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三种环氧孕烯衍生物的合成与光谱分析

[Synthesis and spectral analysis of three kinds of epoxy pregnene derivatives].

作者信息

Yin Hai-bin, Zheng Hu

机构信息

West China School of Pharmacy, Sichuan University, Chengdu 610041, China.

出版信息

Guang Pu Xue Yu Guang Pu Fen Xi. 2007 May;27(5):966-8.

PMID:17655115
Abstract

Three kinds of derivatives, 16alpha, 17alpha-epoxy-6-methylene-pregn-4-ene-3,20-dione(EMPD I), 16alpha, 17alpha-epoxy-6-methyl-pregn-4,6-diene-3,20-dione (EMPD II) and 16alpha, 17alpha-epoxy-6-methyl-pregn-4-ene-3, 20-dione(EMPD III) were synthesized and their FTIR, UV and 1H NMR spectra were described. EMPD II is a novel compound. In the UV spectra, the maximum absorptions peaks of EMPD I, EMPD II and EMPD III are at 259, 287 and 239 nm respectively. Their IR spectra are also obviously different. For EMPD I, there are two absorption peaks, which are respectively at 3084 cm(-1) originated from ==CH2 and 3 030 cm(-1) from C==CH--. For EMPD II and III, there is only one absorption peak at 3054 cm(-1). From 1710-1660 cm(-1), only one absorption peak appears for EMPD III, but two appear for EMPD I and EMPD II. In 1H NMR spectrum, the peaks at 4.92 (s, 1H), 5.06 (s, 1H) and 5.88 (s, 1H) were observed for EMPD I; the peaks at 1.83 (s, 3H), 5.87 (s, 1H) and 5.85 (s, 1H) for EMPD II; while the peaks at 1.06-1.07 (d, 3H), 5.78 ppm (s, 1H, 1 ppm=l nicrog x mL(-1)), for EMPD III.

摘要

合成了三种衍生物,即16α,17α - 环氧 - 6 - 亚甲基 - 孕甾 - 4 - 烯 - 3,20 - 二酮(EMPD I)、16α,17α - 环氧 - 6 - 甲基 - 孕甾 - 4,6 - 二烯 - 3,20 - 二酮(EMPD II)和16α,17α - 环氧 - 6 - 甲基 - 孕甾 - 4 - 烯 - 3,20 - 二酮(EMPD III),并描述了它们的傅里叶变换红外光谱(FTIR)、紫外光谱(UV)和核磁共振氢谱(1H NMR)。EMPD II是一种新型化合物。在紫外光谱中,EMPD I、EMPD II和EMPD III的最大吸收峰分别位于259、287和239 nm处。它们的红外光谱也明显不同。对于EMPD I,有两个吸收峰,分别位于3084 cm(-1)(源自==CH2)和3030 cm(-1)(源自C==CH--)。对于EMPD II和III,在3054 cm(-1)处只有一个吸收峰。在1710 - 1660 cm(-1)范围内,EMPD III只出现一个吸收峰,而EMPD I和EMPD II出现两个吸收峰。在核磁共振氢谱中,观察到EMPD I的峰位于4.92(单峰,1H)、5.06(单峰,1H)和5.88(单峰,1H);EMPD II的峰位于1.83(单峰,3H)、5.87(单峰,1H)和5.85(单峰,1H);而EMPD III的峰位于1.06 - 1.07(二重峰,3H)、5.78 ppm(单峰,1H,1 ppm = 1微克×毫升(-1))。

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