兖州卷柏苯丙素类和木脂素类化学成分研究

Study on phenylpropanoids and lignans from Selaginella involven

目的研究兖州卷柏Selaginella involven中苯丙素类和木脂素类化学成分，探讨其在卷柏属植物进化中的作用。方法采用聚酰胺、硅胶、Sephadex LH-20等柱色谱分离方法对兖州卷柏75％乙醇提取物进行分离纯化，根据理化性质和波谱数据进行结构鉴定。结果从兖州卷柏提取物中分离得到15个苯丙素类和木脂素类结构，分别鉴定为3-（3-羟基-苯基1-丙酸（1）、3-（3-羟基-苯基）-丙酸甲酯（2）、肉桂酸（3）、3-hydroxy-1-（3-methoxy-4-hydroxyphenyl）propan-1-one（4）、3-hydroxy-l-（3，5-dimethoxy-4-hydroxyphenyl）propan-1-one（5）、荛花酚（6）、去甲络石苷元（7）、罗汉松脂素（8）、（5H）-2-furanone-3，4-bis[（4．hydroxy-3-methoxyphenyl）methyl]（9）、acutissimalignan B（10）、detetrahydroconidendrin（11）、丁香脂素（12）、3，3’，5．trimethoxy-4，7-epoxy-8，5＇-neolignan-7-ene-4，9-9＇tri01-9-aldehyde（13）、刺五加酮（14）、tarennone（15）。结论15个化合物均为首次从该植物中分离得到，其中化合物1～3、9～11、13～15为首次从卷柏属植物中分离得到。兖州卷柏中一系列以芥子醇和松柏醇及其衍生物为代表的苯丙素类和木脂素类成分的发现在卷柏属植物系统进化中占有重要的地位。

Objective To study the chemical constituents of phenylpropanoids and lignans in Selaginella involven and to explore their roles in the plants evolution of Selaginella P. Beauv. Methods The chemical constituents were isolated and purified by polyamide, macroporous resin, and Sephadex LH-20 column chromatography, and their structures were elucidated by chemical and spectroscopic methods. Results Fifteen compounds were identified as 3-（3-hydroxyphenyl）-propionic acid （1）, 3-（3-hydroxyphenyl）- methyl propionate （2）, ciunamic acid （3）, 3-hydroxy-l-（3-methoxy-4-hydroxyphenyl） propan-l-one （4）, 3-hydroxy-l-（3,5-dimethoxy- 4-hydroxyphenyl） propan-l-one （5）, （＋）-wikstromol （6）, （-）-nortrachelogenin （7）, （＋）-matrairesinol （8）, （5H）-2-furanone-3,4-bis [（4-hydroxy-3-methoxyphenyl） methyl] （9）, acutissimalignan B （10）, detetmhydroconidendrin （11）, syringaresinol （12）, 3,3＇,5- trimethoxy-4＇,7-epoxy-8,5＇-neolignan-7-ene-4,9,9＇-triol-9-aldehyde （13）, ciwujiatone （14）, and tareunone （15）, respectively. Conclusion Compounds 1-15 are isolated from this plant for the first time. Among them 1-3, 9-11, and 13-15 are isolated from the plants of Selaginella P. Beauv. for the first time. The discovery of a series of mustards, coniferyl alcohols, and their derivatives, which is the representative ofphenypropanoids and lignans from S. involven, plays an important role in the development of plants in Selaginella P. Beauv..