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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
- Source :
- Food Chemistry. 197:1085-1092
- Publication Year :
- 2016
- Publisher :
- Elsevier BV, 2016.
-
Abstract
- Norartocarpetin, quercetin and naringenin were found to effectively inhibit 2-amino-1-methyl-6-phenylimidazo[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 μM. 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.
- Subjects :
- 0301 basic medicine
Naringenin
Food Handling
MAP Kinase Signaling System
Flavonoid
Antineoplastic Agents
Apoptosis
Acetaldehyde
Cell morphology
Analytical Chemistry
03 medical and health sciences
chemistry.chemical_compound
0302 clinical medicine
Cell Line, Tumor
Humans
Cytotoxicity
Flavonoids
chemistry.chemical_classification
Phenylacetaldehyde
Liver Neoplasms
Intrinsic apoptosis
Imidazoles
food and beverages
Hep G2 Cells
General Medicine
Red Meat
030104 developmental biology
chemistry
Biochemistry
030220 oncology & carcinogenesis
Quercetin
Food Science
Subjects
Details
- ISSN :
- 03088146
- Volume :
- 197
- Database :
- OpenAIRE
- Journal :
- Food Chemistry
- Accession number :
- edsair.doi.dedup.....398663cf0065e84690bc0b6aa31c9401