Semisynthetic Penicillins--A Structure-Activity Study of a New Series of Acyl Amino Acid-Pyridone and Pyrimidone Amoxicillin Analogs

The synthesis and biological activities of a series of 12 new semisynthetic penicillins is described. These compounds consisted of acylated amino acid analogs of 6-substituted-1, 2-dihydro-2-oxonicotinic acid and 2-substituted-3, 4-dihydro-4-oxo-5-pyrimidinecarboxylic acid attached to amoxicillin. The effect of the amino acid substituent, chirality of amino acid and acyl function on biological properties is discussed.