| Abstract: | Summary A summary is given on the occurrence, isolation, biological activity and structural details of peptolides, a special group of the heteromere peptides. The structure is generally evaluated by identification of the amino- and hydroxyacids, isolated after total acid hydrolysis, and by isolation of the hydroxyacylaminoacids to be found after partial alkaline hydrolysis.In addition, the methods known for the synthesis of these compounds are described. For the building up of the ester bond between amino- and hydroxyacid, the methods via benzenesulfonyl chloride, mixed anhydrides, and carbonyldiimidazol are well to the fore. Activated esters, the azide method or, in the case of O-protected hydroxyacid, the acid chloride method are described for the building up of the amide bond between hydroxy- and aminoacid. The further synthesis of peptolides is chiefly ensued originating from the aminoacyl-hydroxyacid type according to the usual methods of the peptide synthesis. The possible combination of protecting groups for the blocking of the amino and carboxyl function is discussed. The synthesis of higher compounds is explained with the assistance of two reaction schemes. A cyclization and hence the synthesis of the natural material can be done according to the acid chloride or mixed anhydride method.
Hauptlaboratorium derSchering AG, Berlin-West (Dentschland). Für Anregungen, wertvolle Diskussionen und das rege Interesse an unserer Arbeit sind wir Herrn Dr.H. Gibian zu Dank verpflichtet. |
