Synthesis and Biological Evaluations of N-(2-Substituted-1-carboxyl)vinylazetidinones: A Study on the Essential Structural Element for Biological Activities of ￥a-Lactam Antibiotics

摘要

A series of compounds, N-(2-substituted-1-carboxy)vinylazetidinones were successfully synthesized in order to test the hypothesis that biological activities of モ-lactam antibiotics could be attributed to the smooth flow of electrons after a nucleophilic attack at the carbonyl carbon in the モ-lactam ring. After introduction of aminothiazolylacetamido group at 3-position of the azetidinones, their biological activities were evaluated. Their low activities led to the conclusion that the smooth electron flow in モ-lactams in not the sufficient source for the biological activities.