Computational study of pharmacophores: beta-sultams.
The strain and resonance energies in beta-sultam derivatives have been calculated by using a high-level ab initio method (G3/B3LYP) in order to resolve the question of the principal driving force affecting solvolysis of these new antibiotics. We found that only the combined effect of stabilizing (via amide or sulfonamide resonance interactions) and destabilizing (ring strain) influences can account for the observed rates of solvolysis in beta-lactams and beta-sultams.
Barwick
Mathew
M
Charles Sturt University, POB 883, Orange NSW 2800, Australia.
Abu-Izneid
Tareq
T
Novak
Igor
I
D003198:Computer Simulation; D008956:Models, Chemical; D015394:Molecular Structure; D011789:Quantum Theory; D013449:Sulfonamides / Q000737:chemistry*
D013449:Sulfonamides; C480101:beta-sultam