Studies on the biosynthesis of basic 16-membered macrolide antibiotics, platenomycins. III. Production, isolation and structures of platenolides I and II

TAMOTSU FURUMAI, MAKOTO SUZUKI
1975 Journal of antibiotics (Tokyo. 1968)  
Two neutral macrocyclic lactones designated platenolides I and II have been isolated as the major products from the fermentation broth of the blocked mutants of Streptomyces platensis subsp. malvinus. These two compounds were isolated by solvent extraction and purified by column chromatography. Both platenolides [PL-I: C20H32O6, PL-II: C20H34O6] are closely related to the platenomycin aglycone. In the previous paper of this series1) four glycosidic metabolites produced by the blocked mutants of
more » ... Streptomyces platensis subsp. malvinus, group A, derived from the platenomycinproducing strain MCRL 0388 were described. The present report concerns the production, isolation and structure elucidation of two novel macrocyclic lactones produced by blocked mutants of S. platensis subsp. malvinus, group B. These compounds are named platenolides I (PL-I) and II (PL-II) and their structures are reported as shown in Fig. 1. The biogenetic roles of PL-I and PL-II together with those of the metabolites produced by mutants of group A will be discussed Materials and Methods Organisms and media The mutant strains (N-22 and U-92) used in this study were derived from Streptomyces platensis subsp. malvinus MCRL 0388 as described previously.2) These mutants are completely blocked mutants belonging to group B and produce substances PL-I and PL-II dealt with in this paper together with some minor compounds including 3-O-propionyl platenolides I (PPL-I) and II (PPL-II). Media for maintenance of the strains, for seed culture (SC medium) and for production of metabolites (P medium) used in this study were the same as those described in the preceding papers.1,2) Production of platenolides For the preparation of a vegetative inoculum, mature spores from a maintenance agar medium were inoculated into 500 ml, of Erlenmeyer flasks containing 100 ml of SC medium and cultivated at 28°C for 2 days on a rotary shaker. Then, 150 ml of vegetative inoculum were trans-Fig. 1. Structures of platenolides.
doi:10.7164/antibiotics.28.783 fatcat:56vvl5gjrrd75nib4msea6ku7q