Antimicrobial Activity and DFT Studies of a Novel Set of Spiropyrrolidines Tethered with Thiochroman-4-one/Chroman-4-one Scaffolds.
Nourhène ChouchèneAmani ToumiSarra BoudrigaHayet EdziriMansour SobehMohamed A O AbdelfattahMoheddine AskriMichael KnorrCarsten StrohmannLukas BriegerArmand SolderaPublished in: Molecules (Basel, Switzerland) (2022)
A novel series of 14 spiropyrrolidines bearing thiochroman-4-one/chroman-4-one, and oxindole/acenaphthylene-1,2-dione moieties were synthesized and characterized by spectroscopic techniques, as well as by three X-ray diffraction studies, corroborating the stereochemistry. Quantum chemical calculations studies, using the DFT approach, were performed to rationalize the stereochemical outcome. These N -heterocycles were evaluated for their antibacterial and antifungal activities against some pathogenic organisms. Several compounds displayed moderate to excellent activity towards the screened microbe strains in the study compared to Amoxicillin (AMX), Ampicillin (AMP), and Amphotericin B. Furthermore, a structural activity relationship (SAR) was established considering the synthesized compounds. Pharmacokinetic studies reveal that these derivatives exhibit an acceptable predictive ADMET profile (Absorption, Distribution, Metabolism, Excretion and Toxicity) and good drug-likeness.
Keyphrases
- molecular docking
- case control
- density functional theory
- molecular dynamics
- escherichia coli
- high resolution
- magnetic resonance imaging
- oxidative stress
- magnetic resonance
- high intensity
- genome wide
- molecular dynamics simulations
- dna methylation
- protein kinase
- adverse drug
- oxide nanoparticles
- multidrug resistant
- contrast enhanced