Citation: 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 shu

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

Song Yongbin ^a,b,† ,
Li Dan ^b,† ,
Yang Yihui ^b,, ,
Ji Hongrui ^a ,
Liu Bo ^a

a.
School of Chemical and Environmental Engineering, Harbin University of Science and Technology, Harbin 150040
b.
College of Pharmacy, Harbin Medical University, Harbin 150081

Corresponding author: Yang Yihui, yangyihui19790508@sina.com
Received Date: 10 December 2017
Revised Date: 22 January 2018
Available Online: 6 June 2018
Fund Project: 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)the University Nursing Program for Young Scholars with Creative Talents in Heilongjiang Province 324015507the Youth Science Fund of Heilongjiang Province QC2014C091the Heilongjiang Postdoctoral Scientific Research Developmental Fund LBH-Q16187

Figures(3)

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.
- synthesis design,
- cytotoxicity,
- dinaphthofuran,
- NMR spectroscopy
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