Spectroscopic Investigation and Reactivities of Ruthenium(III) Catalyzed Oxidation of Anticholinergic Drug Atropine Sulfate Monohydrate by Hexacyanoferrate(III) in Aqueous Alkaline Media: A Mechanistic Approach

Meti, Manjunath D.; Nandibewoor, Sharanappa T.; Chimatadar, Shivamurti A.

doi:10.1080/15533174.2012.756027

Cited by 4 publications

(3 citation statements)

References 15 publications

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“…The particular glycoalkaloid found within tomato plants is the steroid alkaloid tomatine, containing the piperidine alkaloid functionality . It is therefore proposed that this functionality will result in the observed ECL signal, as is observed for other structurally similar amine species previously reported. ,− The emission onset of tomatine is seen to begin at a lower potential than atropine, attributed to the oxidation occurring at a the secondary amine within the piperidine alkaloid rather than a tertiary amine as is present within the tropane alkaloid functional groups. To further assess selectivity of the developed sensor an interferent study was performed with other naturally occurring alkaloids present within Datura species.…”

Section: Resultsmentioning

confidence: 71%

“…However, at higher concentrations, an anodic peak at ∼0.89 V was observed (see Figure S1). Atropine has previously been shown to produce an ECL response in the presence of [Ru(bpy) 3 ] 2+ by undergoing a similar mediated oxidation process, as observed for an amine species of similar structure. ,− By undergoing mediated oxidation via homogeneous electron transfer between the Ru 3+ generated in situ and atropine within solution. The occurrence of the mediated oxidative process resulting in oxidation of atropine and the subsequent ECL response can be further confirmed by interrogation of the CV signals observed at the ruthenium-modified electrode at different atropine concentrations.…”

Section: Resultsmentioning

confidence: 90%

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Utilization of an Electrochemiluminescence Sensor for Atropine Determination in Complex Matrices

et al. 2019

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A major challenge within forensic science is the development of accurate and robust methodologies that can be utilized on-site for detection at crime scenes and can be used for analyzing multiple sample types. The recent expansion of electrochemical sensors to tackle this hurdle requires sensors that can undergo analysis without any pretreatment. Given the vast array of samples that are submitted for forensic analysis, this can pose a major challenge for all electrochemical sensors, including electrochemiluminescent (ECL)-based sensors. Within this contribution, we demonstrate the capacity for an ECL-based sensor to address this challenge and it is potential to detect and quantify atropine from a wide range of samples directly from herbal material to spiked solutions. This portable platform demonstrates satisfactory analytical parameters with linearity across a concentration range of 0.75 to 100 μM, reproducibility of 3.0%, repeatability of 9.2%, and a detection limit of ∼0.75 μM. The sensor displays good selectivity toward alkaloid species and, in particular, the hallucinogenic tropane alkaloid functionality within complex matrices. This portable sensor provides rapid detection alongside low cost and operational simplicity, thus, providing a basis for the exploitation of ECL-based sensors within the forensic arena.

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Section: Resultsmentioning

confidence: 71%

Section: Resultsmentioning

confidence: 90%

Utilization of an Electrochemiluminescence Sensor for Atropine Determination in Complex Matrices

et al. 2019

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“…Alkaloid N-oxides can be easily synthesized in the laboratory [ 33 ]. Hydrogen peroxide and organic peroxyacids are commonly employed as oxidants [ 34 , 35 , 36 , 37 , 38 ]. The commercial reagent potassium peroxymonosulfate (KPMS) was used as an oxidant, enabling the synthesis of the main metabolites of alkaloids in just 15 min [ 39 , 40 , 41 , 42 ].…”

Section: Resultsmentioning

confidence: 99%

Structural Characterization and Electrochemical Studies of Selected Alkaloid N-Oxides

Dushna,

Dubenska,

Gawor

et al. 2024

Molecules

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In this work, we synthesized and confirmed the structure of several alkaloid N-oxides using mass spectrometry and Fourier-transform infrared spectroscopy. We also investigated their reduction mechanisms using voltammetry. For the first time, we obtained alkaloid N-oxides using an oxidation reaction with potassium peroxymonosulfate as an oxidant. The structure was established based on the obtained fragmentation mass spectra recorded by LC-Q-ToF-MS. In the FT-IR spectra of the alkaloid N-oxides, characteristic signals of N-O group vibrations were recorded (bands in the range of 928 cm⁻1 to 971 cm⁻1), confirming the presence of this functional group. Electrochemical reduction studies demonstrated the reduction of alkaloid N-oxides at mercury-based electrodes back to the original form of the alkaloid. For the first time, the products of the electrochemical reduction of alkaloid N-oxides were detected by mass spectrometry. The findings provide insights into the structural characteristics and reduction behaviors of alkaloid N-oxides, offering implications for pharmacological and biochemical applications. This research contributes to a better understanding of alkaloid metabolism and degradation processes, with potential implications for drug development and environmental science.

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Oxidation and Reduction

Banerji¹

2017

Organic Reaction Mechanisms · 2014

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Spectroscopic Investigation and Reactivities of Ruthenium(III) Catalyzed Oxidation of Anticholinergic Drug Atropine Sulfate Monohydrate by Hexacyanoferrate(III) in Aqueous Alkaline Media: A Mechanistic Approach

Cited by 4 publications

References 15 publications

Utilization of an Electrochemiluminescence Sensor for Atropine Determination in Complex Matrices

Utilization of an Electrochemiluminescence Sensor for Atropine Determination in Complex Matrices

Structural Characterization and Electrochemical Studies of Selected Alkaloid N-Oxides

Oxidation and Reduction

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