论文部分内容阅读
目的:采用现代分离手段和波谱技术研究苦皮藤Celastrus angulatus种子中的化学成分,为苦皮藤种子物质基础研究和开发利用提供进一步的实验数据。方法:将干燥苦皮藤种子石油醚回流提取3次,其提取物用90%的甲醇-水萃取3次;甲醇层经硅胶柱色谱,以石油醚-乙酸乙酯溶剂体系(10∶1~2∶8)梯度洗脱,将各份洗脱液减压蒸干;采用高效液相制备色谱(甲醇-水体系)进一步分离纯化,结合重结晶法,得到纯化合物,并通过理化常数测定和光谱分析鉴定其化学结构,联合应用1D和2D NMR技术对化合物结构进行归属指认。结果:从苦皮藤种子分离得到6个β-二氢沉香呋喃多醇酯类化合物,通过~1H-NMR,~(13)C-NMR,DEPT,HSQC,HMBC,~1H-~1H COSY,NOESY等1D,2D NMR技术对其所有NMR信号进行了详细解析和全归属,详细补充了文献数据尤其是1H-NMR归属数据,其结构分别确证为1β,15-diacetoxy-8β,9β-dibenzoyloxy-β-dihydroagarofuran(1),angulatueoid H(2),苦皮种素Ⅱ(3),苦皮种素Ⅲ(4),1β,15-diacetoxy-8α-hydroxy-9β-benzoyloxy-β-dihydro-agarofuran(5),1β,2β,8α-triacetoxy-9β-benzoyloxy-β-15-nicotinoyloxy-β-dihydroagarofuran(6)。结论:化合物1,3,5为首次从苦皮藤中分离得到;化合物4为首次从自然界中分离得到。
OBJECTIVE: To study the chemical constituents of Celastrus angulatus seeds by modern separation methods and spectroscopic techniques, and to provide further experimental data for the basic research and development and utilization of the seeds of Poncedaria cepacia. Methods: The petroleum ether extract was extracted three times with 90% methanol - water. The methanol was separated by silica gel column chromatography and eluted with petroleum ether - ethyl acetate solvent system (10: 1 ~ 2: 8) gradient elution, the eluent was evaporated to dryness under reduced pressure; high performance liquid chromatography (methanol - water system) further separation and purification, combined with recrystallization, pure compounds were obtained and determined by physical and chemical constants and The chemical structure was identified by spectral analysis. The 1D and 2D NMR techniques were used to identify the structures of the compounds. Results: Six β-dihydrobenzofurol esters were isolated from the seeds of Hortiflora edulis by 1H-NMR, 13C-NMR, DEPT, HSQC, HMBC, NOESY and other 1D, 2D NMR techniques for all NMR signals were analyzed in detail and all attribution, the details of the literature data, especially the 1H-NMR attribution data, the structure were confirmed as 1β, 15-diacetoxy-8β, 9β-dibenzoyloxy- β-dihydroagarofuran (1), angulatueoid H (2), bitter root II (3), bitter root III (4), 1β, 15-diacetoxy-8α-hydroxy-9β-benzoyloxy-β-dihydro-agarofuran (5), 1β, 2β, 8α-triacetoxy-9β-benzoyloxy-β-15-nicotinoyloxy-β-dihydroagarofuran (6). CONCLUSION: Compounds 1, 3 and 5 were isolated from bitter pitifolia for the first time. Compound 4 was isolated from nature for the first time.