Chemical conversion of natural polymyxin B and colistin to their N-terminal derivatives

…, Y Sato, K Ohnishi, Y Uchida, N Sakura

Index: Okimura, Keiko; Ohki, Kazuhiro; Sato, Yuki; Ohnishi, Kuniharu; Uchida, Yoshiki; Sakura, Naoki Bulletin of the Chemical Society of Japan, 2007 , vol. 80, # 3 p. 543 - 552

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Citation Number: 25

Abstract

The chemical conversions of natural polymyxin B and colistin, which are fatty-acylated cyclic decapeptides, to polymyxin (2–10) and colistin (2–10) derivatives were examined. The N α- free and side chain N γ-protected nonapeptides, ie, tetrakis (N γ-trifluoroacetyl)–polymyxin B (2–10) and tetrakis (N γ-trifluoroacetyl)–colistin (2–10), were prepared by trifluoroacetylation of polymyxin B and colistin, followed by chemical cleavage with 50% methanesulfonic ...