半合成新抗生素──抗生素89－07的合成和结构测定

Synthesis and structure determination of semisynthetic antibiotic 89-07

以庆大霉素Ｃ１ａ为母核，采用保护合成法，将其二脱氧链霉胺（２－ＤＯＳ）１－Ｎ位上的１个氢原子用１个乙基取代，得到半合成新抗生素８９－０７。经ＩＲ、ＵＶ、ＭＳ、１Ｈ－ＮＭＲ、１３Ｃ－ＮＭＲ、ＤＥＰＴ、１Ｈ－１Ｈ－ＣＯＳＹ、１３Ｃ－１Ｈ－ＣＯＳＹ等测试证实该抗生素和中间体的结构分别与１－Ｎ－乙基ＧＭＣ１ａ和３．２’，６’－三－Ｎ－乙酰基ＧＭＣ１ａ（Ｐ１）、３，２’，６’－三－Ｎ－乙酰基－１－Ｎ－乙基ＧＭＣ１ａ（Ｐ２）相一致。

A hydrogen atom on 1-N position of 2-deoxystreptomine of gentamicin C1a was substituted by an ethyl group by means of protective synthetic method, a newsemisynthetic antibiotic 89-07 was obtained. The structures of the antibitoic and itssemisvnthetic inter mediate were elucidated by means of IR, UV, MS. 1H-NMR, 13C-NMR, DEPT,1H-1H-Cosy, 13C-1H-COSY and were identical with that of 1-N-ethyl-GMC1a and3,2' ,6'-tri-N- acetyl-GMC1a (P1),3,2' ,6'-tri-1- N- ethy- GMC1a (P2) respectively.