Studies on synthetic and structural characterization of new fluorine substituted phthalides of pharmaceutical interest

Chamoli, Tanu; Rawat, Mahiraj Singh; Jacob, Melissa R.

doi:10.3109/14756366.2011.606622

Cited by 2 publications

(3 citation statements)

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“…Again, a number of degradation pathways were observed, some of which were also reported in literature [22]. As expected, a cascade mechanism was found (Fig.…”

Section: Degradation Analysis Of Eosinsupporting

confidence: 83%

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Mapping degradation pathways of natural and synthetic dyes with LC-MS: Influence of solvent on degradation mechanisms

Pirok

Moro

Meekel

et al. 2019

Journal of Cultural Heritage

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To help conserve the vast array of (combinations of) dyestuffs and pigments encountered in culturalheritage objects and application materials, a rapid and convenient method for dye-degradation research is required. In-solution degradation studies of dyes in a strong solvent, such as the commonly used dimethyl sulfoxide (DMSO), are potentially of interest, in addition to studies involving other solvents, such as water. The degradation of eosin and carminic acid under the influence of light was investigated in two solvents, i.e. in a mixture of DMSO and acetonitrile and in pure water. A liquid chromatography -mass spectrometry (LC-MS) method was developed for analysis of the degraded samples and identification of the individual components. The presence of DMSO generally facilitated faster degradation, which, in combination with its universal solvating properties are advantageous. However, different products were formed in the presence of DMSO. Degradation pathways for eosin and carminic acid in these solvents are proposed.

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“…Again, a number of degradation pathways were observed, some of which were also reported in literature [22]. As expected, a cascade mechanism was found (Fig.…”

Section: Degradation Analysis Of Eosinsupporting

confidence: 83%

“…6A,5). The loss of bromine under the influence of light has been well documented [13,23,24] and a clarification of the mechanism is provided in Supplementary Material section S-5. In addition, the MS/MS spectra of all degradation products of the bromine-loss pathway are provided in Supplementary Material section S-7.…”

Section: Degradation Analysis Of Eosinmentioning

confidence: 99%

Mapping degradation pathways of natural and synthetic dyes with LC-MS: Influence of solvent on degradation mechanisms

Pirok

Moro

Meekel

et al. 2019

Journal of Cultural Heritage

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“…Additionally, a minor species (Figure 3B, m/z 415.8875) and its methylated form (Figure 3D, m/z 430.8898), formed from the chromophore moiety opening and further fragmenting, has been identified. However, the formation of this fragmentation product, identified in previous studies as 2-(3,5-dibromo-4-hydroxybenzoyl)-benzoic acid, 41,53 may only occur during the extraction process in solution and not during the photoaging experiment. Furthermore, eosin forms produced by the selective reactions through the carboxylate group, keeping intact the xanthenic moiety, were identified only by DI-ESI-MS.…”

Section: Analytical Chemistrymentioning

confidence: 90%

Rapid Evaluation of the Debromination Mechanism of Eosin in Oil Paint by Direct Analysis in Real Time and Direct Infusion-Electrospray Ionization Mass Spectrometry

et al. 2019

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Eosin is a synthetic organic colorant prone to fading under the influence of light. On the basis of the growing interest in the understanding of the discoloration mechanism of eosin-based lakes, this study compares the ability of two ultrafast and ultrasensitive mass spectrometry techniques to detect eosin derivatives in complex matrices, such as oil media without the use of conventional separation columns or additional sample preparation protocols. Direct analysis in real time mass spectrometry (DART-MS) and direct infusion electrospray ionization mass spectrometry (DI-ESI-MS) were used to characterize the degradation pathway of eosin in oil media. The analysis protocols developed in this study are applied to discern the degradation mechanism of the lake pigment eosin (comprising the molecule per se complexed to an inorganic substrate) dispersed in linseed oil to create an oil paint. The analysis of oil paints by high resolution MS without an extraction methodology that modifies the system chemistry allowed us to identify the degradation forms without causing any additional fragmentation. Both techniques revealed the primary photodegradation pathway of eosin in linseed oil, and DI-ESI-MS provided additional information on the native conformation of the lake.

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Studies on synthetic and structural characterization of new fluorine substituted phthalides of pharmaceutical interest

Cited by 2 publications

References 50 publications

Mapping degradation pathways of natural and synthetic dyes with LC-MS: Influence of solvent on degradation mechanisms

Mapping degradation pathways of natural and synthetic dyes with LC-MS: Influence of solvent on degradation mechanisms

Rapid Evaluation of the Debromination Mechanism of Eosin in Oil Paint by Direct Analysis in Real Time and Direct Infusion-Electrospray Ionization Mass Spectrometry

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