Synthesis of Biologically Active α-Tetralone Condensate: Growth of Single Crystal, Characterization by Experimental and Simulation Methods

• Published in: Polycyclic aromatic compounds Vol. 44; no. 4; pp. 2394 - 2418
• Main Authors: N., Afsar, Reuben Jonathan, D., Ramesh, Sivalingam, Manivannan, S., Ahamed, J. Irshad
• Format: Journal Article
• Language: English
• Published: Philadelphia Taylor & Francis 20.04.2024; Taylor & Francis Ltd
• Subjects: Anti-inflammatory agents; Biological activity; Charge distribution; Charge transfer; Claisen-Schmidt reaction; Condensates; Crystal growth; Crystals; DFT; Diabetes mellitus; Energy value; Evaporation; in-silico; in-vitro; Inflammation; Molecular docking; Molecular interactions; Molecular orbitals; Naphthalene; Organic chemistry; Population studies; single crystal; Single crystals; α-Tetralone condensate
• ISSN: 1040-6638; 1563-5333
• DOI: 10.1080/10406638.2023.2216836

The exocyclic double bonded α-tetralone condensate viz. (2E)-2-(4-propoxybenzylidene)-3,4-dihydro-1(2H)-naphthalene-1-one was synthesized by the Claisen-Schmidt reaction between α-Tetralone and 4-propoxybenzaldehyde in an alkaline medium. A slow evaporation technique was used to collect the single crystals. Researchers examined the detailed information provided by spectral studies. The inter- and intra-molecular interactions of the compound were identified using the single-crystal XRD investigation. Charge transfer inside organic molecules was used to calculate HOMO and LUMO energy values. In addition, MEP, NBO, NLO, topological charge distribution, and Mulliken population studies were performed for this compound. The Hirschfeld surface study showed that nonpolar or weakly polar interactions significantly contributed to the packing forces for molecules. Then, it was tested for its antioxidant, antidiabetic, and anti-inflammatory properties. The 6yb7 protein and the (2E)-2-(4-propoxybenzylidene)-3,4-dihydro-2H-naphthalen-1-one (PBDN) ligand were docked in molecular docking research.