A phenylacetaldehyde-flavonoid adduct, 8-C-(E-phenylethenyl)-norartocarpetin, exhibits intrinsic apoptosis and MAPK pathways-related anticancer potential on HepG2, SMMC-7721 and QGY-7703

卷:197

Zheng, Zong-Ping ; Yan, Yan ; Xia, Ji ; Zhang, Shuang ; Wang, Mingfu ; Chen, Jie ; Xu, Yang

Xiamen Univ

关键词: Flavonoids;    2-amino-1-methyl-6-phenylimidazo[4,5-b] pyridine (PhIP);    Phenylacetaldehyde;    Flavonoid-phenylacetaldehyde adducts;    Cytotoxicity effects;   

DOI  :  10.1016/j.foodchem.2015.11.104

学科分类：食品科学和技术

【 摘 要 】

Norartocarpetin, quercetin and naringenin were found to effectively inhibit 2-amino-1-methyl-6-pheny limidazo[4,5-b] pyridine (PhIP) formation through trapping its phenylacetaldehyde and form their adducts in roast beef patties. Six adducts [8-C- or 6-C-(E-phenylethenyl) flavonoids] formed between phenylacetaldehyde and three flavonoids were detected in roast beef patties by UPLC-MS analyses and compared with their synthetic references. These flavonoid-phenylacetaldehyde adducts were synthesised and further subjected to cytotoxicity tests on three liver cancer cell lines HepG2, SMMC-7721 and QGY-7703. The adduct 8-C-(E-phenylethenyl) norartocarpetin (NARA1) was found to significantly induce cancer cell death with IC50 values about 7 mu M. After pre-treating with MAPK and caspase inhibitors, alteration of the cell morphology and cleaved-PARP were detected in liver cancer cell lines administered with NARA1. These data indicated that norartocarpetin could inhibit PhIP formation in roast beef patties and form norartocarpetin-phenylacetaldehyde adducts. The adduct NARA1 has anticancer potential via intrinsic caspase-dependent and cell context-dependent MAPKs pathways. (C) 2015 Elsevier Ltd. All rights reserved.