Tertiary amines 3-(dialkylamino)-2-hydroxypropyl 4-[(alkoxycarbonyl)amino]benzoates and their quaternary ammonium salts were synthesized. The final step of synthesis of quaternary ammonium salts was carried out by microwave-assisted synthesis. Software-calculated data provided the background needed to compare fifteen new resulting compounds by their physicochemical properties. The acid dissociation constant (pKa) and lipophilicity index (log P) of tertiary amines were determined; while quaternary ammonium salts were characterized by software-calculated lipophilicity index and surface tension. Biological evaluation aimed at testing acetylcholinesterase and butyrylcholinesterase-inhibiting activity of synthesized compounds. A possible mechanism of action of these compounds was determined by molecular modelling study using combined techniques of docking; molecular dynamics simulations and quantum mechanics calculations.
- MeSH
- acetylcholinesterasa MeSH
- aktivace enzymů účinky léků MeSH
- benzoáty chemická syntéza chemie farmakologie MeSH
- butyrylcholinesterasa MeSH
- chemické modely MeSH
- cholinesterasové inhibitory chemická syntéza chemie farmakologie MeSH
- kvartérní amoniové sloučeniny chemická syntéza chemie farmakologie MeSH
- molekulární modely * MeSH
- soli chemie MeSH
- techniky syntetické chemie * MeSH
- vazba proteinů MeSH
- Publikační typ
- časopisecké články MeSH
