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ε-红霉内酯酮糖苷的合成

Synthesis of episilon-rhodomycinone glycosides.

作者信息

Khadem H S, Swartz D L, Cermak R C

出版信息

J Med Chem. 1977 Jul;20(7):957-60. doi: 10.1021/jm00217a020.

Abstract

Twenty-six episilon-rhodomycinone glycosides have been synthesized. These include the episilon-rhodomycinone glycosides of 2-deoxy-L-fucose, 2-deoxy-L-rhamnose, and 2-deoxy-D-ribose as well as their 2-hydroxyl derivatives. NMR spectroscopy showed that all the glycosides prepared had the saccharide residues linked to position 10 of episilon-rhodomycinone and helped establish the anomeric purity and configuration of several glycosides. Preliminary screening results show that 2-deoxy-di-O-acetyl-D-ribopyranosyl-episilon-rhodomycinone has an activity T/C of 125 on P388 tumors.

摘要

已合成了26种ε-红霉烯酮糖苷。这些糖苷包括2-脱氧-L-岩藻糖、2-脱氧-L-鼠李糖和2-脱氧-D-核糖的ε-红霉烯酮糖苷及其2-羟基衍生物。核磁共振光谱表明,所制备的所有糖苷的糖残基均连接在ε-红霉烯酮的10位上,并有助于确定几种糖苷的异头纯度和构型。初步筛选结果表明,2-脱氧-二-O-乙酰基-D-核糖吡喃糖基-ε-红霉烯酮对P388肿瘤的活性T/C为125。

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