摘要
为了提高多甲氧基黄酮类化合物的水溶性和药用价值,以2种来源丰富且抗癌活性高的多甲氧基黄酮橘皮素和川陈皮素为底物,分别经过氧丙酮(DMDO)氧化得到多甲氧基黄酮醇9和10,然后,9和10分别与糖基供体α-溴代乙酰葡萄糖、半乳糖和鼠李糖在NaOH水溶液和氯仿体系中,进行相转移催化下的糖苷化反应及随后的脱乙酰化反应,首次合成了4种新的多甲氧基黄酮糖苷化合物1-4.对所合成的化合物用1 HNMR,13 CNMR和MS等波谱法进行了结构表征.合成方法原料易得、工艺简便、收率较高.
Two most abundant sources with the highest anticancer activity of natural polymethoxyflavonoids were oxidated by dimethyldioxirane ( DMDO ) to polymethoxy flavonoids 9 and 10 respectively. 9 or 10 were condensed with a-acetylglucosyl bromide, a-acetylgalactosyl bromide or a-acetylrhamnosyl bromide in dilute NaOH (aq)/CHCl3 system through phase transfer catalytic glycosation reaction, and followed by deacetylation, four new polymethoxyflavonoids glycosides 1-4 were synthesized. The structures of all the synthesized compounds were characterized by ^1HNMR, ^13 CNMR and MS spectra. This synthetic method has the advantages of easy availability of starting materials, simple operation.
出处
《湖南大学学报(自然科学版)》
EI
CAS
CSCD
北大核心
2015年第12期53-58,共6页
Journal of Hunan University:Natural Sciences
基金
国家自然科学基金资助项目(J1210040)
'十二五'农村领域国家科技计划项目(2012BAD31B02)~~
关键词
合成
多甲氧基黄酮
糖苷化反应
结构表征
synthesis
polymethoxyflavonoids
glycosation reaction
structure characterization