INTECH   27907
INSTITUTO TECNOLOGICO DE CHASCOMUS
Unidad Ejecutora - UE
artículos
Título:
Photophysical and Photochemical Properties of Naturally Cccurring nor melinonine F and Melinonine F Alkaloids and Structurally Related N(2)- and/or N(9)-methyl- β -carboline Derivatives
Autor/es:
GARCÍA-EINSCHLAG, FERNANDO S.; DAVID GARA, PEDRO M.; RASSE-SURIANI, FEDERICO A. O.; SCHMIDT DE LEÓN, TOBÍAS; CABRERIZO, FRANCO M.; RAFTI, MATÍAS; ERRA-BALSELLS, ROSA; GARCÍA-EINSCHLAG, FERNANDO S.; DAVID GARA, PEDRO M.; RASSE-SURIANI, FEDERICO A. O.; SCHMIDT DE LEÓN, TOBÍAS; CABRERIZO, FRANCO M.; RAFTI, MATÍAS; ERRA-BALSELLS, ROSA
Revista:
Photochemistry and Photobiology
Editorial:
John Wiley & Sons
Referencias:
Lugar: New York; Año: 2018 p. 36 - 51
ISSN:
1751-1097
Resumen:
In the present work, we have synthesized and fully characterized the photophysical andphotochemical properties of a selected group of N-methyl-β-carboline derivatives (9-methyl-β-carbolines and iodine salts of 2-methyl- and 2,9-dimethyl-β-carbolinium) in aqueous solutions, in thepH-range 4.0 - 14.5. Moreover, despite the quite extensive studies reported in the literature regardingthe overall photophysical behaviour of N-unsubstituted βCs, this work constitutes the first full andunambiguous characterization of anionic species of N-unsubstituted βCs (norharmane, harmane andharmine), present in aqueous solution under highly alkaline conditions (pH > 13.0).Acid dissociation constants (Ka), thermal stabilities, room temperature UV-visible absorptionand fluorescence emission and excitation spectra, fluorescence quantum yields (ФF) and fluorescencelifetimes (τF), as well as quantum yields of singlet oxygen production (ФΔ) have been measured for allthe studied compounds. Furthermore, for the first time to our knowledge, chemometric techniques(MCR-ALS and PARAFAC) were applied on these systems, providing relevant information about theequilibria and species involved. The impact of all the foregoing observations on the biological role, aswell as, the potential biotechnological applications of these compounds is discussed.