TEICOPLANIN, ANTIBIOTICS FROM ACTINOPLANES-TEICHOMYCETICUS NOV-SP .7. PREPARATION AND NMR CHARACTERISTICS OF THE AGLYCONE OF TEICOPLANIN

TEICOPLANIN, ANTIBIOTICS FROM ACTINOPLANES-TEICHOMYCETICUS NOV-SP .7. PREPARATION AND NMR CHARACTERISTICS OF THE AGLYCONE OF TEICOPLANIN
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DOI:
10.7164/antibiotics.39.1430
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发表时间:
1986-10-01
影响因子:
3.3
通讯作者:
CAVALLERI, B
CAVALLERI, B
中科院分区:
医学4区
文献类型:
--
作者:
MALABARBA, A;FERRARI, P;CAVALLERI, B

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描述了几种将替考拉宁或其假苷元转化为苷元的水解反应,产率良好。最令人感兴趣的方法是水解除去苄醇中的糖,形成糖苷配基苄酯,然后进行氢解。提供了替考拉宁苷元盐酸盐的1H和13C NMR光谱的详细描述。所有的信号都归因于氢和碳原子使用homo和heteropolymerisCOSY。通过NOE得到了氢原子之间的空间相互作用。结构方面进行了讨论的糖肽类抗生素的作用机制众所周知的项目。
Several hydrolytic reactions that transform teicoplanin or its pseudo-aglycones into the aglycone with good yields are described. The most interesting approach is hydrolytic removal of the sugars in benzyl alcohol with the formation of the aglycone benzyl ester which is then submitted to hydrogenolysis. A detailed description of the 1H and 13C NMR spectra of the teicoplanin aglycone hydrochloride is presented. All the signals were attributed to the hydrogen and carbon atoms using homo and heteronuclear COSY. The relevant interactions through space between the hydrogen atoms were obtained by NOE. The structural aspects are discussed in tems of the well-known mechanism of action of the glycopeptide antibiotics.