Synthesis and Cytotoxicity of N-Substituted Dibenzo[a,j]xanthene-3,11-dicarboxamide Derivatives.
In order to study the structure-activity relationships of xanthene derivatives, four series ofN-substituted 14-aryl-14H-dibenzo[a,j]xanthene-3,11-dicarboxamide derivatives were synthesized. The structures of all compounds were identified by ¹H-NMR, HR-MS and IR spectra, in which compounds 6a-h were further identified by13C-NMR spectra. The in vitro antitumor activity of the synthesized compounds was tested by MTT assay. Most of them displayed strong inhibitory activity on human hepatocellular carcinoma cell lines (SK-HEP-1, HepG2 and SMMC-7721 cells) and acute promyelocytic leukemia NB4 cells. Compounds6c-6eexhibited significant inhibitory activity against NB4 cells with IC50values of 0.52 μM and 0.76 μM, respectively, much lower than 5.31 μM of the positive control As₂O₃.
School of Chemical and Environmental Engineering, Harbin University of Science and Technology, Harbin 150040, China. songyongbin1981@hrbust.edu.cn.
Yongbin
Y
Song
College of Pharmacy, Harbin Medical University, Harbin 150081, China. yangyihui19790508@sina.com.
Yihui
Y
Yang
College of Pharmacy, Harbin Medical University, Harbin 150081, China. sy23818@163.com.
Lijun
L
Wu
College of Pharmacy, Harbin Medical University, Harbin 150081, China. yazx23@126.com.
Naiwei
N
Dong
College of Pharmacy, Harbin Medical University, Harbin 150081, China. lb765812@126.com.
Shang
S
Gao
School of Chemical and Environmental Engineering, Harbin University of Science and Technology, Harbin 150040, China. wkhg1823@sohu.com.
Hongrui
H
Ji
School of Chemical and Environmental Engineering, Harbin University of Science and Technology, Harbin 150040, China. cvrf568@163.com.
Xia
X
Du
School of Chemical and Environmental Engineering, Harbin University of Science and Technology, Harbin 150040, China. gtm8745@126.com.
Bo
B
Liu
College of Pharmacy, Harbin Medical University Daqing Campus, Daqing 163319, China. dmf8198@sina.com.
Guoyou
G
Chen
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D056945:Hep G2 Cells; D006801:Humans; D015394:Molecular Structure; D014966:Xanthenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D000970:Antineoplastic Agents; D014966:Xanthenes
NMR spectroscopy; cytotoxicity; dibenzo[a,j]xanthenes; synthesis design