摘要
以天然产物大黄酸为先导化合物,通过酯化反应合成了10个大黄酸酯类衍生物,对于位阻较小的醇以SOCl_2作催化剂,合成了大黄酸甲酯、乙酯和正丁酯;对于位阻较大的醇以DCC作脱水剂、DMAP作催化剂,合成了大黄酸异丙酯、异丁酯、异戊酯、苄酯、2-苯乙醇酯、2-氯乙醇酯,并通过熔点、IR和~1H NMR对目标产物的结构进行了表征,其中5个化合物未见文献报道。通过MTT法对部分目标产物抑制人宫颈癌细胞Hela活性进行了体外评价,结果表明:化合物2对Hela具有较高的抑制活性,在浓度为100μg·mL^(-1)时抑制率为70%。
Taking rhein as lead compound, ten esters of rhein were synthesized by esterification. For the smaller steric hindrance alcolhols, SOC12 was used as catalyst to synthesize methyl, ethyl and butyl esters; but for the lager steric hindrance alcohols, DCC was used as dehydrating agent, and DMAP was used as catalyst to synthe- size isopropyl, isobutyl, tea-butyl, isoamyl, benzyl, 2-phenyl ethyl, 2-chloro ethyl esters. The structures of target compounds were characterized by melting point, IR and 1H NMR. Five of them were new compounds. Some com- pounds were evaluated for antitumor activities in vitro against Hela human cervical cartcinoma cell lines. The re- suits showed that compound 2 exhibited high activity against Hela at 100μg mL-1 which inhibition rate is 70%.
出处
《化学工程师》
CAS
2017年第9期18-20,23,共4页
Chemical Engineer
基金
西安市科技计划项目(CXY1443WL13)
陕西省教育厅基金项目(15JK2145)
关键词
大黄酸
酯化
合成
抗肿瘤活性
rhein
esterification
synthesis
antitumor activities
