One-pot synthesis of novel isoindoline-1,3-dione derivatives bearing 1,2,4-triazole moiety and their preliminary biological evaluation.
One-pot synthesis of novel isoindoline-1,3-dione derivatives bearing 1,2,4-triazole moiety and their preliminary biological evaluation.
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DOI：
10.1016/j.ejmech.2012.06.041
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发表时间：
2012-08
影响因子：
6.7
通讯作者：
Peiliang Zhao;Wei Ma;An-na Duan;Min Zou;Yiyong Yan;Wen-wei You;Shu‐guang Wu
中科院分区：
文献类型：
--
作者：
Peiliang Zhao;Wei Ma;An-na Duan;Min Zou;Yiyong Yan;Wen-wei You;Shu‐guang Wu
通过一锅法合成了一系列含1，2，4-三唑结构的异吲哚啉-1，3-二酮化合物。生物活性测定结果表明，化合物33、35、37和39在150 mg/L剂量下对可可灰二孢霉的活性均高于商品杀菌剂三唑酮。最有趣的是，化合物36、37和45显示出比阳性对照氟尿嘧啶强得多的抗肿瘤活性。特别是，化合物37在抑制A549和HepG 2细胞增殖方面比氟尿嘧啶提高了4倍，IC 50值分别为6.76和9.44 μM。进一步的流式细胞分选分析显示，化合物37对HepG 2细胞表现出剂量依赖性的凋亡诱导作用。这些令人鼓舞的结果可能有助于开发新的抗肿瘤化合物。
A series of novel isoindoline-1,3-diones containing 1,2,4-triazole moiety were synthesized via a one-pot reaction. Bioassay indicated that compounds 33, 35, 37 and 39 exhibited much higher activities against Botryodiplodia theobromae than commercial fungicide triadimefon at the dosage of 150 mg/L. Most interestingly, compounds 36, 37 and 45 displayed much stronger antitumor activities against four human cell lines than positive control Fluorouracil. Particularly, compound 37 had four-fold improvement compared to Fluorouracil in inhibiting A549 and HepG2 cell proliferation with IC50values of 6.76 and 9.44 μM, respectively. Further flow-activated cell sorting analysis revealed that compound 37 displayed apoptosis-inducing effect on HepG2 cells in a dose-dependent manner. These encouraging results could be helpful for the development of new antitumor compounds.