Synthesis, and evaluation of photophysical properties of a potential DPP-derived photosensitizer for photodynamic therapy with D-A-D architecture

Abstract The study of a macromolecule derived from DPP and triphenylamine, (DPP-BisTPA) by computational chemistry, its synthesis by direct arylation, optical characterization (UV-Vis and fluorescence) and electrochemistry (cyclic voltammetry), as well as its evaluation as a generator of reactive ox...

Full description

Saved in:
Bibliographic Details
Main Authors: Vanessa Escalona Hernández, Itzia Irene Padilla-Martínez, Rosa Angeles Vázquez García, María Aurora Veloz Rodríguez, Oscar Javier Hernández-Ortiz
Format: Article
Language:English
Published: Springer 2024-02-01
Series:Journal of Materials Science: Materials in Medicine
Online Access:https://doi.org/10.1007/s10856-024-06776-0
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Abstract The study of a macromolecule derived from DPP and triphenylamine, (DPP-BisTPA) by computational chemistry, its synthesis by direct arylation, optical characterization (UV-Vis and fluorescence) and electrochemistry (cyclic voltammetry), as well as its evaluation as a generator of reactive oxygen species indirectly, through the degradation of uric acid. The results obtained by DFT using B3LYP/6-31G (d, p) and TD-DFT using CAM-B3LYP/6-31G (d, p) reveal values of energy levels of the first singlet and triplet excited state that indicate a possible intersystem crossover and the possible generation of reactive oxygen species by a type I mechanism. The compound presents an absorption region within the phototherapeutic window. The electrochemical bandgap is 1.64 eV which suggests a behavior as a semiconductor. DPP-BisTPa were processed as hemispherical nanoparticles with a size around 100 nm, and NPOs were evaluated as a photosensitizer with a ROS generation yield of 4% using a photodynamic therapy flashlight as the light source. Graphical Abstract
ISSN:1573-4838