高良姜中二苯基庚烷类化合物的高速逆流色谱分离制备

Isolation and purification of diarylheptanoids from Alpinia officinarum Hance by high-speed counter-current chromatography

应用高速逆流色谱法(HSCCC)分离纯化了高良姜中3种二苯基庚烷类化合物。以正己烷-乙酸乙酯-甲醇-水(2∶3∶1.75∶1,v/v/v/v)为两相溶剂系统,下相为固定相,上相为流动相,在主机转速为858 r/min、流速1.5 mL/min的条件下,从122.20 mg高良姜石油醚萃取物中经一步HSCCC分离可制备得到5R-羟基-7-(4-羟基-3-甲氧基苯基)-1-苯基-3-庚酮(7.37 mg)、7-(4-羟基-3-甲氧基苯基)-1-苯基-4E-烯-3-庚酮(9.11 mg)和1,7-二苯基-4E-烯-3-庚酮(15.44 mg),经高效液相色谱分析,纯度均大于93%,各化合物的结构由质谱和核磁共振氢谱、碳谱鉴定确证。该方法简便、快速、高效,可用于高良姜中二苯基庚烷类化合物的快速分离制备。

Three diarylheptanoids were isolated and purified from AIpinia officinarum Hance by high-speed counter-current chromatography （HSCCC）. A two-phase solvent system com- posed of hexane-ethyl acetate-methanol-water （ 2 ： 3 ： 1.75 ： 1, v/v/v/v） was used. The lower phase was used as the stationary phase. From 122.20 mg petroleum ether extract of A. offici- narum, 5R-hydroxy-7-（ 4-hydroxy-3-methoxyphenyl ） -1-phenyl-3-heptanone （ 7.37 mg ）, 7-（ 4- hydroxy-3-methoxyphenyl）-1-phenyl-4E-en-3-heptanone （ 9.11 mg） and 1,7-diphenyl-4E-en-3-heptanone （ 15.44 mg） with purities over 93% were obtained within 140 min in one-step separation by HSCCC under the conditions of a flow rate of 1.5 mL/min and 858 r/min. The obtained compounds were analyzed by high performance liquid chromatography to provide their purities, and their structures were confirmed by using mass spectrometry, ^1H-nuclear magnetic reso-nance （^1H-NMR） and ^13C-NMR. The established HSCCC method is relatively simple, fast and suitable for the isolation and purification of diarylheptanoids from A. officinarum.