TITLE:
Structures, Lipophilicity, Dipole Moments, Acidity and Spectroscopic Properties of Non-Steroidal Anti-Inflammatory Drugs Diclofenac, Bromfenac and Amfenac: A Theoretical Study
AUTHORS:
Assoma Amon Benjamine, Bede Affoué Lucie, Yapo Kicho Denis, Bamba El Hadji Sawaliho
KEYWORDS:
Diclofenac, Bromfenac, Amfenac, DFT, Spectroscopic Properties
JOURNAL NAME:
Computational Chemistry,
Vol.7 No.4,
September
30,
2019
ABSTRACT: This
work is a contribution of theoretical chemistry to the classification of some
non-steroidal anti-inflammatory drugs (NSAIDs). Indeed, research on the
efficacy of NSAIDs has shown that no NSAID is recognized as the most efficient anti-inflammatory drug. We have made a theoretical study of diclofenac,
bromfenac and amfenac, in order to compare their efficacy from some physicochemical
properties. To do this, we used the DFT and TD-DTF methods at the
B3LYP/6-311+G(d, p) level theory. The lipophilicity study shows that diclofenac
and bromfenac are very lipophilic. Acidity study shows that diclofenac is more
acid than bromfenac and amfenac. The results from molecular orbital and the
TD-DFT calculations reveal that for the three NSAIDs, the lowest energy
transition is due to the excitation from HOMO to LUMO. The absorption energy
corresponding to H→L transition is comparable with the energy gap value. Our
findings have shown that bromfenac is more reactive than amfenac, which is more
reactive than diclofenac.