Chem. J. Chinese Universities ›› 2013, Vol. 34 ›› Issue (11): 2531.doi: 10.7503/cjcu20130185

• Organic Chemistry • Previous Articles     Next Articles

Synthesis and Antitumor Activities of 3-Arylbenzofunanone Analogues

LV Ze-Liang1,2,3, GAO Yang4, LI Jun4, HUANG Tong-Kun1, HE Shu-Jie1, ZOU Yong1   

  1. 1. Guangzhou Institute of Chemistry, Chinese Academy of Sciences, Guangzhou 510650, China;
    2. University of Chinese Academy of Sciences, Beijing 100049, China;
    3. College of Chemistry and Chemical Engineering, Qujing Normal University, Qujing 655011, China;
    4. The Second Afflilated Hospital, School of Medicine, Zhejiang University, Hangzhou 313000, China
  • Received:2013-03-01 Online:2013-11-10 Published:2013-04-08

Abstract:

Starting from methoxyl-substituted benzaldehydes and chloroform, a series of methoxyl-substituted mandelic sodium salts were synthesized in the presence of sodium hydroxide and catalytic amount of tetrabuty-lammonium bromide(TBAB), the corresponding methoxyl-substituted mandelic acids could readily be obtained by acidification. These intermediates on reaction with various substituted phenols in the presence of boron trifluoride etherate via a sequential esterification-alkylation process to give 13 3-arylbenzofunanone analogues in high yields with simple procedures. The inhibitory effects of 11 compounds on cell proliferation were investigated by methylthiazolyldiphenyl-tetrazolium bromide(MTT) method using SW620, A549 and MNNG/HOS cell lines. The results showed that the 3-arylbenzofunanone analogues 4a, 4j and 4a, 4i exhibited some activities against the proliferation of the cell lines.

Key words: 3-Arylbenzofunanone, Methoxyl-substituted mandelic acid, Phenol, Antitumor activity

CLC Number: 

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