怀姜的化学成分及其抗炎活性研究

Study on chemical constituents and anti-inflammatory activity of Zingiber officinale Roscoe

首次对国家地理标志产品怀姜的化学成分进行系统分离,为怀姜的物质基础研究和开发利用提供依据。综合应用硅胶柱色谱,ODS柱色谱和半制备型高效液相色谱,对怀姜的70%乙醇提取物中乙酸乙酯部位的化学成分进行分离纯化,根据核磁共振波谱数据及相关文献数据对化合物进行结构鉴定,从怀姜中分离鉴定出12个化合物,分别为(-)-muurola-4,11-diene(1)、邻苯二甲酸二丁酯(2)、(2Z)-neral acetal-[6]-gingerdiol(3)、6-姜酚(4)、6-姜烯酚(5)、8-姜烯酚(6)、10-姜烯酚(7)、10-姜酚(8)、6-paradol(9)、dihydroferulic acid ethyl ester(10)、(3R,5S)-3,5-diacetoxy-1-(4-hydroxy-3-methoxy-phenyl)decane(11)、p-hydroxybenzaldehyde(12)。化合物1、2、10、12为首次从姜属植物中分离得到,化合物1~4、6~12均为首次从怀姜中分离得到。对从怀姜中分离出的化合物1、3、6、7、9、11进行抗炎活性筛选,化合物3、6、9、11对LPS诱导的RAW 264.7小鼠单核巨噬细胞中NO的产生有明显的抑制作用。

For the first time,the chemical components of national geographical indication product Zingiber officinale Roscoe from Boai County,were systematically separated,so as to provide a basis for its material basis research,development and utilization.Its ethyl acetate fraction in 70%ethanol extract was repeatedly chromatographied on Silica gel column,ODS column and semi preparative HPLC to give compounds 1-12.By using of NMR analysis as well as the literatures,the 12 compounds were identified as(-)-muurola-4,11-diene(1),dibutyl phthalate(2),(2Z)-neral acetal-[6]-gingerdiol(3),6-gingerol(4),6-shogoal(5),8-shogoal(6),10-shogoal(7),10-gingerol(8),6-paradol(9),dihydroferulic acid ethyl ester(10),(3R,5S)-3,5-diacetoxy-1-(4-hydroxy-3-methoxy-phenyl)decane(11),p-hydroxybenzaldehyde(12).Among which,compounds 1,2,10 and 12 were firstly isolated from the plant of Zingiber genus,and compounds 1-4 and 6-12 were firstly isolated from Zingiber officinale Roscoe.The anti-inflammatory activities of compounds 1,3,6,7,9 and 11 were screened.The result showed that compounds 3,6,9 and 11 had obvious inhibitory effect on the NO production in LPS induced RAW 264.7 mouse monocyte macrophages.