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化学学报
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化学学报 ›› 1961, Vol. 27 ›› Issue (3): 196-202,207,208. 上一篇    下一篇

论文

延胡索素乙有关化合物的合成Ⅰ. 四氢非洲防己碱去甲基化合物的酯化和烷基化及小蘖碱去亚甲基化合物的烷基化和氢化

白东鲁, 嵇汝运   

  1. 中国科学院药物研究所
  • 投稿日期:1960-07-20 发布日期:2013-06-03

THE SYNTHESIS OF TETRAHYDROPALMATIN ANALOGUES Ⅰ. ESTERIFICATION AND ALKYLATION OF DEMETHYLATED TETRAHYDROPALMATIN AND DEMETHYLENATED BERBERINE

BAI DONG-LU, KYI ZU-YOONG   

  1. Institute of Materia Medica, Academia Sinica
  • Received:1960-07-20 Published:2013-06-03

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用三氯化铝、氢溴酸和氢碘酸三种方法将四氢非洲防己碱上的四个甲基去除, 得到2, 3, 9, 10-四羟基-5, 6, 13, 13a-四氢-8-二苯骈[a, g]喹诺里嗪氢卤酸盐.后者在吡啶存在下与丙酰氯、丁酰氯、苯甲酰氯、对硝基苯甲酰氯、肉桂酰氯和3, 4, 5-三甲氧基苯甲酰氯作用, 得到相应的酯;与重氮丁烷作用得到2, 3, 9, 10-四丁氧基-5, 6, 13, 13a-四氢-8-二苯骈[a, g]喹诺里嗪氢溴酸盐.小蘖碱盐酸盐与三氯化铝作用时只有亚甲基断裂, 然后与硫酸二乙酯作用, 得到2, 3-二乙氧基-9, 10-二甲氧基-8-二苯骈[a, g]喹诺里嗪重硫酸盐.此物用接触氢化法还原时得二氢化合物, 用锌和硫酸还原时得四氢化合物.

It was found in our Institute that tetrahydropalmatin, a constituent of Chinese plant Corydalis ambigus, was a potent analgesic.It would be interesting to prepare some analogous compounds of this alkaloid and to test for analgesic activity.