Finding more active antioxidants and cancer chemoprevention agents by elongating the conjugated links of resveratrol

• Published in: Free radical biology & medicine Vol. 50; no. 10; pp. 1447 - 1457
• Main Authors: Tang, Jiang-Jiang, Fan, Gui-Juan, Dai, Fang, Ding, De-Jun, Wang, Qi, Lu, Dong-Liang, Li, Ran-Ran, Li, Xiu-Zhuang, Hu, Li-Mei, Jin, Xiao-Ling, Zhou, Bo
• Format: Journal Article
• Language: English
• Published: United States Elsevier Inc 15.05.2011
• Subjects: Analogs; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - chemistry; Antineoplastic Agents - pharmacology; Antioxidant; antioxidant activity; antioxidants; Antioxidants - chemical synthesis; Antioxidants - chemistry; Antioxidants - pharmacology; Apoptosis - drug effects; Cancer chemoprevention; Cell Cycle - drug effects; chemoprevention; cytotoxicity; Dose-Response Relationship, Drug; Drug Screening Assays, Antitumor; Free radicals; HL-60 Cells; Humans; hydrogen; mechanism of action; Molecular Structure; Resveratrol; Stereoisomerism; Stilbenes - chemical synthesis; Stilbenes - chemistry; Stilbenes - pharmacology; Stilbenoid; Structure-Activity Relationship; Tumor Cells, Cultured; Analogs; Cancer chemoprevention; Free radicals; Antioxidant; Resveratrol; Stilbenoid
• ISSN: 0891-5849; 1873-4596; 1873-4596
• DOI: 10.1016/j.freeradbiomed.2011.02.028

Resveratrol is the subject of intense research as a natural antioxidant and cancer chemopreventive agent. There has been a great deal of interest and excitement in understanding its action mechanism and developing analogs with antioxidant and cancer chemoprevention activities superior to that of the parent compound in the past decade. This work delineates that elongation of the conjugated links is an important strategy to improve the antioxidant activity of resveratrol analogs, including hydrogen atom- or electron-donating ability in homogeneous solutions and antihemolysis activity in heterogeneous media. More importantly, C3, a triene bearing 4,4′-dihydroxy groups, surfaced as an important lead compound displaying remarkably increased antioxidant, cytotoxic, and apoptosis-inducing activities compared with resveratrol.