Synthesis of caffeic acid phenethyl ester derivatives, and their cytoprotective and neuritogenic activities in PC12 cells.
Twenty-one caffeic acid phenethyl ester (CAPE) derivatives were synthesized, and characterized by IR, HR-MS, (1)H and (13)C NMR analyses. All compounds were evaluated for their cytoprotective effects against H2O2-induced cytotoxicity and neuritogenic activities in the neurite outgrowth in PC12 cells. Compounds 1 and 20 exhibited stronger cytoprotective activities than their parent compound CAPE at 4 nM. Compounds 1, 4, 12 and 13 showed potential neuritogenic activities at 0.5 nM, while compounds 19 and 20 induced neurite outgrowth at 10 nM. The results from this study suggested that CAPE and its derivatives may be potential functional food ingredients for the prevention of neurodegenerative diseases.
Institute of Food and Nutraceutical Science, SJTU-Rich Research Institute of Nutrition and Skin Science, School of Agriculture and Biology, Shanghai Jiao Tong University , Shanghai 200240, China.
Haiming
H
Shi
Dongsheng
D
Xie
Ruoling
R
Yang
Yaqian
Y
Cheng
D000818:Animals; D002109:Caffeic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006861:Hydrogen Peroxide / Q000633:toxicity; D015394:Molecular Structure; D016501:Neurites / Q000187:drug effects*; D016716:PC12 Cells; D010626:Phenylethyl Alcohol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D020011:Protective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D013329:Structure-Activity Relationship
D002109:Caffeic Acids; D020011:Protective Agents; D006861:Hydrogen Peroxide; C055494:caffeic acid phenethyl ester; D010626:Phenylethyl Alcohol