Flavonoids and sesquiterpenes from Tecurium ramosissimum promote antiproliferation of human cancer cells and enhance antioxidant activity: A structure–activity relationship study
Autor: | Marie-Genviève Dijoux Franca, Leila Chekir-Ghedira, Nouha Nasr, Mohamed Ben Sghaier, Ines Skandrani, Kamel Ghedira |
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Rok vydání: | 2011 |
Předmět: |
Magnetic Resonance Spectroscopy
Tunisia Antioxidant Health Toxicology and Mutagenesis medicine.medical_treatment Apoptosis Toxicology Sesquiterpene Antioxidants Teucrium Structure-Activity Relationship chemistry.chemical_compound Cell Line Tumor medicine Humans Structure–activity relationship Cell Proliferation Flavonoids Pharmacology Leukemia Plants Medicinal ABTS Molecular Structure biology Chemistry General Medicine Flavones biology.organism_classification Antineoplastic Agents Phytogenic Plant Leaves Biochemistry Genkwanin Apigenin Drug Screening Assays Antitumor K562 Cells Sesquiterpenes |
Zdroj: | Environmental Toxicology and Pharmacology. 32:336-348 |
ISSN: | 1382-6689 |
DOI: | 10.1016/j.etap.2011.07.003 |
Popis: | Fractionation of the chloroformic extracts from Teucrium ramosissimum leaves resulted in the isolation of three flavonoids: genkwanin (1), cirsimaritin (2) and 4',7-dimethoxy apigenin (4) and one sesquiterpene: β-eudesmol (3). The structures were determined using data obtained from (1)H and (13)C NMR spectra, as well as by various correlation experiments (COSY, HMQC and HMBC). The antioxidant activities of the isolated flavonoids from T. ramosissimum leaves were evaluated by measuring their ability to scavenge the radical ABTS(+) and through chemical assays: cupric reducing antioxidant capacity (CUPRAC), reducing power (RP) and ferric reducing antioxidant power (FRAP). Furthermore, the effects of T. ramosissimum isolated molecules, on inhibition of cell proliferation and induction of apoptosis in human leukemia cells, were also examined. Cirsimaritin showed the best activity in the ABTS assay with TEAC value 2.04μM, whereas apigenin and 4',7-dimethoxy apigenin exhibited the highest antioxidant activity using the CUPRAC, RP and FRAP assays with TEAC values 10.5, 1.39 and 0.71μM respectively. The cytotoxic activity revealed that the β-eudesmol inhibited significantly the proliferation of K562 cells (IC(50)=20μg/ml). |
Databáze: | OpenAIRE |
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