The synthesis of a series of novel, potent angiotensin converting enzyme (ACE) inhibitors containing saturated bicyclic amino acids in place of proline is described. Octahydroindole-2-carboxylic acid, octahydroisoindole-1-carboxylic acid, and octahydro-3-oxoisoindole-1-carboxylic acid can replace proline in both sulfhydryl and non-sulfhydryl ACE inhibitors to give compounds equipotent to captopril and enalapril both in vitro and in vivo. Structure-activity relationships are discussed. Compound 11a (CI-907, indolapril) has advanced to clinical evaluation.

Aus dem Methyl‐ 2‐pyridon (I) werden durch Behandlung mit Lithiumdiisopropylamid (LDA) Dianionen (II) hergestellt, die sich mit Aldehyden und.

The synthesis and antimicrobial activity of a new semisynthetic penicillin are described. Both in vitro and in vivo, the compound shows promising antibacterial activity when compared with piperacillin and ticarcillin. High activity is shown against Pseudomonas and other Gram-negative bacteria. Among the more troublesome bacteria involved in hospital infections are those caused by

The perhydroindole ester (I) is coupled with the amino acid (II) to produce the carboxamide (III) which is hydrolyzed to form the acids (IVa) and (IVb).

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-l,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 substitutnt, chirality of amino acid and acyl function on biological properties is discussed.