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Chinese Journal of Organic Chemistry >

2018 , Vol. 38 >Issue 6: 1516 - 1524

DOI: https://doi.org/10.6023/cjoc201712018

Articles

Synthesis and Cytotoxicity of Dinaphtho [2, 1-b: 1', 2'-d]furan Derivatives

  • Song Yongbin ,
  • Li Dan ,
  • Yang Yihui ,
  • Ji Hongrui ,
  • Liu Bo
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  • a School of Chemical and Environmental Engineering, Harbin University of Science and Technology, Harbin 150040;
    b College of Pharmacy, Harbin Medical University, Harbin 150081

Received date: 2017-12-10

  Revised date: 2018-01-22

  Online published: 2018-02-06

Supported by

Project supported by the Youth Science Fund of Heilongjiang Province (No. QC2014C091), the University Nursing Program for Young Scholars with Creative Talents in Heilongjiang Province (No. 324015507) and the Heilongjiang Postdoctoral Scientific Research Developmental Fund (No. LBH-Q16187).

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Abstract

In order to study the structure-activity relationships of dinaphthofuran derivatives, two series of dinaphtho[2,1-b:1', 2'-d]furan derivatives were synthesized. The structures of all compounds were identified by 1H NMR, 13C NMR, HRMS and IR spectra. The in vitro antitumor activity of the synthesized derivatives was tested by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) assay. Most of them exhibited strong inhibitory activity on human hepatocellular carcinoma cell lines (HepG2 and SMMC-7721 cells), uterine cervix cancer Hela cells and acute promyelocytic leukemia NB4 cells. Compound 13k exhibited significant inhibitory activity against SMMC-7721 cells with IC50 vaue of 0.57 μmol·L-1, much lower than 20.21 μmol·L-1 of the positive control 5-Fu.

Key words： synthesis design; cytotoxicity; dinaphthofuran; NMR spectroscopy

Cite this article

Song Yongbin , Li Dan , Yang Yihui , Ji Hongrui , Liu Bo . Synthesis and Cytotoxicity of Dinaphtho [2, 1-b: 1', 2'-d]furan Derivatives[J]. Chinese Journal of Organic Chemistry, 2018 , 38(6) : 1516 -1524 . DOI: 10.6023/cjoc201712018

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