Exploring potooxidative degradation pathways of harmol and harmalol alkaloids in water: effects of pH, excitation sources and atmospheric conditions

This work explores the photochemical degradation of cationic species of 7-hydroxy-1-methyl-2 H -pyrido[3,4- b ]indole or harmol ( 1C ) and the corresponding partially hydrogenated derivative 7-hydroxy-1-methyl-3,4-dihydro-2 H -pyrido[3,4- b ]indole or harmalol ( 2C ) in aqueous solution. UV-visible...

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Bibliographic Details
Published in:Physical chemistry chemical physics : PCCP 2024-02, Vol.26 (7), p.668-679
Main Authors: Villarruel, Fernando D, Denofrio, M. Paula, de Len, Tobas Schmidt, Erra-Balsells, Rosa, Wolcan, Ezequiel, Garca Einschlag, Fernando S, Cabrerizo, Franco M
Format: Article
Language:English
Subjects:
Alkaloids
Aqueous solutions
Biosynthesis
Data analysis
Degradation
Emission analysis
Harmaline - analogs & derivatives
Harmine - analogs & derivatives
Hydrogen peroxide
Hydrogen-Ion Concentration
Indoles
Multivariate analysis
Oxygen
Partial pressure
Photoexcitation
Qualitative analysis
Water
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Summary:This work explores the photochemical degradation of cationic species of 7-hydroxy-1-methyl-2 H -pyrido[3,4- b ]indole or harmol ( 1C ) and the corresponding partially hydrogenated derivative 7-hydroxy-1-methyl-3,4-dihydro-2 H -pyrido[3,4- b ]indole or harmalol ( 2C ) in aqueous solution. UV-visible absorption and fluorescence emission spectroscopy coupled with multivariate data analysis (MCR-ALS and PARAFAC), HPLC and HRESI-MS techniques were used for both quantitative and qualitative analysis. The formation of hydrogen peroxide reactive oxygen species (ROS) was quantified, and the influence of pH, oxygen partial pressure and photoexcitation source on the photochemical degradation of both compounds was assessed. The potential implications on the biosynthesis of Cs and their biological role in living systems are discussed. This work explores the photochemical degradation of cationic species of harmol ( 1C ) and the corresponding partially hydrogenated derivative harmalol ( 2C ) in aqueous solution.
ISSN:1463-9076
1463-9084
DOI:10.1039/d3cp05223k