Electron Transfer-Mediated Photodegradation of Phototoxic Antipsychotic Drug Quetiapine

Abstract

Quetiapine (QTP) (1), a psychotropic agent belonging to a chemical class, dibenzothiazepine derivatives, is photosensitive and photolabile. Its photochemistry was studied in the presence of an electron donor N,N-dimethylaniline (DMA) and an electron acceptor 1,4-dicyanobenzene (DCB) under anaerobic conditions. This resulted in photoinduced electron transfer-mediated transformation of drug QTP. Irradiation of Quetiapine (QTP, 1) in the presence of electron donor N,N-dimethylaniline (DMA) under anaerobic conditions in a photochemical reactor afforded one major photoproduct 2 when irradiation of QTP (1) was carried out in the presence of electron acceptor 1,4-dicyanobenzene (DCB) under similar conditions; it afforded 3 as a major photoproduct. These photoproducts were isolated and characterized on the basis of their spectral (IR, UV, 1H NMR, 13C NMR, and mass spectra) studies. The photophysical properties of Quetiapine were also determined in several solvents to investigate the relevance of the molecular structure in their photophysics and consequently in their photochemistry.

Quetiapine Albumin Nanoparticles as an Efficacious Platform for Brain Deposition and Potentially Improved Antipsychotic Activity

“…This might have been due to the NPs disintegration and precipitation [38]. EE% = +91.34 + 9.79A + 3.32B + 1.57C − 2.96AB − 7.61A 2 (5)…”

Nanomaterials as carriers to improve the photodynamic antibacterial therapy

“…There are two main types of photochemical mechanisms of PDAT (Figure 1), including type I reactions and type II reactions (Gupta et al, 2021;Lin et al, 2021;George et al, 2022). Among them, the type I reaction means that after the photosensitizer enters the bacteria, under the irradiation of light of a certain wavelength, the photosensitizer that absorbs photon energy transitions from the ground state S0 to the excited state S1, in which part of the energy is radiated in the form of fluorescent quantum, and the remaining energy will be photosensitive (Winifred Nompumelelo Simelane and Abrahamse, 2021;Donzello et al, 2022;Yu et al, 2022).…”

NBS-Promoted Synthesis of Thiocyanated Aminomaleimides and Site-Selective Intramolecular Cyclization Access to 1,4-Benzothiazepines via S–CN Bond Cleavage

“…Among them, benzothiazepines, especially 1,4-benzothiazepines, make up a representative class of S/N-seven-membered heterocycles that have received significant attention because of their broad biological activities. The two typical examples are 1,4-benzothiazepine derivatives diltiazem and quetiapine . Diltiazem is a marketed medicine used to treat hypertension and angina; while quetiapine is an atypical antipsychotic .…”

“…The two typical examples are 1,4benzothiazepine derivatives diltiazem 4 and quetiapine. 5 Diltiazem is a marketed medicine 6 used to treat hypertension and angina; while quetiapine is an atypical antipsychotic. 7 Furthermore, CGP-37157 is used as an inhibitor of mitochondrial Na + /Ca 2+ exchanger (mNCX).…”