefore, inverse tangent derivative equation was developed on spectral data for the first time, providing considerable details in the profile of reflectance curves. In the next part, to have a simpler and more practical method it was suggested to use filters made up of pure pigments. By using these filters and placing them on the samples, imaging was done. Then, images of samples with and without filter were evaluated and pure pigments were distinguished. The mentioned methods were also used to identify pigments in a modern Iranian painting specimen. The results confirmed these methods with reliable answers indicating that physical methods (alongside chemical methods) can also be effective in determining the types of pigments.


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