Computer-aided molecular design of asymmetric pyrazole derivatives with exceptional enantioselective recognition toward the Chiralcel OJ-H stationary phase.
A computer-aided design of novel asymmetric pyrazoles with improved enantioselective properties was performed by docking experiments starting from a model of Chiralcel OJ chiral in the stationary phase. Synthesis and HPLC experiments confirmed the theoretical prediction and led to a detailed investigation of the enantioselective recognition process. For the first time, looking at the time spent by each enantiomer in contact with the CSP during long molecular dynamic simulations, the experimental analytical trend has been reproduced.
Dipartimento di Scienze della Salute, Università Magna Græcia di Catanzaro, Campus Universitario S. Venuta, Viale Europa, 88100, Catanzaro, Italy. alcaro@unicz.it
Stefano
S
Alcaro
Adriana
A
Bolasco
Roberto
R
Cirilli
Rosella
R
Ferretti
Rossella
R
Fioravanti
Francesco
F
Ortuso
D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D015195:Drug Design; D008968:Molecular Conformation; D056004:Molecular Dynamics Simulation; D011720:Pyrazoles / Q000737:chemistry* / Q000302:isolation & purification; D013237:Stereoisomerism; D013379:Substrate Specificity; D013816:Thermodynamics
D011720:Pyrazoles; C031280:pyrazole