盐酸黄藤素合成工艺改进

Synthetic process optimization of palmatine hydrochloride

黄藤素是药用植物黄藤中提取的生物碱之一,具有广谱抑菌抗病毒作用,在临床上具有广泛的应用价值和确切的疗效.以3,4-二甲氧基苯乙胺和2,3-二甲氧基苯甲醛为起始原料,经缩合、还原、与氯化氢成盐得到黄藤素关键中间体,再与乙二醛缩合得黄藤素铜盐,经脱铜、成盐共计6步反应得目标产物盐酸黄藤素,总收率71%,产品结构经1H NMR、13C NMR、IR、MS确证.与已有方法相比,优化后的合成工艺采用钯碳为氢化反应催化剂,脱铜反应用石灰粉替代氨水,提高生产安全性的同时简化了操作工艺.

Palmatine is one of the alkaloids originally isolated from medicinal Fibraurea recisa Pierre and exhibits promising anti-bacterial and anti-virus activity. Palmatine has been extensively used in clinical medicine for its wide application value and accurate curative effects. Using 3,4-dimethoxyphenethylamine and 2,3-dimethoxybenzaldehyde as starting materials,the key intermediate of palmatine was firstly prepared via condensation,catalytic hydrogenation and salt formation. Subsequently,this intermediate was transformed into palmatine hydrochloride by condensation with glyoxal,removal of copper salt and salification with hydrogen chloride. The improved preparation method involved 6 steps with 71% overall yield and the product structure was identified by1 H NMR,13 C NMR,IR and MS. This protocol used Pd-C as the catalyst of hydrogenation and Ca O to get rid of copper salt,thus having the advantage of easier operation and greater security.