Density functional theory molecular modeling and antimicrobial behaviour of selected 1,2,3,4,5,6,7,8-octahydroacridine-N(10)-oxides

作者：Marinescu Maria^*; Cinteza Ludmila Otilia^*; Marton George Iuliu; Marutescu Luminita Gabriela; Chifiriuc Mariana Carmen; Constantinescu Catalin^*

来源：Journal of Molecular Structure, 2017, 1144: 14-23.

DOI：10.1016/j.molstruc.2017.05.003

• 1,2,3,4,5,6,7,8-Octahydroacridine-N(10)-oxide
• Antimicrobial activity
• DFT study
• Disc diffusion
• Minimal inhibitory concentration (MIC)
• Biofilm
• Virulence

A series of 9-substituted 1,2,3,4,5,6,7,8-octahydroacridine-N(10)-oxides is evaluated against 12 bacterial and fungal strains, for their microbicidal and anti-pathogenic features. The largest spectrum of the antibacterial activity is evidenced for the nitro-(2b) and hydroxy-(5b) N-oxides, followed by the amino N-oxide (3b). Density functional theory (DFT) modeling of the molecular structure and frontier molecular orbitals, i.e. highest occupied lowest unoccupied molecular orbital (HOMO/LUMO), is accomplished by using the GAMESS 2012 software at M11/ktzvp level of theory in order to find their structural and electronic parameters. We show that the planarity of the molecules and the presence of the electron withdrawing group are advantages for its antimicrobial activity. Finally, we briefly present and discuss results on the processing of such compounds into thin films and hybrid structures by laser-assisted techniques, i.e. matrix-assisted pulsed laser evaporation (MAPLE) or laser-induced forward transfer (LIFT), to provide simple and environmental friendly, state-of-the-art solutions for antimicrobial medical coatings and devices.

• 出版日期2017-9-15