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[摘要]
目的 研究两色金鸡菊Coreopsis tinctoria头状花序的聚炔类化学成分。方法 利用AB-8大孔树脂、硅胶、SephadexLH-20、ODS及制备液相等色谱方法进行分离纯化,根据理化性质、波谱及旋光数据鉴定化合物的结构;采用脂多糖(LPS)诱导的BV-2细胞NO生成模型对分离得到的新化合物进行抗炎活性筛选。结果 从两色金鸡菊干燥头状花序的50%乙醇提取物中分离得到5个聚炔类化合物,分别鉴定为(3S)-(6E,12E)-二烯-8,10-二炔-1-十四烷醇-3-O-β-D-葡萄糖苷(1)、(2S)-(3Z,11E)-二烯-5,7,9-三炔-1,2-十三碳二醇(2)、(2R)-(3E,5E,11E)-三烯-7,9-二炔-1,2-十三碳二醇(3)、(E)-7-苯基-2-烯-4,6-二炔-1-庚醇(4)、(Z)-7-苯基-2-烯-4,6-二炔-1-庚醇(5)。结论 化合物1为新的炔苷类化合物,命名为金鸡菊炔苷E,显示微弱的抗炎活性;化合物3、5为首次从该植物中分离得到。
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[Abstract]
Objective To study the chemical constituents in the capitulum of Coreopsis tinctoria. Methods The constituents were separated and purified by AB-8 macroporous resin, silica gel, Sephadex LH-20, ODS column chromatography, and preparative HPLC. The structures were elucidated on the basis of chemical evidences, spectroscopic methods, and optical rotation data. The new compound was evaluated for its inhibitory activity against LPS-activated NO production in BV-2 microglial cells using the Griess assay. Results Five polyacetylenes were obtained from the fraction of 50% ethanol extract of C. tinctoria identified as (3S)-(6E,12E)-tetradecadiene-8,10-diyne-1-ol-3-O-β-D-glucopyranoside (1), (2S)-(3Z,11E)-decadiene-5,7,9-triyne-1,2-diol (2), (2R)-(3E,5E,11E)-triene-7,9-diyne-1,2-diol (3), (E)-7-phenyl-2-heptene-4,6-diyn-1-ol (4), and (Z)-7-phenyl-2-heptene-4,6-diyn-1-ol (5). Conclusion Compound 1 is a new polyacetylene glycoside named coreoside E and shows weak anti-inflammatory activity. Compounds 3 and 5 are isolated from the plants of C. tinctoria for the first time.
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[基金项目]
国家自然科学基金资助项目(81202999)