Design, synthesis and antibreast cancer MCF-7 cells biological evaluation of heterocyclic analogs of resveratrol.
A new series of resveratrol heterocyclic analogs (4a-m) were designed and synthesized, and their inhibitiory effects on MCF-7 cells were evaluated to investigate structure-activity relationship. The effects of these analogs on human breast cancer MCF-7 cells were also determined. Results showed that MCF-7 cells could be inhibited more potently by these analogs than by resveratrol (IC50= 80.0 μM). Among the analogs, compounds 4c, 4e, and 4k showed a significantly higher activity (IC50= 42.7, 48.1, and 43.4 μM) than resveratrol. Furthermore, the derivatives without additional heterocyclic structure in the 4'-OH position exhibited a more potent activity than that with addition heterocyclic structure. In addition, docking simulation was performed to adequately position compound 4c in a human F1-ATPase active site to determine a probable binding model. These heterocyclic analogs could be effective candidates for the chemoprevention of human breast cancer.
a School of Chemical and Environmental Engineering , Shanghai Institute of Technology , Shanghai 201418 , China.
Cheng
C
Du
a School of Chemical and Environmental Engineering , Shanghai Institute of Technology , Shanghai 201418 , China.
Ming-Hui
MH
Dong
a School of Chemical and Environmental Engineering , Shanghai Institute of Technology , Shanghai 201418 , China.
Yu-Jie
YJ
Ren
a School of Chemical and Environmental Engineering , Shanghai Institute of Technology , Shanghai 201418 , China.
Lu
L
Jin
a School of Chemical and Environmental Engineering , Shanghai Institute of Technology , Shanghai 201418 , China.
Cheng
C
Xu
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001943:Breast Neoplasms / Q000188:drug therapy*; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D061986:MCF-7 Cells; D008958:Models, Molecular; D015394:Molecular Structure; D000077185:Resveratrol; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D013267:Stilbenes; D000077185:Resveratrol
Heterocyclic analogs of resveratrol; breast cancer MCF-7 cells; molecular docking