Synthesis of 1,1,2-triphenylethylenes and their antiproliferative effect on human cancer cell lines.
Tamoxifen analogs (1-3) and 1,1,2-triphenylethylenes (4-7) have been synthesized by the McMurry coupling reaction. Their antiproliferative effects on MCF-7 human breast-cancer cells, HO-8910 human ovarian-carcinoma cells, and (HL)-60 human promyelocytic-leukemia cells were studied by use of the colorimetric MTT assay or sulphorhodamine B assay. Compounds 2 and 3 exhibited significantly higher antiproliferative activity on all the three cell lines, and compound 6 exhibited a remarkably higher antiproliferative activity on HO-8910 and human peripheral blood HL-60 cell lines, than did tamoxifen. Structure-activity relationship analysis demonstrates that the methoxyl group on the 2-phenyl ring contributes critically to the activity.
Zheng
Lifang
L
National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu, PRC.
Wei
Qingyi
Q
Zhou
Bo
B
Yang
Li
L
Liu
Zhong-Li
ZL
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; D006801:Humans; D015394:Molecular Structure; D013267:Stilbenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
D000970:Antineoplastic Agents; D013267:Stilbenes; C037749:triphenylethylene