三种环氧孕甾衍生物的合成和光谱特性研究

Synthesis and Spectral Analysis of Three Kinds of Epoxy Pregnene Derivatives

合成了三种环氧孕甾衍生物6-亚甲基-16α,17α-环氧孕甾-4-烯-3,20-二酮,6-甲基-16α,17α-环氧孕甾-4,6-二烯-3,20-二酮和6-甲基-16α,17α-环氧孕甾-4-烯-3,20-二酮。其中6-甲基-16α,17α-环氧孕甾-4,6-二烯-3,20-二酮未见文献报道。同时应用红光谱(FTIR)、紫外光谱(UV)、及核磁共振氢谱(1HNMR)对三种甾体化合物的结构进行了研究。结果表明,三种甾体化合物结构上的差异在FTIR,UV,1HNMR谱中有明显的特征并表现出一定的规律。

Three kinds of derivatives, 16α, 17α-epoxy-6-methylene-pregn-4-ene-3,20-dione（EMPD Ⅰ）, 16α, 17α-epoxy-6-meth- yl-pregn-4,6-diene-3,20-dione （ EMPD Ⅱ ） and 16α, 17α-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 3 084 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 3 054 cm^-1. From 1 710-1 660 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：1μg·mL^-1）, for EMPD Ⅲ.