有机化学 ›› 2003, Vol. 23 ›› Issue (4): 361-367. 上一篇    下一篇

研究论文

氢化可的松氨基糖衍生物的合成

曲峰;李英霞;宋妮   

  1. 中国海洋大学海洋药物与食品研究所
  • 发布日期:2003-04-25

Synthesis of Hydrocortisone Glycosylamine Derivatives

Qu Feng;Li YingXia;Song Ni   

  1. Institute of Marine Drug and Food,Ocean University of China
  • Published:2003-04-25

描述了一条简单有效的合成氢化可的松氨基糖衍生物的合成路线.实验中首先 将氢化可的松转化为琥珀酸酯衍生物2,葡萄糖、2—乙酰氨基葡萄糖、半乳糖、乳 糖及氨基葡萄糖盐酸盐转化成为相应的氨基糖7a-7d和12,然后2与7a-7d和12在 DCC的作用下通过酰胺键进行偶联,得到一系列氢化可的松糖氨基糖衍生物13a- 13e.上述目标化合物均为新化合物,其结构分别通过红外光谱(IR)、核磁共振波 谱(^1H NMR,^13C NMR)及HMRS进行了确证。

关键词: 氢化可的松, 氨基糖, 甾醇, 皮质激素类药物, 红外分光光度法, 质子磁共振谱法

A convenient procedure for the synthesis of hydrocortisone glycosylamine derivatives is described. Hydrocortisone was converted to succinate derivative 2; glucose, 2-TV-acetyl-glucose, galactose, lactose and 2-amino-2-deoxy-D-glucopyranose hydrochloride were transferred into corresponding glycosylamines (7a, 7b, 7c, 7d and 12). Then the amidation of 2 with glycosylamines was carried out in the presence of DCC to furnish the derivatives 13a~ 13e. The structures of the products were characterized by IR, `H NMR, ~13C NMR and HRMS.

Key words: hydrocortisone, AMINO SUGAR, STEROL, steroid glycoside, IR, 1HNMR

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