SYNTHESIS AND BIOLOGICAL-ACTIVITY OF DERIVATIVES OF GLYCOPEPTIDE ANTIBIOTICS EREMOMYCIN AND VANCOMYCIN NITROSATED, ACYLATED OR CARBAMOYLATED AT THE N-TERMINAL

Nitrosation, carbamoylation or acylation of the glycopeptide antibioti cs eremomycin or vancomycin produced series of derivatives substituted at the N-terminus of the peptides. Though the modified amino group in these derivatives is not capable of protonation, N-nitroso derivative s retain antibacterial activity in vitro and in vivo. N-Carbamoyleremo mycin has low activity, and N-Cbz-eremomycin and N-Boc-eremomycin are devoid of antibacterial activity, both in vitro and in vivo.