Studies on Structure-Activity Relationships of FK-156, an Immunostimulating Peptide, and Related Compounds. II. Synthesis of N²-(γ-D-Glutamyl)-2 (L), 2' (D)-diaminopimelic Acid as the Minimal Essential Structure of FK-156

抄録

Five partial structures, 3-7, of FK-156 (1), an immunostimulating acyl peptide, have been prepared. The compounds were evaluated for biological activities, and it was found that N²-(γ-D-glutamyl)-2 (L), 2' (D)-diaminopimelic acid (3) represents the minimal active structure unit essential for the immunostimulating property of FK-156 (1). Its caprylyl derivative 8 and stearoyl derivative 9 were found to be capable of increasing resistance to bacterial infection as efficiently as 1. Moreover, compound 9 showed a potent tumor-suppressive activity lacking in 1.