Synthesis theoretical and experimental spectroscopic characterization of isoniazid-benzoic acid drug complexes: Insilico and invitro biological evaluations

• Published in: Journal of the Indian Chemical Society 2023-03, Vol.100 (3), p.100922, Article 100922
• Main Authors: Kavitha, Rengarajan, Sivagami, Swaminathan, Sheshadhri, Jayasree
• Format: Article
• Language: English
• Subjects: Charge transfer molecules; DFT; MEP mapping and Mulliken charge distribution; Molecular docking
• ISSN: 0019-4522
• DOI: 10.1016/j.jics.2023.100922

New organic charge-transfer molecules were synthesised by salt formation from isoniazid and benzoic acid/aspirin compounds acting as acceptor and donor molecules. The synthesised charge transfer complexes were characterized and structurally confirmed by various instrumental techniques such as UV–visible, FT-IR, powder XRD, and NMR spectroscopic methods. Initially, compounds are studied molecular docking analysis with different kinds of proteins, such as 1HNY.pdb, 1PGG.pdb and 4-COX.pdb. Docking results have been compared with molecular electrostatic potential mapping and Mulliken charge distribution methods. Results show that both complexes IAC and IBC have almost the same binding constant value with 1HNY.pdb. Besides, IBC has a more binding constant than the IAC with inflammatory proteins (1PGG.pdb and 4-COX.pdb). The reactivity of the complexes is explained by the chemical potential and electrophilic index derived by the frontier molecular orbitals using the DFT method. These results show a more electrophilic index of IBC than the IAC indicating, more electron affinity nature of IBC. This is also reflected in the in-vitro biological studies, which shows IAC having better activity in anti-diabetic studies whereas IBC has better activity in anti-inflammatory studies. For the sake of complex ability, all biological and molecular docking experimental results are compared with standard drug molecules. [Display omitted] •Isoniazid based charge transfer complexes are synthesised by simple method with benzoic acid derivatives.•The structures of the synthesised compounds are characterized successfully by various spectroscopic techniques.•The reactivity of the compounds is revealed by the DFT analysis.•The in-vitro biology activity of the both compounds has shown better results.•The obtained activity has been supported with theoretical investigation such as Molecular docking studies, mullikan charge distribution, and Molecular electrostatic potential.