Solid-phase synthesis of bleomycin group antibiotics. Elaboration of deglycobleomycin A₅

(matrix presented) The solid-phase syntheses of two deglycobleomycin A₅ analogues were achieved using a commercially available polystyrene resin containing triphenylmethyl-linked spermidine. The final products were deblocked and released from the resin, analyzed, and purified by C₁₈ reversed phase HPLC and characterized by high-field ¹H NMR spectroscopy and mass spectrometry. The purified products relaxed supercoiled plasmid DNA in a concentration-dependent fashion and to the same extent as authentic material derived from natural BLM A₅.