热毒宁注射液化学成分研究(Ⅳ)

Research on chemical constituents from Reduning Injection(Ⅳ)

目的对中药复方热毒宁注射液的解热抗炎活性成分进行研究。方法采用脂多糖(LPS)诱导小鼠内毒素休克模型对热毒宁注射液解热抗炎活性部位进行筛选,综合应用HP-20大孔树脂、硅胶、MCI、ODS和Sephadex LH-20柱色谱以及反相MPLC、HPLC等各种现代色谱技术对解热抗炎活性部位进行系统地分离纯化,根据化合物的光谱数据和理化性质进行结构鉴定。结果经活性筛选,热毒宁注射液经大孔吸附树脂95%乙醇洗脱部位为解热抗炎活性部位,从中分离鉴定了14个化合物,分别鉴定为邻苯二甲酸二丁酯(1)、异香草酸(2)、香草乙酮(3)、苯丙酸(4)、京尼平苷(5)、jasmigeniposide B(6)、京尼平苷酸(7)、京尼平龙胆二糖苷(8)、6″-O-反-对香豆酰基京尼平龙胆二糖(9)、6″-O-反-阿魏酰基京尼平龙胆二糖苷(10)、6″-O-反-芥子酰基京尼平龙胆二糖苷(11)、jasmigeniposide A(12)、6″-O-反-桂皮酰基京尼平龙胆二糖苷(13)、2′-O-反-咖啡酰基栀子新苷(14)。结论化合物1~4、13均为首次从热毒宁注射液中分离得到;经UPLC定性分析及文献对照,化合物5、7~13均为来源于栀子中的化学成分。

Objective To study the antipyretic and anti-inflammatory constituents from the active fraction of Reduning Injection（RI）. Methods The active fraction of RI was screened by the LPS-induced mouse endotoxin shock model. The chemical constituents were isolated by chromatography on silica gel, ODS, Sephadex LH-20, Toyopearl HW-40 columns, reverse phase MPLC, and HPLC repeatedly, and their structures were identified by spectral data and physicochemical property. Results The 95% ethanol eluate of RI on the macroporous adsorption resin column was proved to be the antipyretic and anti-inflammatory active fraction of RI. Fourteen compounds were isolated and identified as dibutyl phthalate（1）, isovanillic acid（2）, acetovanillone（3）, phenylpropionic acid（4）, geniposide（5）, jasmigeniposide B（6）, geniposidic acid（7）, genipin-1-β-D-gentiobioside（8）, 6″-O-trans-p-coumaroylgenipin gentiobioside（9）, 6″-O-trans-feruloylgenipin gentiobioside（10）, 6″-O-trans-sinapoylgenipin gentiobioside（11）, jasmigeniposide A（12）, 6″-O-trans-cinnamoylgenipin gentiobioside（13）, and 2′-O-trans-caffeoylgardoside（14）. Conclusion Compounds 1—4 and 13 are reported from RI for the first time; And UPLC analyses and literature data showe that compounds 5 and 7—13 are originated from Gardenia jasminoides.