Experimental and theoretical studies of 1, 3, 5‐tris (bromomethyl)‐2, 4, 6‐trimethylbenzene with 2‐pyridone. (18th January 2021)

• Record Type: Journal Article
• Authors: Asha, R. Nandini; Rahini, M. Usha; Daisy, Caroline; Nayagam, B. Ravindran Durai; Bhuvanesh, N.
• Is Part Of: Journal of physical organic chemistry. Volume 34:Number 6(2021)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2021-01-18
• Subjects: 2‐pyridone -- DFT -- DNA binding -- Hirshfeld surface analysis -- molecular docking; Chemistry, Physical organic -- Periodicals; 547.1
• DOI: 10.1002/poc.4188
• Languages: English
• ISSNs: 0894-3230

Abstract

Abstract: In this present work, a new compound 1‐({2, 4, 6‐trimethyl‐3, 5‐bis[(2‐oxo‐2H‐pyridin‐1‐yl)methyl]phenyl}methyl)‐2H‐pyridin‐2‐one hydrate (M3P) has been synthesized and characterized by IR, 1 H, and 13 C NMR and single‐crystal X‐ray diffraction analysis. The molecular geometry, frontier molecular orbital energies, and thermodynamic properties of the title molecule were explored using density functional theory (DFT) calculation via B3LYP method with 631++G (d, p) basis set. The compound (M3P) crystallizes in the space group of P‐1 with unit cell parameter a = 9.8224(12) Å, b = 11.6383(14) Å, c = 11.8865(14) Å, α = 64.6410(10)°, β = 81.156(2)°, γ = 69.5910(10)°, V = 1150.8(2) Å3, and Z = 2. Furthermore, Hirshfeld surface analysis was performed to observe better intermolecular interactions in the crystal packing. The nature of the interaction of M3P with DNA and BSA protein was studied using molecular docking analysis. DNA binding studies were also done using UV spectrophotometric method. The compound moderately binds with CT‐DNA which is comparable with the docking results. in vitro anti‐microbial activities against some bacterial and fungal strains were investigated. M3P shows good response against bacteria Pseudomonas aeruginosa and Klebsiella pneumonia and fungi Candida albicans and Aspergillus niger . Abstract : The structure of the new crystal M3P and its molecular interactions were studied using SCXRD analysis, DFT/B3LYP method, and Hirshfeld surface analysis. Molecular docking studies confirmed the DNA/BSA binding activity of the title compound, and binding with DNA is further proved by UV spectrophotometric method In vitro antimicrobial studies showed that M3P has a good response against bacteria and fungi.