Spectrofluorometric investigations on the solvent effects on the photocyclization reaction of diclofenac

The solvent effects on the photochemical conversion rate of the photosensitizing drug diclofenac (DCF) were investigated using steady-state fluorescence spectroscopy. The spectral information obtained for the photochemical reaction of DCF in a set of neat solvents demonstrates that the photoconversi...

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Bibliographic Details
Main Author: Abdulilah Dawoud, Bani-Yaseen (author)
Other Authors: Al-Zoubi, Raed M. (author), Shkoor, Mohanad (author)
Format: article
Published: 2023
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Online Access:http://dx.doi.org/10.1016/j.heliyon.2023.e20767
https://www.sciencedirect.com/science/article/pii/S2405844023079756
http://hdl.handle.net/10576/51013
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Summary:The solvent effects on the photochemical conversion rate of the photosensitizing drug diclofenac (DCF) were investigated using steady-state fluorescence spectroscopy. The spectral information obtained for the photochemical reaction of DCF in a set of neat solvents demonstrates that the photoconversion reaction rate of DCF is not only medium polarity dependent but also hydrogen-bonding dependent. The solvent effects were qualitatively and quantitatively assessed employing various solvatochromic models, including multi-parameter linear regression analysis (MLRA). Interestingly, the MLRA results (R = 0.99) revealed that the photoconversion rate increases with increasing solvent polarizability (π*) and H-bond donor capability (α), whereas the rate decreases with increasing hydrogen-bond acceptor capability (β). However, predominant effect of the solvent acidity compared to basicity and polarizability was observed. A hypothesis rationalizing the effects of H-bonding and medium polarity on DCF photoconversion reaction is presented and discussed.