PEPTIDE DERIVATIVES OF PHOSPHONIC AND PHOSPHINIC ACIDS

• Main Authors: HALL, MICHAEL J, ATHERTON, FRANK R, HASSALL, CEDRIC H, LAMBERT, ROBERT W, RINGROSE, PETER S
• Format: Patent
• Language: English; French
• Published: 06.11.1979
• Subjects: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM; CHEMISTRY; COMPOSITIONS BASED THEREON; HUMAN NECESSITIES; HYGIENE; MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONSONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; ORGANIC MACROMOLECULAR COMPOUNDS; PEPTIDES; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS; THEIR PREPARATION OR CHEMICAL WORKING-UP

The present invention relates to the preparation of peptide derivatives of the general formula (I) , wherein R1 represents a hydrogen atom or a lower alkyl, lower cycloalkyl, (lower cycloalkyl)-(lower alkyl), aryl or aryl (lower alkyl) group (said groups being optionally substituted as the case may require by one or more amino, hydroxy, thio, methylthio, carboxy or guanidino groups so as to form the characterising group of a naturally occurring L .alpha.-amino acid); R2 and R3 each represent the characterising group of an .alpha.-amino acid of the type normally found in proteins with the proviso that R3 cannot represent a hydrogen atom when n is zero and R1 is a hydrogen atom or the phenyl group; R4 represents a hydroxy or methyl group; n stands for zero, 1, 2 or 3; the single asterisks denote that the configuration at the carbon atom so-marked is L; and the double asterisk denotes that, when R1 represents other than a hydrogen atom, the configuration at the carbon atom so-marked is R, and of their pharmaceutically acceptable salts. These compounds possess antibacterial activity and potentiate the activity of antibiotics.