二氢吡喃并[2,3-c]吡唑衍生物的DMAP催化合成及其对人乳腺癌细胞的体外生物活性  

Synthesis of Dihydropyrano[2,3-c]pyrazoles Catalysed by DMAP and in vitro Antitumor Activities Against MCF-7 cells

作　　者：徐丽[1] 

机构地区：[1]浙江大学医学院附属妇产科医院药剂科,浙江杭州310006

出　　处：《中国医药工业杂志》2016年第11期1366-1369,共4页Chinese Journal of Pharmaceuticals

摘　　要：在二甲胺基吡啶(DMAP)催化下,由不同的取代苯甲醛与水合肼、乙酰乙酸乙酯、丙二腈经水中一锅法四组分反应制得系列二氢吡喃并[2,3-c]吡唑衍生物,并探讨了可能的反应机理。与现有合成方法相比,本方法的优点是催化剂活性高,反应条件温和,反应时间短,产品收率高且纯度高,符合绿色化学的需求。同时将合成得到的12个化合物对人乳腺癌细胞MCF-7进行了体外抗肿瘤生物试验,结果表明这些化合物对MCF-7具有一定的抑制作用,其中化合物1a、1c、1f、1i的活性最好,IC_(50)值分别达到27、31、111以及68mmol/L,为抗肿瘤药物的发现提供了新思路。A one-pot, four-component reaction of aldehydes, hydrazine hydrate, ethyl acetoacetate, and malononitrile was developed in H2O using 4-dimethylaminopyridine （DMAP） as the catalyst to afford a series of dihydropyrano [2,3-c] pyrazoles and the reaction mechanism was discussed. The reaction was impressive by using the highly efficient catalyst DMAP and had the following advantages： mild reaction conditions, short reaction time, high yield and high purity. The synthesized 12 compounds were evaluated for their in vitro antitumor activity and some exhibited high antitumor activity, among which compounds la, lc, If and li were the most active inhibitors against MCF-7, the IC50 values were 27, 31, 111 and 68 μmol/L, respectively.

关 键 词：二氢吡喃并[2 3-c]吡唑 多组分反应 体外抗肿瘤活性 

分 类 号：R914.5[医药卫生—药物化学]