摘要
目的对治疗脑中风新天然活性成分灯盏花苷 1 O [3 (4H 吡喃酮 ) ] 6 O 咖啡酰基 β D 吡喃葡萄糖苷 (10 )进行全合成研究。方法由糠醇 (1)合成了苷元 3 羟基 4 吡喃酮 (2 ) ,2与葡萄糖成苷后在无水条件下与经氯甲酸乙酯保护的咖啡酸在低温下对糖的 6位羟基进行选择性酰化 ,再以氨 甲醇溶液脱除咖啡酰上的保护基。结果该化合物的化学结构经红外、氢谱、碳谱、质谱鉴定 ,与天然产物完全一致。
Aim To synthesize erigeside Ⅰ(1 O [3 (4 H pyranoneyl)] 6 O caffeoyl β D glucopyranoside,10),a new compound isolated from Evigeron breviscapus having strong activity of treating apoplexy of the brain Methods 3 Hydroxy 4 pyranone(2)was prepared from furfuryl alcohol(1) The target compound(10)was synthesized from 2,via glucosidation and caffeoylation and deprotection groups Ethyl chloroformate was employed to protect the two hydroxyls in caffeic acid,while NH 3 CH 3OH was employed to deprotect carboethoxyl in 9 Results The target compound′s melting points,mass spectra,infrared spectra and complete proton and carbon NMR were consistent with the natural product completely Conclusion The target compound can be synthesized successfully by these methods.
出处
《中国药物化学杂志》
CAS
CSCD
2002年第2期68-72,共5页
Chinese Journal of Medicinal Chemistry
基金
国家自然科学基金项目 (2 9972 0 5 4 )
国家新药研究基金项目 (96 - 90 1- 0 5 - 2 37)
上海市科技发展基金项目 (0 0QB14 0 5 2 )