The preparation and biological activity of novel amino acid analogs of butirosin

TH Haskell, R Rodebaugh, N Plessas, D Watson…

Index: Haskell; Rodebaugh; Plessas; Watson; Westland Carbohydrate research, 1973 , vol. 28, # 2 p. 263 - 280

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Citation Number: 30

Abstract

Abstract The aminoglycoside antibiotic butirosin (1) has been chemically modified in its amino acid side-chain. The (S)-()-4-amino-2-hydroxybutyryl side-chain was removed by alkaline hydrolysis of the tetrakis (5, 5-dimethyl-3-oxo-1-cyclohexen-1-yl) derivative. The resulting deacylated, trisubstituted derivative 3 was reacylated with a wide variety of mono and polyfunctional amino acids. The cyclohexenyl protecting groups were then removed ...