GLYSPERIN, A NEW ANTIBIOTIC COMPLEX OF BACTERIAL ORIGIN

II. STRUCTURES OF GLYSPERINS A, B AND C

Abstract

Structures of glysperins A, B and C were determined on the basis of chemical degradation studies in conjunction with spectroscopic analyses. Glysperin A consisted of L-alanine, p-hydroxybenzoic acid, a C₁₁-alkyl tctramine and four sugar moieties, three of which were identified as D-ribose, D-galactose and 2, 4-diamino-2, 4, 6-trideoxy-D-galactose. The fourth sugar was a novel exoenose, 6-deoxy-D-xylo-hex-5-enose. Structural difference between glysperins A and B resided solely in the terminal polyamine moiety which was spermidine in glysperin B. Glysperin C contained n-glucose in place of the exoenohexose moiety of glysperin A. Glysperins A, B and C are, in some respects, structurally related to the glycocinnamoyl-spermidine antibiotics, LL-BM 123 β, γ₁ and γ₂.