以E-1-(2,4,5-三甲氧基苯基)-2-丙烯(α-细辛脑)为原料, 酸催化选择性合成脱碳木脂素类化合物a及二氢化茚类化合物b, 其结构经核磁﹑质谱和元素分析表征确认. 研究了催化剂种类、反应溶剂和温度等条件对两种化合物产率比的影响, 45 ℃时, HCl为催化剂, 乙醇为溶剂, 化合物a/b的总收率为98% (a: 41%, b: 57%); 30 ℃时, AlCl₃为催化剂, 乙醇为溶剂, 化合物a的产率可达75%, 没有b生成, 对a的选择性为100%; 45 ℃时, 以BF₃·Et₂O溶液为催化剂, CH₂Cl₂为溶剂, 化合物a的产率为20%, 化合物b的产率可达60%. 采用MTT法, 分别评价了化合物a/b对四种癌细胞(MCF-7, Bel-7402, A549及Hela)的抑制作用, 结果表明: 化合物a对MCF-7, Hela (IC₅₀值分别为: 120.2, 117.3 μmol·L^-1), 化合物b则对MCF-7, A549 (IC₅₀值分别为: 66.1, 72.4 μmol·L^-1)显示出比相同条件下5-Fu更好的抗癌抑制活性. 同时, 研究了a/b浓度﹑作用时间对癌细胞抑制率的影响.

The decarbonization of lignan a and dihydroindene b were synthesized through α-asarone by acid-catalyzed. Compounds a/b were identified by ¹H NMR, ¹³C NMR, MS and elemental analysis. The effects of catalysts, solvents and temperature on yields of a/b have been evaluated. The total yield of a/b reached 98% (a: 41%, b: 57%) with HCl as catalyst and ethanol as solvent at 45 ℃. The yield of compound a was up to 75% with AlCl₃ as catalyst and ethanol as solvent at 30 ℃, b was not formed in this condition, and the selectivity of a was 100%. When using BF₃·Et₂O as catalyst and methylene chloride as solvent at 45 ℃, the yield of compound a was 20% and b was formed in yield of 60%. The cytotoxic activities of two compounds against MCF-7, Bel-7402, A549 and Hela were evaluated in vitro by the MTT assay. The results indicated that compounds a/b exhibited better cytotoxic activities against four cancer cells than 5-Fu. Especially, the IC₅₀ values of a to MCF-7 and Hela reached 120.2 and 117.3 μmol·L^-1 as well as the IC₅₀ of b to MCF-7 and A549 reached 66.1 and 72.4 μmol·L^-1, respectively. At the same time, the concentration of a/b and time of operation to influence inhibitory activity were explored.