Original Articles

Calculations of quantum chemistry for the relationship between 6β-amido and antibacterial activity in penicillins

Zai-Wei Li, Pin Yang


The calculations by CNDO/2 procedure of molecular orbital theory indicated that the substituted 6β-amido in penicillins markedly enhanced the hydrolysis reactivity and antibacterial activity ofβ-lactam and influenced on the direction of nucleophilic attack uponβ-lactam.
The conformation in which orientation angle of the 6β-amido equals to 110° was the best pharmacophoric one but not stable. The calculated results consisted with previous experiments. This influence is an approximation effect and results from the forming of bonding between nucleophile and two proximate amides simultaneously.

Article Options

Download Citation

Cited times in Scopus