Synthesis and Biological Evaluation of Pyrano[2,3-f]chromene-4,8-dione Derivatives as Potential Anticancer Agents

• 来源期刊: 高等学校化学研究（英文版）
• 年，卷（期）: 2017,（2）
• 页码范围: 187-193
• 页数: 7页
• 语种: 英文
• DOI: 10.1007/s40242-017-6472-8

摘要

Based on the hit 5-hydroxy-2-methyl-10-propyl-2,3-dihydro-4H,8H-pyrano[2,3-f]chromene-4,8-dione(1),a series of pyrano[2,3-f]chromene-4,8-dione derivatives was designed and synthesized using phloroglucinol as starting material.Meanwhile,a regioselective synthetic route was developed for 5-methoxy-2,3-dihydro-4H,8H-pyrano-[2,3-f]chromene-4,8-dione products(11a-11f),and their structures were further confirmed by nuclear Overhauser effect(NOE).The evaluation of anticancer activities of these compounds against four human cancer cell lines,including human glioma cell line (SHG-44),human lung cancer cell line(H1299),breast cancer cell line(MCF7) and human colon carcinoma cell line(HCT-116) in vitro shows that 5-methoxy-2,2-dimethyl-9-chloro-10-trifluormethyl2,3-dihydro-4H,8H-pyrano[2,3-f]chromene-4,8-dione(11e) possesses the best anticancer activities with IC50 values of 6.68,7.90,5.16 and 4.82 μmol/L,respectively.Finally,the pre hminary structure-activity relationships(SARs) were summarized,which could pave the way for generating more potent anticancer agents with drug-like properties.